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Cheap flights from Ontario to Chicago from $123

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Ontario to Chicago departing on 1/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Ontario to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Ontario to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Ontario to Chicago.

Cheap last minute flights

Planning a quick getaway from Ontario to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Ontario to Chicago

Find recent round-trip train or bus tickets from Ontario to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
10:30 am - 8:45 pmYYZ-ORD
35h 15m2 stops
7:00 am - 11:53 pmORD-YYZ
15h 53m1 stop
Thu, Jan 23 - Sun, Jan 26
7:00 am - 1:54 pmYYZ-ORD
7h 54m1 stop
3:16 pm - 11:53 pmORD-YYZ
7h 37m1 stop
Thu, Jan 9 - Mon, Jan 27
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$229Porter Airlines
Find Deal
Fri, Feb 14 - Sun, Feb 16
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$231Porter Airlines
Find Deal
Thu, Feb 13 - Sun, Feb 16
1:14 pm - 2:14 pmYYZ-ORD
2h 00mnonstop
8:11 am - 10:51 amORD-YYZ
1h 40mnonstop
$256American Airlines
Find Deal
Thu, Jan 23 - Fri, Jan 24
12:25 pm - 6:50 pmYTZ-ORD
7h 25m1 stop
11:35 am - 5:50 pmORD-YTZ
5h 15m1 stop
$258Air Canada
Find Deal
Wed, Jan 22 - Sun, Jan 26
9:00 am - 2:45 pmYYZ-ORD
6h 45m1 stop
11:35 am - 6:05 pmORD-YYZ
5h 30m1 stop
$262Air Canada
Find Deal
Thu, Jan 23 - Tue, Jan 28
1:14 pm - 2:14 pmYYZ-ORD
2h 00mnonstop
12:25 pm - 6:26 pmORD-YYZ
5h 01m1 stop
$265American Airlines
Find Deal
Thu, Jan 23 - Sun, Jan 26
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$268Air Transat
Find Deal
Thu, Feb 13 - Sun, Feb 16
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$270Air Transat
Find Deal
Thu, Feb 13 - Sun, Feb 16
7:00 am - 1:50 pmYYZ-ORD
7h 50m1 stop
Thu, Jan 30
7:00 am - 1:50 pmYYZ-ORD
7h 50m1 stop
Thu, Jan 30
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$134Porter Airlines
Find Deal
Thu, Feb 13
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$145Porter Airlines
Find Deal
Fri, Jan 24
2:00 pm - 2:51 pmYYZ-ORD
1h 51mnonstop
$155Air Canada
Find Deal
Sun, Jan 26
8:25 am - 2:45 pmYTZ-ORD
7h 20m1 stop
$159Air Canada
Find Deal
Wed, Feb 12
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
$163American Airlines
Find Deal
Sat, Jan 25
6:30 am - 12:46 pmYYZ-MDW
7h 16m1 stop
$168Delta
Find Deal
Sun, Feb 2
11:31 am - 12:31 pmYYZ-ORD
2h 00mnonstop
$172American Airlines
Find Deal
Sun, Jan 12
11:20 am - 7:55 pmYUL-ORD
9h 35m1 stop
$208Delta
Find Deal
Tue, Feb 25
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$360Porter Airlines
Find Deal
Wed, Jan 1 - Fri, Jan 31
9:40 am - 10:30 amYTZ-MDW
1h 50mnonstop
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$364Porter Airlines
Find Deal
Sat, Jan 4 - Sat, Jan 11
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
9:49 am - 12:30 pmORD-YYZ
1h 41mnonstop
$392American Airlines
Find Deal
Wed, Jan 1 - Fri, Jan 31
3:30 pm - 4:41 pmYYZ-ORD
2h 11mnonstop
7:20 am - 2:41 pmORD-YYZ
6h 21m1 stop
$398Air Canada
Find Deal
Wed, Jan 1 - Fri, Jan 31
8:00 am - 8:58 amYYZ-ORD
1h 58mnonstop
4:00 pm - 6:41 pmORD-YYZ
1h 41mnonstop
$410United Airlines
Find Deal
Sat, Jan 4 - Sun, Jan 26
6:15 am - 12:32 pmYYZ-ORD
7h 17m1 stop
10:30 am - 4:12 pmORD-YYZ
4h 42m1 stop
$414WestJet
Find Deal
Wed, Jan 1 - Fri, Jan 31
6:15 am - 7:14 pmYYZ-ORD
13h 59m1 stop
6:15 am - 11:35 pmORD-YYZ
16h 20m2 stops
$423WestJet
Find Deal
Wed, Jan 1 - Fri, Jan 31
11:40 am - 12:40 pmYYZ-ORD
2h 00mnonstop
6:00 am - 11:45 amORD-YYZ
4h 45m1 stop
$433American Airlines
Find Deal
Sat, Jan 4 - Tue, Jan 14
10:00 am - 6:55 pmYYZ-ORD
9h 55m1 stop
8:50 am - 2:18 pmORD-YYZ
4h 28m1 stop
$434United Airlines
Find Deal
Sat, Jan 4 - Tue, Jan 14
12:30 am - 8:03 amYYZ-ORD
8h 33m1 stop
4:00 pm - 6:41 pmORD-YYZ
1h 41mnonstop
$438Air Canada
Find Deal
Tue, Dec 31 - Fri, Jan 31
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$229Porter Airlines
Find Deal
Sat, Feb 15 - Sun, Feb 16
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$231Porter Airlines
Find Deal
Thu, Feb 13 - Sun, Feb 16
1:14 pm - 2:14 pmYYZ-ORD
2h 00mnonstop
8:11 am - 10:51 amORD-YYZ
1h 40mnonstop
$256American Airlines
Find Deal
Thu, Jan 23 - Fri, Jan 24
12:20 pm - 1:11 pmYYZ-ORD
1h 51mnonstop
9:50 am - 12:30 pmORD-YYZ
1h 40mnonstop
$262Air Canada
Find Deal
Sun, Jan 19 - Wed, Jan 22
1:14 pm - 2:14 pmYYZ-ORD
2h 00mnonstop
9:49 am - 12:30 pmORD-YYZ
1h 41mnonstop
$266British Airways
Find Deal
Thu, Jan 23 - Sun, Jan 26
2:00 pm - 2:51 pmYYZ-ORD
1h 51mnonstop
9:50 am - 12:30 pmORD-YYZ
1h 40mnonstop
$268Air Canada
Find Deal
Wed, Jan 15 - Tue, Jan 21
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$268Air Transat
Find Deal
Thu, Feb 13 - Sun, Feb 16
1:14 pm - 2:14 pmYYZ-ORD
2h 00mnonstop
8:11 am - 10:51 amORD-YYZ
1h 40mnonstop
$272British Airways
Find Deal
Thu, Jan 23 - Sun, Jan 26
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$272Air Transat
Find Deal
Thu, Feb 13 - Sun, Feb 16
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
9:49 am - 12:30 pmORD-YYZ
1h 41mnonstop
$276American Airlines
Find Deal
Fri, Jan 17 - Tue, Jan 21

