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Cheap flights from Ontario to Chicago from C$ 177

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 30/1. 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 a.m. - 8:45 p.m.YYZ-ORD
35h 15m2 stops
7:00 a.m. - 11:53 p.m.ORD-YYZ
15h 53m1 stop
C$ 310
Find Deal
Thu, 23 Jan - Sun, 26 Jan
7:00 a.m. - 1:54 p.m.YYZ-ORD
7h 54m1 stop
3:16 p.m. - 11:53 p.m.ORD-YYZ
7h 37m1 stop
C$ 311
Find Deal
Thu, 9 Jan - Mon, 27 Jan
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 330Porter Airlines
Find Deal
Fri, 14 Feb - Sun, 16 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 333Porter Airlines
Find Deal
Thu, 13 Feb - Sun, 16 Feb
1:14 p.m. - 2:14 p.m.YYZ-ORD
2h 00mdirect
8:11 a.m. - 10:51 a.m.ORD-YYZ
1h 40mdirect
C$ 369American Airlines
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Thu, 23 Jan - Fri, 24 Jan
12:25 p.m. - 6:50 p.m.YTZ-ORD
7h 25m1 stop
11:35 a.m. - 5:50 p.m.ORD-YTZ
5h 15m1 stop
C$ 372Air Canada
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Wed, 22 Jan - Sun, 26 Jan
9:00 a.m. - 2:45 p.m.YYZ-ORD
6h 45m1 stop
11:35 a.m. - 6:05 p.m.ORD-YYZ
5h 30m1 stop
C$ 378Air Canada
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Thu, 23 Jan - Tue, 28 Jan
1:14 p.m. - 2:14 p.m.YYZ-ORD
2h 00mdirect
12:25 p.m. - 6:26 p.m.ORD-YYZ
5h 01m1 stop
C$ 382American Airlines
Find Deal
Thu, 23 Jan - Sun, 26 Jan
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 386Air Transat
Find Deal
Thu, 13 Feb - Sun, 16 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 389Air Transat
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Thu, 13 Feb - Sun, 16 Feb
7:00 a.m. - 1:50 p.m.YYZ-ORD
7h 50m1 stop
C$ 177
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Thu, 30 Jan
7:00 a.m. - 1:50 p.m.YYZ-ORD
7h 50m1 stop
C$ 179
Find Deal
Thu, 30 Jan
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 193Porter Airlines
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Thu, 13 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 197Porter Airlines
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Fri, 14 Feb
2:00 p.m. - 2:51 p.m.YYZ-ORD
1h 51mdirect
C$ 223Air Canada
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Sun, 26 Jan
8:25 a.m. - 2:45 p.m.YTZ-ORD
7h 20m1 stop
C$ 229Air Canada
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Wed, 12 Feb
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
C$ 235American Airlines
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Sat, 25 Jan
10:05 a.m. - 4:09 p.m.YYZ-ORD
7h 04m1 stop
C$ 242Delta
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Wed, 12 Feb
6:30 a.m. - 12:46 p.m.YYZ-MDW
7h 16m1 stop
C$ 242Delta
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Sun, 2 Feb
11:31 a.m. - 12:31 p.m.YYZ-ORD
2h 00mdirect
C$ 248American Airlines
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Sun, 12 Jan
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 519Porter Airlines
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Wed, 1 Jan - Fri, 31 Jan
9:40 a.m. - 10:30 a.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 525Porter Airlines
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Sat, 4 Jan - Sat, 11 Jan
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
9:49 a.m. - 12:30 p.m.ORD-YYZ
1h 41mdirect
C$ 565American Airlines
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Wed, 1 Jan - Fri, 31 Jan
3:30 p.m. - 4:41 p.m.YYZ-ORD
2h 11mdirect
7:20 a.m. - 2:41 p.m.ORD-YYZ
6h 21m1 stop
C$ 574Air Canada
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Wed, 1 Jan - Fri, 31 Jan
8:00 a.m. - 8:58 a.m.YYZ-ORD
1h 58mdirect
12:51 p.m. - 3:45 p.m.ORD-YYZ
1h 54mdirect
C$ 591United Airlines
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Sat, 4 Jan - Thu, 30 Jan
6:15 a.m. - 12:32 p.m.YYZ-ORD
7h 17m1 stop
10:30 a.m. - 4:12 p.m.ORD-YYZ
4h 42m1 stop
C$ 597WestJet
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Wed, 1 Jan - Fri, 31 Jan
6:15 a.m. - 7:14 p.m.YYZ-ORD
13h 59m1 stop
6:15 a.m. - 11:35 p.m.ORD-YYZ
16h 20m2 stops
C$ 610WestJet
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Wed, 1 Jan - Fri, 31 Jan
11:40 a.m. - 12:40 p.m.YYZ-ORD
2h 00mdirect
6:00 a.m. - 11:45 a.m.ORD-YYZ
4h 45m1 stop
C$ 624American Airlines
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Sat, 4 Jan - Tue, 14 Jan
10:00 a.m. - 6:55 p.m.YYZ-ORD
9h 55m1 stop
8:50 a.m. - 2:18 p.m.ORD-YYZ
4h 28m1 stop
C$ 625United Airlines
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Sat, 4 Jan - Tue, 14 Jan
12:30 a.m. - 8:03 a.m.YYZ-ORD
8h 33m1 stop
4:00 p.m. - 6:41 p.m.ORD-YYZ
1h 41mdirect
C$ 631Air Canada
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Tue, 31 Dec - Fri, 31 Jan
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 330Porter Airlines
Find Deal
Fri, 14 Feb - Sun, 16 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 333Porter Airlines
Find Deal
Thu, 13 Feb - Sun, 16 Feb
1:14 p.m. - 2:14 p.m.YYZ-ORD
2h 00mdirect
8:11 a.m. - 10:51 a.m.ORD-YYZ
1h 40mdirect
C$ 369American Airlines
Find Deal
Thu, 23 Jan - Fri, 24 Jan
12:20 p.m. - 1:11 p.m.YYZ-ORD
1h 51mdirect
9:50 a.m. - 12:30 p.m.ORD-YYZ
1h 40mdirect
C$ 378Air Canada
Find Deal
Sun, 19 Jan - Wed, 22 Jan
1:14 p.m. - 2:14 p.m.YYZ-ORD
2h 00mdirect
9:49 a.m. - 12:30 p.m.ORD-YYZ
1h 41mdirect
C$ 383British Airways
Find Deal
Thu, 23 Jan - Sun, 26 Jan
2:00 p.m. - 2:51 p.m.YYZ-ORD
1h 51mdirect
9:50 a.m. - 12:30 p.m.ORD-YYZ
1h 40mdirect
C$ 386Air Canada
Find Deal
Wed, 15 Jan - Tue, 21 Jan
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 386Air Transat
Find Deal
Thu, 13 Feb - Sun, 16 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 389Air Transat
Find Deal
Thu, 13 Feb - Sun, 16 Feb
1:14 p.m. - 2:14 p.m.YYZ-ORD
2h 00mdirect
8:11 a.m. - 10:51 a.m.ORD-YYZ
1h 40mdirect
C$ 392British Airways
Find Deal
Thu, 23 Jan - Sun, 26 Jan
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
9:49 a.m. - 12:30 p.m.ORD-YYZ
1h 41mdirect
C$ 398American Airlines
Find Deal
Fri, 17 Jan - Tue, 21 Jan

