$129 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 10/19. 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
1 adult, Economy

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Cheap Flights from Ontario to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Ontario to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Ontario to Chicago

mié., oct. 15 - mié., oct. 22
Multiple Airlines Logo
6:30 am - 6:38 pmYYZ-ORD
13h 08m1 stop
Multiple Airlines Logo
7:43 pm - 2:05 pmORD-YYZ
17h 22m1 stop
$215Multiple Airlines
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dom., oct. 19 - vie., oct. 31
Multiple Airlines Logo
4:00 pm - 3:49 pmYYZ-ORD
24h 49m1 stop
Multiple Airlines Logo
5:05 am - 2:40 pmORD-YYZ
8h 35m1 stop
$217Multiple Airlines
Find Deal
mié., oct. 15 - mié., oct. 22
Multiple Airlines Logo
6:30 am - 11:45 pmYYZ-ORD
18h 15m1 stop
Multiple Airlines Logo
7:43 pm - 2:05 pmORD-YYZ
17h 22m1 stop
$218Multiple Airlines
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vie., oct. 17 - dom., oct. 19
WestJet Logo
8:00 am - 4:43 pmYYZ-ORD
9h 43m1 stop
WestJet Logo
5:30 pm - 6:47 amORD-YYZ
12h 17m2 stops
$243WestJet
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sáb., nov. 1 - sáb., nov. 8
Air Canada Logo
6:15 pm - 8:00 pmYUL-ORD
2h 45mnonstop
Air Canada Logo
12:50 pm - 3:57 pmORD-YUL
2h 07mnonstop
$244Air Canada
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vie., oct. 17 - dom., oct. 19
WestJet Logo
8:00 am - 4:43 pmYYZ-ORD
9h 43m1 stop
WestJet Logo
5:30 pm - 6:47 amORD-YYZ
12h 17m2 stops
$246WestJet
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vie., oct. 31 - vie., nov. 7
Air Canada Logo
6:15 pm - 8:00 pmYUL-ORD
2h 45mnonstop
Air Canada Logo
12:50 pm - 3:57 pmORD-YUL
2h 07mnonstop
$250Air Canada
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sáb., nov. 22 - sáb., nov. 29
United Airlines Logo
6:00 am - 8:00 amYUL-ORD
3h 00mnonstop
United Airlines Logo
5:55 pm - 9:17 pmORD-YUL
2h 22mnonstop
$260United Airlines
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jue., oct. 9 - dom., oct. 12
United Airlines Logo
4:55 pm - 6:41 pmYUL-ORD
2h 46mnonstop
United Airlines Logo
2:08 pm - 5:26 pmORD-YUL
2h 18mnonstop
$263United Airlines
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sáb., nov. 1 - sáb., nov. 8
Lufthansa Logo
4:45 pm - 6:45 pmYUL-ORD
3h 00mnonstop
Lufthansa Logo
5:55 pm - 9:17 pmORD-YUL
2h 22mnonstop
$274Lufthansa
Find Deal

Everything you should know

Cheapest round-trip
$215
Typical prices: $258-359
Multiple Airlines
mié. 10/15mié. 10/22
YYZ - ORD • 1 stop
Cheapest non-stop
$244
Typical prices: $303-496
Air Canada
sáb. 11/1sáb. 11/8
YUL - ORD • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$129
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Toronto Pearson Airport to Chicago O'Hare Airport

Flights from Ontario to Chicago: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Ontario to Chicago 
BrianFlew with Air CanadaYYZ-ORDOct 2024
Be prepared for a labyrinthine experience traversing the various levels and passages of the Toronto airport. Bring quality walking shoes, as it is likely well over a km in total walking time.
Verified travelerFlew with United AirlinesYYZ-ORDMar 2024
Carry-on baggage sizing for United US bound flights appears to be much smaller than for Canadian flights, which forced me to check my bag at the last minute. So check online ahead of time

FAQs for booking Ontario to Chicago flights

  • 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.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Gurnee
South Haven
Oak Brook
Merrillville
Saint Joseph
Tinley Park
Elk Grove Village
Hoffman Estates
Des Plaines
Hammond
Willowbrook
Portage
Delavan
Northbrook
Elmhurst
South Holland
Lisle
Pleasant Prairie
Valparaiso
Lansing

Everything you need to know for your flight to Chicago

Information on your arrival and departure airports

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