How many flights depart from Ottawa to Chicago on average per week?

85 flights are operational weekly from Ottawa to Chicago as of September 2026. The most popular departure day for this route is Sun, with 15% of flights per week taking off on this day.

What is the cheapest airline that flies from Ottawa to Chicago?

WestJet, Porter Airlines, and Air Canada are the most popular carriers operating from Ottawa to Chicago

How many flights depart from Ottawa to Chicago on average per day?

As of September 2026, 12 flights take off from Ottawa and land in Chicago each day. The most common flight departure time for this route is 5:00p.m., with 63% of daily flights taking off at noon.

Which airlines fly to Chicago?

Air Canada, United Airlines and Porter Airlines are the top three most popular airlines that fly to Chicago from Ottawa according to our data. Air Canada is the first choice among our users, with 73% of people opting to fly with this airline when travelling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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?

The number of operators available for flights from Ottawa Airport to Chicago is 2 as of September 2026.

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.

C$ 261 Cheap Flights from Ottawa to Chicago in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Ottawa to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:15 a.m. - 2:35 p.m.YOW Ottawa-MDW Chicago Midway

6h 20m1 stop Toronto Island

11:45 a.m. - 5:52 p.m.MDW Chicago Midway-YOW Ottawa

5h 07m1 stop Toronto Island

C$ 459Porter Airlines

Sat, 17 Oct - Wed, 21 Oct

5:30 a.m. - 5:40 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

13h 10m1 stop Toronto Pearson Intl

8:00 a.m. - 5:20 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

8h 20m1 stop Fort Lauderdale

C$ 476Multiple Airlines

Sun, 25 Oct - Thu, 29 Oct

6:25 p.m. - 11:40 a.m.YOW Ottawa-ORD Chicago O'Hare Intl

18h 15m1 stop Toronto Pearson Intl

8:00 a.m. - 5:20 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

8h 20m1 stop Fort Lauderdale

C$ 488Multiple Airlines

Sat, 24 Oct - Thu, 29 Oct

6:01 p.m. - 11:21 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

6h 20m1 stop Newark

10:40 a.m. - 1:59 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

2h 19mdirect

C$ 497Lufthansa

Sat, 10 Oct - Sun, 11 Oct

9:55 a.m. - 1:25 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

4h 30m1 stop Toronto Island

2:00 p.m. - 7:52 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

4h 52m1 stop Toronto Island

C$ 738Air Canada

Tue, 20 Oct - Fri, 23 Oct

9:55 a.m. - 1:25 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

4h 30m1 stop Toronto Island

2:00 p.m. - 7:52 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

4h 52m1 stop Toronto Island

C$ 741Air Canada

Thu, 15 Oct - Tue, 20 Oct

9:55 a.m. - 1:25 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

4h 30m1 stop Toronto Island

8:45 a.m. - 1:58 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

4h 13m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 781Air Canada

Tue, 6 Oct - Tue, 13 Oct

3:10 p.m. - 11:21 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

9h 11m1 stop Newark

7:00 a.m. - 7:30 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

11h 30m2 stops Newark Washington, D.C. Dulles Intl

C$ 989United Airlines

Thu, 15 Oct - Thu, 7 Jan

6:05 a.m. - 9:32 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

16h 27m1 stop Newark

9:47 p.m. - 9:56 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

23h 09m1 stop Newark

C$ 989United Airlines

Tue, 13 Oct - Mon, 4 Jan

6:05 a.m. - 11:21 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

18h 16m1 stop Newark

5:00 a.m. - 9:56 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

15h 56m1 stop Newark

C$ 989United Airlines

Tue, 13 Oct - Sat, 2 Jan

Cheap last-minute flights

Enter your travel dates to find the best prices.

