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Toronto Pearson International Airport to Chicago Midway International Airport flight

Explore the cheapest one-way and round-trip flights from Toronto Pearson International Airport to Chicago Midway International Airport over the next 90 days, with one-way fares from PLN 548 and round-trip from PLN 861. Based on Trip.com's latest 7-day flight data.

      • YYZ 12:10 PM
        6h 50m
        1 stop
        MDW 6:00 PM
        Toronto - Chicago | Sun, Oct 18 | Delta Air Lines
        ORD 11:19 AM
        5h
        1 stop
        YYZ 5:19 PM
        Chicago - Toronto | Tue, Oct 20 | Delta Air Lines
        PLN 861 PLN 1,394
        38% off
        38% off
        PLN 1,394 PLN 861
      • YYZ 9:45 AM
        4h 6m
        1 stop
        MDW 12:51 PM
        Toronto - Chicago | Sat, Nov 21 | Delta Air Lines
        ORD 2:44 PM
        7h 13m
        1 stop
        YYZ 10:57 PM
        Chicago - Toronto | Mon, Nov 23 | Delta Air Lines
        PLN 870 PLN 1,394
        38% off
        38% off
        PLN 1,394 PLN 870
      • YYZ 2:20 PM
        4h 44m
        1 stop
        MDW 6:04 PM
        Toronto - Chicago | Wed, Nov 11 | Delta Air Lines
        MDW 9:30 AM
        6h 50m
        1 stop
        YYZ 5:20 PM
        Chicago - Toronto | Sun, Nov 15 | Delta Air Lines
        PLN 1,059 PLN 1,394
        24% off
        24% off
        PLN 1,394 PLN 1,059
      • YYZ 9:45 AM
        4h 6m
        1 stop
        MDW 12:51 PM
        Toronto - Chicago | Thu, Nov 19 | Delta Air Lines
        ORD 8:29 AM
        4h 1m
        1 stop
        YYZ 1:30 PM
        Chicago - Toronto | Mon, Nov 23 | Delta Air Lines
        PLN 1,074
        23% off
        PLN 1,394 PLN 1,074
      • YYZ 9:45 AM
        4h 16m
        1 stop
        MDW 1:01 PM
        Toronto - Chicago | Thu, Dec 10 | Delta Air Lines
        ORD 5:05 PM
        5h 2m
        1 stop
        YYZ 11:07 PM
        Chicago - Toronto | Sun, Dec 13 | Delta Air Lines
        PLN 1,075
        23% off
        PLN 1,394 PLN 1,075
      • YYZ 6:00 AM
        7h 47m
        1 stop
        MDW 12:47 PM
        Toronto - Chicago | Tue, Oct 27 | Delta Air Lines
        MDW 9:29 AM
        6h 50m
        1 stop
        YYZ 5:19 PM
        Chicago - Toronto | Sun, Nov 1 | Delta Air Lines
        PLN 1,076
        23% off
        PLN 1,394 PLN 1,076
      • YYZ 6:00 AM
        4h 32m
        1 stop
        MDW 9:32 AM
        Toronto - Chicago | Wed, Oct 28 | Delta Air Lines
        MDW 1:27 PM
        8h 29m
        1 stop
        YYZ 10:56 PM
        Chicago - Toronto | Fri, Oct 30 | Delta Air Lines
        PLN 1,081
        22% off
        PLN 1,394 PLN 1,081
      • YYZ 12:15 PM
        6h 49m
        1 stop
        MDW 6:04 PM
        Toronto - Chicago | Mon, Nov 16 | Delta Air Lines
        MDW 9:30 AM
        6h 50m
        1 stop
        YYZ 5:20 PM
        Chicago - Toronto | Sun, Nov 22 | Delta Air Lines
        PLN 1,083
        22% off
        PLN 1,394 PLN 1,083
      • YYZ 9:45 AM
        4h 6m
        1 stop
        MDW 12:51 PM
        Toronto - Chicago | Tue, Nov 24 | Delta Air Lines
        MDW 9:30 AM
        6h 50m
        1 stop
        YYZ 5:20 PM
        Chicago - Toronto | Sat, Nov 28 | Delta Air Lines
        PLN 1,084
        22% off
        PLN 1,394 PLN 1,084
      • YYZ 6:00 AM
        4h 32m
        1 stop
        MDW 9:32 AM
        Toronto - Chicago | Sat, Oct 31 | Delta Air Lines
        ORD 5:29 PM
        4h 27m
        1 stop
        YYZ 10:56 PM
        Chicago - Toronto | Wed, Nov 4 | Delta Air Lines
        PLN 1,084
        22% off
