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John C. Munro Hamilton International Airport to Chicago Midway International Airport flight

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

      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        YTO 4:00 PM
        Chicago - Toronto | Mon, Sep 28 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        YTO 4:00 PM
        Chicago - Toronto | Mon, Sep 28 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        YTO 4:00 PM
        Chicago - Toronto | Mon, Sep 28 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        YTO 4:00 PM
        Chicago - Toronto | Mon, Sep 28 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        YTO 4:00 PM
        Chicago - Toronto | Mon, Sep 28 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        YTO 4:00 PM
        Chicago - Toronto | Mon, Sep 28 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        YTO 4:00 PM
        Chicago - Toronto | Mon, Sep 28 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        YTO 4:00 PM
        Chicago - Toronto | Mon, Sep 28 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        YTO 4:00 PM
        Chicago - Toronto | Mon, Sep 28 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        YTO 4:00 PM
        Chicago - Toronto | Mon, Sep 28 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        Search
        Search
      • YTO 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Toronto - Chicago | Sat, Sep 26 | Normal Airline
        Search
        Search

Displayed flight fares from John C. Munro Hamilton International Airport to Chicago Midway International Airport are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

About John C. Munro Hamilton International Airport and Chicago Midway International Airport

Learn about John C. Munro Hamilton International Airport (YHM) and Chicago Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance 659.31 km

FAQs for John C. Munro Hamilton International Airport to Chicago Midway International Airport Flights

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

    • 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.
  • Enter John C. Munro Hamilton 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.

Popular Destinations

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 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.

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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.
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.