Trip.com
>
Flights
>
Flights to United States
>
Flights to Illinois
>
Flights to Chicago
>
Toronto to Chicago flight
>
Toronto Pearson International Airport to Midway International Airport flight
174K verified reviews | Excellent 4.4/5 rating on Trustpilot
Earn Trip Coins and airline miles, all in one booking
All-inclusive prices (incl. taxes, fuel, luggage) without hidden fees
Support 24/7, in 24+ languages

Toronto Pearson International Airport to Midway International Airport Flights Info

Cheapest one-way
BRL 952
Delta Air Lines Delta Air Lines 7h 35m · 1 stop Wed, Nov 18
Select flight
Cheapest round-trip
BRL 1,491
Delta Air Lines Delta Air Lines 4h 36m · 1 stop Mon, Dec 14 - Wed, Dec 16
Select flight
Recommended airlines
Delta Air Lines Delta Air LinesCheapest· From BRL 952 Porter Airlines Porter AirlinesMost booked

Explore the cheapest one-way and round-trip flights from Toronto Pearson International Airport to Midway International Airport over the next 90 days, with one-way fares from BRL 952 and round-trip from BRL 1,491. Based on Trip.com's latest 7-day flight data.

Book flights to China and enjoy exclusive perks!View details
    • YYZ 2:25 PM
      4h 36m
      1 stop
      MDW 6:01 PM
      Toronto - Chicago | Mon, Dec 14 | Delta Air Lines
      ORD 6:20 PM
      1h 45m
      Nonstop
      YTZ 9:05 PM
      Chicago - Toronto | Wed, Dec 16 | Porter Airlines
      BRL 1,491 BRL 2,307
      35% off
      35% off
      BRL 2,307 BRL 1,491
    • YYZ 9:45 AM
      4h 16m
      1 stop
      MDW 1:01 PM
      Toronto - Chicago | Fri, Dec 11 | Delta Air Lines
      ORD 5:02 PM
      5h 5m
      1 stop
      YYZ 11:07 PM
      Chicago - Toronto | Sun, Dec 13 | Delta Air Lines
      BRL 1,516 BRL 2,307
      34% off
      34% off
      BRL 2,307 BRL 1,516
    • YYZ 2:25 PM
      4h 36m
      1 stop
      MDW 6:01 PM
      Toronto - Chicago | Wed, Dec 9 | Delta Air Lines
      ORD 8:39 AM
      3h 56m
      1 stop
      YYZ 1:35 PM
      Chicago - Toronto | Fri, Dec 11 | Delta Air Lines
      BRL 1,516 BRL 2,307
      34% off
      34% off
      BRL 2,307 BRL 1,516
    • YYZ 12:15 PM
      6h 49m
      1 stop
      MDW 6:04 PM
      Toronto - Chicago | Wed, Nov 18 | Delta Air Lines
      MDW 9:30 AM
      6h 50m
      1 stop
      YYZ 5:20 PM
      Chicago - Toronto | Sun, Nov 22 | Delta Air Lines
      BRL 1,535
      33% off
      BRL 2,307 BRL 1,535
    • 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 | Sun, Nov 22 | Delta Air Lines
      BRL 1,554
      33% off
      BRL 2,307 BRL 1,554
    • YYZ 6:00 AM
      4h 46m
      1 stop
      MDW 9:46 AM
      Toronto - Chicago | Tue, Nov 17 | Delta Air Lines
      ORD 7:05 AM
      5h 25m
      1 stop
      YYZ 1:30 PM
      Chicago - Toronto | Mon, Nov 23 | Delta Air Lines
      BRL 1,576
      32% off
      BRL 2,307 BRL 1,576
    • YYZ 12:15 PM
      6h 49m
      1 stop
      MDW 6:04 PM
      Toronto - Chicago | Fri, Nov 20 | Delta Air Lines
      ORD 7:05 AM
      5h 25m
      1 stop
      YYZ 1:30 PM
      Chicago - Toronto | Tue, Nov 24 | Delta Air Lines
      BRL 1,576
      32% off
      BRL 2,307 BRL 1,576
    • YYZ 12:15 PM
      6h 49m
      1 stop
      MDW 6:04 PM
      Toronto - Chicago | Mon, Nov 23 | Delta Air Lines
      ORD 6:20 PM
      1h 45m
      Nonstop
      YTZ 9:05 PM
      Chicago - Toronto | Sun, Nov 29 | Porter Airlines
      BRL 1,578
      32% off
      BRL 2,307 BRL 1,578
    • YYZ 9:45 AM
      4h 6m
      1 stop
      MDW 12:51 PM
      Toronto - Chicago | Sun, Nov 22 | Delta Air Lines
      MDW 1:31 PM
      8h 26m
      1 stop
      YYZ 10:57 PM
      Chicago - Toronto | Thu, Nov 26 | Delta Air Lines
      BRL 1,578
      32% off
      BRL 2,307 BRL 1,578
    • YTO 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Toronto - Chicago | Wed, Nov 18 | Normal Airline
      CHI 3:00 PM
      6h
      Nonstop
      YTO 4:00 PM
      Chicago - Toronto | Fri, Nov 20 | Normal Airline
      Find more flights
      Find more flights
    • Cheapest
      YYZ 6:00 AM
      7h 35m
      1 stop
      MDW 12:35 PM
