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Billy Bishop Toronto City Airport to Chicago Midway International Airport flight

Search for flights from Toronto to Chicago and check out affordable one-way and round-trip options.

      • Cheapest nonstop
        YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Thu, Jun 11 | Porter Airlines
        MDW 10:25
        1h 40m
        Direct
        YTZ 13:05
        Chicago - Toronto | Thu, Jun 18 | Porter Airlines
        MYR 685 MYR 1,066
        36% off
        36% off
        MYR 1,066 MYR 685
      • YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Tue, May 12 | Porter Airlines
        MDW 15:20
        1h 40m
        Direct
        YTZ 18:00
        Chicago - Toronto | Thu, May 14 | Porter Airlines
        MYR 700 MYR 1,066
        34% off
        34% off
        MYR 1,066 MYR 700
      • YTZ 08:45
        1h 50m
        Direct
        MDW 09:35
        Toronto - Chicago | Tue, Jun 2 | Porter Airlines
        MDW 10:15
        1h 40m
        Direct
        YTZ 12:55
        Chicago - Toronto | Thu, Jun 4 | Porter Airlines
        MYR 706 MYR 1,066
        34% off
        34% off
        MYR 1,066 MYR 706
      • YTZ 08:55
        1h 50m
        Direct
        MDW 09:45
        Toronto - Chicago | Wed, May 27 | Porter Airlines
        MDW 10:30
        1h 40m
        Direct
        YTZ 13:10
        Chicago - Toronto | Sun, May 31 | Porter Airlines
        MYR 707
        34% off
        MYR 1,066 MYR 707
      • YTZ 08:55
        1h 50m
        Direct
        MDW 09:45
        Toronto - Chicago | Tue, May 26 | Porter Airlines
        MDW 10:30
        1h 40m
        Direct
        YTZ 13:10
        Chicago - Toronto | Thu, May 28 | Porter Airlines
        MYR 715
        33% off
        MYR 1,066 MYR 715
      • YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Mon, Jun 15 | Porter Airlines
        MDW 10:25
        1h 40m
        Direct
        YTZ 13:05
        Chicago - Toronto | Thu, Jun 18 | Porter Airlines
        MYR 715
        33% off
        MYR 1,066 MYR 715
      • YTZ 08:45
        1h 50m
        Direct
        MDW 09:35
        Toronto - Chicago | Sun, Jun 14 | Porter Airlines
        MDW 10:15
        1h 40m
        Direct
        YTZ 12:55
        Chicago - Toronto | Tue, Jun 16 | Porter Airlines
        MYR 716
        33% off
        MYR 1,066 MYR 716
      • YTZ 08:45
        1h 50m
        Direct
        MDW 09:35
        Toronto - Chicago | Tue, Jun 9 | Porter Airlines
        MDW 10:15
        1h 40m
        Direct
        YTZ 12:55
        Chicago - Toronto | Thu, Jun 11 | Porter Airlines
        MYR 718
        33% off
        MYR 1,066 MYR 718
      • YTZ 08:55
        1h 50m
        Direct
        MDW 09:45
        Toronto - Chicago | Thu, May 14 | Porter Airlines
        MDW 10:30
        1h 40m
        Direct
        YTZ 13:10
        Chicago - Toronto | Tue, May 19 | Porter Airlines
        MYR 726
        32% off
        MYR 1,066 MYR 726
      • YTZ 08:55
        1h 50m
        Direct
        MDW 09:45
        Toronto - Chicago | Thu, May 28 | Porter Airlines
        MDW 10:25
        1h 40m
        Direct
        YTZ 13:05
        Chicago - Toronto | Tue, Jun 2 | Porter Airlines
        MYR 746
        30% off
        MYR 1,066 MYR 746
      • YTO 13:00
        17h 25m
        1 stop
        CHI 14:00
        Toronto - Chicago | Tue, May 12 | Normal Airline
        CHI 15:00
        6h
        Direct
        YTO 16:00
        Chicago - Toronto | Thu, May 14 | Normal Airline
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      • Cheapest nonstop
        YTZ 08:50
        1h 50m
        Direct
        MDW 09:40
        Toronto - Chicago | Tue, Jun 16 | Porter Airlines
        MYR 436 MYR 700
        38% off
        38% off
        MYR 700 MYR 436
      • YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Mon, Jun 22 | Porter Airlines
        MYR 437 MYR 700
        38% off
        38% off
        MYR 700 MYR 437
      • YTZ 08:50
        1h 50m
        Direct
        MDW 09:40
        Toronto - Chicago | Sat, Jun 20 | Porter Airlines
        MYR 440 MYR 700
        37% off
        37% off
        MYR 700 MYR 440
      • YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Tue, Jun 9 | Porter Airlines
        MYR 442
        37% off
        MYR 700 MYR 442
      • YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Fri, May 29 | Porter Airlines
        MYR 446
        36% off
        MYR 700 MYR 446
      • YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Thu, Jun 25 | Porter Airlines
        MYR 446
        36% off
        MYR 700 MYR 446
      • YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Fri, Jun 19 | Porter Airlines
        MYR 454
        35% off
        MYR 700 MYR 454
      • YTZ 08:55
        1h 50m
        Direct
        MDW 09:45
        Toronto - Chicago | Sat, May 23 | Porter Airlines
        MYR 480
        31% off
        MYR 700 MYR 480
      • YTZ 08:50
        1h 50m
        Direct
        MDW 09:40
        Toronto - Chicago | Wed, Jun 24 | Air Transat
        MYR 489
        30% off
        MYR 700 MYR 489
      • YTZ 08:55
        1h 50m
        Direct
        MDW 09:45
        Toronto - Chicago | Sun, May 24 | Porter Airlines
        MYR 490
        30% off
        MYR 700 MYR 490
      • YTO 13:00
        17h 25m
        1 stop
        CHI 14:00
        Toronto - Chicago | Tue, May 12 | Normal Airline
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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.

