Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Ottawa to Chicago from C$ 223

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 3/11. 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
4:15 p.m. - 1:03 a.m.YOW-ORD
9h 48m1 stop
Multiple Airlines Logo
5:25 a.m. - 5:13 p.m.ORD-YOW
10h 48m1 stop
C$ 400Multiple Airlines
Find Deal
Tue, 28 Oct - Fri, 31 Oct
Multiple Airlines Logo
9:30 a.m. - 12:26 p.m.YOW-ORD
27h 56m1 stop
Multiple Airlines Logo
8:00 a.m. - 5:13 p.m.ORD-YOW
8h 13m1 stop
C$ 424Multiple Airlines
Find Deal
Wed, 29 Oct - Sat, 1 Nov
Multiple Airlines Logo
9:30 a.m. - 5:49 p.m.YOW-ORD
9h 19m1 stop
Multiple Airlines Logo
5:15 a.m. - 5:13 p.m.ORD-YOW
10h 58m1 stop
C$ 428Multiple Airlines
Find Deal
Thu, 30 Oct - Mon, 3 Nov
WestJet Logo
5:40 a.m. - 4:34 p.m.YOW-ORD
11h 54m2 stops
WestJet Logo
11:19 a.m. - 12:42 a.m.ORD-YOW
12h 23m2 stops
C$ 563WestJet
Find Deal
Tue, 11 Nov - Tue, 18 Nov
WestJet Logo
5:40 a.m. - 9:52 a.m.YOW-MDW
29h 12m2 stops
WestJet Logo
10:47 a.m. - 12:42 a.m.MDW-YOW
12h 55m2 stops
C$ 612WestJet
Find Deal
Tue, 11 Nov - Tue, 18 Nov
Porter Airlines Logo
9:15 p.m. - 10:05 a.m.YOW-MDW
13h 50m1 stop
Porter Airlines Logo
4:15 p.m. - 8:25 a.m.MDW-YOW
15h 10m1 stop
C$ 630Porter Airlines
Find Deal
Thu, 8 Jan - Sun, 11 Jan
WestJet Logo
5:40 a.m. - 10:30 a.m.YOW-MDW
29h 50m2 stops
WestJet Logo
10:47 a.m. - 12:42 a.m.MDW-YOW
12h 55m2 stops
C$ 632WestJet
Find Deal
Fri, 7 Nov - Mon, 10 Nov
Porter Airlines Logo
8:40 a.m. - 11:50 a.m.YOW-MDW
4h 10m1 stop
Porter Airlines Logo
12:45 p.m. - 5:29 p.m.MDW-YOW
3h 44m1 stop
C$ 689Porter Airlines
Find Deal
Sat, 29 Nov - Sat, 6 Dec
Porter Airlines Logo
12:10 p.m. - 3:20 p.m.YOW-MDW
4h 10m1 stop
Porter Airlines Logo
12:45 p.m. - 5:29 p.m.MDW-YOW
3h 44m1 stop
C$ 701Porter Airlines
Find Deal
Sun, 15 Mar - Sat, 21 Mar
Porter Airlines Logo
12:10 p.m. - 3:20 p.m.YOW-MDW
4h 10m1 stop
Porter Airlines Logo
4:15 p.m. - 10:29 p.m.MDW-YOW
5h 14m1 stop
C$ 702Porter Airlines
Find Deal
Thu, 27 Nov - Sun, 30 Nov

WestJet flights from Ottawa to Chicago

Our best WestJet deals on Ottawa to Chicago flight tickets
WestJet
11 Nov
YOW5:40 a.m.Ottawa
11h 54m
2 stops
ORD4:34 p.m.Chicago O'Hare Intl
18 Nov
ORD11:19 a.m.Chicago O'Hare Intl
12h 23m
2 stops
YOW12:42 a.m.Ottawa
C$ 563
Find similar
WestJet
11 Nov
YOW5:40 a.m.Ottawa
29h 12m
2 stops
MDW9:52 a.m.Chicago Midway
18 Nov
MDW10:47 a.m.Chicago Midway
12h 55m
2 stops
YOW12:42 a.m.Ottawa
C$ 612
Find similar
WestJet
7 Nov
YOW5:40 a.m.Ottawa
29h 50m
2 stops
MDW10:30 a.m.Chicago Midway
10 Nov
MDW10:47 a.m.Chicago Midway
12h 55m
2 stops
YOW12:42 a.m.Ottawa
C$ 632
Find similar

