Trip.com
>
Flights
>
Flights to Canada
>
Flights to Ontario
>
Cheap Flights to Toronto
>
Chicago to Toronto flight
>
Chicago Midway International Airport to Toronto Pearson International Airport flight

Explore the cheapest one-way and round-trip flights from Chicago Midway International Airport to Toronto Pearson International Airport over the next 90 days, with one-way fares from TWD 3,009 and round-trip from TWD 7,317. Based on Trip.com's latest 7-day flight data.

      • MDW 18:44
        3h 13m
        1 stop
        YYZ 22:57
        Chicago - Toronto | Fri, Nov 20 | Delta Air Lines
        YYZ 06:45
        2h 9m
        Direct
        ORD 07:54
        Toronto - Chicago | Sun, Nov 22 | United Airlines
        TWD 7,317 TWD 43,662
        83% off
        83% off
        TWD 43,662 TWD 7,317
      • MDW 18:44
        3h 12m
        1 stop
        YYZ 22:56
        Chicago - Toronto | Tue, Oct 6 | Delta Air Lines
        YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Tue, Oct 13 | Porter Airlines
        TWD 7,517 TWD 43,662
        83% off
        83% off
        TWD 43,662 TWD 7,517
      • MDW 18:44
        3h 12m
        1 stop
        YYZ 22:56
        Chicago - Toronto | Tue, Oct 20 | Delta Air Lines
        YTZ 16:35
        2h 5m
        Direct
        ORD 17:40
        Toronto - Chicago | Tue, Oct 27 | Porter Airlines
        TWD 7,579 TWD 43,662
        83% off
        83% off
        TWD 43,662 TWD 7,579
      • MDW 18:44
        3h 12m
        1 stop
        YYZ 22:56
        Chicago - Toronto | Thu, Oct 8 | Delta Air Lines
        YTZ 10:10
        1h 50m
        Direct
        MDW 11:00
        Toronto - Chicago | Thu, Oct 15 | Porter Airlines
        TWD 7,741
        82% off
        TWD 43,662 TWD 7,741
      • MDW 09:29
        6h 50m
        1 stop
        YYZ 17:19
        Chicago - Toronto | Sat, Oct 10 | Delta Air Lines
        YTZ 10:10
        1h 50m
        Direct
        MDW 11:00
        Toronto - Chicago | Sat, Oct 17 | Porter Airlines
        TWD 7,741
        82% off
        TWD 43,662 TWD 7,741
      • MDW 18:44
        3h 13m
        1 stop
        YYZ 22:57
        Chicago - Toronto | Sat, Nov 21 | Delta Air Lines
        YYZ 06:00
        8h 59m
        1 stop
        ORD 13:59
        Toronto - Chicago | Fri, Nov 27 | Delta Air Lines
        TWD 8,279
        81% off
        TWD 43,662 TWD 8,279
      • MDW 09:29
        3h 7m
        1 stop
        YYZ 13:36
        Chicago - Toronto | Thu, Oct 15 | Delta Air Lines
        YYZ 12:10
        6h 50m
        1 stop
        MDW 18:00
        Toronto - Chicago | Sun, Oct 18 | Delta Air Lines
        TWD 8,322
        81% off
        TWD 43,662 TWD 8,322
      • MDW 13:27
        8h 29m
        1 stop
        YYZ 22:56
        Chicago - Toronto | Fri, Oct 30 | Delta Air Lines
        YYZ 09:40
        7h 52m
        1 stop
        ORD 16:32
        Toronto - Chicago | Sun, Nov 1 | Delta Air Lines
        TWD 8,322
        81% off
        TWD 43,662 TWD 8,322
      • MDW 12:05
        4h 15m
        1 stop
        YYZ 17:20
        Chicago - Toronto | Fri, Nov 27 | Delta Air Lines
        YYZ 06:00
        4h 37m
        1 stop
        MDW 09:37
        Toronto - Chicago | Tue, Dec 1 | Delta Air Lines
        TWD 8,479
        81% off
        TWD 43,662 TWD 8,479
      • MDW 18:44
        3h 12m
        1 stop
        YYZ 22:56
        Chicago - Toronto | Fri, Oct 16 | Delta Air Lines
        YYZ 08:50
        1h 58m
        Direct
        ORD 09:48
        Toronto - Chicago | Fri, Oct 23 | United Airlines
        TWD 10,060
        77% off
        TWD 43,662 TWD 10,060
      • MDW 18:44
        3h 12m
        1 stop
        YYZ 22:56
        Chicago - Toronto | Sun, Oct 11 | Delta Air Lines
        YTZ 10:10
        1h 50m
        Direct
        MDW 11:00
        Toronto - Chicago | Sun, Oct 18 | Porter Airlines
        TWD 10,669
        76% off
        TWD 43,662 TWD 10,669
      • MDW 18:44
        3h 12m
        1 stop
        YYZ 22:56
        Chicago - Toronto | Fri, Oct 9 | Delta Air Lines
        YYZ 12:10
        6h 50m
        1 stop
        MDW 18:00
        Toronto - Chicago | Mon, Oct 12 | Delta Air Lines
        TWD 30,563
        30% off
        TWD 43,662 TWD 30,563
      • CHI 13:00
        17h 25m
        1 stop
        YTO 14:00
        Chicago - Toronto | Mon, Oct 5 | Normal Airline
        YTO 15:00
        6h
        Direct
        CHI 16:00
        Toronto - Chicago | Wed, Oct 7 | Normal Airline
        Find more flights
        Find more flights
      • MDW 09:29
        6h 50m
        1 stop
        YYZ 17:19
        Chicago - Toronto | Sun, Nov 8 | Delta Air Lines
        TWD 3,009 TWD 5,762
        48% off
        48% off
        TWD 5,762 TWD 3,009
      • MDW 13:27
        8h 29m
        1 stop
        YYZ 22:56
        Chicago - Toronto | Tue, Oct 27 | Delta Air Lines
        TWD 3,052 TWD 5,762
        47% off
        47% off
        TWD 5,762 TWD 3,052
      • MDW 13:22
        8h 35m
        1 stop
        YYZ 22:57
        Chicago - Toronto | Fri, Nov 27 | Delta Air Lines
        TWD 3,100 TWD 5,762
        46% off
        46% off
        TWD 5,762 TWD 3,100
      • MDW 09:29
        6h 50m
        1 stop
        YYZ 17:19
        Chicago - Toronto | Sat, Oct 24 | Delta Air Lines
        TWD 3,147
        45% off
        TWD 5,762 TWD 3,147
      • MDW 09:30
        6h 52m
        1 stop
        YYZ 17:22
        Chicago - Toronto | Tue, Nov 10 | Delta Air Lines
        TWD 3,371
        41% off
        TWD 5,762 TWD 3,371
      • MDW 09:30
        6h 52m
        1 stop
        YYZ 17:22
        Chicago - Toronto | Wed, Nov 11 | Delta Air Lines
        TWD 3,371
        41% off
        TWD 5,762 TWD 3,371
      • MDW 09:30
        6h 52m
        1 stop
        YYZ 17:22
        Chicago - Toronto | Fri, Nov 13 | Delta Air Lines
        TWD 3,385
        41% off
        TWD 5,762 TWD 3,385
      • MDW 09:30
        6h 52m
        1 stop
        YYZ 17:22
        Chicago - Toronto | Thu, Nov 19 | Delta Air Lines
        TWD 3,476
        40% off
        TWD 5,762 TWD 3,476
      • MDW 09:30
        6h 52m
        1 stop
        YYZ 17:22
        Chicago - Toronto | Mon, Nov 16 | Delta Air Lines
        TWD 3,652
        37% off
        TWD 5,762 TWD 3,652
      • MDW 13:28
        8h 33m
        1 stop
        YYZ 23:01
        Chicago - Toronto | Sat, Oct 31 | Delta Air Lines
        TWD 3,714
        36% off
        TWD 5,762 TWD 3,714
      • MDW 18:30
        3h 30m
        1 stop
        YYZ 23:00
        Chicago - Toronto | Sat, Nov 21 | Delta Air Lines
        TWD 3,871
        33% off
        TWD 5,762 TWD 3,871
      • MDW 13:28
        8h 33m
        1 stop
        YYZ 23:01
        Chicago - Toronto | Sun, Nov 1 | Delta Air Lines
        TWD 4,033
        30% off
        TWD 5,762 TWD 4,033
      • CHI 13:00
        17h 25m
        1 stop
        YTO 14:00
        Chicago - Toronto | Mon, Oct 5 | Normal Airline
        Find more flights
        Find more flights