      Toronto - Chicago | Wed, Nov 18 | Delta Air Lines
      BRL 952 BRL 1,452
      34% off
      34% off
      BRL 1,452 BRL 952
    • YYZ 12:15 PM
      6h 46m
      1 stop
      MDW 6:01 PM
      Toronto - Chicago | Sun, Dec 6 | Delta Air Lines
      BRL 994 BRL 1,452
      32% off
      32% off
      BRL 1,452 BRL 994
    • YYZ 6:00 AM
      8h 1m
      1 stop
      MDW 1:01 PM
      Toronto - Chicago | Mon, Dec 7 | Delta Air Lines
      BRL 994 BRL 1,452
      32% off
      32% off
      BRL 1,452 BRL 994
    • YYZ 12:15 PM
      6h 46m
      1 stop
      MDW 6:01 PM
      Toronto - Chicago | Sat, Dec 5 | Delta Air Lines
      BRL 994
      32% off
      BRL 1,452 BRL 994
    • YYZ 9:45 AM
      7h 37m
      1 stop
      MDW 4:22 PM
      Toronto - Chicago | Fri, Dec 25 | Delta Air Lines
      BRL 996
      31% off
      BRL 1,452 BRL 996
    • YYZ 6:00 AM
      4h 37m
      1 stop
      MDW 9:37 AM
      Toronto - Chicago | Fri, Dec 4 | Delta Air Lines
      BRL 997
      31% off
      BRL 1,452 BRL 997
    • YYZ 6:00 AM
      8h 1m
      1 stop
      MDW 1:01 PM
      Toronto - Chicago | Tue, Dec 15 | Delta Air Lines
      BRL 1,004
      31% off
      BRL 1,452 BRL 1,004
    • YYZ 9:45 AM
      4h 32m
      1 stop
      MDW 1:17 PM
      Toronto - Chicago | Fri, Jan 8 | Delta Air Lines
      BRL 1,014
      30% off
      BRL 1,452 BRL 1,014
    • YYZ 12:15 PM
      6h 49m
      1 stop
      MDW 6:04 PM
      Toronto - Chicago | Mon, Nov 30 | Delta Air Lines
      BRL 1,021
      30% off
      BRL 1,452 BRL 1,021
    • YTO 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Toronto - Chicago | Wed, Nov 18 | Normal Airline
      Find more flights
      Find more flights
    • YYZ 9:45 AM
      4h 16m
      1 stop
      MDW 1:01 PM
      Toronto - Chicago | Fri, Jan 22 | Delta Air Lines
      BRL 1,072 BRL 2,500
      56% off
      56% off
      BRL 2,500 BRL 1,072
    • YYZ 2:20 PM
      4h 44m
      1 stop
      MDW 6:04 PM
      Toronto - Chicago | Mon, Nov 30 | Delta Air Lines
      BRL 1,800 BRL 2,500
      28% off
      28% off
      BRL 2,500 BRL 1,800
    • YTO 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Toronto - Chicago | Wed, Nov 18 | Normal Airline
      Find more flights
      Find more flights
    • YYZ 9:45 AM
      4h 6m
      1 stop
      MDW 12:51 PM
      Toronto - Chicago | Thu, Nov 19 | Delta Air Lines
      BRL 2,355 BRL 3,271
      28% off
      28% off
      BRL 3,271 BRL 2,355
    • YYZ 9:45 AM
      4h 16m
      1 stop
      MDW 1:01 PM
      Toronto - Chicago | Wed, Dec 16 | Delta Air Lines
      BRL 1,100 BRL 3,271
      66% off
      66% off
      BRL 3,271 BRL 1,100
    • YYZ 9:45 AM
      4h 32m
      1 stop
      MDW 1:17 PM
      Toronto - Chicago | Fri, Jan 8 | Delta Air Lines
      BRL 1,014 BRL 1,452
      30% off
      30% off
      BRL 1,452 BRL 1,014
    • YYZ 2:25 PM
      4h 36m
      1 stop
      MDW 6:01 PM
      Toronto - Chicago | Fri, Dec 18 | Delta Air Lines
      BRL 1,044
      28% off
      BRL 1,452 BRL 1,044
    • YYZ 6:00 AM
      4h 37m
      1 stop
      MDW 9:37 AM
      Toronto - Chicago | Fri, Dec 4 | Delta Air Lines
      BRL 997
      31% off
      BRL 1,452 BRL 997
    • YYZ 12:15 PM
      6h 46m
      1 stop
      MDW 6:01 PM
      Toronto - Chicago | Sun, Dec 6 | Delta Air Lines
      BRL 994
      32% off
      BRL 1,452 BRL 994
    • YYZ 12:15 PM
      6h 46m
      1 stop
      MDW 6:01 PM
      Toronto - Chicago | Sat, Dec 5 | Delta Air Lines
      BRL 994
      32% off
      BRL 1,452 BRL 994
    • YYZ 12:15 PM
      6h 46m
      1 stop
      MDW 6:01 PM
      Toronto - Chicago | Fri, Dec 11 | Delta Air Lines
      BRL 1,045
      28% off
      BRL 1,452 BRL 1,045
    • YYZ 12:15 PM
      6h 49m
      1 stop
      MDW 6:04 PM
      Toronto - Chicago | Mon, Nov 30 | Delta Air Lines
      BRL 1,021
      30% off
      BRL 1,452 BRL 1,021
    • YTO 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Toronto - Chicago | Wed, Nov 18 | Normal Airline
      Find more flights
      Find more flights

