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Billy Bishop Toronto City Airport to Chicago Midway International Airport flight

Explore the cheapest one-way and round-trip flights from Billy Bishop Toronto City Airport to Chicago Midway International Airport over the next 90 days, with one-way fares from SAR 407 and round-trip from SAR 676. Based on Trip.com's latest 7-day flight data.

      • Cheapest nonstop
        YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Fri, Sep 25 | Porter Airlines
        MDW 15:20
        1h 40m
        Direct
        YTZ 18:00
        Chicago - Toronto | Thu, Oct 1 | Porter Airlines
        SAR 676 SAR 826
        18% off
        18% off
        SAR 826 SAR 676
      • YTZ 10:10
        1h 50m
        Direct
        MDW 11:00
        Toronto - Chicago | Mon, Sep 21 | Porter Airlines
        MDW 11:45
        1h 40m
        Direct
        YTZ 14:25
        Chicago - Toronto | Fri, Sep 25 | Porter Airlines
        SAR 678 SAR 826
        18% off
        18% off
        SAR 826 SAR 678
      • YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Thu, Sep 24 | Porter Airlines
        MDW 15:20
        1h 40m
        Direct
        YTZ 18:00
        Chicago - Toronto | Sat, Sep 26 | Porter Airlines
        SAR 680 SAR 826
        18% off
        18% off
        SAR 826 SAR 680
      • YTZ 10:10
        1h 50m
        Direct
        MDW 11:00
        Toronto - Chicago | Tue, Sep 29 | Porter Airlines
        MDW 11:45
        1h 40m
        Direct
        YTZ 14:25
        Chicago - Toronto | Thu, Oct 1 | Porter Airlines
        SAR 681
        18% off
        SAR 826 SAR 681
      • YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Sun, Sep 20 | Porter Airlines
        MDW 11:45
        1h 40m
        Direct
        YTZ 14:25
        Chicago - Toronto | Sun, Sep 27 | Porter Airlines
        SAR 683
        17% off
        SAR 826 SAR 683
      • YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Sun, Oct 4 | Porter Airlines
        MDW 15:20
        1h 40m
        Direct
        YTZ 18:00
        Chicago - Toronto | Wed, Oct 7 | Porter Airlines
        SAR 698
        15% off
        SAR 826 SAR 698
      • YTZ 10:10
        1h 50m
        Direct
        MDW 11:00
        Toronto - Chicago | Tue, Oct 13 | Porter Airlines
        MDW 15:20
        1h 40m
        Direct
        YTZ 18:00
        Chicago - Toronto | Sat, Oct 17 | Porter Airlines
        SAR 700
        15% off
        SAR 826 SAR 700
      • YTZ 10:10
        1h 50m
        Direct
        MDW 11:00
        Toronto - Chicago | Sat, Oct 17 | Porter Airlines
        MDW 15:20
        1h 40m
        Direct
        YTZ 18:00
        Chicago - Toronto | Fri, Oct 23 | Porter Airlines
        SAR 708
        14% off
        SAR 826 SAR 708
      • YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Sat, Oct 24 | Porter Airlines
        ORD 18:20
        1h 46m
        Direct
        YTZ 21:06
        Chicago - Toronto | Mon, Oct 26 | Porter Airlines
        SAR 709
        14% off
        SAR 826 SAR 709
      • YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Thu, Oct 8 | Porter Airlines
        MDW 15:20
        1h 40m
        Direct
        YTZ 18:00
        Chicago - Toronto | Thu, Oct 15 | Porter Airlines
        SAR 710
        14% off
        SAR 826 SAR 710
      • YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Wed, Oct 14 | Porter Airlines
        MDW 15:20
        1h 40m
        Direct
        YTZ 18:00
        Chicago - Toronto | Fri, Oct 16 | Porter Airlines
        SAR 717
        13% off
        SAR 826 SAR 717
      • YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Tue, Sep 22 | Porter Airlines
        MDW 15:20
        1h 40m
        Direct
        YTZ 18:00
        Chicago - Toronto | Sat, Sep 26 | Porter Airlines
        SAR 718
        13% off
        SAR 826 SAR 718
      • YTO 13:00
        17h 25m
        1 stop
        CHI 14:00
        Toronto - Chicago | Sun, Sep 20 | Normal Airline
        CHI 15:00
        6h
        Direct
        YTO 16:00
        Chicago - Toronto | Tue, Sep 22 | Normal Airline
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      • Cheapest nonstop
        YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Wed, Sep 23 | Porter Airlines
        SAR 407 SAR 556
        27% off
        27% off
        SAR 556 SAR 407
      • YTZ 10:10
        1h 50m
        Direct
        MDW 11:00
        Toronto - Chicago | Mon, Sep 28 | Porter Airlines
        SAR 413 SAR 556
        26% off
        26% off
        SAR 556 SAR 413
      • YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Sun, Oct 4 | Porter Airlines
        SAR 416 SAR 556
        25% off
        25% off
        SAR 556 SAR 416
      • YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Thu, Sep 24 | Porter Airlines
        SAR 430
        23% off
        SAR 556 SAR 430
      • YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Sun, Oct 11 | Porter Airlines
        SAR 454
        18% off
        SAR 556 SAR 454
      • YTZ 10:10
        1h 50m
        Direct
        MDW 11:00
        Toronto - Chicago | Sat, Oct 24 | Porter Airlines
        SAR 463
        17% off
        SAR 556 SAR 463
      • YTZ 10:10
        1h 50m
        Direct
        MDW 11:00
        Toronto - Chicago | Sat, Oct 10 | Porter Airlines
        SAR 470
        15% off
        SAR 556 SAR 470
      • YTZ 10:10
        1h 50m
        Direct
        MDW 11:00
        Toronto - Chicago | Fri, Oct 2 | Porter Airlines
        SAR 482
        13% off
        SAR 556 SAR 482
      • YTZ 10:10
        1h 50m
        Direct
        MDW 11:00
        Toronto - Chicago | Wed, Sep 30 | Porter Airlines
        SAR 482
        13% off
        SAR 556 SAR 482
      • YTZ 10:10
        1h 50m
        Direct
        MDW 11:00
        Toronto - Chicago | Fri, Oct 9 | Porter Airlines
        SAR 482
        13% off
        SAR 556 SAR 482
      • YTZ 10:10
        1h 50m
        Direct
        MDW 11:00
        Toronto - Chicago | Tue, Oct 13 | Porter Airlines
        SAR 482
        13% off
        SAR 556 SAR 482
      • YTZ 13:45
        1h 50m
        Direct
        MDW 14:35
        Toronto - Chicago | Tue, Oct 27 | Porter Airlines
        SAR 483
        13% off
        SAR 556 SAR 483
      • YTO 13:00
        17h 25m
        1 stop
        CHI 14:00
        Toronto - Chicago | Sun, Sep 20 | Normal Airline
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Displayed flight fares from Billy Bishop Toronto City Airport to Chicago Midway International Airport are based on average prices across airlines for the next 3 months according to the latest Trip.com data.