6:25 p.m. - 2:35 p.m.YOW Ottawa-MDW Chicago Midway

21h 10m1 stop Toronto Pearson Intl

11:45 a.m. - 8:02 p.m.MDW Chicago Midway-YOW Ottawa

7h 17m1 stop Toronto Island

C$ 1,062Multiple Airlines

Fri, 18 Sep - Sun, 20 Sep

7:00 a.m. - 10:59 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

16h 59m2 stops Toronto Pearson Intl Orlando

3:50 p.m. - 2:33 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

21h 43m1 stop Orlando

C$ 1,074Multiple Airlines

Thu, 17 Sep - Fri, 18 Sep

7:00 a.m. - 10:59 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

16h 59m2 stops Toronto Pearson Intl Orlando

11:15 a.m. - 11:48 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

11h 33m1 stop Orlando

C$ 1,074Multiple Airlines

Wed, 16 Sep - Mon, 21 Sep

7:00 a.m. - 12:45 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

6h 45m1 stop Toronto Pearson Intl

8:03 a.m. - 2:55 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

5h 52m1 stop Toronto Pearson Intl

C$ 1,079Porter Airlines

Sat, 19 Sep - Tue, 22 Sep

6:25 a.m. - 7:44 a.m.YOW Ottawa-ORD Chicago O'Hare Intl

2h 19mdirect

5:53 p.m. - 1:35 a.m.ORD Chicago O'Hare Intl-YOW Ottawa

6h 42m1 stop Toronto Pearson Intl

C$ 1,277Air Canada

Sat, 19 Sep - Tue, 22 Sep

10:37 a.m. - 11:59 a.m.YOW Ottawa-ORD Chicago O'Hare Intl

2h 22mdirect

2:00 p.m. - 7:52 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

4h 52m1 stop Toronto Island

C$ 1,348Air Canada

Sat, 19 Sep - Tue, 22 Sep

10:37 a.m. - 11:59 a.m.YOW Ottawa-ORD Chicago O'Hare Intl

2h 22mdirect

2:00 p.m. - 7:52 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

4h 52m1 stop Toronto Island

C$ 1,350Air Canada

Sat, 19 Sep - Tue, 22 Sep

5:20 p.m. - 6:46 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

2h 26mdirect

10:40 a.m. - 1:59 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

2h 19mdirect

C$ 1,383United Airlines

Sat, 19 Sep - Tue, 22 Sep

5:20 p.m. - 6:46 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

2h 26mdirect

10:40 a.m. - 1:59 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

2h 19mdirect

C$ 1,395United Airlines

Sat, 19 Sep - Tue, 22 Sep

5:20 p.m. - 6:46 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

2h 26mdirect

10:40 a.m. - 1:59 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

2h 19mdirect

C$ 1,397United Airlines

Sat, 19 Sep - Tue, 22 Sep

Cheap direct flights

Enter your travel dates to find the best prices.

6:25 a.m. - 7:44 a.m.YOW Ottawa-ORD Chicago O'Hare Intl

2h 19mdirect

1:55 p.m. - 5:16 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

2h 21mdirect

C$ 927Air Canada

Fri, 9 Oct - Sun, 11 Oct

10:37 a.m. - 12:00 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

2h 23mdirect

6:21 p.m. - 9:35 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

2h 14mdirect

C$ 928Air Canada

Thu, 15 Oct - Tue, 20 Oct

5:20 p.m. - 6:46 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

2h 26mdirect

6:21 p.m. - 9:35 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

2h 14mdirect

C$ 928Air Canada

Tue, 20 Oct - Fri, 23 Oct

4:46 p.m. - 6:30 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

2h 44mdirect

11:00 a.m. - 2:18 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

2h 18mdirect

C$ 928Air Canada

Wed, 11 Nov - Wed, 17 Feb

5:20 p.m. - 6:46 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

2h 26mdirect

6:21 p.m. - 9:35 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

2h 14mdirect

C$ 1,033United Airlines

Tue, 20 Oct - Fri, 23 Oct

6:15 a.m. - 8:00 a.m.YOW Ottawa-ORD Chicago O'Hare Intl

2h 45mdirect

10:57 a.m. - 2:09 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

2h 12mdirect

C$ 1,033United Airlines

Tue, 27 Oct - Sun, 1 Nov

6:15 a.m. - 8:03 a.m.YOW Ottawa-ORD Chicago O'Hare Intl

2h 48mdirect

10:48 a.m. - 2:09 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

2h 21mdirect

C$ 1,033United Airlines

Sat, 19 Dec - Tue, 22 Dec

6:15 a.m. - 8:00 a.m.YOW Ottawa-ORD Chicago O'Hare Intl

2h 45mdirect

10:57 a.m. - 2:09 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

2h 12mdirect

C$ 1,132Multiple Airlines

Sun, 1 Nov - Sun, 29 Nov

10:37 a.m. - 12:00 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

2h 23mdirect

1:55 p.m. - 5:16 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

2h 21mdirect

C$ 1,139Multiple Airlines

Sat, 10 Oct - Sat, 17 Oct

5:20 p.m. - 6:46 p.m.YOW Ottawa-ORD Chicago O'Hare Intl

2h 26mdirect

6:21 p.m. - 9:35 p.m.ORD Chicago O'Hare Intl-YOW Ottawa

2h 14mdirect

C$ 1,143Lufthansa

Mon, 5 Oct - Fri, 9 Oct

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

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

Trusted and free

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

Price Alerts

Not ready to book? to track prices.

