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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 5/10. 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 (YOW-CHI)

Cheap round-trip flights

Logo
5:15 p.m. - 12:39 p.m.YOW-ORD
20h 24m1 stop
Logo
5:30 p.m. - 1:03 p.m.ORD-YOW
18h 33m2 stops
C$ 452
Find Deal
Fri, 26 Sep - Mon, 29 Sep
Porter Airlines Logo
1:25 p.m. - 4:24 p.m.YOW-MDW
3h 59m1 stop
Porter Airlines Logo
9:35 a.m. - 4:34 p.m.MDW-YOW
5h 59m1 stop
C$ 453Porter Airlines
Find Deal
Fri, 5 Sep - Mon, 8 Sep
Logo
5:25 p.m. - 6:54 p.m.YOW-ORD
2h 29mdirect
Logo
8:40 a.m. - 1:51 p.m.ORD-YOW
4h 11m1 stop
C$ 453
Find Deal
Thu, 4 Sep - Sat, 6 Sep
WestJet Logo
5:15 p.m. - 12:39 p.m.YOW-ORD
20h 24m1 stop
WestJet Logo
5:30 p.m. - 12:42 a.m.ORD-YOW
30h 12m2 stops
C$ 455WestJet
Find Deal
Fri, 17 Oct - Sat, 25 Oct
Porter Airlines Logo
1:25 p.m. - 4:24 p.m.YOW-MDW
3h 59m1 stop
Porter Airlines Logo
9:35 a.m. - 6:09 p.m.MDW-YOW
7h 34m1 stop
C$ 457Porter Airlines
Find Deal
Fri, 17 Oct - Sat, 25 Oct
United Airlines Logo
6:33 a.m. - 8:00 a.m.YOW-ORD
2h 27mdirect
United Airlines Logo
10:35 a.m. - 4:43 p.m.ORD-YOW
5h 08m1 stop
C$ 460United Airlines
Find Deal
Wed, 3 Sep - Wed, 3 Sep
United Airlines Logo
5:25 p.m. - 6:54 p.m.YOW-ORD
2h 29mdirect
United Airlines Logo
9:20 p.m. - 9:58 a.m.ORD-YOW
11h 38m1 stop
C$ 464United Airlines
Find Deal
Thu, 2 Oct - Thu, 9 Oct
Air Canada Logo
6:00 a.m. - 9:51 a.m.YOW-ORD
4h 51m1 stop
Air Canada Logo
3:50 p.m. - 9:09 p.m.ORD-YOW
4h 19m1 stop
C$ 470Air Canada
Find Deal
Wed, 3 Sep - Tue, 9 Sep
Air Canada Logo
10:00 a.m. - 1:14 p.m.YOW-ORD
4h 14m1 stop
Air Canada Logo
3:50 p.m. - 9:09 p.m.ORD-YOW
4h 19m1 stop
C$ 478Air Canada
Find Deal
Sun, 7 Sep - Mon, 8 Sep
WestJet Logo
5:15 p.m. - 12:39 p.m.YOW-ORD
20h 24m1 stop
WestJet Logo
5:30 p.m. - 4:19 p.m.ORD-YOW
21h 49m2 stops
C$ 482WestJet
Find Deal
Fri, 19 Sep - Mon, 22 Sep

United Airlines flights from Ottawa to Chicago

Our best United Airlines deals on Ottawa to Chicago flight tickets
United Airlines
3 Sep
YOW6:33 a.m.Ottawa
2h 27m
ORD8:00 a.m.Chicago O'Hare Intl
3 Sep
ORD10:35 a.m.Chicago O'Hare Intl
5h 08m
1 stop
YOW4:43 p.m.Ottawa
C$ 460
Find similar
United Airlines
2 Oct
YOW5:25 p.m.Ottawa
2h 29m
ORD6:54 p.m.Chicago O'Hare Intl
9 Oct
ORD9:20 p.m.Chicago O'Hare Intl
11h 38m
1 stop
YOW9:58 a.m.Ottawa
C$ 464
Find similar
United Airlines
2 Oct
YOW5:25 p.m.Ottawa
2h 29m
ORD6:54 p.m.Chicago O'Hare Intl
9 Oct
ORD9:20 p.m.Chicago O'Hare Intl
11h 38m
1 stop
YOW9:58 a.m.Ottawa
C$ 466
Find similar

