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Cheap flights from Ottawa to Chicago from C$ 146

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 11/1. 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

Enter your travel dates to find the best prices.
Multiple Airlines Logo
4:20 p.m. - 9:03 p.m.
YOW
-
ORD
29h 43m3 stops
Multiple Airlines Logo
12:44 p.m. - 11:58 p.m.
ORD
-
YOW
10h 14m1 stop
C$ 334Multiple Airlines
Sun, 25 Jan - Sun, 1 Feb
Multiple Airlines Logo
4:20 p.m. - 7:38 p.m.
YOW
-
ORD
28h 18m3 stops
Multiple Airlines Logo
12:44 p.m. - 11:58 p.m.
ORD
-
YOW
10h 14m1 stop
C$ 343Multiple Airlines
Sun, 25 Jan - Sun, 1 Feb
Multiple Airlines Logo
4:20 p.m. - 7:38 p.m.
YOW
-
ORD
28h 18m3 stops
Multiple Airlines Logo
4:38 p.m. - 5:25 p.m.
ORD
-
YOW
23h 47m2 stops
C$ 350Multiple Airlines
Sun, 25 Jan - Sun, 1 Feb
Multiple Airlines Logo
7:00 a.m. - 11:22 a.m.
YOW
-
ORD
29h 22m1 stop
Multiple Airlines Logo
8:43 p.m. - 5:25 p.m.
ORD
-
YOW
19h 42m1 stop
C$ 356Multiple Airlines
Sun, 25 Jan - Sun, 1 Feb
Multiple Airlines Logo
7:00 a.m. - 9:03 p.m.
YOW
-
ORD
15h 03m1 stop
Multiple Airlines Logo
7:20 a.m. - 5:25 p.m.
ORD
-
YOW
9h 05m1 stop
C$ 379Multiple Airlines
Wed, 14 Jan - Wed, 21 Jan
Multiple Airlines Logo
2:50 p.m. - 10:42 p.m.
YOW
-
ORD
8h 52m2 stops
Multiple Airlines Logo
8:43 p.m. - 5:25 p.m.
ORD
-
YOW
19h 42m1 stop
C$ 389Multiple Airlines
Sun, 25 Jan - Sun, 1 Feb
Multiple Airlines Logo
4:20 p.m. - 7:38 p.m.
YOW
-
ORD
28h 18m3 stops
Multiple Airlines Logo
8:43 p.m. - 11:58 p.m.
ORD
-
YOW
26h 15m2 stops
C$ 400Multiple Airlines
Sun, 25 Jan - Sun, 1 Feb
Multiple Airlines Logo
9:15 a.m. - 10:07 p.m.
YOW
-
ORD
13h 52m2 stops
Multiple Airlines Logo
12:48 p.m. - 12:25 a.m.
ORD
-
YOW
10h 37m1 stop
C$ 407Multiple Airlines
Tue, 6 Jan - Thu, 8 Jan
Porter Airlines Logo
6:50 a.m. - 10:05 a.m.
YOW
-
MDW
4h 15m1 stop
Porter Airlines Logo
4:15 p.m. - 10:29 p.m.
MDW
-
YOW
5h 14m1 stop
C$ 563Porter Airlines
Fri, 26 Dec - Sun, 28 Dec
Porter Airlines Logo
6:50 a.m. - 10:10 a.m.
YOW
-
MDW
4h 20m1 stop
Porter Airlines Logo
4:15 p.m. - 8:54 p.m.
MDW
-
YOW
3h 39m1 stop
C$ 564Porter Airlines
Fri, 2 Jan - Sun, 4 Jan

United Airlines flights from Ottawa to Chicago

Our best United Airlines deals on Ottawa to Chicago flight tickets
United Airlines
14 Jan
YOW5:11 p.m.Ottawa
2h 44m
ORD6:55 p.m.Chicago O'Hare Intl
21 Jan
ORD6:00 p.m.Chicago O'Hare Intl
2h 18m
YOW9:18 p.m.Ottawa
C$ 728
Find similar
United Airlines
23 Apr
YOW6:52 a.m.Ottawa
2h 08m
ORD8:00 a.m.Chicago O'Hare Intl
27 Apr
ORD6:16 p.m.Chicago O'Hare Intl
4h 38m
1 stop
YOW11:54 p.m.Ottawa
C$ 734
Find similar
United Airlines
25 Jan
YOW5:11 p.m.Ottawa
2h 44m
ORD6:55 p.m.Chicago O'Hare Intl
1 Feb
ORD1:55 p.m.Chicago O'Hare Intl
2h 17m
YOW5:12 p.m.Ottawa
C$ 735
Find similar