Search flight deals

Porter Airlines flights from Ottawa to Chicago

Our best Porter Airlines deals on Ottawa to Chicago flight tickets

Porter Airlines

17 Oct

YOW9:15 a.m.Ottawa

6h 20m

1 stop

MDW2:35 p.m.Chicago Midway

21 Oct

MDW11:45 a.m.Chicago Midway

5h 07m

1 stop

YOW5:52 p.m.Ottawa

C$ 459

Porter Airlines

1 Nov

YOW12:15 p.m.Ottawa

6h 25m

1 stop

ORD5:40 p.m.Chicago O'Hare Intl

29 Nov

ORD12:20 p.m.Chicago O'Hare Intl

4h 54m

1 stop

YOW6:14 p.m.Ottawa

C$ 542

Porter Airlines

27 Oct

YOW8:25 a.m.Ottawa

4h 15m

1 stop

ORD11:40 a.m.Chicago O'Hare Intl

30 Oct

ORD12:20 p.m.Chicago O'Hare Intl

4h 54m

1 stop

YOW6:14 p.m.Ottawa

C$ 545

American Airlines flights from Ottawa to Chicago

Our best American Airlines deals on Ottawa to Chicago flight tickets

American Airlines

20 Oct

YOW7:00 a.m.Ottawa

6h 45m

1 stop

ORD12:45 p.m.Chicago O'Hare Intl

23 Oct

ORD8:06 a.m.Chicago O'Hare Intl

5h 49m

1 stop

YOW2:55 p.m.Ottawa

C$ 660

American Airlines

24 Sep

YOW7:00 a.m.Ottawa

6h 45m

1 stop

ORD12:45 p.m.Chicago O'Hare Intl

27 Sep

ORD8:03 a.m.Chicago O'Hare Intl

5h 52m

1 stop

YOW2:55 p.m.Ottawa

C$ 820

American Airlines

23 Sep

YOW7:00 a.m.Ottawa

6h 45m

1 stop

ORD12:45 p.m.Chicago O'Hare Intl

29 Sep

ORD8:03 a.m.Chicago O'Hare Intl

5h 52m

1 stop

YOW2:55 p.m.Ottawa

C$ 828

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Sat 17/10

9:15 a.m.-2:35 p.m.

1 stop6h 20m

Chicago Midway

Wed 21/10

11:45 a.m.-5:52 p.m.

1 stop5h 07m

C$ 459

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Sun 25/10

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

1 stop13h 10m

Chicago O'Hare Intl

Thu 29/10

8:00 a.m.-5:20 p.m.

1 stop8h 20m

C$ 476

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Sat 24/10

6:25 p.m.-11:40 a.m.

1 stop18h 15m

Chicago O'Hare Intl

Thu 29/10

8:00 a.m.-5:20 p.m.

1 stop8h 20m

C$ 488

Quickest round-trip

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Sat 10/10

6:01 p.m.-11:21 p.m.

1 stop6h 20m

Chicago O'Hare Intl

Sun 11/10

10:40 a.m.-1:59 p.m.

Nonstop2h 19m

C$ 497

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Tue 20/10

9:55 a.m.-1:25 p.m.

1 stop4h 30m

Chicago O'Hare Intl

Fri 23/10

2:00 p.m.-7:52 p.m.

1 stop4h 52m

C$ 738

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Thu 15/10

9:55 a.m.-1:25 p.m.

1 stop4h 30m

Chicago O'Hare Intl

Tue 20/10

2:00 p.m.-7:52 p.m.

1 stop4h 52m

C$ 741

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Tue 6/10

9:55 a.m.-1:25 p.m.

1 stop4h 30m

Chicago O'Hare Intl

Tue 13/10

8:45 a.m.-1:58 p.m.

1 stop4h 13m

C$ 781

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Thu 15/10

3:10 p.m.-11:21 p.m.

