Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Delta Air Lines

The cheapest airline(s) flying from Pittsburgh to Chicago is Delta Air Lines.

  • Delta Air Lines Delta Air Lines
  • American Airlines American Airlines
  • United Airlines United Airlines
  • Frontier Airlines Frontier Airlines
  • Spirit Airlines Spirit Airlines
  • Alaska Airlines Alaska Airlines
Cheapest Month July

Travel Period: June 2024 - May 2025

The cheapest month(s) to fly from Pittsburgh to Chicago is July.

  • Jun 2024
  • Jul 2024
  • Aug 2024
  • Sep 2024
  • Oct 2024
  • Nov 2024
  • Dec 2024
  • Jan 2025
  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
Cheapest Day of the Week Wednesday

The cheapest day(s) of the week to fly from Pittsburgh to Chicago is Wednesday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday
Cheapest Time 6am

The cheapest time of the day to fly from Pittsburgh to Chicago is in the early morning.

Early Morning 12:01am - 06:00am
Morning 6:01am - 12:00pm
Afternoon 12:01pm - 6:00pm
Evening 6:01pm to 12:00am
12am
6am
12pm
6pm

Flight Schedules

Last Updated: Thu, 2 May, 2024

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  • Total Duration
    • Shortest
    • Longest
  • Stopover
    All
  • Availability
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 20:20 - 20:45
    PIT - MDW
  • 20:20 (PIT)Pittsburgh International Airport
  • 20:45 (MDW)Chicago Midway Airport
  • (WN 2896)Boeing 737 700
  • 01h 25m
  • Direct
    • -
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 20:35 - 21:05
    PIT - MDW
  • 20:35 (PIT)Pittsburgh International Airport
  • 21:05 (MDW)Chicago Midway Airport
  • (WN 1429)Boeing 737 800
  • 01h 30m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 800
  • 07:00 - 07:38
    PIT - ORD
  • 07:00 (PIT)Pittsburgh International Airport
  • 07:38 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1675)Boeing 737 800
  • 01h 38m
  • Direct
    • M
    • -
    • -
    • -
    • -
    • -
    • -
  • Boeing 737 800
  • 07:00 - 07:38
    PIT - ORD
  • 07:00 (PIT)Pittsburgh International Airport
  • 07:38 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1675)Airbus
  • 01h 38m
  • Direct
    • -
    • -
    • W
    • T
    • F
    • S
    • -
  • Airbus
  • 07:20 - 07:58
    PIT - ORD
  • 07:20 (PIT)Pittsburgh International Airport
  • 07:58 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1675)Airbus
  • 01h 38m
  • Direct
    • -
    • -
    • W
    • T
    • -
    • -
    • -
  • Airbus
  • 07:20 - 07:58
    PIT - ORD
  • 07:20 (PIT)Pittsburgh International Airport
  • 07:58 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1675)Boeing 737 700
  • 01h 38m
  • Direct
    • -
    • -
    • -
    • -
    • F
    • -
    • S
  • Boeing 737 700
  • 07:35 - 08:00
    PIT - MDW
  • 07:35 (PIT)Pittsburgh International Airport
  • 08:00 (MDW)Chicago Midway Airport
  • (WN 351)Boeing 737 700
  • 01h 25m
  • Direct
    • -
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 07:55 - 08:20
    PIT - MDW
  • 07:55 (PIT)Pittsburgh International Airport
  • 08:20 (MDW)Chicago Midway Airport
  • (WN 351)Boeing 737 Max 8 Passenger
  • 01h 25m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 Max 8 Passenger
  • 08:00 - 08:25
    PIT - MDW
  • 08:00 (PIT)Pittsburgh International Airport
  • 08:25 (MDW)Chicago Midway Airport
  • (WN 351)Boeing 737 Max 8 Passenger
  • 01h 25m
  • Direct
    • -
    • -
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 Max 8 Passenger
  • 08:20 - 08:45
    PIT - MDW
  • 08:20 (PIT)Pittsburgh International Airport
  • 08:45 (MDW)Chicago Midway Airport
  • (WN 351)Boeing 737 Max 8 Passenger
  • 01h 25m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 Max 8 Passenger
  • 08:21 - 09:03
    PIT - ORD
  • 08:21 (PIT)Pittsburgh International Airport
  • 09:03 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 2999)Airbus
  • 01h 42m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Airbus
  • 08:23 - 09:05
    PIT - ORD
  • 08:23 (PIT)Pittsburgh International Airport
  • 09:05 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 2999)Airbus
  • 01h 42m
  • Direct
    • -
    • -
    • W
    • T