American Airlines flights from Region of Ontario to Chicago

Our best American Airlines deals on Region of Ontario to Chicago flight tickets
American Airlines
Jan 23
YYZ1:14 pmToronto Pearson Intl
2h 00m
ORD2:14 pmChicago O'Hare Intl
Jan 24
ORD8:11 amChicago O'Hare Intl
1h 40m
YYZ10:51 amToronto Pearson Intl
American Airlines
Jan 23
YYZ1:14 pmToronto Pearson Intl
2h 00m
ORD2:14 pmChicago O'Hare Intl
Jan 26
ORD12:25 pmChicago O'Hare Intl
5h 01m
1 stop
YYZ6:26 pmToronto Pearson Intl
American Airlines
Jan 17
YYZ6:15 amToronto Pearson Intl
2h 15m
ORD7:30 amChicago O'Hare Intl
Jan 21
ORD9:49 amChicago O'Hare Intl
1h 41m
YYZ12:30 pmToronto Pearson Intl

Air Canada flights from Region of Ontario to Chicago

Our best Air Canada deals on Region of Ontario to Chicago flight tickets
Air Canada
Jan 22
YTZ12:25 pmToronto Island
7h 25m
1 stop
ORD6:50 pmChicago O'Hare Intl
Jan 26
ORD11:35 amChicago O'Hare Intl
5h 15m
1 stop
YTZ5:50 pmToronto Island
Air Canada
Jan 23
YYZ9:00 amToronto Pearson Intl
6h 45m
1 stop
ORD2:45 pmChicago O'Hare Intl
Jan 28
ORD11:35 amChicago O'Hare Intl
5h 30m
1 stop
YYZ6:05 pmToronto Pearson Intl
Air Canada
Jan 25
YTZ12:25 pmToronto Island
7h 25m
1 stop
ORD6:50 pmChicago O'Hare Intl
Feb 16
ORD3:35 pmChicago O'Hare Intl
5h 15m
1 stop
YTZ9:50 pmToronto Island

See travel insights to Chicago from

How to get the cheapest flight ticket from Region of Ontario to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of April is, on average, the cheapest month to fly to Chicago from Region of Ontario, with most prices found around $239. If you’re not able to fly to Chicago in April, then February is your next best option. Flight prices from Region of Ontario to Chicago during February average around $243.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $258. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Region of Ontario to Chicago for around $292.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Region of Ontario to Chicago during this time can be as low as $269. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $325.

What is the cheapest Ontario to Chicago flight route?

Fly from Toronto Island to Chicago Midway for the best Ontario - Chicago flight prices

How far in advance should I book a flight to Chicago?

The best time to book a flight to Chicago from Region of Ontario is 48 days out, which is when prices tend to be around $297. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $241.

What cabin class options are available on Ontario to Chicago flights?

There are 4 cabin classes available to choose from on Ontario to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Region of Ontario to Chicago flights?

You could potentially save up to 8% on your flight if you consider stops on a Region of Ontario to Chicago flight.

Cheap Region of Ontario to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Region of Ontario to Chicago

Best Price Found

$123

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Region of Ontario in the past 72 hours is $123. The best round-trip flight deal from Region of Ontario to Chicago found on momondo in the last 72 hours is $215.
The fastest flight from Region of Ontario to Chicago takes 1h 50m
Direct flights go from Region of Ontario to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • When did momondo last update prices for flights from Ontario to Chicago?

    Prices for flights from Ontario to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Ontario to Chicago?

  • How old do you have to be to fly from Ontario to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Ontario to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Region of Ontario to Chicago?


Best airlines flying from Region of Ontario to Chicago

Compare and see reviews for airlines that fly from Region of Ontario to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $157Free CancellationRating
7.0
8,464 reviews
Search Air Canada flights
Porter AirlinesPriceFrom $206Free CancellationRating
7.9
280 reviews
Search Porter Airlines flights
United AirlinesPriceFrom $219Free CancellationRating
7.4
8,984 reviews
Search United Airlines flights
American AirlinesPriceFrom $238Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Ontario to Chicago?

It is quick and easy to find Ontario to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Ontario to Chicago with flexible booking policies on momondo?

Flights from Ontario to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Ontario to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Ontario to Chicago.

I’m not ready to book a flight from Ontario to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Ontario. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago