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Pittsburgh International Airport to Chicago flight

Explore the cheapest one-way and round-trip flights from Pittsburgh International Airport to Chicago over the next 90 days, with one-way fares from CAD 164 and round-trip from CAD 194. Based on Trip.com's latest 7-day flight data.

    • Cheapest
      PIT 18:27
      23h 40m
      1 stop
      ORD 17:07
      Pittsburgh - Chicago | Sat, Nov 14 | Frontier Airlines
      CAD 164 CAD 271
      39% off
      39% off
      CAD 271 CAD 164
    • PIT 09:01
      2h 4m
      Direct
      ORD 10:05
      Pittsburgh - Chicago | Mon, Nov 30 | American Airlines
      CAD 174 CAD 271
      36% off
      36% off
      CAD 271 CAD 174
    • PIT 08:02
      2h 4m
      Direct
      ORD 09:06
      Pittsburgh - Chicago | Thu, Nov 26 | American Airlines
      CAD 174 CAD 531
      67% off
      67% off
      CAD 531 CAD 174
    • PIT 09:59
      2h 1m
      Direct
      ORD 11:00
      Pittsburgh - Chicago | Sun, Nov 29 | American Airlines
      CAD 182
      33% off
      CAD 271 CAD 182
    • PIT 08:02
      2h 4m
      Direct
      ORD 09:06
      Pittsburgh - Chicago | Wed, Nov 25 | American Airlines
      CAD 182
      66% off
      CAD 531 CAD 182
    • PIT 12:46
      7h 53m
      1 stop
      ORD 19:39
      Pittsburgh - Chicago | Mon, Nov 30 | Delta Air Lines
      CAD 183
      32% off
      CAD 271 CAD 183
    • PIT 16:03
      1h 51m
      Direct
      ORD 16:54
      Pittsburgh - Chicago | Sat, Nov 14 | American Airlines
      CAD 185
      32% off
      CAD 271 CAD 185
    • PIT 06:10
      4h 36m
      1 stop
      MDW 09:46
      Pittsburgh - Chicago | Sat, Nov 14 | Delta Air Lines
      CAD 185
      32% off
      CAD 271 CAD 185
    • PIT 10:30
      9h 32m
      1 stop
      MDW 19:02
      Pittsburgh - Chicago | Mon, Dec 28 | Frontier Airlines
      CAD 189
      30% off
      CAD 271 CAD 189
    • PIT 13:00
      17h 25m
      1 stop
      CHI 14:00
      Pittsburgh - Chicago | Sun, Nov 1 | Normal Airline
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    • Cheapest nonstop
      PIT 13:03
      1h 59m
      Direct
      ORD 14:02
      Pittsburgh - Chicago | Mon, Nov 9 | American Airlines
      ORD 12:29
      1h 38m
      Direct
      PIT 15:07
      Chicago - Pittsburgh | Fri, Nov 13 | American Airlines
      CAD 194 CAD 564
      66% off
      66% off
      CAD 564 CAD 194
    • PIT 16:06
      1h 54m
      Direct
      ORD 17:00
      Pittsburgh - Chicago | Tue, Nov 24 | American Airlines
      ORD 09:45
      1h 45m
      Direct
      PIT 12:30
      Chicago - Pittsburgh | Tue, Dec 1 | American Airlines
      CAD 384 CAD 564
      32% off
      32% off
      CAD 564 CAD 384
    • PIT 13:01
      2h 13m
      Direct
      ORD 14:14
      Pittsburgh - Chicago | Tue, Dec 1 | American Airlines
      ORD 12:44
      1h 34m
      Direct
      PIT 15:18
      Chicago - Pittsburgh | Sat, Dec 5 | American Airlines
      CAD 389 CAD 564
      31% off
      31% off
      CAD 564 CAD 389
    • PIT 15:57
      2h
      Direct
      ORD 16:57
      Pittsburgh - Chicago | Tue, Dec 15 | American Airlines
      ORD 16:50
      1h 44m
      Direct
      PIT 19:34
      Chicago - Pittsburgh | Fri, Dec 18 | American Airlines
      CAD 389
      31% off
      CAD 564 CAD 389
    • PIT 09:59
      2h 1m
      Direct
      ORD 11:00
      Pittsburgh - Chicago | Sat, Dec 5 | American Airlines
      ORD 20:39
      1h 40m
      Direct
      PIT 23:19
      Chicago - Pittsburgh | Mon, Dec 7 | American Airlines
      CAD 390
      31% off
      CAD 564 CAD 390
    • PIT 15:10
      5h 1m
      1 stop
      ORD 19:11
      Pittsburgh - Chicago | Mon, Nov 9 | Delta Air Lines
      ORD 11:30
      6h 20m
      1 stop
      PIT 18:50
      Chicago - Pittsburgh | Fri, Nov 13 | Delta Air Lines
      CAD 206
      63% off
      CAD 564 CAD 206
    • PIT 10:49
      1h 48m
      Direct
      ORD 11:37
