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Cheap flight deals from Chicago to Toronto Starting at PHP 4,575

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

  • One way
  • Round-trip
      • Cheapest nonstop
        MDW05:35 pm
        1h 42m
        Nonstop
        YTZ08:17 pm
        Wed, Mar 12|Chicago - Toronto|Porter Airlines
        PHP 4,575PHP 5,501
        17% OFF
        17% OFF
        PHP 5,501PHP 4,575

        Choose Porter Airlines flights from Chicago to Toronto. The one-way direct flight with Porter Airlines departs from Midway International Airport on Wed, Mar 12, arriving at Billy Bishop Toronto City Airport. One-way Prices start from PHP 4,575 including taxes and charges.

      • MDW11:15 am
        1h 42m
        Nonstop
        YTZ01:57 pm
        Tue, Mar 11|Chicago - Toronto|Porter Airlines
        PHP 4,615PHP 5,501
        16% OFF
        16% OFF
        PHP 5,501PHP 4,615

        Choose Porter Airlines flights from Chicago to Toronto. The one-way direct flight with Porter Airlines departs from Midway International Airport on Tue, Mar 11, arriving at Billy Bishop Toronto City Airport. One-way Prices start from PHP 4,615 including taxes and charges.

      • MDW01:05 pm
        1h 42m
        Nonstop
        YTZ03:47 pm
        Fri, Feb 28|Chicago - Toronto|Porter Airlines
        PHP 4,623PHP 5,501
        16% OFF
        16% OFF
        PHP 5,501PHP 4,623

        Choose Porter Airlines flights from Chicago to Toronto. The one-way direct flight with Porter Airlines departs from Midway International Airport on Fri, Feb 28, arriving at Billy Bishop Toronto City Airport. One-way Prices start from PHP 4,623 including taxes and charges.

      • MDW05:35 pm
        1h 42m
        Nonstop
        YTZ08:17 pm
        Tue, Mar 25|Chicago - Toronto|Porter Airlines
        PHP 5,107
        PHP 5,107

        Choose Porter Airlines flights from Chicago to Toronto. The one-way direct flight with Porter Airlines departs from Midway International Airport on Tue, Mar 25, arriving at Billy Bishop Toronto City Airport. One-way Prices start from PHP 5,107 including taxes and charges.

      • MDW01:05 pm
        1h 42m
        Nonstop
        YTZ03:47 pm
        Tue, Feb 18|Chicago - Toronto|Porter Airlines
        PHP 5,147
        PHP 5,147

        Choose Porter Airlines flights from Chicago to Toronto. The one-way direct flight with Porter Airlines departs from Midway International Airport on Tue, Feb 18, arriving at Billy Bishop Toronto City Airport. One-way Prices start from PHP 5,147 including taxes and charges.

      • MDW01:05 pm
        1h 42m
        Nonstop
        YTZ03:47 pm
        Fri, Feb 21|Chicago - Toronto|Porter Airlines
        PHP 5,171
        PHP 5,171

        Choose Porter Airlines flights from Chicago to Toronto. The one-way direct flight with Porter Airlines departs from Midway International Airport on Fri, Feb 21, arriving at Billy Bishop Toronto City Airport. One-way Prices start from PHP 5,171 including taxes and charges.

      • MDW01:05 pm
        1h 42m
        Nonstop
        YTZ03:47 pm
        Wed, Feb 26|Chicago - Toronto|Porter Airlines
        PHP 5,171
        PHP 5,171

        Choose Porter Airlines flights from Chicago to Toronto. The one-way direct flight with Porter Airlines departs from Midway International Airport on Wed, Feb 26, arriving at Billy Bishop Toronto City Airport. One-way Prices start from PHP 5,171 including taxes and charges.

      • MDW11:15 am
        1h 42m
        Nonstop
        YTZ01:57 pm
        Fri, Mar 7|Chicago - Toronto|Porter Airlines
        PHP 5,171
        PHP 5,171

        Choose Porter Airlines flights from Chicago to Toronto. The one-way direct flight with Porter Airlines departs from Midway International Airport on Fri, Mar 7, arriving at Billy Bishop Toronto City Airport. One-way Prices start from PHP 5,171 including taxes and charges.