    • F
    • -
    • S
  • Airbus
  • 08:50 - 09:37
    PIT - ORD
  • 08:50 (PIT)Pittsburgh International Airport
  • 09:37 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 3461)Embraer 170
  • 01h 47m
  • Direct
    • -
    • -
    • W
    • T
    • F
    • S
    • S
  • Embraer 170
  • 11:00 - 11:45
    PIT - ORD
  • 11:00 (PIT)Pittsburgh International Airport
  • 11:45 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 3599)Embraer 170
  • 01h 45m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Embraer 170
  • 11:10 - 11:55
    PIT - ORD
  • 11:10 (PIT)Pittsburgh International Airport
  • 11:55 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 5735)Embraer 175
  • 01h 45m
  • Direct
    • -
    • -
    • -
    • T
    • -
    • -
    • -
  • Embraer 175
  • 11:10 - 11:55
    PIT - ORD
  • 11:10 (PIT)Pittsburgh International Airport
  • 11:55 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 3599)Embraer 175
  • 01h 45m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Embraer 175
  • 11:10 - 11:55
    PIT - ORD
  • 11:10 (PIT)Pittsburgh International Airport
  • 11:55 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 3639)Embraer 175
  • 01h 45m
  • Direct
    • -
    • -
    • W
    • T
    • F
    • -
    • S
  • Embraer 175
  • 11:18 - 12:03
    PIT - ORD
  • 11:18 (PIT)Pittsburgh International Airport
  • 12:03 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 3599)Embraer 175
  • 01h 45m
  • Direct
    • -
    • -
    • -
    • -
    • F
    • -
    • -
  • Embraer 175
  • 11:25 - 11:50
    PIT - MDW
  • 11:25 (PIT)Pittsburgh International Airport
  • 11:50 (MDW)Chicago Midway Airport
  • (WN 472)Boeing 737 700
  • 01h 25m
  • Direct
    • -
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 12:20 - 13:07
    PIT - ORD
  • 12:20 (PIT)Pittsburgh International Airport
  • 13:07 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 3432)Embraer 170
  • 01h 47m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Embraer 170
  • 12:55 - 13:42
    PIT - ORD
  • 12:55 (PIT)Pittsburgh International Airport
  • 13:42 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 3432)Embraer 170
  • 01h 47m
  • Direct
    • -
    • -
    • W
    • T
    • F
    • -
    • S
  • Embraer 170
  • 12:58 - 13:43
    PIT - ORD
  • 12:58 (PIT)Pittsburgh International Airport
  • 13:43 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 3977)Embraer 170
  • 01h 45m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Embraer 170
  • 12:58 - 13:40
    PIT - ORD
  • 12:58 (PIT)Pittsburgh International Airport
  • 13:40 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 1936)Airbus
  • 01h 42m
  • Direct
    • -
    • -
    • W
    • T
    • F
    • S
    • S
  • Airbus
  • 13:55 - 14:20
    PIT - MDW
  • 13:55 (PIT)Pittsburgh International Airport
  • 14:20 (MDW)Chicago Midway Airport
  • (WN 3207)Boeing 737 700
  • 01h 25m
  • Direct
    • -
    • -
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 700
  • 14:45 - 15:10
    PIT - MDW
  • 14:45 (PIT)Pittsburgh International Airport
  • 15:10 (MDW)Chicago Midway Airport
  • (WN 887)Boeing 737 700
  • 01h 25m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 700
  • 16:00 - 16:25
    PIT - MDW
  • 16:00 (PIT)Pittsburgh International Airport
  • 16:25 (MDW)Chicago Midway Airport
  • (WN 3207)Boeing 737 700
  • 01h 25m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 700
  • 17:57 - 18:42
    PIT - ORD
  • 17:57 (PIT)Pittsburgh International Airport
  • 18:42 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 3707)Embraer 170
  • 01h 45m
  • Direct
    • -
    • -
    • W
    • T
    • F
    • S
    • S
  • Embraer 170
  • 18:00 - 18:40
    PIT - ORD
  • 18:00 (PIT)Pittsburgh International Airport
  • 18:40 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2040)Boeing 737 800
  • 01h 40m
  • Direct
    • -
    • -
    • -
    • -
    • F
    • S
    • S
  • Boeing 737 800
  • 18:00 - 18:40
    PIT - ORD
  • 18:00 (PIT)Pittsburgh International Airport
  • 18:40 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2040)Airbus
  • 01h 40m
  • Direct
    • -
    • -
    • W
    • -
    • -
    • -
    • -
  • Airbus