      Pittsburgh - Chicago | Mon, Nov 9 | United Airlines
      ORD 06:45
      6h 26m
      1 stop
      PIT 14:11
      Chicago - Pittsburgh | Fri, Nov 13 | Delta Air Lines
      CAD 247
      56% off
      CAD 564 CAD 247
    • PIT 18:28
      7h 33m
      1 stop
      ORD 01:01
      Pittsburgh - Chicago | Tue, Dec 15 | Frontier Airlines
      ORD 05:35
      10h 58m
      1 stop
      PIT 17:33
      Chicago - Pittsburgh | Fri, Dec 18 | Frontier Airlines
      CAD 376
      33% off
      CAD 564 CAD 376
    • PIT 16:32
      5h 13m
      1 stop
      ORD 20:45
      Pittsburgh - Chicago | Sat, Dec 5 | Delta Air Lines
      ORD 05:35
      10h 53m
      1 stop
      PIT 17:28
      Chicago - Pittsburgh | Mon, Dec 7 | Frontier Airlines
      CAD 382
      32% off
      CAD 564 CAD 382
    • PIT 13:00
      17h 25m
      1 stop
      CHI 14:00
      Pittsburgh - Chicago | Sun, Nov 1 | Normal Airline
      CHI 15:00
      6h
      Direct
      PIT 16:00
      Chicago - Pittsburgh | Tue, Nov 3 | Normal Airline
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    • Cheapest nonstop
      PIT 09:01
      2h 4m
      Direct
      ORD 10:05
      Pittsburgh - Chicago | Mon, Nov 30 | American Airlines
      CAD 174 CAD 271
      36% off
      36% off
      CAD 271 CAD 174
    • PIT 08:02
      2h 4m
      Direct
      ORD 09:06
      Pittsburgh - Chicago | Thu, Nov 26 | American Airlines
      CAD 174 CAD 531
      67% off
      67% off
      CAD 531 CAD 174
    • PIT 09:59
      2h 1m
      Direct
      ORD 11:00
      Pittsburgh - Chicago | Sun, Nov 29 | American Airlines
      CAD 182 CAD 271
      33% off
      33% off
      CAD 271 CAD 182
    • PIT 08:02
      2h 4m
      Direct
      ORD 09:06
      Pittsburgh - Chicago | Wed, Nov 25 | American Airlines
      CAD 182
      66% off
      CAD 531 CAD 182
    • PIT 16:03
      1h 51m
      Direct
      ORD 16:54
      Pittsburgh - Chicago | Sat, Nov 14 | American Airlines
      CAD 185
      32% off
      CAD 271 CAD 185
    • PIT 06:05
      1h 54m
      Direct
      ORD 06:59
      Pittsburgh - Chicago | Wed, Nov 4 | American Airlines
      CAD 195
      28% off
      CAD 271 CAD 195
    • PIT 08:54
      2h 6m
      Direct
      ORD 10:00
      Pittsburgh - Chicago | Fri, Jan 8 | American Airlines
      CAD 195
      63% off
      CAD 531 CAD 195
    • PIT 08:54
      2h 6m
      Direct
      ORD 10:00
      Pittsburgh - Chicago | Wed, Jan 6 | American Airlines
      CAD 195
      63% off
      CAD 531 CAD 195
    • PIT 08:00
      2h 8m
      Direct
      ORD 09:08
      Pittsburgh - Chicago | Tue, Jan 5 | American Airlines
      CAD 195
      63% off
      CAD 531 CAD 195
    • PIT 13:00
      17h 25m
      1 stop
      CHI 14:00
      Pittsburgh - Chicago | Sun, Nov 1 | Normal Airline
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    • Cheapest nonstop
      PIT 08:02
      2h 4m
      Direct
      ORD 09:06
      Pittsburgh - Chicago | Thu, Nov 26 | American Airlines
      CAD 174 CAD 531
      67% off
      67% off
      CAD 531 CAD 174
    • PIT 08:02
      2h 4m
      Direct
      ORD 09:06
      Pittsburgh - Chicago | Wed, Nov 25 | American Airlines
      CAD 182 CAD 531
      66% off
      66% off
      CAD 531 CAD 182
    • PIT 08:54
      2h 6m
      Direct
      ORD 10:00
      Pittsburgh - Chicago | Fri, Jan 8 | American Airlines
      CAD 195 CAD 531
      63% off
      63% off
      CAD 531 CAD 195
    • PIT 08:54
      2h 6m
      Direct
      ORD 10:00
      Pittsburgh - Chicago | Wed, Jan 6 | American Airlines
      CAD 195
      63% off
      CAD 531 CAD 195
    • PIT 08:00
      2h 8m
      Direct
      ORD 09:08
      Pittsburgh - Chicago | Fri, Jan 1 | American Airlines
      CAD 195
      63% off
      CAD 531 CAD 195
    • PIT 08:00
      2h 8m
      Direct
      ORD 09:08
      Pittsburgh - Chicago | Wed, Dec 23 | American Airlines
      CAD 195
      63% off
      CAD 531 CAD 195
    • PIT 08:00
      2h 8m
      Direct
      ORD 09:08