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 September, with an average price of SAR 602. It is best to avoid October, when the average price can reach SAR 970.

SAR 970
SAR 786
SAR 602
SAR 418
  • SAR 602
    Sep
  • SAR 970
    Oct
  • SAR 713
    Nov
  • SAR 750
    Dec
  • SAR 666
    Jan
  • SAR 603
    Feb
  • SAR 634
    Mar
  • SAR 603
    Apr
  • SAR 724
    May
  • SAR 671
    Jun
  • SAR 762
    Jul
  • SAR 707
    Aug

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, February 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 SAR 824. October is usually the most expensive month, with an average price reaching SAR 1,269.

SAR 1,269
SAR 1,047
SAR 824
SAR 602
    Cheapest
  • SAR 841
    Sep
  • SAR 1,269
    Oct
  • SAR 1,109
    Nov
  • SAR 1,106
    Dec
  • SAR 1,179
    Jan
  • SAR 824
    Feb
  • SAR 1,089
    Mar
  • SAR 1,027
    Apr
  • SAR 1,018
    May
  • SAR 1,006
    Jun
  • SAR 1,067
    Jul
  • SAR 1,051
    Aug

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 Monday, with average prices usually lower than other days. Avoid departing on Thursday as prices are typically highest on that day.

SAR 728
SAR 709
SAR 689
SAR 670
  • SAR 689
    Mon
  • SAR 711
    Tue
  • SAR 695
    Wed
  • SAR 728
    Thu
  • SAR 719
    Fri
  • SAR 690
    Sat
  • SAR 702
    Sun

Which airline offers the cheapest flights from Billy Bishop Toronto City Airport to Chicago Midway International Airport?

The cheapest airline flying from Billy Bishop Toronto City Airport to Chicago Midway International Airport is Porter Airlines (from SAR 413) among 3 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Porter Airlines
From SAR 413
Air Transat
From SAR 497
Apg Airlines
From SAR 557

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What is the 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

    10:10

    YTZ

    1h 50m

    11:00

    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 F S
    Search
Find more flights and airlines

About Billy Bishop Toronto City Airport and Chicago Midway International Airport

Learn about Billy Bishop Toronto City Airport (YTZ) and Chicago Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance712.43km
Cheapest one-way ticket priceSAR 407
Cheapest return ticket priceSAR 676

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

  • How long is the flight from Billy Bishop Toronto City Airport to Chicago Midway International Airport?

    Billy Bishop Toronto City Airport to Chicago Midway International Airport takes about 1 hour 34 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 4 daily flights from Billy Bishop Toronto City Airport (YTZ) to Chicago Midway International Airport (MDW).
  • The earliest flight from Billy Bishop Toronto City Airport to Chicago Midway International Airport departs at 10:10, and the last departs at 13:45, with about 4 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
  • 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 SAR 1,079 in September, the most expensive month to book this route.
    • The distance from 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 O'Hare International Airport. The distance is around 25km.
  • Porter Airlines is a very popular airline operating an average of 1249 flights per month.
  • One-way flights from Billy Bishop Toronto City Airport to Chicago Midway International Airport currently start from SAR 407, and round-trip fares start from SAR 676. The current lowest fare is a Porter Airlines flight departing on Wed, Sep 23; prices may vary depending on availability.
  • Yes. Porter Airlines and Air Transat operate direct flights from Billy Bishop Toronto City Airport to Chicago Midway International Airport, with an average flight time of 37 minutes, and around 6 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 Billy Bishop Toronto City Airport to Chicago Midway International Airport is SAR 592. Prices may vary depending on the departure date, airline, and availability.
  • Porter Airlines and Air Transat are the most popular budget airlines flying from Billy Bishop Toronto City Airport to Chicago Midway International Airport, with one-way fares starting from SAR 407. Compare final prices carefully, as baggage, seat selection and payment fees may apply.
  • Billy Bishop Toronto City Airport to Chicago Midway International Airport operates around 10 weekly flights, mainly by Porter Airlines. Actual frequency may vary during holidays and seasonal schedule adjustments.
  • Enter Billy Bishop Toronto City 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 estimated lowest prices and include all taxes and fees found in the last 24 hours.

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Prices displayed on this page are all-inclusive (including taxes, fuel surcharges, 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 have been updated within the last 24 hours—sometimes even in real time. The more popular the route, the more accurate the data.

Change & Cancellation Policy

Trip.com shows the cancellation and change policies for each flight ticket during the booking process, including any fees and applicable conditions. Please check 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 according to the airline's ticket policy.
Cancellation/change due to a flight schedule change:
If the flight schedule has changed 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 visit the customer support pages.