Connecting Flights

  • 20:05 - 20:40
    PIT - BNA
    21:30 - 23:00
    BNA - MDW
  • 20:05 (PIT)Pittsburgh International Airport
    21:30 (BNA)Nashville Airport
  • 20:40 (BNA)Nashville Airport
    23:00 (MDW)Chicago Midway Airport
  • (WN 672)Boeing 737 700
    (WN 3046)Boeing 737 700
  • 03h 55m (00h 50m)
  • BNA Nashville 00h 50m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 20:20 - 20:55
    PIT - BNA
    21:50 - 23:25
    BNA - MDW
  • 20:20 (PIT)Pittsburgh International Airport
    21:50 (BNA)Nashville Airport
  • 20:55 (BNA)Nashville Airport
    23:25 (MDW)Chicago Midway Airport
  • (WN 672)Boeing 737 800
    (WN 3046)Boeing 737 700
  • 04h 05m (00h 55m)
  • BNA Nashville 00h 55m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 21:15 - 21:50+ 1
    PIT - BNA
    22:40 - 00:10+ 1
    BNA - MDW
  • 21:15 (PIT)Pittsburgh International Airport
    22:40 (BNA)Nashville Airport
  • 21:50 (BNA)Nashville Airport + 1
    00:10 (MDW)Chicago Midway Airport
  • (WN 672)Boeing 737 700
    (WN 5212)Boeing 737 700
  • 03h 55m (00h 50m)
  • BNA Nashville 00h 50m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 05:00 - 06:29
    PIT - CLT
    07:49 - 08:55
    CLT - ORD
  • 05:00 (PIT)Pittsburgh International Airport
    07:49 (CLT)Charlotte Airport
  • 06:29 (CLT)Charlotte Airport
    08:55 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 376)Airbus
    American Airlines (AA 459)Airbus
  • 04h 55m (01h 20m)
  • CLT Charlotte 01h 20m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 06:05 - 07:13
    PIT - DTW
    09:00 - 09:25
    DTW - ORD
  • 06:05 (PIT)Pittsburgh International Airport
    09:00 (DTW)Detroit Wayne County
  • 07:13 (DTW)Detroit Wayne County
    09:25 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 2600)Airbus
    Delta Air Lines (DL 5809)Embraer Emb 175
  • 04h 20m (01h 47m)
  • DTW Detroit 01h 47m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 06:05 - 07:13
    PIT - DTW
    08:30 - 08:49
    DTW - MDW
  • 06:05 (PIT)Pittsburgh International Airport
    08:30 (DTW)Detroit Wayne County
  • 07:13 (DTW)Detroit Wayne County
    08:49 (MDW)Chicago Midway Airport
  • Delta Air Lines (DL 2600)Airbus
    Delta Air Lines (DL 3822)Embraer 175
  • 03h 44m (01h 17m)
  • DTW Detroit 01h 17m
    • -
    • -
    • -
    • T
    • F
    • S
    • S
  • 06:05 - 07:13
    PIT - DTW
    08:25 - 08:50
    DTW - ORD
  • 06:05 (PIT)Pittsburgh International Airport
    08:25 (DTW)Detroit Wayne County
  • 07:13 (DTW)Detroit Wayne County
    08:50 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 2600)Airbus
    Delta Air Lines (DL 2575)Boeing 717
  • 03h 45m (01h 12m)
  • DTW Detroit 01h 12m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:05 - 07:13
    PIT - DTW
    08:30 - 08:50
    DTW - MDW
  • 06:05 (PIT)Pittsburgh International Airport
    08:30 (DTW)Detroit Wayne County
  • 07:13 (DTW)Detroit Wayne County
    08:50 (MDW)Chicago Midway Airport
  • Delta Air Lines (DL 2600)Airbus
    Delta Air Lines (DL 3822)Embraer 175
  • 03h 45m (01h 17m)
  • DTW Detroit 01h 17m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 06:15 - 07:23
    PIT - IAD
    08:28 - 09:37
    IAD - ORD
  • 06:15 (PIT)Pittsburgh International Airport
    08:28 (IAD)Washington Dulles International Airport
  • 07:23 (IAD)Washington Dulles International Airport
    09:37 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 3634)Embraer 175
    United Airlines (UA 2440)Boeing 737 800
  • 04h 22m (01h 05m)
  • IAD Washington 01h 05m
    • M
    • T
    • W
    • T
    • F
    • S
    • -
  • 06:15 - 07:23
    PIT - IAD
    08:28 - 09:37
    IAD - ORD
  • 06:15 (PIT)Pittsburgh International Airport
    08:28 (IAD)Washington Dulles International Airport
  • 07:23 (IAD)Washington Dulles International Airport
    09:37 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 3634)Embraer 175
    United Airlines (UA 2440)Airbus
  • 04h 22m (01h 05m)
  • IAD Washington 01h 05m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:15 - 07:23
    PIT - IAD
    08:30 - 09:39
    IAD - ORD
  • 06:15 (PIT)Pittsburgh International Airport
    08:30 (IAD)Washington Dulles International Airport
  • 07:23 (IAD)Washington Dulles International Airport
    09:39 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 3634)Embraer 175
    United Airlines (UA 2440)Boeing 737 800
  • 04h 24m (01h 07m)
  • IAD Washington 01h 07m
    • -
    • -
    • W
    • T
    • -
    • -
    • -
  • 06:15 - 07:23
    PIT - IAD
    08:19 - 09:28
    IAD - ORD
  • 06:15 (PIT)Pittsburgh International Airport
    08:19 (IAD)Washington Dulles International Airport
  • 07:23 (IAD)Washington Dulles International Airport
    09:28 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 3634)Embraer 175
    United Airlines (UA 2440)Boeing 737 800
  • 04h 13m (00h 56m)
  • IAD Washington 00h 56m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 06:15 - 07:23
    PIT - IAD
    08:30 - 09:39
    IAD - ORD
  • 06:15 (PIT)Pittsburgh International Airport
    08:30 (IAD)Washington Dulles International Airport
  • 07:23 (IAD)Washington Dulles International Airport
    09:39 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 3634)Embraer 175
    United Airlines (UA 2440)Boeing 737 700
  • 04h 24m (01h 07m)
  • IAD Washington 01h 07m
    • -
    • -
    • -
    • -
    • F
    • -
    • -
  • 06:15 - 06:50
    PIT - BNA
    08:15 - 10:00
    BNA - ORD
  • 06:15 (PIT)Pittsburgh International Airport
    08:15 (BNA)Nashville Airport
  • 06:50 (BNA)Nashville Airport
    10:00 (ORD)Chicago O'Hare International Airport
  • (WN 4959)Boeing 737 700
    (WN 3623)Boeing 737 700
  • 04h 45m (01h 25m)
  • BNA Nashville 01h 25m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 06:20 - 07:25
    PIT - BWI
    08:40 - 10:00
    BWI - ORD
  • 06:20 (PIT)Pittsburgh International Airport
    08:40 (BWI)Baltimore Washington International Airport
  • 07:25 (BWI)Baltimore Washington International Airport
    10:00 (ORD)Chicago O'Hare International Airport
  • (WN 1073)Boeing 737 Max 8 Passenger
    (WN 3626)Boeing 737 700
  • 04h 40m (01h 15m)
  • BWI Baltimore 01h 15m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 06:25 - 07:25
    PIT - BWI
    08:40 - 10:00
    BWI - ORD
  • 06:25 (PIT)Pittsburgh International Airport
    08:40 (BWI)Baltimore Washington International Airport
  • 07:25 (BWI)Baltimore Washington International Airport
    10:00 (ORD)Chicago O'Hare International Airport
  • (WN 1073)Boeing 737 800
    (WN 3626)Boeing 737 800
  • 04h 35m (01h 15m)
  • BWI Baltimore 01h 15m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 06:55 - 08:24
    PIT - CLT
    09:08 - 10:15
    CLT - ORD
  • 06:55 (PIT)Pittsburgh International Airport
    09:08 (CLT)Charlotte Airport
  • 08:24 (CLT)Charlotte Airport
    10:15 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 311)Airbus
    American Airlines (AA 1038)Airbus
  • 04h 20m (00h 44m)
  • CLT Charlotte 00h 44m
    • -
    • T
    • -
    • -
    • -
    • -
    • -
  • 06:55 - 08:24
    PIT - CLT
    09:08 - 10:15
    CLT - ORD
  • 06:55 (PIT)Pittsburgh International Airport
    09:08 (CLT)Charlotte Airport
  • 08:24 (CLT)Charlotte Airport
    10:15 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 311)Airbus