1 stop9h 11m

Chicago O'Hare Intl

Thu 7/1

7:00 a.m.-7:30 p.m.

2 stops11h 30m

C$ 989

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Tue 13/10

6:05 a.m.-9:32 p.m.

1 stop16h 27m

Chicago O'Hare Intl

Mon 4/1

9:47 p.m.-9:56 p.m.

1 stop23h 09m

C$ 989

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Tue 13/10

6:05 a.m.-11:21 p.m.

1 stop18h 16m

Chicago O'Hare Intl

Sat 2/1

5:00 a.m.-9:56 p.m.

1 stop15h 56m

C$ 989

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

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

Prices are currently low for flights on this route.

Typical prices usually range from C$ 555 to C$ 950.
The lowest price recently found on this route was C$ 459.

What is the cheapest month to fly to Chicago?

The month of February is another great option to travel to Chicago, with average flight prices from Ottawa averaging around C$ 570.

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 Wednesday when prices can be found for as low as C$ 761. 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$ 974. 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$ 763. 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$ 833 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 20% on your flight if you consider stops on a Ottawa to Chicago flight.

How have Ottawa to Chicago flight prices changed over time?

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$ 261
Fastest flight time	2h 23m
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$ 261. The best round-trip flight deal from Ottawa to Chicago found on momondo in the last 72 hours is C$ 459.

The fastest flight from Ottawa to Chicago takes 2h 23m

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

Frequently asked questions about flying from Ottawa to Chicago

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 23m.
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?
The number of operators available for flights from Ottawa Airport to Chicago is 2 as of September 2026.
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?
Based on momondo bookings for flights between Ottawa and Chicago, the leading plane model is Embraer 175 (Enhanced Winglets), making up 46.11% of the total bookings. Other popular models include Airbus A319 with 35.63%, Embraer 195 E2 with 6.89%, and Boeing 777-300ER with 1.50%.
What is the most popular airline from Ottawa to Chicago?
momondo data reveals that the most frequently booked airline on the route from Ottawa to Chicago is Porter Airlines, representing 36% of all bookings. The subsequent popular airlines are United Airlines at 32%, Air Canada at 23%, and American Airlines at 9%.

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
Air Canada	PriceFrom C$ 416	Free Cancellation	Rating 7.1 11,621 reviews		Search Air Canada flights
United Airlines	PriceFrom C$ 472	Free Cancellation	Rating 7.4 10,214 reviews		Search United Airlines flights

United Airlines Flights From Ottawa to Chicago
Across 22 United Airlines flights from Ottawa to Chicago this week, the average price was C$ 769, with the best United Airlines deals starting from C$ 472 round-trip. 10,214 users have rated United Airlines on momondo, with an average score of 7.4/10.
Air Canada Flights From Ottawa to Chicago
Across 11,621 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$ 416 to C$ 983. Price data is based on momondo searches in the last 72 hours.

Merrillville

Benton Harbor

Hammond

Munster

Valparaiso

Portage

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

Wed 14/10

Wed 21/10

Email me momondo's favourite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Nearby airports

Airlines

Cabin classes

Other United States destinations

Other flights from Ottawa

Complete your trip

Feeling lucky

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Cheap flights from Ottawa to Chicago from C$ 261

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 23/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Ottawa to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last-minute flights

Cheap direct flights

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Porter Airlines flights from Ottawa to Chicago

Our best Porter Airlines deals on Ottawa to Chicago flight tickets

American Airlines flights from Ottawa to Chicago

Our best American Airlines deals on Ottawa to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Ottawa to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Ottawa to Chicago

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

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

What is the cheapest Ottawa to Chicago flight route?

What cabin class options are available on Ottawa to Chicago flights?

Can stopping save me money on Ottawa to Chicago flights?

How have Ottawa to Chicago flight prices changed over time?

What is the cheapest airline that flies from Ottawa to Chicago?

Which airlines fly to Chicago?

How many flights depart from Ottawa to Chicago on average per day?

How many flights depart from Ottawa to Chicago on average per week?

When to book flights from Ottawa to Chicago

Cheap Ottawa to Chicago (YOW to CHI) flight deals and tips

Best price found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying 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

Travelling to a place near Chicago?

Why use momondo?

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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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

Fly your favourite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular Cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from Ottawa

According to popular flight searches on momondo this year

Complete your trip to Chicago

Explore popular destinations other users love

According to popular flight searches on momondo this year