$136 Find Cheap Flights from Ontario to Chicago - Compare and Save

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 9/12. 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

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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

Wed, Sep 9 - Wed, Sep 16
Air Canada Logo
4:00 pm - 8:12 pm
YYZ
-
ORD
5h 12m
1 stop
Air Canada Logo
3:45 pm - 6:30 pm
ORD
-
YYZ
1h 45mnonstop
$205Air Canada
Mon, Sep 7 - Mon, Sep 14
Air Canada Logo
2:00 pm - 2:55 pm
YYZ
-
ORD
1h 55mnonstop
Air Canada Logo
11:05 am - 6:12 pm
ORD
-
YYZ
6h 07m
1 stop
$205Air Canada
Thu, Sep 24 - Sun, Sep 27
United Airlines Logo
5:15 pm - 6:30 pm
YYZ
-
ORD
2h 15mnonstop
United Airlines Logo
8:50 am - 11:49 am
ORD
-
YYZ
1h 59mnonstop
$209United Airlines
Fri, Sep 18 - Sun, Sep 20
United Airlines Logo
8:50 am - 9:53 am
YYZ
-
ORD
2h 03mnonstop
United Airlines Logo
7:09 am - 9:54 am
ORD
-
YYZ
1h 45mnonstop
$209United Airlines
Tue, Sep 8 - Thu, Sep 17
Multiple Airlines Logo
7:00 am - 8:00 am
YYZ
-
ORD
2h 00mnonstop
Multiple Airlines Logo
2:15 pm - 5:01 pm
ORD
-
YYZ
1h 46mnonstop
$209Multiple Airlines
Tue, Sep 8 - Wed, Sep 16
Multiple Airlines Logo
9:00 pm - 10:05 pm
YYZ
-
ORD
2h 05mnonstop
Multiple Airlines Logo
9:55 am - 12:40 pm
ORD
-
YYZ
1h 45mnonstop
$209Multiple Airlines
Wed, Sep 2 - Wed, Sep 9
American Airlines Logo
7:20 am - 8:30 am
YYZ
-
ORD
2h 10mnonstop
American Airlines Logo
10:35 am - 4:45 pm
ORD
-
YYZ
5h 10m
1 stop
$219American Airlines
Fri, Sep 4 - Sat, Sep 12
American Airlines Logo
4:16 pm - 10:30 pm
YYZ
-
ORD
7h 14m
1 stop
American Airlines Logo
1:15 pm - 9:43 pm
ORD
-
YYZ
7h 28m
1 stop
$235American Airlines
Tue, Nov 17 - Wed, Nov 18
Porter Airlines Logo
10:10 am - 11:05 am
YTZ
-
ORD
1h 55mnonstop
Porter Airlines Logo
6:10 pm - 8:50 pm
ORD
-
YTZ
1h 40mnonstop
$269Porter Airlines
Mon, Oct 26 - Sat, Oct 31
Porter Airlines Logo
10:10 am - 11:05 am
YTZ
-
ORD
1h 55mnonstop
Porter Airlines Logo
11:45 am - 2:25 pm
ORD
-
YTZ
1h 40mnonstop
$271Porter Airlines
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Good to know

Low season

December

Cheapest flight

$136
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 8% increase in price.
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 
Learn how KAYAK collects reviews and tips from users.
BrianFlew with Air Canada
YYZ
-
ORD
Oct 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 Airlines
YYZ
-
ORD
Mar 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
Merrillville
South Haven
Oak Brook
Saint Joseph
Tinley Park
Hammond
Elk Grove Village
Des Plaines
Hoffman Estates
Portage
South Holland
Willowbrook
Lansing
Delavan
Northbrook
Alsip
Lisle
Elmhurst
Romeoville

Everything you need to know for your flight to Chicago

Information on your arrival and departure airports

Chicago (ORD)