    American Airlines (AA 1038)Airbus
  • 04h 20m (00h 44m)
  • CLT Charlotte 00h 44m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 07:00 - 07:35
    PIT - BNA
    09:00 - 10:45
    BNA - ORD
  • 07:00 (PIT)Pittsburgh International Airport
    09:00 (BNA)Nashville Airport
  • 07:35 (BNA)Nashville Airport
    10:45 (ORD)Chicago O'Hare International Airport
  • (WN 4959)Boeing 737 700
    (WN 510)Boeing 737 700
  • 04h 45m (01h 25m)
  • BNA Nashville 01h 25m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 07:00 - 08:30
    PIT - CLT
    09:08 - 10:15
    CLT - ORD
  • 07:00 (PIT)Pittsburgh International Airport
    09:08 (CLT)Charlotte Airport
  • 08:30 (CLT)Charlotte Airport
    10:15 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 311)Airbus
    American Airlines (AA 1038)Airbus
  • 04h 15m (00h 38m)
  • CLT Charlotte 00h 38m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 08:10 - 09:19
    PIT - PHL
    10:00 - 11:25
    PHL - ORD
  • 08:10 (PIT)Pittsburgh International Airport
    10:00 (PHL)Philadelphia International Airport
  • 09:19 (PHL)Philadelphia International Airport
    11:25 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 999)Airbus
    American Airlines (AA 2098)Boeing 737 800
  • 04h 15m (00h 41m)
  • PHL Philadelphia 00h 41m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 08:25 - 10:05
    PIT - ATL
    10:45 - 11:40
    ATL - MDW
  • 08:25 (PIT)Pittsburgh International Airport
    10:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 10:05 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    11:40 (MDW)Chicago Midway Airport
  • (WN 301)Boeing 737 800
    (WN 5518)Boeing 737 Max 8 Passenger
  • 04h 15m (00h 40m)
  • ATL Atlanta 00h 40m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 09:50 - 10:35
    PIT - STL
    12:20 - 13:25
    STL - MDW
  • 09:50 (PIT)Pittsburgh International Airport
    12:20 (STL)St Louis Lambert Intl Airport
  • 10:35 (STL)St Louis Lambert Intl Airport
    13:25 (MDW)Chicago Midway Airport
  • (WN 4705)Boeing 737 800
    (WN 1268)Boeing 737 700
  • 04h 35m (01h 45m)
  • STL Saint Louis 01h 45m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 10:15 - 11:00
    PIT - STL
    12:35 - 13:40
    STL - MDW
  • 10:15 (PIT)Pittsburgh International Airport
    12:35 (STL)St Louis Lambert Intl Airport
  • 11:00 (STL)St Louis Lambert Intl Airport
    13:40 (MDW)Chicago Midway Airport
  • (WN 4705)Boeing 737 Max 8 Passenger
    (WN 3241)Boeing 737 700
  • 04h 25m (01h 35m)
  • STL Saint Louis 01h 35m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 10:20 - 11:21
    PIT - IAD
    12:46 - 13:57
    IAD - ORD
  • 10:20 (PIT)Pittsburgh International Airport
    12:46 (IAD)Washington Dulles International Airport
  • 11:21 (IAD)Washington Dulles International Airport
    13:57 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 6027)Embraer 175
    United Airlines (UA 1609)Boeing 737 700
  • 04h 37m (01h 25m)
  • IAD Washington 01h 25m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 10:20 - 11:21
    PIT - IAD
    12:49 - 14:00
    IAD - ORD
  • 10:20 (PIT)Pittsburgh International Airport
    12:49 (IAD)Washington Dulles International Airport
  • 11:21 (IAD)Washington Dulles International Airport
    14:00 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 6027)Embraer 175
    United Airlines (UA 1609)Airbus
  • 04h 40m (01h 28m)
  • IAD Washington 01h 28m
    • -
    • -
    • -
    • -
    • F
    • -
    • -
  • 10:20 - 11:21
    PIT - IAD
    12:50 - 14:01
    IAD - ORD
  • 10:20 (PIT)Pittsburgh International Airport
