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 60% 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.

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

83 flights are operational weekly from Ottawa to Chicago as of March 2026. The most popular departure day for this route is Mon, with 14% of flights per week taking off on this day.

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

As of March 2026, 11 flights take off from Ottawa and land in Chicago each day. The most common flight departure time for this route is 6:00a.m., with 66% of daily flights taking off at noon.

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

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

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 3 as of March 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$ 252 Cheap Flights from Ottawa to Chicago in 2026

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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.

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

YOW

MDW

4h 10m

1 stop

11:00 a.m. - 6:24 p.m.

MDW

YOW

6h 24m

1 stop

C$ 322Porter Airlines

Sun, 19 Apr - Thu, 23 Apr

8:40 a.m. - 12:10 p.m.

YOW

MDW

4h 30m

1 stop

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

MDW

YOW

5h 29m

1 stop

C$ 368Porter Airlines

Sat, 4 Apr - Sun, 5 Apr

4:15 p.m. - 10:36 a.m.

YOW

ORD

19h 21m

1 stop

6:01 p.m. - 5:25 p.m.

ORD

YOW

22h 24m

1 stop

C$ 406Multiple Airlines

Tue, 24 Mar - Tue, 31 Mar

6:25 p.m. - 9:40 a.m.

YOW

MDW

16h 15m

1 stop

10:25 a.m. - 12:20 a.m.

MDW

YOW

12h 55m

1 stop

C$ 411Multiple Airlines

Fri, 5 Jun - Sun, 7 Jun

9:30 a.m. - 6:13 p.m.

YOW

MDW

9h 43m

1 stop

9:30 a.m. - 5:25 p.m.

MDW

YOW

6h 55m

1 stop

C$ 419Multiple Airlines

Tue, 24 Mar - Tue, 31 Mar

4:15 p.m. - 8:23 a.m.

YOW

ORD

17h 08m

2 stops

6:01 p.m. - 5:25 p.m.

ORD

YOW

22h 24m

1 stop

C$ 419Multiple Airlines

Tue, 24 Mar - Tue, 31 Mar

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

YOW

MDW

4h 10m

1 stop

7:30 a.m. - 5:04 p.m.

MDW

YOW

8h 34m

2 stops

C$ 429Multiple Airlines

Sun, 19 Apr - Thu, 23 Apr

3:55 p.m. - 12:22 a.m.

YOW

ORD

9h 27m

1 stop

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

ORD

YOW

11h 25m

1 stop

C$ 471Multiple Airlines

Tue, 7 Apr - Thu, 9 Apr

11:00 a.m. - 12:22 a.m.

YOW

ORD

14h 22m

2 stops

6:10 p.m. - 12:25 a.m.

ORD

YOW

29h 15m

1 stop

C$ 478Multiple Airlines

Tue, 7 Apr - Thu, 9 Apr

8:40 a.m. - 12:10 p.m.

YOW

MDW

4h 30m

1 stop

11:00 a.m. - 6:24 p.m.

MDW

YOW

6h 24m

1 stop

C$ 482Porter Airlines

Sat, 4 Apr - Mon, 6 Apr

WestJet flights from Ottawa to Chicago

Our best WestJet deals on Ottawa to Chicago flight tickets

WestJet

8 May

YOW6:55 a.m.Ottawa

14h 19m

2 stops

ORD8:14 p.m.Chicago O'Hare Intl

11 May

ORD7:00 p.m.Chicago O'Hare Intl

21h 35m

2 stops

YOW5:35 p.m.Ottawa

C$ 621

WestJet

22 May

YOW6:55 a.m.Ottawa

26h 48m

2 stops

MDW8:43 a.m.Chicago Midway

25 May

MDW6:23 a.m.Chicago Midway

16h 57m

2 stops

YOW12:20 a.m.Ottawa

C$ 627

WestJet

8 May

YOW6:55 a.m.Ottawa

10h 17m

2 stops

MDW4:12 p.m.Chicago Midway

11 May

MDW6:36 p.m.Chicago Midway

21h 59m

2 stops

YOW5:35 p.m.Ottawa

C$ 643

American Airlines flights from Ottawa to Chicago

Our best American Airlines deals on Ottawa to Chicago flight tickets

American Airlines

30 Mar

YOW6:45 a.m.Ottawa

6h 50m

1 stop

ORD12:35 p.m.Chicago O'Hare Intl

12 Apr

ORD11:48 a.m.Chicago O'Hare Intl

5h 38m

1 stop

YOW6:26 p.m.Ottawa

C$ 555

American Airlines

4 Apr

YOW6:45 a.m.Ottawa

6h 50m

1 stop

ORD12:35 p.m.Chicago O'Hare Intl

11 Apr

ORD9:50 a.m.Chicago O'Hare Intl

6h 01m

1 stop

YOW4:51 p.m.Ottawa

C$ 563

American Airlines

9 Apr

YOW6:45 a.m.Ottawa

6h 58m

1 stop

ORD12:43 p.m.Chicago O'Hare Intl

12 Apr

ORD9:50 a.m.Chicago O'Hare Intl

6h 01m

1 stop

YOW4:51 p.m.Ottawa

C$ 564

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sun 19/4

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

1 stop4h 10m

Chicago Midway

Thu 23/4

11:00 a.m.-6:24 p.m.

