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Cheap flights from Ottawa to Chicago from C$ 227

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Ottawa to Chicago departing on 24/1. 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 Ottawa to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Ottawa 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 Ottawa to Chicago.

Cheap last-minute flights

Planning a quick getaway from Ottawa 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 Ottawa to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
9:30 a.m. - 12:10 p.m.YOW-MDW
3h 40m1 stop
1:05 p.m. - 8:34 p.m.MDW-YOW
6h 29m1 stop
C$ 403Porter Airlines
Find Deal
Fri, 14 Feb - Mon, 17 Feb
7:00 a.m. - 12:10 p.m.YOW-MDW
6h 10m1 stop
1:05 p.m. - 6:39 p.m.MDW-YOW
4h 34m1 stop
C$ 404Porter Airlines
Find Deal
Fri, 14 Feb - Sun, 16 Feb
4:00 p.m. - 9:39 a.m.YOW-ORD
18h 39m2 stops
5:35 a.m. - 10:14 p.m.ORD-YOW
15h 39m3 stops
C$ 496
Find Deal
Thu, 6 Feb - Sun, 9 Feb
5:55 a.m. - 12:57 p.m.YOW-ORD
32h 02m2 stops
5:50 a.m. - 3:55 p.m.ORD-YOW
9h 05m1 stop
C$ 511
Find Deal
Tue, 21 Jan - Fri, 24 Jan
5:00 p.m. - 6:34 p.m.YOW-ORD
2h 34mdirect
1:58 p.m. - 5:06 p.m.ORD-YOW
2h 08mdirect
C$ 588Air Canada
Find Deal
Fri, 14 Feb - Mon, 17 Feb
11:25 a.m. - 12:59 p.m.YOW-ORD
2h 34mdirect
9:00 a.m. - 2:35 p.m.ORD-YOW
4h 35m1 stop
C$ 601United Airlines
Find Deal
Fri, 14 Feb - Fri, 21 Feb
2:45 p.m. - 6:21 p.m.YOW-ORD
4h 36m1 stop
3:35 p.m. - 10:12 p.m.ORD-YOW
5h 37m1 stop
C$ 602Air Canada
Find Deal
Tue, 8 Apr - Sat, 12 Apr
5:00 p.m. - 6:34 p.m.YOW-ORD
2h 34mdirect
9:00 a.m. - 2:35 p.m.ORD-YOW
4h 35m1 stop
C$ 605United Airlines
Find Deal
Sun, 16 Feb - Fri, 21 Feb
5:55 a.m. - 4:13 p.m.YOW-ORD
11h 18m2 stops
1:40 p.m. - 12:10 a.m.ORD-YOW
9h 30m2 stops
C$ 757WestJet
Find Deal
Fri, 24 Jan - Mon, 27 Jan
6:15 a.m. - 3:56 p.m.YOW-ORD
10h 41m1 stop
1:40 p.m. - 6:45 a.m.ORD-YOW
16h 05m2 stops
C$ 792WestJet
Find Deal
Sun, 30 Mar - Sat, 7 Jun
4:00 p.m. - 5:17 p.m.YOW-ORD
26h 17m2 stops
C$ 227
Find Deal
Fri, 24 Jan
7:00 a.m. - 12:10 p.m.YOW-MDW
6h 10m1 stop
C$ 234Porter Airlines
Find Deal
Sat, 15 Feb
7:00 a.m. - 12:10 p.m.YOW-MDW
6h 10m1 stop
C$ 235Porter Airlines
Find Deal
Sat, 15 Feb
5:25 p.m. - 6:54 p.m.YOW-ORD
2h 29mdirect
C$ 328Air Canada
Find Deal
Wed, 7 May
11:05 a.m. - 2:55 p.m.YOW-ORD
4h 50m1 stop
C$ 335Air Canada
Find Deal
Wed, 7 May
5:50 p.m. - 11:09 p.m.YOW-ORD
6h 19m1 stop
C$ 345United Airlines
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Sat, 15 Feb
5:15 a.m. - 2:52 p.m.YOW-ORD
10h 37m2 stops
C$ 354United Airlines
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Wed, 7 May
8:10 p.m. - 10:12 a.m.YOW-MDW
15h 02m2 stops
C$ 539WestJet
Find Deal
Wed, 22 Jan
5:55 a.m. - 5:03 p.m.YOW-MDW
12h 08m2 stops
C$ 627Delta
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Wed, 7 May