      Pittsburgh - Chicago | Mon, Dec 28 | American Airlines
      CAD 195
      63% off
      CAD 531 CAD 195
    • PIT 08:04
      2h 3m
      Direct
      ORD 09:07
      Pittsburgh - Chicago | Thu, Jan 7 | American Airlines
      CAD 195
      63% off
      CAD 531 CAD 195
    • PIT 08:00
      2h 8m
      Direct
      ORD 09:08
      Pittsburgh - Chicago | Thu, Dec 31 | American Airlines
      CAD 195
      63% off
      CAD 531 CAD 195
    • PIT 13:00
      17h 25m
      1 stop
      CHI 14:00
      Pittsburgh - Chicago | Sun, Nov 1 | Normal Airline
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      Find more flights
    • Cheapest nonstop
      PIT 08:05
      2h
      Direct
      ORD 09:05
      Pittsburgh - Chicago | Wed, Nov 4 | American Airlines
      CAD 195 CAD 541
      64% off
      64% off
      CAD 541 CAD 195
    • PIT 10:05
      1h 55m
      Direct
      ORD 11:00
      Pittsburgh - Chicago | Sat, Oct 31 | American Airlines
      CAD 195 CAD 541
      64% off
      64% off
      CAD 541 CAD 195
    • PIT 13:05
      1h 57m
      Direct
      ORD 14:02
      Pittsburgh - Chicago | Fri, Nov 6 | American Airlines
      CAD 251 CAD 541
      54% off
      54% off
      CAD 541 CAD 251
    • PIT 08:49
      1h 56m
      Direct
      ORD 09:45
      Pittsburgh - Chicago | Sat, Oct 31 | United Airlines
      CAD 257
      52% off
      CAD 541 CAD 257
    • PIT 13:02
      1h 57m
      Direct
      ORD 13:59
      Pittsburgh - Chicago | Sun, Nov 1 | American Airlines
      CAD 316
      42% off
      CAD 541 CAD 316
    • PIT 20:27
      2h 2m
      Direct
      ORD 21:29
      Pittsburgh - Chicago | Mon, Nov 2 | American Airlines
      CAD 370
      32% off
      CAD 541 CAD 370
    • PIT 16:03
      1h 51m
      Direct
      ORD 16:54
      Pittsburgh - Chicago | Tue, Nov 3 | American Airlines
      CAD 389
      28% off
      CAD 541 CAD 389
    • PIT 13:00
      17h 25m
      1 stop
      CHI 14:00
      Pittsburgh - Chicago | Sun, Nov 1 | Normal Airline
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    • PIT 18:00
      1h 48m
      Direct
      ORD 18:48
      Pittsburgh - Chicago | Mon, Dec 14 | United Airlines
      CAD 235 CAD 527
      55% off
      55% off
      CAD 527 CAD 235
    • PIT 14:07
      1h 48m
      Direct
      ORD 14:55
      Pittsburgh - Chicago | Tue, Nov 17 | United Airlines
      CAD 257 CAD 527
      51% off
      51% off
      CAD 527 CAD 257
    • PIT 17:51
      1h 48m
      Direct
      ORD 18:39
      Pittsburgh - Chicago | Sat, Nov 14 | United Airlines
      CAD 257 CAD 527
      51% off
      51% off
      CAD 527 CAD 257
    • PIT 18:00
      1h 48m
      Direct
      ORD 18:48
      Pittsburgh - Chicago | Tue, Dec 15 | United Airlines
      CAD 259
      51% off
      CAD 527 CAD 259
    • PIT 18:00
      1h 48m
      Direct
      ORD 18:48
      Pittsburgh - Chicago | Sun, Dec 13 | United Airlines
      CAD 327
      38% off
      CAD 527 CAD 327
    • PIT 14:07
      1h 48m
      Direct
      ORD 14:55
      Pittsburgh - Chicago | Tue, Nov 24 | United Airlines
      CAD 339
      36% off
      CAD 527 CAD 339
    • PIT 14:07
      1h 48m
      Direct
      ORD 14:55
      Pittsburgh - Chicago | Sun, Nov 1 | United Airlines
      CAD 356
      32% off
      CAD 527 CAD 356
    • PIT 14:07
      1h 48m
      Direct
      ORD 14:55
      Pittsburgh - Chicago | Sun, Nov 8 | United Airlines
      CAD 357
      32% off
      CAD 527 CAD 357
    • PIT 16:03
      1h 51m
      Direct
      ORD 16:54
      Pittsburgh - Chicago | Sat, Nov 14 | American Airlines
      CAD 185
      32% off
      CAD 271 CAD 185
    • PIT 13:00
      17h 25m
      1 stop
      CHI 14:00
      Pittsburgh - Chicago | Sun, Nov 1 | Normal Airline
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Displayed flight fares from Pittsburgh to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Trip.com Price Insights: Flights from Pittsburgh International Airport to Chicago

