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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

$107 CHEAP FLIGHTS from Ontario to Chicago (ORD)

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

...and more

Travelers love KAYAK

41,299,237 searches in the past 7 days on KAYAK

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Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheapest round-trip

$182

Typical prices: $258-$335

American Airlines

Thu 2/5Sun 2/8

YYZ - ORD • Non-stop

Cheapest non-stop

$182

Typical prices: $257-$333

Lufthansa

Thu 2/5Sun 2/8

YYZ - ORD • Non-stop

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Chicago!

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.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Ontario to Chicago

Thu, Feb 5 - Sun, Feb 8

6:00 am - 7:15 am

YYZ

ORD

2h 15mnonstop

8:09 am - 3:30 pm

ORD

YYZ

6h 21m1 stop

$182American Airlines

Sat, Feb 14 - Sun, Feb 22

1:10 pm - 2:55 pm

YUL

ORD

2h 45mnonstop

7:15 am - 10:20 am

ORD

YUL

2h 05mnonstop

$183Air Canada

Fri, Jan 30 - Fri, Feb 6

6:40 pm - 7:40 pm

YYZ

ORD

2h 00mnonstop

8:40 pm - 11:19 pm

ORD

YYZ

1h 39mnonstop

$187Air Canada

Sun, Feb 1 - Wed, Feb 4

12:39 pm - 9:32 pm

YYZ

ORD

9h 53m1 stop

6:31 pm - 9:23 pm

ORD

YYZ

1h 52mnonstop

$188American Airlines

Thu, Feb 5 - Sun, Feb 8

3:00 pm - 8:10 pm

YYZ

ORD

6h 10m1 stop

3:55 pm - 6:34 pm

ORD

YYZ

1h 39mnonstop

$189Air Canada

Wed, Feb 11 - Wed, Feb 18

2:25 pm - 11:27 pm

YUL

ORD

10h 02m1 stop

5:00 am - 1:45 pm

ORD

YUL

7h 45m1 stop

$189American Airlines

Thu, May 21 - Mon, May 25

6:10 pm - 4:43 pm

YHM

ORD

23h 33m1 stop

5:30 pm - 5:10 pm

ORD

YHM

22h 40m1 stop

$315WestJet

Thu, May 21 - Mon, May 25

6:10 pm - 4:43 pm

YHM

ORD

23h 33m1 stop

5:30 pm - 5:10 pm

ORD

YHM

22h 40m1 stop

$355WestJet

Sat, Feb 14 - Sat, Feb 21

9:25 am - 3:10 pm

YXU

ORD

6h 45m1 stop

10:00 am - 5:05 pm

ORD

YXU

6h 05m1 stop

$566United Airlines

Sat, Feb 14 - Sat, Feb 21

5:10 am - 7:25 pm

YXU

ORD

15h 15m2 stops

8:50 am - 9:21 pm

ORD

YXU

11h 31m2 stops

$571United Airlines

Useful Info

Low season	November
High season	July
Cheapest flight	$107

Best time to beat the crowds with an average 4% drop in price.

Flight from Montreal to Chicago O'Hare Airport

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

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.

Gurnee

South Haven

Merrillville

Oak Brook

Saint Joseph

Tinley Park

Elk Grove Village

Des Plaines

Hoffman Estates

Hammond

Willowbrook

Portage

South Holland

Delavan

Northbrook

Pleasant Prairie

Lansing

Elmhurst

Valparaiso

Lisle

Everything you need to know for your flight to Chicago

Airports

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Information on your arrival and departure airports

Chicago (ORD)

$107 Find Cheap Flights from Ontario to Chicago

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

Everything you should know

Cheap Flights from Ontario to Chicago

Recent round-trip flight deals from Ontario to Chicago

Recent one-way flight deals from Ontario to Chicago

Recent last minute flight deals from Ontario to Chicago

Recent direct flight deals from Ontario to Chicago

Good to know

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

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?

Everything you need to know for your flight to Chicago

Information on your arrival and departure airports

Cabin class types available on flights to Chicago

Complete your trip to Chicago with a hotel stay or car rental

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Ontario

Choose which airport to fly into in Chicago