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

As of November 2026, 54 flights take off from Ottawa and land in Chicago each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.

What airlines fly to Chicago?

Air Canada, United Airlines and American 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 65% of people opting to fly with this airline when traveling 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.

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

Porter Airlines is the most popular carrier operating from Ottawa to Chicago

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

As of November 2026, there are 7 flights per day flying from Ottawa to Chicago. The most common time of day flights depart is 4:00PM, with 52% of flights taking off in the afternoon.

When did momondo last update prices for flights from Ottawa Airport to Chicago?

Prices for flights from Ottawa Airport to Chicago were last updated today.

How many operators does momondo search for flights from Ottawa Airport to Chicago?

As of November 2026, there are 2 operators available to choose from for flights from Ottawa Airport to Chicago.

How old do you have to be to fly from Ottawa Airport to Chicago?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Ottawa Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$207 Cheap Flights from Ottawa to Chicago in 2026/27

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Find the cheapest flights from Ottawa to Chicago

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

12:15 pm - 5:40 pmYOW Ottawa-ORD Chicago O'Hare Intl

6h 25m1 stop Toronto Island

12:15 pm - 6:12 pmORD Chicago O'Hare Intl-YOW Ottawa

4h 57m1 stop Toronto Island

$381Porter Airlines

Fri, Nov 20 - Mon, Nov 23

7:05 am - 11:34 pmYOW Ottawa-ORD Chicago O'Hare Intl

17h 29m1 stop Fort Lauderdale

8:15 am - 11:20 pmORD Chicago O'Hare Intl-YOW Ottawa

14h 05m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale

$382Multiple Airlines

Mon, Nov 23 - Wed, Dec 2

12:15 pm - 5:40 pmYOW Ottawa-ORD Chicago O'Hare Intl

6h 25m1 stop Toronto Island

12:15 pm - 6:13 pmORD Chicago O'Hare Intl-YOW Ottawa

4h 58m1 stop Toronto Island

$383Porter Airlines

Mon, Nov 23 - Wed, Dec 2

12:15 pm - 5:40 pmYOW Ottawa-ORD Chicago O'Hare Intl

6h 25m1 stop Toronto Island

12:15 pm - 6:12 pmORD Chicago O'Hare Intl-YOW Ottawa

4h 57m1 stop Toronto Island

$386Porter Airlines

Thu, Nov 26 - Mon, Nov 30

4:36 pm - 6:20 pmYOW Ottawa-ORD Chicago O'Hare Intl

2h 44mnonstop

10:48 am - 2:09 pmORD Chicago O'Hare Intl-YOW Ottawa

2h 21mnonstop

$683Air Canada

Mon, Dec 14 - Mon, Dec 21

4:36 pm - 6:20 pmYOW Ottawa-ORD Chicago O'Hare Intl

2h 44mnonstop

3:43 pm - 9:56 pmORD Chicago O'Hare Intl-YOW Ottawa

5h 13m1 stop Newark

$683Air Canada

Mon, Dec 14 - Mon, Dec 21

4:36 pm - 6:20 pmYOW Ottawa-ORD Chicago O'Hare Intl

2h 44mnonstop

2:30 pm - 9:56 pmORD Chicago O'Hare Intl-YOW Ottawa

6h 26m1 stop Newark

$684United Airlines

Tue, Dec 8 - Wed, Dec 9

6:15 am - 8:00 amYOW Ottawa-ORD Chicago O'Hare Intl

2h 45mnonstop

5:58 pm - 9:16 pmORD Chicago O'Hare Intl-YOW Ottawa

2h 18mnonstop

$684United Airlines

Sat, Dec 5 - Tue, Dec 8

4:42 pm - 6:30 pmYOW Ottawa-ORD Chicago O'Hare Intl

2h 48mnonstop

5:56 pm - 9:23 pmORD Chicago O'Hare Intl-YOW Ottawa

2h 27mnonstop

$684United Airlines

Fri, Dec 18 - Tue, Dec 22

10:50 am - 3:02 pmYOW Ottawa-ORD Chicago O'Hare Intl

5h 12m1 stop Montreal Pierre Elliott Trudeau Intl

10:05 am - 3:43 pmORD Chicago O'Hare Intl-YOW Ottawa

4h 38m1 stop Toronto Pearson Intl

$695Air Canada

Sat, Dec 19 - Fri, Jan 1

Cheap last minute flights

Enter your travel dates to find the best prices.