Trip.com Price Insights: Flights from Billy Bishop Toronto City Airport to Chicago Midway International Airport

What is the cheapest month to fly from Billy Bishop Toronto City Airport to Chicago Midway International Airport?

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

Based on Trip.com's data from the past 12 months, the cheapest one-way flights from Billy Bishop Toronto City Airport to Chicago Midway International Airport are usually in July, with an average price of MYR 571. It is best to avoid October, when the average price can reach MYR 997.

MYR 997
MYR 784
MYR 571
MYR 358
    Cheapest
  • MYR 693
    May
  • MYR 575
    Jun
  • MYR 571
    Jul
  • MYR 726
    Aug
  • MYR 574
    Sep
  • MYR 997
    Oct
  • MYR 733
    Nov
  • MYR 771
    Dec
  • MYR 685
    Jan
  • MYR 620
    Feb
  • MYR 652
    Mar
  • MYR 620
    Apr

What is the cheapest month to fly return from Billy Bishop Toronto City Airport to Chicago Midway International Airport?

The data is based on the past 12 months and shows the average monthly return fares from Billy Bishop Toronto City Airport to Chicago Midway International Airport in the Trip.com database.

Based on Trip.com's data from the past 12 months, September is often the month to find the lowest fares from Billy Bishop Toronto City Airport to Chicago Midway International Airport, with an average price of MYR 816. October is usually the most expensive month, with an average price reaching MYR 1,305.

MYR 1,305
MYR 1,061
MYR 816
MYR 572
    Cheapest
  • MYR 934
    May
  • MYR 857
    Jun
  • MYR 944
    Jul
  • MYR 965
    Aug
  • MYR 816
    Sep
  • MYR 1,305
    Oct
  • MYR 1,140
    Nov
  • MYR 1,137
    Dec
  • MYR 1,213
    Jan
  • MYR 847
    Feb
  • MYR 1,120
    Mar
  • MYR 1,056
    Apr

What is the cheapest day of the week to fly from Billy Bishop Toronto City Airport to Chicago Midway International Airport?

The data is based on the past 12 months and shows the average ticket prices from Billy Bishop Toronto City Airport to Chicago Midway International Airport 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 day from Billy Bishop Toronto City Airport to Chicago Midway International Airport is Saturday, with average prices usually lower than other days. Avoid departing on Friday as prices are typically highest on that day.

MYR 730
MYR 678
MYR 626
MYR 574
    Cheapest
  • MYR 653
    Mon
  • MYR 701
    Tue
  • MYR 689
    Wed
  • MYR 666
    Thu
  • MYR 730
    Fri
  • MYR 626
    Sat
  • MYR 691
    Sun

Selected Airlines from Billy Bishop Toronto City Airport to Chicago Midway International Airport

See which airlines fly from Toronto to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.

Porter Airlines
From MYR 436
Air Transat
From MYR 489
Apg Airlines
From MYR 495

Find more flights and airlines

Flight Schedule from Billy Bishop Toronto City 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. PD2387

    Billy Bishop Toronto City Airport

    09:30

    YTZ

    1h 50m

    10:20

    MDW

    S M T W T F S
    Search

  2. PD2393

    Billy Bishop Toronto City Airport

    15:50

    YTZ

    1h 50m

    16:40

    MDW

    S M T W T F S
    Search

  3. TS7060

    Billy Bishop Toronto City Airport

    08:50

    YTZ

    1h 50m

    09:40

    MDW

    S M T W T F S
    Search

  4. TS7314

    Billy Bishop Toronto City Airport

    13:45

    YTZ

    1h 50m

    14:35

    MDW

    S M T W T - S
    Search
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Billy Bishop Toronto City Airport to Chicago Midway International Airport Flights Info

Flight distance712.43km
Cheapest one-way ticket priceMYR 436
Cheapest return ticket priceMYR 685

FAQs for Billy Bishop Toronto City Airport to Chicago Midway International Airport Flights

  • How long does it take to fly from Billy Bishop Toronto City Airport (YTZ) to Chicago Midway International Airport (MDW)?

    It takes around 1 hour 50 minutes to fly from Billy Bishop Toronto City Airport (ytz) to Chicago Midway International Airport(mdw).
  • There are around 3 daily flights from Billy Bishop Toronto City Airport (YTZ) to Chicago Midway International Airport (MDW).
  • Tickets cost around MYR 640 in June, making it the cheapest month to book. Billy Bishop Toronto City Airport (YTZ) to Chicago Midway International Airport (MDW) is a popular route, so don't forget to book your tickets in advance.
  • The route from Billy Bishop Toronto City Airport (YTZ) to Chicago Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around MYR 979 in May, the most expensive month to book this route.
    • The distance from Chicago O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Chicago Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • The closest airport to Chicago Midway International Airport (MDW) is Chicago O'Hare International Airport. The distance is around 25km.
  • Porter Airlines is a very popular airline operating an average of 1249 flights per month.

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.

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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

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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.
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