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

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

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 3 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?

As of August 2026, 84 flights take off from Ottawa and land in Chicago each week. The most common flight departure day for this route is Mon, with 14% of weekly flights taking off on this day.

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

As of August 2026, there are 12 flights per day flying from Ottawa to Chicago. The most common time of day flights depart is 10:00AM, with 75% of flights taking off at noon.

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 August 2026, there is 1 operator 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.

$208 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.

6:25 pm - 11:00 am

YOW

MDW

17h 35m

1 stop

3:20 pm - 8:05 am

MDW

YOW

15h 45m

1 stop

$371Multiple Airlines

Fri, Sep 18 - Mon, Sep 21

7:20 am - 4:40 pm

YOW

ORD

10h 20m

1 stop

5:30 pm - 5:35 am

ORD

YOW

11h 05m

1 stop

$378WestJet

Sun, Sep 6 - Sun, Sep 13

7:00 am - 12:45 pm

YOW

ORD

6h 45m

1 stop

8:03 am - 2:55 pm

ORD

YOW

5h 52m

1 stop

$388American Airlines

Thu, Sep 10 - Sun, Sep 13

7:00 am - 12:45 pm

YOW

ORD

6h 45m

1 stop

8:03 am - 2:55 pm

ORD

YOW

5h 52m

1 stop

$388American Airlines

Tue, Sep 15 - Tue, Sep 22

7:00 am - 10:59 pm

YOW

ORD

16h 59m

1 stop

12:56 pm - 3:15 pm

ORD

YOW

49h 19m

2 stops

$389Multiple Airlines

Sat, Sep 12 - Sat, Sep 19

8:15 pm - 4:40 pm

YOW

ORD

21h 25m

1 stop

5:30 pm - 5:35 am

ORD

YOW

11h 05m

1 stop

$394WestJet

Mon, Sep 14 - Fri, Sep 18

8:15 pm - 4:40 pm

YOW

ORD

21h 25m

1 stop

5:30 pm - 5:35 am

ORD

YOW

11h 05m

1 stop

$394WestJet

Mon, Sep 14 - Sun, Sep 20

7:00 am - 12:45 pm

YOW

ORD

6h 45m

1 stop

8:03 am - 2:55 pm

ORD

YOW

5h 52m

1 stop

$395American Airlines

Tue, Sep 15 - Mon, Sep 21

6:05 am - 8:07 pm

YOW

ORD

15h 02m

1 stop

5:00 am - 10:35 pm

ORD

YOW

16h 35m

1 stop

$597United Airlines

Wed, Aug 26 - Wed, Sep 2

6:05 am - 8:07 pm

YOW

ORD

15h 02m

1 stop

5:00 am - 10:35 pm

ORD

YOW

16h 35m

1 stop

$614United Airlines

Wed, Aug 26 - Wed, Sep 2

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WestJet flights from Ottawa to Chicago