7:05 am - 3:37 pmYOW Ottawa-ORD Chicago O'Hare Intl

9h 32m1 stop Fort Lauderdale

7:55 am - 5:24 pmORD Chicago O'Hare Intl-YOW Ottawa

8h 29m1 stop Fort Lauderdale

$556Multiple Airlines

Sat, Nov 7 - Mon, Nov 9

7:05 am - 9:00 amYOW Ottawa-ORD Chicago O'Hare Intl

26h 55m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson

7:55 am - 5:24 pmORD Chicago O'Hare Intl-YOW Ottawa

8h 29m1 stop Fort Lauderdale

$658Multiple Airlines

Sat, Nov 7 - Mon, Nov 9

7:05 am - 9:00 amYOW Ottawa-ORD Chicago O'Hare Intl

26h 55m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson

1:04 pm - 5:24 pmORD Chicago O'Hare Intl-YOW Ottawa

27h 20m2 stops Houston George Bush Intcntl Fort Lauderdale

$731Multiple Airlines

Sat, Nov 7 - Mon, Nov 9

8:00 am - 12:21 amYOW Ottawa-ORD Chicago O'Hare Intl

17h 21m2 stops Orlando Denver Intl

5:15 pm - 5:52 pmORD Chicago O'Hare Intl-YOW Ottawa

23h 37m3 stops Las Vegas Harry Reid Intl Orlando Toronto Pearson Intl

$793Multiple Airlines

Sat, Nov 7 - Mon, Nov 9

4:46 pm - 6:30 pmYOW Ottawa-ORD Chicago O'Hare Intl

2h 44mnonstop

10:32 am - 7:27 pmORD Chicago O'Hare Intl-YOW Ottawa

7h 55m1 stop Washington, D.C. Dulles Intl

$932United Airlines

Sat, Nov 7 - Mon, Nov 9

6:15 am - 8:00 amYOW Ottawa-ORD Chicago O'Hare Intl

2h 45mnonstop

10:57 am - 2:09 pmORD Chicago O'Hare Intl-YOW Ottawa

2h 12mnonstop

$950Air Canada

Sat, Nov 7 - Mon, Nov 9

10:15 am - 12:21 amYOW Ottawa-ORD Chicago O'Hare Intl

15h 06m3 stops Toronto Pearson Intl Washington, D.C. Reagan-National Denver Intl

7:50 pm - 5:24 pmORD Chicago O'Hare Intl-YOW Ottawa

20h 34m3 stops Atlanta Hartsfield-Jackson Houston George Bush Intcntl Fort Lauderdale

$1,125Multiple Airlines

Sat, Nov 7 - Mon, Nov 9

5:30 am - 12:47 pmYOW Ottawa-MDW Chicago Midway

8h 17m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County

9:30 am - 11:40 pmMDW Chicago Midway-YOW Ottawa

13h 10m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl

$1,149WestJet

Sat, Nov 7 - Mon, Nov 9

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Porter Airlines flights from Ottawa to Chicago