American Airlines flights from Ottawa to Chicago

Our best American Airlines deals on Ottawa to Chicago flight tickets
American Airlines
29 Dec
YOW9:10 a.m.Ottawa
14h 10m
2 stops
ORD10:20 p.m.Chicago O'Hare Intl
30 Dec
ORD9:45 a.m.Chicago O'Hare Intl
6h 06m
1 stop
YOW4:51 p.m.Ottawa
C$ 787
Find similar
American Airlines
6 Jan
YOW6:45 a.m.Ottawa
6h 40m
1 stop
ORD12:25 p.m.Chicago O'Hare Intl
8 Jan
ORD8:50 p.m.Chicago O'Hare Intl
19h 03m
2 stops
YOW4:53 p.m.Ottawa
C$ 917
Find similar
American Airlines
23 Dec
YOW9:10 a.m.Ottawa
24h 32m
2 stops
ORD8:42 a.m.Chicago O'Hare Intl
1 Jan
ORD9:45 a.m.Chicago O'Hare Intl
6h 08m
1 stop
YOW4:53 p.m.Ottawa
C$ 1,171
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 11 December 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

Sun 25/1

4:20 p.m.-9:03 p.m.

3 stops29h 43m

Chicago O'Hare Intl

Sun 1/2

12:44 p.m.-11:58 p.m.

1 stop10h 14m

C$ 334

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sun 25/1

4:20 p.m.-7:38 p.m.

3 stops28h 18m

Chicago O'Hare Intl

Sun 1/2

12:44 p.m.-11:58 p.m.

1 stop10h 14m

C$ 343

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sun 25/1

4:20 p.m.-7:38 p.m.

3 stops28h 18m

Chicago O'Hare Intl

Sun 1/2

4:38 p.m.-5:25 p.m.

2 stops23h 47m

C$ 350

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sun 25/1

7:00 a.m.-11:22 a.m.

1 stop29h 22m

Chicago O'Hare Intl

Sun 1/2

8:43 p.m.-5:25 p.m.

1 stop19h 42m

C$ 356

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 14/1

7:00 a.m.-9:03 p.m.

1 stop15h 03m

Chicago O'Hare Intl

Wed 21/1

7:20 a.m.-5:25 p.m.

1 stop9h 05m

C$ 379

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sun 25/1

2:50 p.m.-10:42 p.m.

2 stops8h 52m

Chicago O'Hare Intl

Sun 1/2

8:43 p.m.-5:25 p.m.

1 stop19h 42m

C$ 389

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sun 25/1

4:20 p.m.-7:38 p.m.

3 stops28h 18m

Chicago O'Hare Intl

Sun 1/2

8:43 p.m.-11:58 p.m.

2 stops26h 15m

C$ 400

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 6/1

9:15 a.m.-10:07 p.m.

2 stops13h 52m

Chicago O'Hare Intl

Thu 8/1

12:48 p.m.-12:25 a.m.

1 stop10h 37m

C$ 407

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 26/12

6:50 a.m.-10:05 a.m.

1 stop4h 15m

Chicago Midway

Sun 28/12

4:15 p.m.-10:29 p.m.

1 stop5h 14m

C$ 563

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 2/1

6:50 a.m.-10:10 a.m.

1 stop4h 20m

Chicago Midway

Sun 4/1

4:15 p.m.-8:54 p.m.

1 stop3h 39m

C$ 564

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 typical price of a round-trip flight between Ottawa and Chicago?

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$ 494.

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$ 747. 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$ 899. 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$ 505. 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$ 858 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

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 37% 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 December 2025, prices for Ottawa to Chicago flights are approximately 108% 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$ 280

Fastest flight time

2h 08m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Ottawa in the past 72 hours is C$ 280. The best round-trip flight deal from Ottawa to Chicago found on momondo in the last 72 hours is C$ 524.
The fastest flight from Ottawa to Chicago takes 2h 08m
Direct flights go from Ottawa to Chicago every day.
There are 3 airports in Chicago. From Ottawa there are direct flights to Chicago O'Hare Intl (ORD).
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 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$ 331Free CancellationRating
8.0
397 reviews
Search Porter Airlines flights
United AirlinesPriceFrom C$ 464Free CancellationRating
7.4
9,095 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 502Free CancellationRating
7.1
10,514 reviews
Search Air Canada flights

  • United Airlines Flights From Ottawa to Chicago

    Across 16 United Airlines flights from Ottawa to Chicago this week, the average price was C$ 671, with the best United Airlines deals starting from C$ 464 round-trip. 9,095 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • Air Canada Flights From Ottawa to Chicago

    Across 10,514 Air Canada reviews on momondo, the average score is 7.1/10. Air Canada flies from Ottawa to Chicago about 20 times each week, with ticket deals ranging from C$ 502 to C$ 650. 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
Munster
Hammond
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