        PLN 1,394 PLN 1,084
      • YYZ 6:00 AM
        4h 32m
        1 stop
        MDW 9:32 AM
        Toronto - Chicago | Sun, Nov 1 | Delta Air Lines
        MDW 9:29 AM
        6h 50m
        1 stop
        YYZ 5:19 PM
        Chicago - Toronto | Sat, Nov 7 | Delta Air Lines
        PLN 1,087
        22% off
        PLN 1,394 PLN 1,087
      • YYZ 6:00 AM
        4h 32m
        1 stop
        MDW 9:32 AM
        Toronto - Chicago | Thu, Oct 29 | Delta Air Lines
        ORD 5:29 PM
        4h 27m
        1 stop
        YYZ 10:56 PM
        Chicago - Toronto | Wed, Nov 4 | Delta Air Lines
        PLN 1,087
        22% off
        PLN 1,394 PLN 1,087
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Thu, Oct 15 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        YTO 4:00 PM
        Chicago - Toronto | Sat, Oct 17 | Normal Airline
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      • YYZ 12:15 PM
        6h 49m
        1 stop
        MDW 6:04 PM
        Toronto - Chicago | Sat, Nov 28 | Delta Air Lines
        PLN 548 PLN 862
        36% off
        36% off
        PLN 862 PLN 548
      • YYZ 6:00 AM
        4h 32m
        1 stop
        MDW 9:32 AM
        Toronto - Chicago | Wed, Oct 28 | Delta Air Lines
        PLN 549 PLN 862
        36% off
        36% off
        PLN 862 PLN 549
      • YYZ 6:00 AM
        4h 32m
        1 stop
        MDW 9:32 AM
        Toronto - Chicago | Thu, Oct 29 | Delta Air Lines
        PLN 549 PLN 862
        36% off
        36% off
        PLN 862 PLN 549
      • YYZ 12:10 PM
        6h 50m
        1 stop
        MDW 6:00 PM
        Toronto - Chicago | Tue, Oct 27 | Delta Air Lines
        PLN 549
        36% off
        PLN 862 PLN 549
      • YYZ 2:25 PM
        4h 36m
        1 stop
        MDW 6:01 PM
        Toronto - Chicago | Fri, Dec 4 | Delta Air Lines
        PLN 551
        36% off
        PLN 862 PLN 551
      • YYZ 6:00 AM
        4h 37m
        1 stop
        MDW 9:37 AM
        Toronto - Chicago | Thu, Dec 3 | Delta Air Lines
        PLN 551
        36% off
        PLN 862 PLN 551
      • YYZ 6:00 AM
        7h 47m
        1 stop
        MDW 12:47 PM
        Toronto - Chicago | Sat, Oct 24 | Delta Air Lines
        PLN 553
        36% off
        PLN 862 PLN 553
      • YYZ 6:00 AM
        7h 33m
        1 stop
        MDW 12:33 PM
        Toronto - Chicago | Wed, Nov 18 | Delta Air Lines
        PLN 581
        33% off
        PLN 862 PLN 581
      • YYZ 9:45 AM
        4h 16m
        1 stop
        MDW 1:01 PM
        Toronto - Chicago | Sat, Dec 5 | Delta Air Lines
        PLN 653
        24% off
        PLN 862 PLN 653
      • YYZ 12:10 PM
        6h 50m
        1 stop
        MDW 6:00 PM
        Toronto - Chicago | Sat, Nov 7 | Delta Air Lines
        PLN 653
        24% off
        PLN 862 PLN 653
      • YYZ 12:10 PM
        6h 50m
        1 stop
        MDW 6:00 PM
        Toronto - Chicago | Fri, Nov 6 | Delta Air Lines
        PLN 672
        22% off
        PLN 862 PLN 672
      • YYZ 6:00 AM
        4h 46m
        1 stop
        MDW 9:46 AM
        Toronto - Chicago | Thu, Nov 12 | Delta Air Lines
        PLN 672
        22% off
        PLN 862 PLN 672
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Thu, Oct 15 | Normal Airline
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Displayed flight fares from Toronto Pearson International Airport to Chicago Midway International Airport are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Which airline offers the cheapest flights from Toronto Pearson International Airport to Chicago Midway International Airport?