    12:50 (IAD)Washington Dulles International Airport
  • 11:21 (IAD)Washington Dulles International Airport
    14:01 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 6248)Embraer 175
    United Airlines (UA 1251)Airbus
  • 04h 41m (01h 29m)
  • IAD Washington 01h 29m
    • -
    • -
    • W
    • -
    • -
    • -
    • -
  • 10:20 - 11:21
    PIT - IAD
    12:46 - 13:57
    IAD - ORD
  • 10:20 (PIT)Pittsburgh International Airport
    12:46 (IAD)Washington Dulles International Airport
  • 11:21 (IAD)Washington Dulles International Airport
    13:57 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 6027)Embraer 175
    United Airlines (UA 1609)Boeing 737 Max 8 Passenger
  • 04h 37m (01h 25m)
  • IAD Washington 01h 25m
    • -
    • -
    • -
    • T
    • -
    • -
    • -
  • 10:20 - 11:21
    PIT - IAD
    12:49 - 14:00
    IAD - ORD
  • 10:20 (PIT)Pittsburgh International Airport
    12:49 (IAD)Washington Dulles International Airport
  • 11:21 (IAD)Washington Dulles International Airport
    14:00 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 6027)Embraer 175
    United Airlines (UA 1609)Boeing 737 800
  • 04h 40m (01h 28m)
  • IAD Washington 01h 28m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 10:24 - 11:32
    PIT - DTW
    12:29 - 12:44
    DTW - MDW
  • 10:24 (PIT)Pittsburgh International Airport
    12:29 (DTW)Detroit Wayne County
  • 11:32 (DTW)Detroit Wayne County
    12:44 (MDW)Chicago Midway Airport
  • Delta Air Lines (DL 4027)Canadair Regional
    Delta Air Lines (DL 3902)Embraer 175
  • 03h 20m (00h 57m)
  • DTW Detroit 00h 57m
    • -
    • -
    • -
    • T
    • F
    • -
    • S
  • 10:24 - 11:32
    PIT - DTW
    12:20 - 12:43
    DTW - ORD
  • 10:24 (PIT)Pittsburgh International Airport
    12:20 (DTW)Detroit Wayne County
  • 11:32 (DTW)Detroit Wayne County
    12:43 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 4027)Canadair Regional
    Delta Air Lines (DL 3738)Canadair Regional
  • 03h 19m (00h 48m)
  • DTW Detroit 00h 48m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 10:24 - 11:32
    PIT - DTW
    12:29 - 12:45
    DTW - MDW
  • 10:24 (PIT)Pittsburgh International Airport
    12:29 (DTW)Detroit Wayne County
  • 11:32 (DTW)Detroit Wayne County
    12:45 (MDW)Chicago Midway Airport
  • Delta Air Lines (DL 4027)Canadair Regional
    Delta Air Lines (DL 3902)Embraer 175
  • 03h 21m (00h 57m)
  • DTW Detroit 00h 57m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 10:31 - 11:29
    PIT - IAD
    12:46 - 13:57
    IAD - ORD
  • 10:31 (PIT)Pittsburgh International Airport
    12:46 (IAD)Washington Dulles International Airport
  • 11:29 (IAD)Washington Dulles International Airport
    13:57 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2160)Boeing 737 Max 8 Passenger
    United Airlines (UA 1251)Boeing 737 700
  • 04h 26m (01h 17m)
  • IAD Washington 01h 17m
    • M
    • -
    • -
    • -
    • -
    • -
    • -
  • 10:31 - 11:29
    PIT - IAD
    12:46 - 13:57
    IAD - ORD
  • 10:31 (PIT)Pittsburgh International Airport
    12:46 (IAD)Washington Dulles International Airport
  • 11:29 (IAD)Washington Dulles International Airport
    13:57 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2160)Airbus
    United Airlines (UA 1251)Boeing 737 700
  • 04h 26m (01h 17m)
  • IAD Washington 01h 17m
    • -
    • T
    • -
    • -
    • -
    • -
    • -
  • 10:52 - 12:36
    PIT - ATL
    13:15 - 14:15
    ATL - ORD
  • 10:52 (PIT)Pittsburgh International Airport
    13:15 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 12:36 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    14:15 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 2158)Boeing 737 900