American Airlines flights from Region of Ontario to Chicago

Our best American Airlines deals on Region of Ontario to Chicago flight tickets
American Airlines
23 Jan
YYZ1:14 p.m.Toronto Pearson Intl
2h 00m
ORD2:14 p.m.Chicago O'Hare Intl
24 Jan
ORD8:11 a.m.Chicago O'Hare Intl
1h 40m
YYZ10:51 a.m.Toronto Pearson Intl
American Airlines
23 Jan
YYZ1:14 p.m.Toronto Pearson Intl
2h 00m
ORD2:14 p.m.Chicago O'Hare Intl
26 Jan
ORD12:25 p.m.Chicago O'Hare Intl
5h 01m
1 stop
YYZ6:26 p.m.Toronto Pearson Intl
American Airlines
17 Jan
YYZ6:15 a.m.Toronto Pearson Intl
2h 15m
ORD7:30 a.m.Chicago O'Hare Intl
21 Jan
ORD9:49 a.m.Chicago O'Hare Intl
1h 41m
YYZ12:30 p.m.Toronto 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
22 Jan
YTZ12:25 p.m.Toronto Island
7h 25m
1 stop
ORD6:50 p.m.Chicago O'Hare Intl
26 Jan
ORD11:35 a.m.Chicago O'Hare Intl
5h 15m
1 stop
YTZ5:50 p.m.Toronto Island
Air Canada
23 Jan
YYZ9:00 a.m.Toronto Pearson Intl
6h 45m
1 stop
ORD2:45 p.m.Chicago O'Hare Intl
28 Jan
ORD11:35 a.m.Chicago O'Hare Intl
5h 30m
1 stop
YYZ6:05 p.m.Toronto Pearson Intl
Air Canada
25 Jan
YTZ12:25 p.m.Toronto Island
7h 25m
1 stop
ORD6:50 p.m.Chicago O'Hare Intl
16 Feb
ORD3:35 p.m.Chicago O'Hare Intl
5h 15m
1 stop
YTZ9:50 p.m.Toronto 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 February is another great option to travel to Chicago, with average flight prices from Region of Ontario averaging around C$ 350.

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 Saturday when prices can be found for as low as C$ 388. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around C$ 414. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

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

In the afternoon is the cheapest time of day to fly from Region of Ontario to Chicago when you can find flight prices for as low as C$ 383. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. At noon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 437 per ticket.

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 C$ 428. Don’t hesitate to check prices now though, because momondo users recently found tickets for as low as C$ 501.

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

C$ 177

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 C$ 177. The best round-trip flight deal from Region of Ontario to Chicago found on momondo in the last 72 hours is C$ 310.
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 were last updated today.

  • 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?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check 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
Porter AirlinesPriceFrom C$ 279Free CancellationRating
7.9
280 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 315Free CancellationRating
7.0
8,464 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 360Free CancellationRating
7.4
8,985 reviews
Search United Airlines flights
American AirlinesPriceFrom C$ 360Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
WestJetPriceFrom C$ 457Free CancellationRating
7.2
2,813 reviews
Search WestJet flights

Why use momondo?

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

Finding the right flight to Chicago from Ontario is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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?

Once all potential Ontario to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Ontario and alert you when they 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 25.6 km from Chicago