Our best WestJet deals on Ottawa to Chicago flight tickets

WestJet

Sep 6

YOW7:20 amOttawa

10h 20m

1 stop

ORD4:40 pmChicago O'Hare Intl

Sep 13

ORD5:30 pmChicago O'Hare Intl

11h 05m

1 stop

YOW5:35 amOttawa

$378

WestJet

Sep 14

YOW8:15 pmOttawa

21h 25m

1 stop

ORD4:40 pmChicago O'Hare Intl

Sep 20

ORD5:30 pmChicago O'Hare Intl

11h 05m

1 stop

YOW5:35 amOttawa

$394

WestJet

Oct 1

YOW4:15 pmOttawa

25h 25m

1 stop

ORD4:40 pmChicago O'Hare Intl

Oct 4

ORD5:30 pmChicago O'Hare Intl

11h 05m

1 stop

YOW5:35 amOttawa

$409

American Airlines flights from Ottawa to Chicago

Our best American Airlines deals on Ottawa to Chicago flight tickets

American Airlines

Sep 10

YOW7:00 amOttawa

6h 45m

1 stop

ORD12:45 pmChicago O'Hare Intl

Sep 13

ORD8:03 amChicago O'Hare Intl

5h 52m

1 stop

YOW2:55 pmOttawa

$388

American Airlines

Sep 15

YOW7:00 amOttawa

6h 45m

1 stop

ORD12:45 pmChicago O'Hare Intl

Sep 22

ORD8:03 amChicago O'Hare Intl

5h 52m

1 stop

YOW2:55 pmOttawa

$395

American Airlines

Sep 12

YOW7:00 amOttawa

8h 20m

1 stop

ORD2:20 pmChicago O'Hare Intl

Sep 16

ORD8:03 amChicago O'Hare Intl

5h 52m

1 stop

YOW2:55 pmOttawa

$432

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 9/18

6:25 pm-11:00 am

1 stop17h 35m

Chicago Midway

Mon 9/21

3:20 pm-8:05 am

1 stop15h 45m

$371

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sun 9/6

7:20 am-4:40 pm

1 stop10h 20m

Chicago O'Hare Intl

Sun 9/13

5:30 pm-5:35 am

1 stop11h 05m

$378

Quickest round-trip

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 9/10

7:00 am-12:45 pm

1 stop6h 45m

Chicago O'Hare Intl

Sun 9/13

8:03 am-2:55 pm

1 stop5h 52m

$388

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 9/15

7:00 am-12:45 pm

1 stop6h 45m

Chicago O'Hare Intl

Tue 9/22

8:03 am-2:55 pm

1 stop5h 52m

$388

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sat 9/12

7:00 am-10:59 pm

1 stop16h 59m

Chicago O'Hare Intl

Sat 9/19

12:56 pm-3:15 pm

2 stops49h 19m

$389

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Mon 9/14

8:15 pm-4:40 pm

1 stop21h 25m

Chicago O'Hare Intl

Fri 9/18

5:30 pm-5:35 am

1 stop11h 05m

$394

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Mon 9/14

8:15 pm-4:40 pm

1 stop21h 25m

Chicago O'Hare Intl

Sun 9/20

5:30 pm-5:35 am

1 stop11h 05m

$394

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 9/15

7:00 am-12:45 pm

1 stop6h 45m

Chicago O'Hare Intl

Mon 9/21

8:03 am-2:55 pm

1 stop5h 52m

$395

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 8/26

6:05 am-8:07 pm

1 stop15h 02m

Chicago O'Hare Intl

Wed 9/2

5:00 am-10:35 pm

1 stop16h 35m

$597

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 8/26

6:05 am-8:07 pm

1 stop15h 02m

Chicago O'Hare Intl

Wed 9/2

5:00 am-10:35 pm

1 stop16h 35m

$614

Flights are sorted by cheapest round-trip flights first.

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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 typical for flights on this route.

Typical prices usually range from $354 to $470.
The lowest price recently found on this route was $371.

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Ottawa, with most prices found around $377. If you’re not able to fly to Chicago in September, then October is your next best option. Flight prices from Ottawa to Chicago during October average around $390.

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 Tuesday when prices can be found for as low as $539. 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 $709.

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 $571. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $626.

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 39% 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	$314
Fastest flight time	2h 19m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Ottawa in the past 72 hours is $314. The best round-trip flight deal from Ottawa to Chicago found on momondo in the last 72 hours is $484.

The fastest flight from Ottawa to Chicago takes 2h 19m

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).

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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 19m 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 August 2026, there is 1 operator 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) (46.32% of total bookings). The next most popular plane models are Airbus A319 (30.53%), Embraer 195 E2 (4.21%), and Airbus A321-100/200 (3.16%).
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 (76% of total bookings). The next most popular airline is United Airlines (24%).

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 $520	Free Cancellation	Rating 7.4 10,058 reviews		Search United Airlines flights

United Airlines Flights From Ottawa to Chicago
The lowest priced United Airlines flight from Ottawa to Chicago from the last 72 hours was $520. Generally, United Airlines has 21 flights on this route every week with an average price of $689. United Airlines is rated 7.4/10 by our users.

Merrillville

New Buffalo

Hammond

Portage

Benton Harbor

Lansing

Saint Joseph

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 Greater Rockford Airport

Cheap flights from Ottawa to Chicago from $208

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 8/28. 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 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

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According to popular flight searches on momondo this year

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