5:55 a.m. - 10:47 a.m.YOW-MDW
29h 52m2 stops
C$ 676WestJet
Find Deal
Sat, 15 Feb
5:55 a.m. - 9:54 a.m.YOW-ORD
28h 59m2 stops
5:35 a.m. - 2:57 p.m.ORD-YOW
8h 22m1 stop
C$ 467
Find Deal
Thu, 9 Jan - Sat, 11 Jan
4:20 p.m. - 9:39 a.m.YOW-ORD
18h 19m1 stop
5:35 a.m. - 2:57 p.m.ORD-YOW
8h 22m1 stop
C$ 472
Find Deal
Thu, 9 Jan - Sat, 11 Jan
8:40 a.m. - 12:10 p.m.YOW-MDW
4h 30m1 stop
1:05 p.m. - 6:14 p.m.MDW-YOW
4h 09m1 stop
C$ 887Porter Airlines
Find Deal
Thu, 9 Jan - Sat, 11 Jan
12:45 p.m. - 4:40 p.m.YOW-MDW
4h 55m1 stop
1:05 p.m. - 8:34 p.m.MDW-YOW
6h 29m1 stop
C$ 1,001Porter Airlines
Find Deal
Sun, 5 Jan - Wed, 5 Feb
5:55 a.m. - 9:16 a.m.YOW-ORD
28h 21m2 stops
10:10 a.m. - 12:09 a.m.ORD-YOW
12h 59m2 stops
C$ 1,094WestJet
Find Deal
Sun, 5 Jan - Wed, 5 Feb
6:00 a.m. - 12:13 p.m.YOW-ORD
7h 13m1 stop
1:55 p.m. - 5:06 p.m.ORD-YOW
2h 11mdirect
C$ 1,107Air Canada
Find Deal
Sun, 5 Jan - Wed, 5 Feb
6:20 a.m. - 8:03 a.m.YOW-ORD
2h 43mdirect
6:08 p.m. - 9:24 p.m.ORD-YOW
2h 16mdirect
C$ 1,112Air Canada
Find Deal
Sun, 5 Jan - Wed, 5 Feb
5:45 p.m. - 5:47 p.m.YOW-MDW
25h 02m2 stops
10:19 a.m. - 5:33 a.m.MDW-YOW
18h 14m2 stops
C$ 1,592WestJet
Find Deal
Sun, 5 Jan - Wed, 8 Jan
6:20 a.m. - 8:03 a.m.YOW-ORD
2h 43mdirect
6:08 p.m. - 9:24 p.m.ORD-YOW
2h 16mdirect
C$ 2,053United Airlines
Find Deal
Sun, 5 Jan - Wed, 8 Jan
5:00 p.m. - 6:38 p.m.YOW-ORD
2h 38mdirect
6:08 p.m. - 9:24 p.m.ORD-YOW
2h 16mdirect
C$ 2,158United Airlines
Find Deal
Sun, 5 Jan - Wed, 8 Jan
6:33 a.m. - 8:02 a.m.YOW-ORD
2h 29mdirect
1:56 p.m. - 5:06 p.m.ORD-YOW
2h 10mdirect
C$ 588United Airlines
Find Deal
Tue, 8 Apr - Sat, 12 Apr
11:25 a.m. - 12:59 p.m.YOW-ORD
2h 34mdirect
7:26 a.m. - 10:31 a.m.ORD-YOW
2h 05mdirect
C$ 605Air Canada
Find Deal
Sun, 16 Feb - Fri, 21 Feb
5:25 p.m. - 6:54 p.m.YOW-ORD
2h 29mdirect
6:19 p.m. - 9:35 p.m.ORD-YOW
2h 16mdirect
C$ 607United Airlines
Find Deal
Wed, 9 Apr - Sat, 12 Apr
5:00 p.m. - 6:38 p.m.YOW-ORD
2h 38mdirect
1:55 p.m. - 5:06 p.m.ORD-YOW
2h 11mdirect
C$ 633United Airlines
Find Deal
Sat, 1 Feb - Sun, 2 Feb
5:00 p.m. - 6:38 p.m.YOW-ORD
2h 38mdirect
1:55 p.m. - 5:06 p.m.ORD-YOW
2h 11mdirect
C$ 647Air Canada
Find Deal
Sat, 1 Feb - Sun, 2 Feb
5:00 p.m. - 6:38 p.m.YOW-ORD
2h 38mdirect
6:08 p.m. - 9:24 p.m.ORD-YOW
2h 16mdirect
C$ 679United Airlines
Find Deal
Tue, 28 Jan - Wed, 29 Jan
5:25 p.m. - 6:54 p.m.YOW-ORD
2h 29mdirect
6:19 p.m. - 9:35 p.m.ORD-YOW
2h 16mdirect
C$ 691United Airlines
Find Deal
Wed, 9 Apr - Fri, 11 Apr
6:33 a.m. - 8:02 a.m.YOW-ORD
2h 29mdirect
1:56 p.m. - 5:06 p.m.ORD-YOW
2h 10mdirect
C$ 722Air Canada
Find Deal
Thu, 17 Apr - Tue, 22 Apr
5:00 p.m. - 6:38 p.m.YOW-ORD
2h 38mdirect
7:26 a.m. - 10:31 a.m.ORD-YOW
2h 05mdirect
C$ 769Air Canada
Find Deal
Fri, 24 Jan - Fri, 14 Feb
10:35 a.m. - 11:43 a.m.YOW-ORD
2h 08mdirect
7:15 a.m. - 10:07 a.m.ORD-YOW
1h 52mdirect
C$ 917
Find Deal
Sat, 28 Jun - Tue, 1 Jul