The cheapest airline flying from Toronto Pearson International Airport to Chicago Midway International Airport is Delta Air Lines (from PLN 548) among 4 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Delta Air Lines
From PLN 548
WestJet
From PLN 881
Porter Airlines
From PLN 1,021
Air Canada
From PLN 1,038

Find more flights and airlines

What is the flight schedule from Toronto Pearson International Airport to Chicago Midway International Airport?

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

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL5073

    Toronto Pearson International Airport

    9:45 AM

    YYZ

    1h 33m

    Nonstop

    11:18 AM

    DTW

    S M T W T F S
    Search

  2. DL4688

    Detroit Metropolitan Wayne County Airport

    12:28 PM

    DTW

    1h 19m

    Nonstop

    12:47 PM

    MDW

    S M T W T F S

  3. DL5031

    Toronto Pearson International Airport

    6:00 AM

    YYZ

    1h 40m

    Nonstop

    7:40 AM

    DTW

    S M T W T F S
    Search

  4. DL4684

    Detroit Metropolitan Wayne County Airport

    9:10 AM

    DTW

    1h 36m

    Nonstop

    9:46 AM

    MDW

    S M T W T F S

  5. DL4978

    Toronto Pearson International Airport

    2:15 PM

    YYZ

    1h 20m

    Nonstop

    3:35 PM

    DTW

    S M T W T - S
    Search

  6. DL4677

    Detroit Metropolitan Wayne County Airport

    6:15 PM

    DTW

    1h 22m

    Nonstop

    6:37 PM

    MDW

    S M T W T F S

  7. DL5256

    Toronto Pearson International Airport

    12:15 PM

    YYZ

    1h 20m

    Nonstop

    1:35 PM

    DTW

    S M T W T F S
    Search

  8. DL4677

    Detroit Metropolitan Wayne County Airport

    6:15 PM

    DTW

    1h 22m

    Nonstop

    6:37 PM

    MDW

    S M T W T F S

  9. DL5031

    Toronto Pearson International Airport

    6:00 AM

    YYZ

    1h 40m

    Nonstop

    7:40 AM

    DTW

    S M T W T F S
    Search

  10. DL4688

    Detroit Metropolitan Wayne County Airport

    12:28 PM

    DTW

    1h 19m

    Nonstop

    12:47 PM

    MDW

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

About Toronto Pearson International Airport and Chicago Midway International Airport

Learn about Toronto Pearson International Airport (YYZ) and Chicago Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance 696.97 km
Cheapest one-way ticket price PLN 548
Cheapest return ticket price PLN 861

FAQs for Toronto Pearson International Airport to Chicago Midway International Airport Flights

  • What is the flight schedule from Toronto Pearson International Airport to Chicago Midway International Airport?

    The earliest flight from Toronto Pearson International Airport to Chicago Midway International Airport departs at 14:00, and the last departs at 14:00, with about 1 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Chicago Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25 km.
  • One-way flights from Toronto Pearson International Airport to Chicago Midway International Airport currently start from PLN 548, and round-trip fares start from PLN 861. The current lowest fare is a Delta Air Lines flight departing on Sat, Nov 28; prices may vary depending on availability.
  • Yes. Delta Air Lines operate direct flights from Toronto Pearson International Airport to Chicago Midway International Airport, with an average flight time of 1 hour 14 minutes, and around 1 weekly flights. Actual flight frequency may vary by season.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from Toronto Pearson International Airport to Chicago Midway International Airport is PLN 1,337. Prices may vary depending on the departure date, airline, and availability.
  • Toronto Pearson International Airport to Chicago Midway International Airport operates around 1 weekly flights, mainly by Delta Air Lines. Actual frequency may vary during holidays and seasonal schedule adjustments.
  • Enter Toronto Pearson International Airport and Chicago Midway International Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.

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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 in 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, WLAN, 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 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.