Our best Porter Airlines deals on Ottawa to Chicago flight tickets

Porter Airlines

Nov 20

YOW12:15 pmOttawa

6h 25m

1 stop

ORD5:40 pmChicago O'Hare Intl

Nov 23

ORD12:15 pmChicago O'Hare Intl

4h 57m

1 stop

YOW6:12 pmOttawa

$381

Porter Airlines

Nov 23

YOW12:15 pmOttawa

6h 25m

1 stop

ORD5:40 pmChicago O'Hare Intl

Dec 2

ORD12:15 pmChicago O'Hare Intl

4h 58m

1 stop

YOW6:13 pmOttawa

$383

Porter Airlines

Dec 5

YOW12:40 pmOttawa

6h 00m

1 stop

ORD5:40 pmChicago O'Hare Intl

Dec 7

ORD12:15 pmChicago O'Hare Intl

4h 58m

1 stop

YOW6:13 pmOttawa

$395

United Airlines flights from Ottawa to Chicago

Our best United Airlines deals on Ottawa to Chicago flight tickets

United Airlines

Nov 16

YOW10:30 amOttawa

10h 00m

1 stop

ORD7:30 pmChicago O'Hare Intl

Nov 18

ORD10:57 amChicago O'Hare Intl

2h 12m

YOW2:09 pmOttawa

$810

United Airlines

Nov 10

YOW4:46 pmOttawa

2h 44m

ORD6:30 pmChicago O'Hare Intl

Dec 7

ORD5:58 pmChicago O'Hare Intl

2h 18m

YOW9:16 pmOttawa

$851

United Airlines

Nov 10

YOW4:46 pmOttawa

2h 44m

ORD6:30 pmChicago O'Hare Intl

Nov 16

ORD7:00 amChicago O'Hare Intl

5h 11m

1 stop

YOW1:11 pmOttawa

$868

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Fri 11/20

12:15 pm-5:40 pm

1 stop6h 25m

Chicago O'Hare Intl

Mon 11/23

12:15 pm-6:12 pm

1 stop4h 57m

$381

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Mon 11/23

7:05 am-11:34 pm

1 stop17h 29m

Chicago O'Hare Intl

Wed 12/2

8:15 am-11:20 pm

2 stops14h 05m

$382

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Mon 11/23

12:15 pm-5:40 pm

1 stop6h 25m

Chicago O'Hare Intl

Wed 12/2

12:15 pm-6:13 pm

1 stop4h 58m

$383

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Thu 11/26

12:15 pm-5:40 pm

1 stop6h 25m

Chicago O'Hare Intl

Mon 11/30

12:15 pm-6:12 pm

1 stop4h 57m

$386

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Mon 12/14

4:36 pm-6:20 pm

Nonstop2h 44m

Chicago O'Hare Intl

Mon 12/21

10:48 am-2:09 pm

Nonstop2h 21m

$683

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Mon 12/14

4:36 pm-6:20 pm

Nonstop2h 44m

Chicago O'Hare Intl

Mon 12/21

3:43 pm-9:56 pm

1 stop5h 13m

$683

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Tue 12/8

4:36 pm-6:20 pm

Nonstop2h 44m

Chicago O'Hare Intl

Wed 12/9

2:30 pm-9:56 pm

1 stop6h 26m

$684

Quickest round-trip

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Sat 12/5

6:15 am-8:00 am

Nonstop2h 45m

Chicago O'Hare Intl

Tue 12/8

5:58 pm-9:16 pm

Nonstop2h 18m

$684

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Fri 12/18

4:42 pm-6:30 pm

Nonstop2h 48m

Chicago O'Hare Intl

Tue 12/22

5:56 pm-9:23 pm

Nonstop2h 27m

$684

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Sat 12/19

10:50 am-3:02 pm

1 stop5h 12m

Chicago O'Hare Intl

Fri 1/1

10:05 am-3:43 pm

1 stop4h 38m

$695

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 $458 to $782.
The lowest price recently found on this route was $381.

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Ottawa, with most prices found around $269. If you’re not able to fly to Chicago in February, then March is your next best option. Flight prices from Ottawa to Chicago during March average around $406.

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 $595. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Ottawa to Chicago for around $752.

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

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Ottawa to Chicago during this time can be as low as $624. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $676.

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 3 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 5% 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 November 2026, prices for Ottawa to Chicago flights are approximately 40% 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	$207
Fastest flight time	2h 35m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Ottawa in the past 72 hours is $207. The best round-trip flight deal from Ottawa to Chicago found on momondo in the last 72 hours is $381.

The fastest flight from Ottawa to Chicago takes 2h 35m

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?
The straight-line distance from Ottawa to Chicago is 643.5 mi. 2h 35m is a normal flight duration for this route.
When did momondo last update prices for flights from Ottawa Airport to Chicago?
Prices for flights from Ottawa Airport to Chicago were last updated today.
How many operators does momondo search for flights from Ottawa Airport to Chicago?
As of November 2026, there are 2 operators available to choose from for flights from Ottawa Airport to Chicago.
How old do you have to be to fly from Ottawa Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Ottawa Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Ottawa to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Ottawa to Chicago is Embraer 175 (Enhanced Winglets) (46.44% of total bookings). The next most popular plane models are Airbus A319 (19.66%), Embraer 195 E2 (16.95%), and Airbus A321-100/200 (4.41%).
What is the most popular airline from Ottawa to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Ottawa to Chicago is Porter Airlines (100% of total bookings).

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
United Airlines	PriceFrom $522	Free Cancellation	Rating 7.3 10,460 reviews		Search United Airlines flights
Air Canada	PriceFrom $653	Free Cancellation	Rating 7.1 11,847 reviews		Search Air Canada flights

United Airlines Flights From Ottawa to Chicago
The lowest priced United Airlines flight from Ottawa to Chicago from the last 72 hours was $522. Generally, United Airlines has 13 flights on this route every week with an average price of $729. United Airlines is rated 7.3/10 by our users.
Air Canada Flights From Ottawa to Chicago
$653 is the best Air Canada flight deal from Ottawa to Chicago found on momondo over the last 72 hours. The average Air Canada ticket price found was closer to $912, however, with flight time and availability significantly affecting the price. Air Canada (7.1/10 from 11,847 user reviews) flies into Chicago from Ottawa 14 times in an average week so prices can vary.

Merrillville

New Buffalo

Hammond

Portage

Lansing

Saint Joseph

Benton Harbor

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Ottawa to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Ottawa to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Ottawa to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Ottawa to Chicago flights to just show those with 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?

If you are not ready to book a flight from Ottawa to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Fly into one of these airports located in Chicago

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Chicago O'Hare Intl Airport

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Cheap flights from Ottawa to Chicago from $207

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 1/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Porter Airlines flights from Ottawa to Chicago

Our best Porter Airlines deals on Ottawa to Chicago flight tickets

United Airlines flights from Ottawa to Chicago

Our best United Airlines deals on Ottawa to Chicago flight tickets

momondo Fare Finder

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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?

What 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

Traveling 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 78.5 mi from Chicago

Fly your favorite 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

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