1 stop6h 24m

C$ 322

Quickest round-trip

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 4/4

8:40 a.m.-12:10 p.m.

1 stop4h 30m

Chicago Midway

Sun 5/4

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

1 stop5h 29m

C$ 368

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 24/3

4:15 p.m.-10:36 a.m.

1 stop19h 21m

Chicago O'Hare Intl

Tue 31/3

6:01 p.m.-5:25 p.m.

1 stop22h 24m

C$ 406

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 5/6

6:25 p.m.-9:40 a.m.

1 stop16h 15m

Chicago Midway

Sun 7/6

10:25 a.m.-12:20 a.m.

1 stop12h 55m

C$ 411

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 24/3

9:30 a.m.-6:13 p.m.

1 stop9h 43m

Chicago Midway

Tue 31/3

9:30 a.m.-5:25 p.m.

1 stop6h 55m

C$ 419

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 24/3

4:15 p.m.-8:23 a.m.

2 stops17h 08m

Chicago O'Hare Intl

Tue 31/3

6:01 p.m.-5:25 p.m.

1 stop22h 24m

C$ 419

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sun 19/4

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

1 stop4h 10m

Chicago Midway

Thu 23/4

7:30 a.m.-5:04 p.m.

2 stops8h 34m

C$ 429

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 7/4

3:55 p.m.-12:22 a.m.

1 stop9h 27m

Chicago O'Hare Intl

Thu 9/4

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

1 stop11h 25m

C$ 471

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 7/4

11:00 a.m.-12:22 a.m.

2 stops14h 22m

Chicago O'Hare Intl

Thu 9/4

6:10 p.m.-12:25 a.m.

1 stop29h 15m

C$ 478

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 4/4

8:40 a.m.-12:10 p.m.

1 stop4h 30m

Chicago Midway

Mon 6/4

11:00 a.m.-6:24 p.m.

1 stop6h 24m

C$ 482

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 cheapest month to fly to Chicago?

The month of May is another great option to travel to Chicago, with average flight prices from Ottawa averaging around C$ 384.

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$ 698. 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$ 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?

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$ 719. 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$ 844 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?

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$ 305
Fastest flight time	2h 20m
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$ 305. The best round-trip flight deal from Ottawa to Chicago found on momondo in the last 72 hours is C$ 556.

The fastest flight from Ottawa to Chicago takes 2h 20m

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 20m.
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 3 as of March 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 195 E2, making up 34.17% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 27.14%, Airbus A321-100/200 with 9.05%, and Boeing 777-300ER with 7.54%.
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 44% of all bookings. The subsequent popular airlines are United Airlines at 39% and Air Canada at 17%.

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 Airlines	PriceFrom C$ 314	Free Cancellation	Rating 8.0 423 reviews	Search Porter Airlines flights
United Airlines	PriceFrom C$ 455	Free Cancellation	Rating 7.4 9,409 reviews	Search United Airlines flights
Air Canada	PriceFrom C$ 483	Free Cancellation	Rating 7.1 10,800 reviews	Search Air Canada flights

United Airlines Flights From Ottawa to Chicago
Across 20 United Airlines flights from Ottawa to Chicago this week, the average price was C$ 607, with the best United Airlines deals starting from C$ 455 round-trip. 9,409 users have rated United Airlines on momondo, with an average score of 7.4/10.
Air Canada Flights From Ottawa to Chicago
Across 10,800 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$ 483 to C$ 624. Price data is based on momondo searches in the last 72 hours.

Merrillville

Munster

Hammond

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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Cheap flights from Ottawa to Chicago from C$ 248

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 30/4. 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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WestJet flights from Ottawa to Chicago

Our best WestJet 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

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See travel insights to Chicago from

How to get the cheapest flight ticket from Ottawa to 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

Find info about flight duration, direct flights, and airports for your flight from Ottawa to Chicago

Best price found

Fastest flight time

Direct flights

Airports in Chicago

Best airlines flying from Ottawa to Chicago

Compare and see reviews for airlines that fly from Ottawa to Chicago with momondo

United Airlines Flights From Ottawa to Chicago

Air Canada Flights From Ottawa to Chicago

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.

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

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