Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Ottawa to Chicago from C$ 201

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 5/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Ottawa to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:00 a.m. - 9:03 p.m.
YOW
-
ORD
15h 03m
1 stop
Multiple Airlines Logo
7:00 a.m. - 12:25 a.m.
ORD
-
YOW
16h 25m
1 stop
C$ 357Multiple Airlines
Wed, 11 Feb - Wed, 18 Feb
Multiple Airlines Logo
4:15 p.m. - 11:22 a.m.
YOW
-
ORD
20h 07m
1 stop
Multiple Airlines Logo
7:00 a.m. - 12:25 a.m.
ORD
-
YOW
16h 25m
1 stop
C$ 358Multiple Airlines
Mon, 2 Feb - Wed, 18 Feb
Multiple Airlines Logo
7:00 a.m. - 6:29 p.m.
YOW
-
ORD
12h 29m
2 stops
Multiple Airlines Logo
12:44 p.m. - 5:13 p.m.
ORD
-
YOW
27h 29m
1 stop
C$ 364Multiple Airlines
Fri, 6 Feb - Tue, 10 Feb
Multiple Airlines Logo
9:40 a.m. - 11:16 p.m.
YOW
-
ORD
14h 36m
1 stop
Multiple Airlines Logo
7:00 a.m. - 5:25 p.m.
ORD
-
YOW
9h 25m
1 stop
C$ 368Multiple Airlines
Thu, 5 Feb - Wed, 25 Feb
Multiple Airlines Logo
3:55 p.m. - 9:12 a.m.
YOW
-
ORD
18h 17m
1 stop
Multiple Airlines Logo
12:44 p.m. - 5:13 p.m.
ORD
-
YOW
27h 29m
1 stop
C$ 376Multiple Airlines
Fri, 6 Feb - Tue, 10 Feb
Multiple Airlines Logo
4:20 p.m. - 4:40 p.m.
YOW
-
ORD
25h 20m
1 stop
Multiple Airlines Logo
7:00 a.m. - 12:25 a.m.
ORD
-
YOW
16h 25m
1 stop
C$ 379Multiple Airlines
Fri, 30 Jan - Wed, 18 Feb
Multiple Airlines Logo
3:55 p.m. - 10:42 p.m.
YOW
-
ORD
7h 47m
1 stop
Multiple Airlines Logo
12:44 p.m. - 5:13 p.m.
ORD
-
YOW
27h 29m
1 stop
C$ 383Multiple Airlines
Sat, 7 Feb - Tue, 10 Feb
Multiple Airlines Logo
3:05 p.m. - 9:22 a.m.
YOW
-
ORD
19h 17m
2 stops
Multiple Airlines Logo
7:00 a.m. - 12:25 a.m.
ORD
-
YOW
16h 25m
1 stop
C$ 387Multiple Airlines
Wed, 11 Feb - Wed, 18 Feb
Porter Airlines Logo
12:10 p.m. - 3:20 p.m.
YOW
-
MDW
4h 10m
1 stop
Porter Airlines Logo
4:15 p.m. - 10:29 p.m.
MDW
-
YOW
5h 14m
1 stop
C$ 493Porter Airlines
Thu, 9 Apr - Sun, 12 Apr
Porter Airlines Logo
7:00 a.m. - 10:05 a.m.
YOW
-
MDW
4h 05m
1 stop
Porter Airlines Logo
11:00 a.m. - 5:29 p.m.
MDW
-
YOW
5h 29m
1 stop
C$ 508Porter Airlines
Fri, 6 Feb - Tue, 10 Feb

Air Canada flights from Ottawa to Chicago

Our best Air Canada deals on Ottawa to Chicago flight tickets
Air Canada
22 Jan
YOW8:30 a.m.Ottawa
7h 25m
2 stops
ORD2:55 p.m.Chicago O'Hare Intl
26 Jan
ORD10:35 a.m.Chicago O'Hare Intl
8h 06m
2 stops
YOW7:41 p.m.Ottawa
C$ 965
Air Canada
22 Jan
YOW8:30 a.m.Ottawa
11h 21m
2 stops
ORD6:51 p.m.Chicago O'Hare Intl
26 Jan
ORD10:35 a.m.Chicago O'Hare Intl
8h 06m
2 stops
YOW7:41 p.m.Ottawa
C$ 966
Air Canada
22 Jan
YOW8:30 a.m.Ottawa
7h 25m
2 stops
ORD2:55 p.m.Chicago O'Hare Intl
26 Jan
ORD8:00 a.m.Chicago O'Hare Intl
6h 23m
1 stop
YOW3:23 p.m.Ottawa
C$ 972

