$108 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 11/3. 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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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

Tue, Nov 11 - Sat, Nov 15
Air Canada Logo
6:30 pm - 7:30 pmYYZ-ORD
2h 00mnonstop
Air Canada Logo
10:00 am - 12:40 pmORD-YYZ
1h 40mnonstop
$147Air Canada
Find Deal
Thu, Oct 23 - Sat, Nov 1
Air Canada Logo
8:15 am - 9:09 amYYZ-ORD
1h 54mnonstop
Air Canada Logo
8:00 am - 10:40 amORD-YYZ
1h 40mnonstop
$156Air Canada
Find Deal
Mon, Oct 27 - Sun, Nov 2
United Airlines Logo
5:30 pm - 6:39 pmYYZ-ORD
2h 09mnonstop
United Airlines Logo
9:20 pm - 11:59 pmORD-YYZ
1h 39mnonstop
$159United Airlines
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Tue, Nov 25 - Sun, Nov 30
United Airlines Logo
7:40 pm - 11:43 pmYYZ-ORD
5h 03m1 stop
United Airlines Logo
7:10 am - 9:58 amORD-YYZ
1h 48mnonstop
$162United Airlines
Find Deal
Wed, Nov 5 - Sun, Nov 9
American Airlines Logo
2:29 pm - 7:18 pmYUL-ORD
5h 49m1 stop
American Airlines Logo
11:49 am - 3:11 pmORD-YUL
2h 22mnonstop
$179American Airlines
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Fri, Sep 26 - Wed, Oct 1
 Logo
7:00 am - 7:58 amYYZ-ORD
1h 58mnonstop
 Logo
8:25 pm - 11:08 pmORD-YYZ
1h 43mnonstop
Sat, Oct 25 - Fri, Oct 31
American Airlines Logo
12:30 pm - 2:05 pmYUL-ORD
2h 35mnonstop
American Airlines Logo
6:36 pm - 1:34 pmORD-YUL
17h 58m1 stop
$190American Airlines
Find Deal
Sat, Oct 25 - Sun, Nov 2
Delta Logo
12:37 pm - 9:19 pmYYZ-ORD
9h 42m1 stop
Delta Logo
8:55 am - 5:19 pmORD-YYZ
7h 24m1 stop
$203Delta
Find Deal
Wed, Oct 1 - Fri, Oct 3
Delta Logo
7:00 am - 1:05 pmYUL-ORD
7h 05m1 stop
Delta Logo
1:22 pm - 11:29 pmORD-YUL
9h 07m1 stop
$206Delta
Find Deal
Sun, Sep 28 - Mon, Oct 6
 Logo
7:00 am - 7:58 amYYZ-ORD
1h 58mnonstop
 Logo
8:40 am - 4:54 pmORD-YYZ
7h 14m1 stop
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$108
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 12% 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
Pleasant Prairie
Valparaiso
Lisle
South Holland
Elmhurst
Lansing

Everything you need to know for your flight to Chicago

Information on your arrival and departure airports

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