    Delta Air Lines (DL 1477)Boeing 757
  • 04h 23m (00h 39m)
  • ATL Atlanta 00h 39m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 11:15 - 12:20
    PIT - BWI
    13:05 - 14:05
    BWI - MDW
  • 11:15 (PIT)Pittsburgh International Airport
    13:05 (BWI)Baltimore Washington International Airport
  • 12:20 (BWI)Baltimore Washington International Airport
    14:05 (MDW)Chicago Midway Airport
  • (WN 3425)Boeing 737 Max 8 Passenger
    (WN 5950)Boeing 737 800
  • 03h 50m (00h 45m)
  • BWI Baltimore 00h 45m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 11:15 - 12:20
    PIT - BWI
    13:05 - 14:15
    BWI - ORD
  • 11:15 (PIT)Pittsburgh International Airport
    13:05 (BWI)Baltimore Washington International Airport
  • 12:20 (BWI)Baltimore Washington International Airport
    14:15 (ORD)Chicago O'Hare International Airport
  • (WN 3425)Boeing 737 Max 8 Passenger
    (WN 3191)Boeing 737 700
  • 04h 00m (00h 45m)
  • BWI Baltimore 00h 45m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 11:20 - 12:25
    PIT - BWI
    13:15 - 14:15
    BWI - MDW
  • 11:20 (PIT)Pittsburgh International Airport
    13:15 (BWI)Baltimore Washington International Airport
  • 12:25 (BWI)Baltimore Washington International Airport
    14:15 (MDW)Chicago Midway Airport
  • (WN 3934)Boeing 737 Max 8 Passenger
    (WN 5950)Boeing 737 Max 8 Passenger
  • 03h 55m (00h 50m)
  • BWI Baltimore 00h 50m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 11:20 - 12:25
    PIT - BWI
    13:45 - 14:45
    BWI - MDW
  • 11:20 (PIT)Pittsburgh International Airport
    13:45 (BWI)Baltimore Washington International Airport
  • 12:25 (BWI)Baltimore Washington International Airport
    14:45 (MDW)Chicago Midway Airport
  • (WN 3934)Boeing 737 700
    (WN 5950)Boeing 737 800
  • 04h 25m (01h 20m)
  • BWI Baltimore 01h 20m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 13:01 - 14:45
    PIT - ATL
    15:45 - 16:48
    ATL - ORD
  • 13:01 (PIT)Pittsburgh International Airport
    15:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 14:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    16:48 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 1075)Boeing 737 900
    Delta Air Lines (DL 2738)Boeing 757
  • 04h 47m (01h 00m)
  • ATL Atlanta 01h 00m
    • -
    • -
    • -
    • T
    • F
    • -
    • S
  • 13:01 - 14:45
    PIT - ATL
    15:45 - 16:47
    ATL - ORD
  • 13:01 (PIT)Pittsburgh International Airport
    15:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 14:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    16:47 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 1075)Boeing 737 900
    Delta Air Lines (DL 2738)Boeing 757
  • 04h 46m (01h 00m)
  • ATL Atlanta 01h 00m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 13:01 - 14:44
    PIT - ATL
    15:45 - 16:48
    ATL - ORD
  • 13:01 (PIT)Pittsburgh International Airport
    15:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 14:44 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    16:48 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 1075)Boeing 737 900
    Delta Air Lines (DL 2738)Boeing 757
  • 04h 47m (01h 01m)
  • ATL Atlanta 01h 01m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 13:25 - 14:00
    PIT - BNA
    15:30 - 17:00
    BNA - MDW
  • 13:25 (PIT)Pittsburgh International Airport
    15:30 (BNA)Nashville Airport
  • 14:00 (BNA)Nashville Airport
    17:00 (MDW)Chicago Midway Airport
  • (WN 857)Boeing 737 800
    (WN 2261)Boeing 737 700
  • 04h 35m (01h 30m)