What is the cheapest month for one-way flights from Pittsburgh International Airport to Chicago?

The data is based on the past 12 months and shows the average one-way ticket prices from Pittsburgh International Airport to Chicago for each month in the Trip.com database.

Based on Trip.com data's from the past 12 months, the cheapest month for one-way flights from Pittsburgh International Airport to Chicago is October, with an average price of CAD 131. The most expensive month is usually April, with an average price of CAD 437.

CAD 437
CAD 284
CAD 131
0
  • CAD 131
    Oct
  • CAD 351
    Nov
  • CAD 237
    Dec
  • CAD 344
    Jan
  • CAD 385
    Feb
  • CAD 309
    Mar
  • CAD 437
    Apr
  • CAD 287
    May
  • CAD 315
    Jun
  • CAD 338
    Jul
  • CAD 273
    Aug
  • CAD 374
    Sep

What is the cheapest day of the week to fly from Pittsburgh International Airport to Chicago?

The data is based on the past 12 months and shows the average ticket prices from Pittsburgh International Airport to Chicago for each day of the week in the Trip.com database.

Based on Trip.com's data from the past 12 months, the cheapest departure from Pittsburgh International Airport to Chicago is on Tuesday, with prices usually lower than other days. Avoid departing on Wednesday as fares are typically the highest.

CAD 460
CAD 347
CAD 234
CAD 121
  • CAD 262
    Mon
  • CAD 234
    Tue
  • CAD 460
    Wed
  • CAD 314
    Thu
  • CAD 307
    Fri
  • CAD 370
    Sat
  • CAD 417
    Sun

Which airlines are the most popular for Pittsburgh International Airport to Chicago flights?