Displayed flight fares from Toronto to Chicago 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 Midway International Airport?

The cheapest airline flying from Toronto Pearson International Airport to Midway International Airport is Delta Air Lines (from BRL 952) among 6 carriers operating this route. Based on Trip.com's latest 7-day flight data.
Frontier Airlines logo Frontier Airlines American Airlines logo American Airlines Delta Air Lines logo Delta Air Lines United Airlines logo United Airlines Alaska Airlines logo Alaska Airlines
Porter Airlines logo Porter Airlines Air Canada logo Air Canada American Airlines logo American Airlines United Airlines logo United Airlines Air Transat logo Air Transat Delta Air Lines logo Delta Air Lines

What is the flight schedule from Toronto Pearson International Airport to 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

    12:30 PM

    DTW

    1h 21m

    Nonstop

    12:51 PM

    MDW

    S M T W T F S

  3. DL4978

    Toronto Pearson International Airport

    2:00 PM

    YYZ

    1h 20m

    Nonstop

    3:20 PM

    DTW

    S M T W T - S
    Search

  4. DL4677

    Detroit Metropolitan Wayne County Airport

    6:15 PM

    DTW

    1h 22m

    Nonstop

    6:37 PM

    MDW

    S M T W T F S

  5. DL5031

    Toronto Pearson International Airport

    6:00 AM

    YYZ

    1h 40m

    Nonstop

    7:40 AM

    DTW

    S M T W T F S
    Search

  6. DL4684

    Detroit Metropolitan Wayne County Airport

    8:25 AM

    DTW

    1h 24m

    Nonstop

    8:49 AM

    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

    12:30 PM

    DTW

    1h 21m

    Nonstop

    12:51 PM

    MDW

    S M T W T F S

  11. DL5073

    Toronto Pearson International Airport

    9:45 AM

    YYZ

    1h 33m

    Nonstop

    11:18 AM

    DTW

    S M T W T F S
    Search

  12. DL4677

    Detroit Metropolitan Wayne County Airport

    6:15 PM

    DTW

    1h 22m

    Nonstop

    6:37 PM

    MDW

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

FAQs for Toronto Pearson International Airport to Midway International Airport Flights

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

    The earliest flight from Toronto Pearson International Airport to 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 Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
  • The closest airport to Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25 km.
  • One-way flights from Toronto Pearson International Airport to Midway International Airport currently start from BRL 952, and round-trip fares start from BRL 1,491. The current lowest fare is a Delta Air Lines flight departing on Wed, Nov 18; prices may vary depending on availability.
  • Yes. Delta Air Lines operate direct flights from Toronto Pearson International Airport to 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 Midway International Airport is BRL 1,792. Prices may vary depending on the departure date, airline, and availability.
  • Toronto Pearson International Airport to 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 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.

Popular Destinations

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.