Porter Airlines flights from Ottawa to Chicago

Our best Porter Airlines deals on Ottawa to Chicago flight tickets
Porter Airlines
9 Apr
YOW12:10 p.m.Ottawa
4h 10m
1 stop
MDW3:20 p.m.Chicago Midway
12 Apr
MDW4:15 p.m.Chicago Midway
5h 14m
1 stop
YOW10:29 p.m.Ottawa
C$ 493
Porter Airlines
6 Feb
YOW7:00 a.m.Ottawa
4h 05m
1 stop
MDW10:05 a.m.Chicago Midway
10 Feb
MDW11:00 a.m.Chicago Midway
5h 29m
1 stop
YOW5:29 p.m.Ottawa
C$ 508
Porter Airlines
26 Feb
YOW6:50 a.m.Ottawa
4h 15m
1 stop
MDW10:05 a.m.Chicago Midway
5 Mar
MDW11:00 a.m.Chicago Midway
5h 29m
1 stop
YOW5:29 p.m.Ottawa
C$ 514

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 14 January 2026.
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

Wed 11/2

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

1 stop15h 03m

Chicago O'Hare Intl

Wed 18/2

7:00 a.m.-12:25 a.m.

1 stop16h 25m

C$ 357

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Mon 2/2

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

1 stop20h 07m

Chicago O'Hare Intl

Wed 18/2

7:00 a.m.-12:25 a.m.

1 stop16h 25m

C$ 358

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 6/2

7:00 a.m.-6:29 p.m.

2 stops12h 29m

Chicago O'Hare Intl

Tue 10/2

12:44 p.m.-5:13 p.m.

1 stop27h 29m

C$ 364

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 5/2

9:40 a.m.-11:16 p.m.

1 stop14h 36m

Chicago O'Hare Intl

Wed 25/2

7:00 a.m.-5:25 p.m.

1 stop9h 25m

C$ 368

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 6/2

3:55 p.m.-9:12 a.m.

1 stop18h 17m

Chicago O'Hare Intl

Tue 10/2

12:44 p.m.-5:13 p.m.

1 stop27h 29m

C$ 376

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 30/1

4:20 p.m.-4:40 p.m.

1 stop25h 20m

Chicago O'Hare Intl

Wed 18/2

7:00 a.m.-12:25 a.m.

1 stop16h 25m

C$ 379

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sat 7/2

3:55 p.m.-10:42 p.m.

1 stop7h 47m

Chicago O'Hare Intl

Tue 10/2

12:44 p.m.-5:13 p.m.

1 stop27h 29m

C$ 383

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 11/2

3:05 p.m.-9:22 a.m.

2 stops19h 17m

Chicago O'Hare Intl

Wed 18/2

7:00 a.m.-12:25 a.m.

1 stop16h 25m

C$ 387

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 9/4

12:10 p.m.-3:20 p.m.

1 stop4h 10m

Chicago Midway

Sun 12/4

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

1 stop5h 14m

C$ 493

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 6/2

7:00 a.m.-10:05 a.m.

1 stop4h 05m

Chicago Midway

Tue 10/2

11:00 a.m.-5:29 p.m.

1 stop5h 29m

C$ 508

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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$ 497.

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$ 707. 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$ 895. 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 Ottawa to Chicago when you can find flight prices for as low as C$ 713. Flying to Chicago in the afternoon 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$ 849 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 January 2026, prices for Ottawa to Chicago flights are approximately 15% 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$ 249

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$ 249. The best round-trip flight deal from Ottawa to Chicago found on momondo in the last 72 hours is C$ 542.
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$ 333Free CancellationRating
8.0
407 reviews
Search Porter Airlines flights
United AirlinesPriceFrom C$ 467Free CancellationRating
7.4
9,157 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 506Free CancellationRating
7.1
10,620 reviews
Search Air Canada flights

  • United Airlines Flights From Ottawa to Chicago

    Across 14 United Airlines flights from Ottawa to Chicago this week, the average price was C$ 679, with the best United Airlines deals starting from C$ 467 round-trip. 9,157 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • Air Canada Flights From Ottawa to Chicago

    Across 10,620 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$ 506 to C$ 672. 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 13/2
Fri 20/2
By creating a price alert you accept our terms of use and privacy policy.

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