WestJet flights from Ottawa to Chicago

Our best WestJet deals on Ottawa to Chicago flight tickets
WestJet
17 Oct
YOW5:15 p.m.Ottawa
20h 24m
1 stop
ORD12:39 p.m.Chicago O'Hare Intl
25 Oct
ORD5:30 p.m.Chicago O'Hare Intl
30h 12m
2 stops
YOW12:42 a.m.Ottawa
C$ 455
Find similar
WestJet
19 Sep
YOW5:15 p.m.Ottawa
20h 24m
1 stop
ORD12:39 p.m.Chicago O'Hare Intl
22 Sep
ORD5:30 p.m.Chicago O'Hare Intl
21h 49m
2 stops
YOW4:19 p.m.Ottawa
C$ 482
Find similar
WestJet
16 Sep
YOW5:55 a.m.Ottawa
16h 41m
2 stops
MDW9:36 p.m.Chicago Midway
23 Sep
MDW12:43 p.m.Chicago Midway
10h 39m
2 stops
YOW12:22 a.m.Ottawa
C$ 583
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Ottawa to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 18 August 2025.
Use the filters below to find and compare flights from Ottawa to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 26/9

5:15 p.m.-12:39 p.m.

1 stop20h 24m

Chicago O'Hare Intl

Mon 29/9

5:30 p.m.-1:03 p.m.

2 stops18h 33m

C$ 452

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 5/9

1:25 p.m.-4:24 p.m.

1 stop3h 59m

Chicago Midway

Mon 8/9

9:35 a.m.-4:34 p.m.

1 stop5h 59m

C$ 453

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 4/9

5:25 p.m.-6:54 p.m.

Nonstop2h 29m

Chicago O'Hare Intl

Sat 6/9

8:40 a.m.-1:51 p.m.

1 stop4h 11m

C$ 453

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 17/10

5:15 p.m.-12:39 p.m.

1 stop20h 24m

Chicago O'Hare Intl

Sat 25/10

5:30 p.m.-12:42 a.m.

2 stops30h 12m

C$ 455

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 17/10

1:25 p.m.-4:24 p.m.

1 stop3h 59m

Chicago Midway

Sat 25/10

9:35 a.m.-6:09 p.m.

1 stop7h 34m

C$ 457

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 3/9

6:33 a.m.-8:00 a.m.

Nonstop2h 27m

Chicago O'Hare Intl

Wed 3/9

10:35 a.m.-4:43 p.m.

1 stop5h 08m

C$ 460

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 2/10

5:25 p.m.-6:54 p.m.

Nonstop2h 29m

Chicago O'Hare Intl

Thu 9/10

9:20 p.m.-9:58 a.m.

1 stop11h 38m

C$ 464

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 3/9

6:00 a.m.-9:51 a.m.

1 stop4h 51m

Chicago O'Hare Intl

Tue 9/9

3:50 p.m.-9:09 p.m.

1 stop4h 19m

C$ 470

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sun 7/9

10:00 a.m.-1:14 p.m.

1 stop4h 14m

Chicago O'Hare Intl

Mon 8/9

3:50 p.m.-9:09 p.m.

1 stop4h 19m

C$ 478

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 19/9

5:15 p.m.-12:39 p.m.

1 stop20h 24m

Chicago O'Hare Intl

Mon 22/9

5:30 p.m.-4:19 p.m.

2 stops21h 49m

C$ 482

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 June is another great option to travel to Chicago, with average flight prices from Ottawa averaging around C$ 495.

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 Friday when prices can be found for as low as C$ 811. 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 Monday because tickets tend to average around C$ 931. 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$ 506. Flying to Chicago at noon is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 919 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?

You are more likely to see cheaper flights to Chicago from Ottawa when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around C$ 702 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Ottawa for as low as C$ 321 on momondo.

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 10% 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 August 2025, prices for Ottawa to Chicago flights are approximately 8% cheaper 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$ 452.
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)
Search flight deals

  • 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 27m.

  • 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$ 371Free CancellationRating
8.0
333 reviews
Search Porter Airlines flights
United AirlinesPriceFrom C$ 465Free CancellationRating
7.4
8,925 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 503Free CancellationRating
7.1
9,992 reviews
Search Air Canada flights

  • United Airlines Flights From Ottawa to Chicago

    Across 12 United Airlines flights from Ottawa to Chicago this week, the average price was C$ 500, with the best United Airlines deals starting from C$ 336 round-trip. 8,925 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • Air Canada Flights From Ottawa to Chicago

    Across 9,992 Air Canada reviews on momondo, the average score is 7.1/10. Air Canada flies from Ottawa to Chicago about 12 times each week, with ticket deals ranging from C$ 364 to C$ 462. Price data is based on momondo searches in the last 72 hours.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Hammond
Munster
Benton Harbor
Merrillville

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.

An easier way to manage your Chicago trip

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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
Chicago Midway Airport
Chicago O'Hare Intl Airport