Flight fares from Chicago Midway International Airport to Toronto Pearson International Airport are based on the average fares across airlines for the next three months, based on Trip.com’s latest data.

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

The cheapest airline flying from Chicago Midway International Airport to Toronto Pearson International Airport is Delta Air Lines (from TWD 3,009) among 2 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Delta Air Lines
From TWD 3,009
WestJet
From TWD 7,913

Find more flights and airlines

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

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

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL4690

    Chicago Midway International Airport

    17:59

    MDW

    1h 15m

    Direct

    20:14

    DTW

    S - - - - - S
    Search

  2. DL4943

    Detroit Metropolitan Wayne County Airport

    21:38

    DTW

    1h 22m

    Direct

    23:00

    YYZ

    S M T W T F S

  3. DL5373

    Chicago Midway International Airport

    09:29

    MDW

    1h 14m

    Direct

    11:43

    DTW

    - M T W T F -
    Search

  4. DL5406

    Detroit Metropolitan Wayne County Airport

    16:00

    DTW

    1h 22m

    Direct

    17:22

    YYZ

    S M T W T F S

  5. DL4688

    Chicago Midway International Airport

    13:19

    MDW

    1h 15m

    Direct

    15:34

    DTW

    S M T W T F S
    Search

  6. DL4943

    Detroit Metropolitan Wayne County Airport

    21:38

    DTW

    1h 22m

    Direct

    23:00

    YYZ

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

About Chicago Midway International Airport and Toronto Pearson International Airport

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

Flight distance 696.97km
Cheapest one-way ticket price TWD 3,009
Cheapest return ticket price TWD 7,317

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

  • What is the transportation method from the main airport to downtown in Toronto?

    • The distance from Toronto Pearson International Airport to downtown is about 20km, by taxi about 40 minutes.
    • The distance from Billy Bishop Toronto City Airport to downtown is about 2km, by taxi about 20 minutes.
  • One-way flights from Chicago Midway International Airport to Toronto Pearson International Airport currently start from TWD 3,009, and round-trip fares start from TWD 7,317. The current lowest fare is a Delta Air Lines flight departing on Sun, Nov 8; prices may vary depending on availability.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from Chicago Midway International Airport to Toronto Pearson International Airport is TWD 10,273. Prices may vary depending on the departure date, airline, and availability.
  • Enter Chicago Midway International Airport and Toronto Pearson 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.

Most popular destination

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, regulatory fees, etc) with all fees confirmed before payment. Fees for baggage, 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 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.