Air Canada flights from Ottawa to Chicago

Our best Air Canada deals on Ottawa to Chicago flight tickets
Air Canada
14 Feb
YOW5:00 p.m.Ottawa
2h 34m
ORD6:34 p.m.Chicago O'Hare Intl
17 Feb
ORD1:58 p.m.Chicago O'Hare Intl
2h 08m
YOW5:06 p.m.Ottawa
Air Canada
8 Apr
YOW2:45 p.m.Ottawa
4h 36m
1 stop
ORD6:21 p.m.Chicago O'Hare Intl
12 Apr
ORD3:35 p.m.Chicago O'Hare Intl
5h 37m
1 stop
YOW10:12 p.m.Ottawa
Air Canada
3 May
YOW5:25 p.m.Ottawa
2h 29m
ORD6:54 p.m.Chicago O'Hare Intl
11 May
ORD8:25 p.m.Chicago O'Hare Intl
4h 09m
1 stop
YOW1:34 a.m.Ottawa

WestJet flights from Ottawa to Chicago

Our best WestJet deals on Ottawa to Chicago flight tickets
WestJet
24 Jan
YOW5:55 a.m.Ottawa
11h 18m
2 stops
ORD4:13 p.m.Chicago O'Hare Intl
27 Jan
ORD1:40 p.m.Chicago O'Hare Intl
9h 30m
2 stops
YOW12:10 a.m.Ottawa
WestJet
30 Mar
YOW6:15 a.m.Ottawa
10h 41m
1 stop
ORD3:56 p.m.Chicago O'Hare Intl
7 Jun
ORD1:40 p.m.Chicago O'Hare Intl
16h 05m
2 stops
YOW6:45 a.m.Ottawa
WestJet
8 May
YOW5:15 p.m.Ottawa
24h 29m
2 stops
ORD4:44 p.m.Chicago O'Hare Intl
11 May
ORD5:30 p.m.Chicago O'Hare Intl
21h 50m
2 stops
YOW4:20 p.m.Ottawa

See travel insights to Chicago from

How to get the cheapest flight ticket from Ottawa 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 Ottawa averaging around C$ 506.

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 Thursday when prices can be found for as low as C$ 524. 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 Friday because tickets tend to average around C$ 634. 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?

At noon is the cheapest time of day to fly from Ottawa to Chicago when you can find flight prices for as low as C$ 529. Flying to Chicago at noon is an ideal time because this is during off-peak travel hours. In the afternoon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 609 per ticket.

What is the cheapest Ottawa to Chicago flight route?

Fly from Ottawa to Chicago O'Hare Intl for the best Ottawa - Chicago flight prices

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

The best time to book a flight to Chicago from Ottawa is 52 days out, which is when prices tend to be around C$ 770. Don’t hesitate to check prices now though, because momondo users recently found tickets for as low as C$ 607.

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

There are 4 cabin classes available to choose from on Ottawa 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 Ottawa to Chicago flights?

You could potentially save up to 30% on your flight if you consider stops on a Ottawa to Chicago flight.

How have Ottawa to Chicago flight prices changed over time?

As of January 2025, prices for Ottawa to Chicago flights are approximately 39% more expensive when compared to flights at the same time last year.

When to book flights from Ottawa to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Ottawa to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Ottawa to Chicago (YOW to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Ottawa to Chicago

Best price found

C$ 227

Fastest flight time

2h 08m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Ottawa in the past 72 hours is C$ 227. The best round-trip flight deal from Ottawa to Chicago found on momondo in the last 72 hours is C$ 403.
The fastest flight from Ottawa to Chicago takes 2h 08m
Direct flights go from Ottawa to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Ottawa to Chicago by plane?

    A flight from Ottawa to Chicago will travel around 1035.5 km. In terms of flight time, this usually takes a little over 2h 08m.

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

    Prices for flights from Ottawa Airport to Chicago refresh daily.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Ottawa Airport to Chicago.

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

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Ottawa to Chicago?

  • What is the most popular airline from Ottawa to Chicago?


Best airlines flying from Ottawa to Chicago

Compare and see reviews for airlines that fly from Ottawa to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom C$ 393Free CancellationRating
7.9
275 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 589Free CancellationRating
7.0
8,493 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 637Free CancellationRating
7.4
8,963 reviews
Search United Airlines flights
  • United Airlines Flights From Ottawa to Chicago

    Across 8 United Airlines flights from Ottawa to Chicago this week, the average price was C$ 594, with the best United Airlines deals starting from C$ 441 round-trip. 8,963 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • Air Canada Flights From Ottawa to Chicago

    Across 8,493 Air Canada reviews on momondo, the average score is 7.0/10. Air Canada flies from Ottawa to Chicago about 8 times each week, with ticket deals ranging from C$ 408 to C$ 527. Price data is based on momondo searches in the last 72 hours.


Why use momondo?

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

Finding the right flight to Chicago from Ottawa 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 Ottawa to Chicago with flexible booking policies on momondo?

All flight searches from Ottawa to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Ottawa.

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

Yes. momondo can track prices for Ottawa to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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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