$84 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 1/25. 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, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

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Everything you should know

Cheapest round-trip
$180
Typical prices: $245-$370
United Airlines
Fri 1/16Tue 3/10
YYZ - ORD • Non-stop
Cheapest non-stop
$182
Typical prices: $261-$405
United Airlines
Sat 1/10Sun 1/11
YYZ - ORD • Non-stop
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Flight Deals
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Flight Deals

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

Fri, Jan 16 - Tue, Mar 10
United Airlines Logo
5:30 pm - 6:50 pmYYZ-ORD
2h 20mnonstop
United Airlines Logo
8:50 am - 2:14 pmORD-YYZ
4h 24m1 stop
$180United Airlines
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Sat, Jan 10 - Sun, Jan 11
United Airlines Logo
3:30 pm - 4:40 pmYYZ-ORD
2h 10mnonstop
United Airlines Logo
1:00 pm - 7:17 pmORD-YYZ
5h 17m1 stop
$182United Airlines
Find Deal
Thu, Jan 8 - Mon, Jan 12
United Airlines Logo
9:00 am - 10:06 amYYZ-ORD
2h 06mnonstop
United Airlines Logo
6:05 am - 11:48 amORD-YYZ
4h 43m1 stop
$183United Airlines
Find Deal
Sun, Feb 1 - Thu, Feb 5
Air Canada Logo
8:15 am - 9:13 amYYZ-ORD
1h 58mnonstop
Air Canada Logo
2:00 pm - 4:39 pmORD-YYZ
1h 39mnonstop
$184Air Canada
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Thu, Jan 8 - Sun, Jan 11
Multiple Airlines Logo
7:35 am - 10:04 pmYYZ-ORD
15h 29m1 stop
Multiple Airlines Logo
7:30 am - 2:40 pmORD-YYZ
30h 10m1 stop
$187Multiple Airlines
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Thu, Jan 8 - Sun, Jan 11
American Airlines Logo
7:04 pm - 8:04 pmYYZ-ORD
2h 00mnonstop
American Airlines Logo
8:07 am - 10:53 amORD-YYZ
1h 46mnonstop
$189American Airlines
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Thu, Jan 8 - Sun, Jan 11
Multiple Airlines Logo
5:15 pm - 7:17 pmYYZ-ORD
27h 02m1 stop
Multiple Airlines Logo
7:30 am - 2:40 pmORD-YYZ
30h 10m1 stop
$191Multiple Airlines
Find Deal
Tue, Jan 13 - Tue, Jan 20
American Airlines Logo
3:50 pm - 5:50 pmYUL-ORD
3h 00mnonstop
American Airlines Logo
6:39 am - 12:24 pmORD-YUL
4h 45m1 stop
$196American Airlines
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Fri, Jan 30 - Sun, Feb 1
Air Canada Logo
8:00 am - 1:01 pmYUL-ORD
6h 01m1 stop
Air Canada Logo
7:15 am - 10:20 amORD-YUL
2h 05mnonstop
$199Air Canada
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Sat, Apr 4 - Tue, Apr 7
Delta Logo
6:00 am - 1:19 pmYUL-ORD
8h 19m1 stop
Delta Logo
1:56 pm - 11:11 pmORD-YUL
8h 15m1 stop
$213Delta
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Useful Info

Good to know

Low seasonJanuary
Cheapest flight$84
Best time to beat the crowds but there is an average 42% increase in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Ottawa 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
Merrillville
Oak Brook
Saint Joseph
Tinley Park
Elk Grove Village
Hoffman Estates
Des Plaines
Hammond
Willowbrook
Portage
Delavan
Northbrook
South Holland
Lansing
Pleasant Prairie
Elmhurst
Valparaiso
Lisle

Everything you need to know for your flight to Chicago

Information on your arrival and departure airports