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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 PHP 8,650 and round-trip from PHP 13,809. 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
        PHP 13,809 PHP 22,359
        38% off
        38% off
        PHP 22,359 PHP 13,809
      • 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
        PHP 13,969 PHP 22,359
        38% off
        38% off
        PHP 22,359 PHP 13,969
      • 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
        PHP 16,999 PHP 22,359
        24% off
        24% off
        PHP 22,359 PHP 16,999
      • 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
        PHP 17,243
        23% off
        PHP 22,359 PHP 17,243
      • 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
        PHP 17,252
        23% off
        PHP 22,359 PHP 17,252
      • 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
        PHP 17,261
        23% off
        PHP 22,359 PHP 17,261
      • YYZ 6:00 AM
        7h 51m
        1 stop
        MDW 12:51 PM
        Toronto - Chicago | Fri, Nov 20 | Delta Air Lines
        MDW 9:30 AM
        6h 50m
        1 stop
        YYZ 5:20 PM
        Chicago - Toronto | Mon, Nov 23 | Delta Air Lines
        PHP 17,299
        23% off
        PHP 22,359 PHP 17,299
      • 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
        PHP 17,355
        22% off
        PHP 22,359 PHP 17,355
      • 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
        PHP 17,383
        22% off
        PHP 22,359 PHP 17,383
      • 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
        PHP 17,393
        22% off
        PHP 22,359 PHP 17,393
      • 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
        PHP 17,393
        22% off
        PHP 22,359 PHP 17,393
      • 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
        PHP 17,440
        22% off
        PHP 22,359 PHP 17,440
      • 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 2:25 PM
        4h 36m
        1 stop
        MDW 6:01 PM
        Toronto - Chicago | Fri, Dec 4 | Delta Air Lines
        PHP 8,650 PHP 14,084
        39% off
        39% off
        PHP 14,084 PHP 8,650
      • YYZ 6:00 AM
        4h 37m
        1 stop
        MDW 9:37 AM
        Toronto - Chicago | Thu, Dec 3 | Delta Air Lines
        PHP 8,837 PHP 14,084
        37% off
        37% off
        PHP 14,084 PHP 8,837
      • YYZ 6:00 AM
        7h 51m
        1 stop
        MDW 12:51 PM
        Toronto - Chicago | Wed, Nov 25 | Delta Air Lines
        PHP 9,034 PHP 14,084
        36% off
        36% off
        PHP 14,084 PHP 9,034
      • YYZ 12:15 PM
        6h 49m
        1 stop
        MDW 6:04 PM
        Toronto - Chicago | Sat, Nov 28 | Delta Air Lines
        PHP 9,166
        35% off
        PHP 14,084 PHP 9,166
      • YYZ 6:00 AM
        8h 1m
        1 stop
        MDW 1:01 PM
        Toronto - Chicago | Thu, Dec 10 | Delta Air Lines
        PHP 9,203
        35% off
        PHP 14,084 PHP 9,203
      • YYZ 6:00 AM
        7h 47m
        1 stop
        MDW 12:47 PM
        Toronto - Chicago | Wed, Nov 4 | Delta Air Lines
        PHP 9,822
        30% off
        PHP 14,084 PHP 9,822
      • YYZ 6:00 AM
        7h 33m
        1 stop
        MDW 12:33 PM
        Toronto - Chicago | Sun, Nov 15 | Delta Air Lines
        PHP 9,832
        30% off
        PHP 14,084 PHP 9,832
      • YYZ 6:00 AM
        7h 48m
        1 stop
        MDW 12:48 PM
        Toronto - Chicago | Tue, Nov 3 | Delta Air Lines
        PHP 10,470
        26% off
        PHP 14,084 PHP 10,470
      • YYZ 6:00 AM
        7h 51m
        1 stop
        MDW 12:51 PM
        Toronto - Chicago | Wed, Nov 11 | Delta Air Lines
        PHP 10,479
        26% off
        PHP 14,084 PHP 10,479
      • YYZ 2:20 PM
        4h 44m
        1 stop
        MDW 6:04 PM
        Toronto - Chicago | Fri, Nov 20 | Delta Air Lines
        PHP 10,591
        25% off
        PHP 14,084 PHP 10,591
      • YYZ 6:00 AM
        4h 37m
        1 stop
        MDW 9:37 AM
        Toronto - Chicago | Tue, Dec 8 | Delta Air Lines
        PHP 10,620
        25% off
        PHP 14,084 PHP 10,620
      • YYZ 6:00 AM
        7h 33m
        1 stop
        MDW 12:33 PM
        Toronto - Chicago | Wed, Dec 9 | Delta Air Lines
        PHP 10,985
        22% off
        PHP 14,084 PHP 10,985
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Thu, Oct 15 | Normal Airline
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Flight fares from Toronto Pearson International Airport to Chicago Midway International Airport are based on average airline prices for the next 3 months, according to Trip.com’s latest data.

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 PHP 8,650) among 5 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Delta Air Lines
From PHP 8,650
WestJet
From PHP 13,565
Porter Airlines
From PHP 17,665
Air Canada
From PHP 24,419
American Airlines
From PHP 31,220

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 PHP 8,650
Cheapest return ticket price PHP 13,809

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 PHP 8,650, and round-trip fares start from PHP 13,809. The current lowest fare is a Delta Air Lines flight departing on Fri, Dec 4; 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 PHP 21,467. 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 the lowest estimated prices found in the last 24 hours and include all taxes and fees.

Book with no extra fees

Prices displayed on this page are all-inclusive (incl. taxes, fuel surcharges, Civil Aviation Development Fund, etc.), and all fees are clearly shown before payment. Charges for checked baggage, onboard meals, Wi-Fi, and other optional services may also appear in the flight cards where applicable.

Real-time pricing updates

Prices, availability, and travel information on this page have been updated within the last 24 hours, and for many routes the data may refresh in real time. The more popular the route, the more accurate and up-to-date the data.

Change & Cancellation Policy

Trip.com shows the change and cancellation rules for each ticket during the booking process, including all related fees and conditions. Please refer to the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply based on the airline’s fare rules.
Cancellation/change due to a flight schedule change:
If your flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For full details of change and cancellation policies, please refer to the customer support pages.