See which airlines fly from Pittsburgh International Airport to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.
American Airlines logo American Airlines

Flight Schedule from Pittsburgh International Airport to Chicago

Check the schedule for flights from Pittsburgh International Airport to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. AA3239

    Pittsburgh International Airport

    16:01

    PIT

    1h 57m

    16:58

    ORD

    S M T W T - S
    Search

  2. AA2097

    Pittsburgh International Airport

    06:05

    PIT

    1h 54m

    06:59

    ORD

    - - - - - F -
    Search

  3. AA4649

    Pittsburgh International Airport

    10:01

    PIT

    2h 4m

    11:05

    ORD

    S M T W T - S
    Search

  4. AA2644

    Pittsburgh International Airport

    08:00

    PIT

    2h 8m

    09:08

    ORD

    S M T W T - S
    Search

  5. DL5694

    Pittsburgh International Airport

    13:00

    PIT

    1h 29m

    Direct

    14:29

    LGA

    S M T W T - S
    Search

  6. DL2503

    LaGuardia Airport

    17:30

    LGA

    2h 50m

    Direct

    19:20

    ORD

    S M T W T F S

  7. F93819

    Pittsburgh International Airport

    18:27

    PIT

    2h 35m

    Direct

    21:02

    MCO

    S - - W T - S
    Search

  8. F93043

    Orlando International Airport

    06:30

    MCO

    3h 16m

    Direct

    08:46

    ORD

    S - - W T F S
Find more flights and airlines

What to know about flights from Pittsburgh International Airport to Chicago?

Cheapest return ticket price CAD 194
Cheapest one-way flight price CAD 146
Off-season travel month October
Peak season for travel January

FAQs for Pittsburgh International Airport to Chicago Flights

  • When is peak season for travel to Chicago?

    ؜The peak travel time for visiting Chicago is November. During this time, flights from Pittsburgh International Airport to Chicago are the most expensive. Cheap tickets can still be booked on Trip.com.
  • Flights from Pittsburgh International Airport (PIT) to Pittsburgh International Airport(CHI) take around 1 hour 46 minutes.
    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • Yes. United Airlines and American Airlines operate direct flights from Pittsburgh International Airport to Chicago. The average flight time is approximately 1 hour 32 minutes, with about 11 flights per week. Actual schedules may vary by season.
  • The cheapest one-way flight from Pittsburgh International Airport to Chicago currently starts from CAD 164, with round-trip fares from CAD 194. The lowest fare is offered by Frontier Airlines departing on Sat, Nov 14; prices are subject to availability.
  • Yes. The average flight time from Pittsburgh International Airport to Chicago is about 1 hour 14 minutes. Actual flight time may vary due to routing, weather, and air traffic.
  • Currently, multiple airlines offer flights from Pittsburgh International Airport to Chicago, including: American Airlines United Airlines The selected airlines are based on Trip.com user booking data from the past 90 days.
  • Based on Trip.com flight data for departures within the next 30 days, the average one-way fare from Pittsburgh International Airport to Chicago is CAD 292, and the average round-trip fare is CAD 552. Prices may vary depending on the departure date, airline, and availability.
  • Flights from Pittsburgh International Airport to Chicago are usually cheapest in October, with an average one-way fare of about CAD 292. Prices may vary depending on the departure date, airline, and availability.
  • The earliest flight from Pittsburgh International Airport to Chicago departs at 06:05, and the latest one departs at 20:36. There are approximately 16 flights per day. Flight times may change, so please check the latest departure and arrival times before your trip.
  • Flights from Pittsburgh International Airport to Chicago usually arrive at Midway International Airport and O'Hare International Airport. O'Hare International Airport is the most convenient option for this route.
  • Allegiant Air are the most popular budget airlines flying from Pittsburgh International Airport to Chicago. Basic fares start from CAD 164. Before comparing final prices, watch out for baggage, seat selection, and payment surcharges.

Find Cheap Flights with Trip.com

Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed on this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, Wi-Fi, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within the last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.