  • BNA Nashville 01h 30m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 13:30 - 14:43
    PIT - DTW
    16:15 - 16:35
    DTW - ORD
  • 13:30 (PIT)Pittsburgh International Airport
    16:15 (DTW)Detroit Wayne County
  • 14:43 (DTW)Detroit Wayne County
    16:35 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 4865)Canadair Regional
    Delta Air Lines (DL 1007)Boeing 717
  • 04h 05m (01h 32m)
  • DTW Detroit 01h 32m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 13:30 - 14:43
    PIT - DTW
    16:00 - 16:18
    DTW - MDW
  • 13:30 (PIT)Pittsburgh International Airport
    16:00 (DTW)Detroit Wayne County
  • 14:43 (DTW)Detroit Wayne County
    16:18 (MDW)Chicago Midway Airport
  • Delta Air Lines (DL 4865)Canadair Regional
    Delta Air Lines (DL 3964)Embraer 175
  • 03h 48m (01h 17m)
  • DTW Detroit 01h 17m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 13:54 - 15:22
    PIT - CLT
    16:27 - 17:37
    CLT - ORD
  • 13:54 (PIT)Pittsburgh International Airport
    16:27 (CLT)Charlotte Airport
  • 15:22 (CLT)Charlotte Airport
    17:37 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 2254)Airbus
    American Airlines (AA 536)Boeing 737 800
  • 04h 43m (01h 05m)
  • CLT Charlotte 01h 05m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 13:57 - 15:26
    PIT - CLT
    16:26 - 17:36
    CLT - ORD
  • 13:57 (PIT)Pittsburgh International Airport
    16:26 (CLT)Charlotte Airport
  • 15:26 (CLT)Charlotte Airport
    17:36 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 2254)Boeing 737 800
    American Airlines (AA 536)Boeing 737 800
  • 04h 39m (01h 00m)
  • CLT Charlotte 01h 00m
    • -
    • T
    • -
    • -
    • -
    • -
    • -
  • 14:01 - 15:10
    PIT - DTW
    16:15 - 16:35
    DTW - ORD
  • 14:01 (PIT)Pittsburgh International Airport
    16:15 (DTW)Detroit Wayne County
  • 15:10 (DTW)Detroit Wayne County
    16:35 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 3764)Canadair Regional
    Delta Air Lines (DL 1007)Boeing 717
  • 03h 34m (01h 05m)
  • DTW Detroit 01h 05m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 14:01 - 15:10
    PIT - DTW
    16:05 - 16:23
    DTW - MDW
  • 14:01 (PIT)Pittsburgh International Airport
    16:05 (DTW)Detroit Wayne County
  • 15:10 (DTW)Detroit Wayne County
    16:23 (MDW)Chicago Midway Airport
  • Delta Air Lines (DL 3764)Canadair Regional
    Delta Air Lines (DL 3964)Embraer 175
  • 03h 22m (00h 55m)
  • DTW Detroit 00h 55m
    • -
    • -
    • -
    • T
    • F
    • -
    • S
  • 14:01 - 15:10
    PIT - DTW
    16:05 - 16:24
    DTW - MDW
  • 14:01 (PIT)Pittsburgh International Airport
    16:05 (DTW)Detroit Wayne County
  • 15:10 (DTW)Detroit Wayne County
    16:24 (MDW)Chicago Midway Airport
  • Delta Air Lines (DL 3764)Canadair Regional
    Delta Air Lines (DL 3964)Embraer 175
  • 03h 23m (00h 55m)
  • DTW Detroit 00h 55m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
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What’s the fastest flight time from Pittsburgh to Chicago?

The fastest flight time for direct flights from Pittsburgh to Chicago is 1 hour 25 minutes. Check latest flight schedules & prices on Wego.

How far is Chicago from Pittsburgh?

The flight distance between Pittsburgh and Chicago is 659km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 00:05. The last flight of the day departs at 23:59. See the full list of flight times on Wego.

How many airlines offer direct flights from Pittsburgh to Chicago?

There are 3 airlines that offer direct flights from Pittsburgh to Chicago. Find out the list of airlines on Wego.