      • MDW12:55 pm
        1h 42m
        Nonstop
        YTZ03:37 pm
        Sat, Mar 1|Chicago - Toronto|Porter Airlines
        PHP 5,171
        PHP 5,171

        Choose Porter Airlines flights from Chicago to Toronto. The one-way direct flight with Porter Airlines departs from Midway International Airport on Sat, Mar 1, arriving at Billy Bishop Toronto City Airport. One-way Prices start from PHP 5,171 including taxes and charges.

      • MDW11:15 am
        1h 42m
        Nonstop
        YTZ01:57 pm
        Tue, Mar 4|Chicago - Toronto|Porter Airlines
        PHP 5,171
        PHP 5,171

        Choose Porter Airlines flights from Chicago to Toronto. The one-way direct flight with Porter Airlines departs from Midway International Airport on Tue, Mar 4, arriving at Billy Bishop Toronto City Airport. One-way Prices start from PHP 5,171 including taxes and charges.

      • CHI01:00 pm
        3h 5m
        Nonstop
        YTO02:00 pm
        Thu, Feb 6|Chicago - Toronto|Porter Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Chicago to Toronto Flight Time

Flight info.
Departure
Arrival
Weekly Schedule

  1. UA5727

    United Airlines

    04:51 pm

    ORD

    1.9h

    Nonstop

    07:45 pm

    YYZ

    SMTWT-S
    Search

  2. PD2394

    Porter Airlines

    05:35 pm

    MDW

    1.7h

    Nonstop

    08:17 pm

    YTZ

    ----T--
    Search

  3. UA2343

    United Airlines

    06:00 am

    ORD

    2.2h

    09:11 am

    EWR

    SMTWTFS
    Search

  4. UA3400

    United Airlines

    11:59 am

    EWR

    1.8h

    01:47 pm

    YYZ

    SMTWT-S

  5. UA265

    United Airlines

    06:01 pm

    ORD

    1.7h

    Nonstop

    08:44 pm

    YYZ

    SMTWTFS
    Search

  6. UA3695

    United Airlines

    07:05 am

    ORD

    1.9h

    Nonstop

    09:58 am

    YYZ

    SMTWTFS
    Search

  7. AA3604

    American Airlines

    08:10 am

    ORD

    1.7h

    Nonstop

    10:50 am

    YYZ

    SMTWTFS
    Search

  8. UA567

    United Airlines

    10:40 am

    ORD

    1.7h

    Nonstop

    01:24 pm

    YYZ

    SMTWTFS
    Search

  9. TS7058

    Air Transat

    11:15 am

    MDW

    1.7h

    Nonstop

    01:57 pm

    YTZ

    S-TWTFS
    Search

  10. PD2388

    Porter Airlines

    11:15 am

    MDW

    1.7h

    Nonstop

    01:57 pm

    YTZ

    SMTWTFS
    Search

  11. UA3505

    United Airlines

    12:51 pm

    ORD

    1.9h

    Nonstop

    03:45 pm

    YYZ

    SMTWTFS
    Search
Find more flights and airlines

When is the cheapest time to fly from Chicago to Toronto?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Chicago (CHI) to Toronto (YTO) the cheapest?

    Airlines adjust prices for flights from Chicago to Toronto based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Chicago (CHI) to Toronto (YTO) cost?

    According to Trip.com's data, the lowest price is around PHP 16,214.

  • How long does it take to fly from Chicago (CHI) to Toronto (YTO) and what is the distance?

    It takes around 1 hour 45 minutes to fly from Chicago (CHI) to Toronto (YTO).

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

    • The distance from Toronto Pearson International Airport to downtown is about 20 km. It takes about 40 minutes by taxi.
    • The distance from Billy Bishop Toronto City Airport to downtown is about 2 km. It takes about 20 minutes by taxi.

  • What are the most popular airlines that fly from Chicago (CHI) to Toronto (YTO)?

    Airlines with flights from Chicago (CHI) to Toronto (YTO): American Airlines, Alaska Airlines, United Airlines, Air Canada, Air New Zealand, Copa Airlines and All Nippon Airways.

How to find a cheap flight from Chicago to Toronto

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Toronto. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Chicago to Toronto

Cheapest nonstop flight pricePHP 4,575
Cheapest round-trip ticket pricePHP 10,865
Off-season for travelDecember
Peak season for travelOctober
Flight distance701.97 km
Average flight time1 hour 45 minutes
Popular airlineUnited Airlines

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