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C$ 186 Find cheap flights from Ontario to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 21/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Fri 7/6
Fri 14/6

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In the last 7 days, travellers have searched 43,968,530 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

August

Cheapest flight

C$ 186
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly (13% more expensive on average)
Flight from Toronto Island to Chicago Midway Airport

FAQs for booking flights from Ontario to Chicago

  • How does KAYAK find such low prices on flights from Ontario to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Ontario to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Ontario to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Ontario is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Ontario to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Ontario with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Ontario to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Ontario up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Ontario to Chicago?

Find which airlines fly direct from Ontario to Chicago, which days they fly and book direct flights.

Nonstop departures

Ontario to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more nonstop flights

Nonstop returns

Chicago to Ontario

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more nonstop flights
See more nonstop flights

Book cheap flights from Ontario to Chicago

Recent round-trip flight deals

4/6Tue
1 stop
11h 05mYYZ-ORD
11/6Tue
1 stop
18h 20mORD-YYZ
C$ 294
5/6Wed
1 stop
17h 23mYYZ-ORD
12/6Wed
1 stop
18h 20mORD-YYZ
C$ 296
1/6Sat
directPorter Airlines
1h 47mYTZ-MDW
14/6Fri
directPorter Airlines
1h 42mMDW-YTZ
C$ 297
4/6Tue
directPorter Airlines
1h 47mYTZ-MDW
8/6Sat
directPorter Airlines
1h 42mMDW-YTZ
C$ 299
5/6Wed
directAir Canada
2h 02mYYZ-ORD
12/6Wed
directAir Canada
1h 45mORD-YYZ
C$ 331
31/5Fri
directAmerican Airlines
1h 56mYYZ-ORD
3/6Mon
directAmerican Airlines
1h 35mORD-YYZ
C$ 344
2/6Sun
directUnited Airlines
1h 57mYYZ-ORD
5/6Wed
1 stopUnited Airlines
6h 15mORD-YYZ
C$ 345
1/6Sat
directAmerican Airlines
1h 56mYYZ-ORD
13/6Thu
1 stopAmerican Airlines
7h 53mORD-YYZ
C$ 355
1/6Sat
1 stopUnited Airlines
14h 18mYYZ-ORD
8/6Sat
directUnited Airlines
1h 43mORD-YYZ
C$ 372
25/5Sat
1 stopAir Canada
4h 31mYYZ-ORD
28/5Tue
directAir Canada
1h 45mORD-YYZ
C$ 394

Search by stops

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Search by price

Recent one-way flight deals

21/5Tue
directPorter Airlines
1h 47mYTZ-MDW
C$ 186
2/6Sun
directPorter Airlines
1h 47mYTZ-MDW
C$ 188
3/6Mon
1 stop
11h 05mYYZ-ORD
C$ 189
3/6Mon
1 stop
11h 05mYYZ-ORD
C$ 193
16/6Sun
directAir Canada
1h 54mYYZ-ORD
C$ 196
21/5Tue
directAir Canada
1h 54mYYZ-ORD
C$ 199
11/6Tue
1 stopUnited Airlines
4h 37mYYZ-ORD
C$ 220
12/6Wed
1 stopDelta
3h 44mYYZ-MDW
C$ 220
14/6Fri
1 stopDelta
3h 50mYYZ-ORD
C$ 223
29/6Sat
directUnited Airlines
1h 54mYYZ-ORD
C$ 257

Search by stops

Search by airline

Search by price

Last minute flights from Ontario to Chicago

Last minute flight, train and bus deals

13/5Mon
directPorter Airlines
1h 47mYTZ-MDW
21/5Tue
directPorter Airlines
1h 42mMDW-YTZ
C$ 409
13/5Mon
multi-stop
34h 39mYYZ-ORD
21/5Tue
multi-stop
25h 20mORD-YYZ
C$ 442
12/5Sun
directAmerican Airlines
1h 56mYYZ-ORD
31/5Fri
directAmerican Airlines
1h 35mORD-YYZ
C$ 508
13/5Mon
directAir Canada
1h 59mYYZ-ORD
16/5Thu
directAir Canada
1h 45mORD-YYZ
C$ 512
13/5Mon
directAmerican Airlines
1h 55mYYZ-ORD
16/5Thu
multi-stopAmerican Airlines
4h 50mORD-YYZ
C$ 523
13/5Mon
directUnited Airlines
1h 54mYYZ-ORD
16/5Thu
directUnited Airlines
1h 48mORD-YYZ
C$ 534
13/5Mon
multi-stopAir Canada
5h 55mYTZ-ORD
21/5Tue
multi-stopAir Canada
5h 46mORD-YTZ
C$ 541
13/5Mon
multi-stopDelta
3h 56mYYZ-ORD
17/5Fri
multi-stopDelta
8h 14mORD-YYZ
C$ 541
13/5Mon
multi-stopDelta
8h 21mYYZ-MDW
16/5Thu
multi-stopDelta
8h 25mMDW-YYZ
C$ 541
13/5Mon
directUnited Airlines
2h 04mYYZ-ORD
15/5Wed
directUnited Airlines
1h 48mORD-YYZ
C$ 564

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Ontario

Cabin classes:

C$ 1,378
C$ 1,150
C$ 544
C$ 283