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Cheap flights from Ottawa to Chicago from C$ 186

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 3/2. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
4:15 p.m. - 11:22 a.m.
YOW
-
ORD
20h 07m1 stop
Multiple Airlines Logo
7:20 a.m. - 5:25 p.m.
ORD
-
YOW
9h 05m1 stop
C$ 313Multiple Airlines
Tue, 3 Feb - Tue, 10 Feb
Multiple Airlines Logo
4:15 p.m. - 8:57 p.m.
YOW
-
ORD
29h 42m1 stop
Multiple Airlines Logo
7:21 p.m. - 2:58 p.m.
ORD
-
YOW
18h 37m1 stop
C$ 326Multiple Airlines
Wed, 14 Jan - Wed, 21 Jan
Multiple Airlines Logo
7:00 a.m. - 10:36 p.m.
YOW
-
ORD
16h 36m1 stop
Multiple Airlines Logo
5:15 a.m. - 5:25 p.m.
ORD
-
YOW
11h 10m1 stop
C$ 334Multiple Airlines
Thu, 22 Jan - Sun, 25 Jan
Multiple Airlines Logo
7:00 a.m. - 7:44 p.m.
YOW
-
ORD
13h 44m1 stop
Multiple Airlines Logo
7:21 p.m. - 2:58 p.m.
ORD
-
YOW
18h 37m1 stop
C$ 337Multiple Airlines
Sat, 24 Jan - Mon, 26 Jan
Multiple Airlines Logo
4:15 p.m. - 11:22 a.m.
YOW
-
ORD
20h 07m1 stop
Multiple Airlines Logo
7:21 p.m. - 2:58 p.m.
ORD
-
YOW
18h 37m1 stop
C$ 339Multiple Airlines
Mon, 2 Feb - Mon, 9 Feb
Multiple Airlines Logo
7:00 a.m. - 7:38 p.m.
YOW
-
ORD
13h 38m1 stop
Multiple Airlines Logo
7:21 p.m. - 2:58 p.m.
ORD
-
YOW
18h 37m1 stop
C$ 341Multiple Airlines
Fri, 23 Jan - Mon, 26 Jan
Multiple Airlines Logo
7:00 a.m. - 10:36 p.m.
YOW
-
ORD
16h 36m1 stop
Multiple Airlines Logo
5:15 a.m. - 5:25 p.m.
ORD
-
YOW
11h 10m1 stop
C$ 345Multiple Airlines
Thu, 22 Jan - Sun, 25 Jan
Multiple Airlines Logo
7:00 a.m. - 7:38 p.m.
YOW
-
ORD
13h 38m1 stop
Multiple Airlines Logo
12:00 p.m. - 5:25 p.m.
ORD
-
YOW
28h 25m1 stop
C$ 346Multiple Airlines
Thu, 22 Jan - Sat, 24 Jan
Multiple Airlines Logo
7:00 a.m. - 8:57 p.m.
YOW
-
ORD
14h 57m1 stop
Multiple Airlines Logo
6:05 a.m. - 5:13 p.m.
ORD
-
YOW
10h 08m1 stop
C$ 349Multiple Airlines
Thu, 15 Jan - Tue, 20 Jan
Multiple Airlines Logo
9:20 a.m. - 9:03 p.m.
YOW
-
ORD
12h 43m1 stop
Multiple Airlines Logo
7:58 p.m. - 5:15 p.m.
ORD
-
YOW
20h 17m1 stop
C$ 350Multiple Airlines
Sat, 17 Jan - Sun, 18 Jan

WestJet flights from Ottawa to Chicago

Our best WestJet deals on Ottawa to Chicago flight tickets
WestJet
16 Jan
YOW5:40 a.m.Ottawa
12h 57m
2 stops
MDW5:37 p.m.Chicago Midway
23 Jan
MDW6:35 p.m.Chicago Midway
29h 07m
2 stops
YOW12:42 a.m.Ottawa
C$ 574
Find similar
WestJet
18 Jun
YOW3:45 p.m.Ottawa
25h 58m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
24 Jun
ORD5:30 p.m.Chicago O'Hare Intl
30h 18m
2 stops
YOW12:48 a.m.Ottawa
C$ 596
Find similar
WestJet
18 Jun
YOW3:45 p.m.Ottawa
25h 58m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
24 Jun
ORD5:30 p.m.Chicago O'Hare Intl
23h 55m
1 stop
YOW6:25 p.m.Ottawa
C$ 615
Find similar

Air Canada flights from Ottawa to Chicago

Our best Air Canada deals on Ottawa to Chicago flight tickets
Air Canada
2 Jan
YOW6:05 p.m.Ottawa
5h 00m
1 stop
ORD10:05 p.m.Chicago O'Hare Intl
4 Jan
ORD6:16 p.m.Chicago O'Hare Intl
6h 22m
1 stop
YOW1:38 a.m.Ottawa
C$ 978
Find similar
Air Canada
2 Jan
YOW6:05 p.m.Ottawa
5h 00m
1 stop
ORD10:05 p.m.Chicago O'Hare Intl
4 Jan
ORD2:01 p.m.Chicago O'Hare Intl
2h 17m
YOW5:18 p.m.Ottawa
C$ 1,216
Find similar
Air Canada
1 Jan
YOW7:15 a.m.Ottawa
5h 50m
1 stop
ORD12:05 p.m.Chicago O'Hare Intl
7 Jan
ORD8:45 p.m.Chicago O'Hare Intl
3h 53m
1 stop
YOW1:38 a.m.Ottawa
C$ 1,257
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 21 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

Tue 3/2

4:15 p.m.-11:22 a.m.

1 stop20h 07m

Chicago O'Hare Intl

Tue 10/2

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

1 stop9h 05m

C$ 313

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 14/1

4:15 p.m.-8:57 p.m.

1 stop29h 42m

Chicago O'Hare Intl

Wed 21/1

7:21 p.m.-2:58 p.m.

1 stop18h 37m

C$ 326

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 22/1

7:00 a.m.-10:36 p.m.

1 stop16h 36m

Chicago O'Hare Intl

Sun 25/1

5:15 a.m.-5:25 p.m.

1 stop11h 10m

C$ 334

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sat 24/1

7:00 a.m.-7:44 p.m.

1 stop13h 44m

Chicago O'Hare Intl

Mon 26/1

7:21 p.m.-2:58 p.m.

1 stop18h 37m

C$ 337

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Mon 2/2

4:15 p.m.-11:22 a.m.

1 stop20h 07m

Chicago O'Hare Intl

Mon 9/2

7:21 p.m.-2:58 p.m.

1 stop18h 37m

C$ 339

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 23/1

7:00 a.m.-7:38 p.m.

1 stop13h 38m

Chicago O'Hare Intl

Mon 26/1

7:21 p.m.-2:58 p.m.

1 stop18h 37m

C$ 341

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 22/1

7:00 a.m.-10:36 p.m.

1 stop16h 36m

Chicago O'Hare Intl

Sun 25/1

5:15 a.m.-5:25 p.m.

1 stop11h 10m

C$ 345

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 22/1

7:00 a.m.-7:38 p.m.

1 stop13h 38m

Chicago O'Hare Intl

Sat 24/1

12:00 p.m.-5:25 p.m.

1 stop28h 25m

C$ 346

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 15/1

7:00 a.m.-8:57 p.m.

1 stop14h 57m

Chicago O'Hare Intl

Tue 20/1

6:05 a.m.-5:13 p.m.

1 stop10h 08m

C$ 349

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sat 17/1

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

1 stop12h 43m

Chicago O'Hare Intl

Sun 18/1

7:58 p.m.-5:15 p.m.

1 stop20h 17m

C$ 350

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$ 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$ 736. 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$ 900. 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$ 855 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$ 289

Fastest flight time

2h 08m

Direct flights

Mon, Wed, Fri, Sat and Sun

Airports in Chicago

3 airports
The best one-way flight to Chicago from Ottawa in the past 72 hours is C$ 289. The best round-trip flight deal from Ottawa to Chicago found on momondo in the last 72 hours is C$ 543.
The fastest flight from Ottawa to Chicago takes 2h 08m
Direct flights go from Ottawa to Chicago on Monday, Wednesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
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
399 reviews
Search Porter Airlines flights
United AirlinesPriceFrom C$ 464Free CancellationRating
7.4
9,097 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 503Free CancellationRating
7.1
10,549 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$ 671, with the best United Airlines deals starting from C$ 464 round-trip. 9,099 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • Air Canada Flights From Ottawa to Chicago

    Across 10,550 Air Canada reviews on momondo, the average score is 7.1/10. Air Canada flies from Ottawa to Chicago about 14 times each week, with ticket deals ranging from C$ 503 to C$ 651. 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.

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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