Air Canada flights from Ottawa to Chicago

Our best Air Canada deals on Ottawa to Chicago flight tickets
Air Canada
25 Oct
YOW5:15 a.m.Ottawa
4h 54m
1 stop
ORD9:09 a.m.Chicago O'Hare Intl
20 Nov
ORD6:05 p.m.Chicago O'Hare Intl
2h 13m
YOW9:18 p.m.Ottawa
C$ 1,101
Find similar
Air Canada
25 Oct
YOW10:37 a.m.Ottawa
2h 24m
ORD12:01 p.m.Chicago O'Hare Intl
20 Nov
ORD6:05 p.m.Chicago O'Hare Intl
2h 13m
YOW9:18 p.m.Ottawa
C$ 1,128
Find similar
Air Canada
29 Oct
YOW11:20 a.m.Ottawa
6h 37m
1 stop
ORD4:57 p.m.Chicago O'Hare Intl
2 Nov
ORD6:05 p.m.Chicago O'Hare Intl
2h 13m
YOW9:18 p.m.Ottawa
C$ 1,184
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 16 October 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 28/10

4:15 p.m.-1:03 a.m.

1 stop9h 48m

Chicago O'Hare Intl

Fri 31/10

5:25 a.m.-5:13 p.m.

1 stop10h 48m

C$ 400

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 29/10

9:30 a.m.-12:26 p.m.

1 stop27h 56m

Chicago O'Hare Intl

Sat 1/11

8:00 a.m.-5:13 p.m.

1 stop8h 13m

C$ 424

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 30/10

9:30 a.m.-5:49 p.m.

1 stop9h 19m

Chicago O'Hare Intl

Mon 3/11

5:15 a.m.-5:13 p.m.

1 stop10h 58m

C$ 428

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 11/11

5:40 a.m.-4:34 p.m.

2 stops11h 54m

Chicago O'Hare Intl

Tue 18/11

11:19 a.m.-12:42 a.m.

2 stops12h 23m

C$ 563

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 11/11

5:40 a.m.-9:52 a.m.

2 stops29h 12m

Chicago Midway

Tue 18/11

10:47 a.m.-12:42 a.m.

2 stops12h 55m

C$ 612

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 8/1

9:15 p.m.-10:05 a.m.

1 stop13h 50m

Chicago Midway

Sun 11/1

4:15 p.m.-8:25 a.m.

1 stop15h 10m

C$ 630

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 7/11

5:40 a.m.-10:30 a.m.

2 stops29h 50m

Chicago Midway

Mon 10/11

10:47 a.m.-12:42 a.m.

2 stops12h 55m

C$ 632

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 29/11

8:40 a.m.-11:50 a.m.

1 stop4h 10m

Chicago Midway

Sat 6/12

12:45 p.m.-5:29 p.m.

1 stop3h 44m

C$ 689

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sun 15/3

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

1 stop4h 10m

Chicago Midway

Sat 21/3

12:45 p.m.-5:29 p.m.

1 stop3h 44m

C$ 701

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 27/11

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

1 stop4h 10m

Chicago Midway

Sun 30/11

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

1 stop5h 14m

C$ 702

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$ 503.

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$ 806. 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$ 944. 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$ 514. 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$ 914 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?

No. A direct flight is the cheapest option for a flight between Ottawa to Chicago.

How have Ottawa to Chicago flight prices changed over time?

As of October 2025, prices for Ottawa to Chicago flights are approximately 15% 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$ 404

Fastest flight time

2h 24m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Ottawa in the past 72 hours is C$ 404. The best round-trip flight deal from Ottawa to Chicago found on momondo in the last 72 hours is C$ 548.
The fastest flight from Ottawa to Chicago takes 2h 24m
Direct flights go from Ottawa to Chicago every day.
There is 1 airport near Chicago: 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 4h 10m.

  • 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$ 377Free CancellationRating
8.0
381 reviews
Search Porter Airlines flights
United AirlinesPriceFrom C$ 472Free CancellationRating
7.4
8,982 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 512Free CancellationRating
7.1
10,307 reviews
Search Air Canada flights

  • United Airlines Flights From Ottawa to Chicago

    Across 21 United Airlines flights from Ottawa to Chicago this week, the average price was C$ 490, with the best United Airlines deals starting from C$ 336 round-trip. 8,982 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • Air Canada Flights From Ottawa to Chicago

    Across 10,307 Air Canada reviews on momondo, the average score is 7.1/10. Air Canada flies from Ottawa to Chicago about 21 times each week, with ticket deals ranging from C$ 364 to C$ 471. 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
Sat 15/11
Sat 22/11
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