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.

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

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

As of September 2026, there are 10 flights per day flying from Ottawa to Chicago. The most common time of day flights depart is 6:00AM, with 57% of flights taking off at noon.

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

As of September 2026, 75 flights take off from Ottawa and land in Chicago each week. The most common flight departure day for this route is Wed, with 17% of weekly flights taking off on this day.

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 September 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.

$199 Cheap Flights from Ottawa to Chicago in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Ottawa to Chicago

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

10:40 am - 2:35 pmYOW Ottawa-MDW Chicago Midway

4h 55m1 stop Toronto Island

11:45 am - 5:52 pmMDW Chicago Midway-YOW Ottawa

5h 07m1 stop Toronto Island

$332Porter Airlines

Sat, Oct 17 - Wed, Oct 21

5:30 am - 5:40 pmYOW Ottawa-ORD Chicago O'Hare Intl

13h 10m1 stop Toronto Pearson Intl

8:00 am - 5:20 pmORD Chicago O'Hare Intl-YOW Ottawa

8h 20m1 stop Fort Lauderdale

$343Multiple Airlines

Sun, Oct 25 - Thu, Oct 29

6:25 pm - 11:40 amYOW Ottawa-ORD Chicago O'Hare Intl

18h 15m1 stop Toronto Pearson Intl

8:00 am - 5:20 pmORD Chicago O'Hare Intl-YOW Ottawa

8h 20m1 stop Fort Lauderdale

$352Multiple Airlines

Sat, Oct 24 - Thu, Oct 29

5:30 am - 5:40 pmYOW Ottawa-ORD Chicago O'Hare Intl

13h 10m1 stop Toronto Pearson Intl

12:20 pm - 12:44 amORD Chicago O'Hare Intl-YOW Ottawa

11h 24m1 stop Toronto Island

$358Multiple Airlines

Sun, Oct 25 - Sat, Oct 31

9:00 am - 1:23 pmYOW Ottawa-ORD Chicago O'Hare Intl

5h 23m1 stop Toronto Pearson Intl

7:09 am - 1:10 pmORD Chicago O'Hare Intl-YOW Ottawa

5h 01m1 stop Toronto Pearson Intl

$654Air Canada

Sun, Oct 4 - Thu, Oct 8

4:00 pm - 7:48 pmYOW Ottawa-ORD Chicago O'Hare Intl

4h 48m1 stop Toronto Pearson Intl

9:55 am - 3:10 pmORD Chicago O'Hare Intl-YOW Ottawa

4h 15m1 stop Toronto Pearson Intl

$671Air Canada

Sat, Oct 10 - Tue, Oct 13

6:15 am - 8:03 amYOW Ottawa-ORD Chicago O'Hare Intl

2h 48mnonstop

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

2h 27mnonstop

$683United Airlines

Thu, Dec 31 - Fri, Jan 22

4:36 pm - 6:12 pmYOW Ottawa-ORD Chicago O'Hare Intl

2h 36mnonstop

11:00 am - 2:18 pmORD Chicago O'Hare Intl-YOW Ottawa

2h 18mnonstop

$683United Airlines

Thu, Feb 11 - Tue, Feb 16

5:20 pm - 6:46 pmYOW Ottawa-ORD Chicago O'Hare Intl

2h 26mnonstop

3:00 pm - 10:35 pmORD Chicago O'Hare Intl-YOW Ottawa

6h 35m1 stop Newark

$683United Airlines

Mon, Oct 19 - Wed, Oct 21

10:00 am - 3:51 pmYOW Ottawa-ORD Chicago O'Hare Intl

6h 51m1 stop Toronto Pearson Intl

7:03 am - 2:07 pmORD Chicago O'Hare Intl-YOW Ottawa

6h 04m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$707Air Canada

Fri, Oct 23 - Sun, Oct 25

Cheap last minute flights

Enter your travel dates to find the best prices.

8:15 pm - 4:40 pmYOW Ottawa-ORD Chicago O'Hare Intl

21h 25m1 stop Calgary

5:30 pm - 5:35 amORD Chicago O'Hare Intl-YOW Ottawa

11h 05m1 stop Calgary

$580WestJet

Mon, Sep 21 - Tue, Sep 29

7:00 am - 12:45 pmYOW Ottawa-ORD Chicago O'Hare Intl

6h 45m1 stop Toronto Pearson Intl

8:03 am - 2:55 pmORD Chicago O'Hare Intl-YOW Ottawa

5h 52m1 stop Toronto Pearson Intl

$597American Airlines

Wed, Sep 23 - Tue, Sep 29

10:40 am - 2:35 pmYOW Ottawa-MDW Chicago Midway

4h 55m1 stop Toronto Island

3:20 pm - 8:02 pmMDW Chicago Midway-YOW Ottawa

3h 42m1 stop Toronto Island

$616Porter Airlines

Wed, Sep 23 - Tue, Sep 29

10:40 am - 2:35 pmYOW Ottawa-MDW Chicago Midway

4h 55m1 stop Toronto Island

3:20 pm - 8:02 pmMDW Chicago Midway-YOW Ottawa

3h 42m1 stop Toronto Island

$617Porter Airlines

Mon, Sep 21 - Tue, Sep 29

6:25 am - 7:44 amYOW Ottawa-ORD Chicago O'Hare Intl

2h 19mnonstop

7:25 am - 1:17 pmORD Chicago O'Hare Intl-YOW Ottawa

4h 52m1 stop Toronto Island

$857Air Canada

Wed, Sep 23 - Tue, Sep 29

10:37 am - 12:00 pmYOW Ottawa-ORD Chicago O'Hare Intl

2h 23mnonstop

7:25 am - 1:17 pmORD Chicago O'Hare Intl-YOW Ottawa

4h 52m1 stop Toronto Island

$888Air Canada

Mon, Sep 21 - Tue, Sep 29

6:25 am - 7:44 amYOW Ottawa-ORD Chicago O'Hare Intl

2h 19mnonstop

7:25 am - 1:17 pmORD Chicago O'Hare Intl-YOW Ottawa

4h 52m1 stop Toronto Island

$888Air Canada

Wed, Sep 23 - Tue, Sep 29

6:25 am - 7:44 amYOW Ottawa-ORD Chicago O'Hare Intl

2h 19mnonstop

7:52 pm - 9:11 amORD Chicago O'Hare Intl-YOW Ottawa

12h 19m1 stop Newark

$936United Airlines

Wed, Sep 23 - Tue, Sep 29

6:00 am - 1:02 pmYOW Ottawa-ORD Chicago O'Hare Intl

8h 02m2 stops Washington, D.C. Dulles Intl Indianapolis

6:00 pm - 9:11 amORD Chicago O'Hare Intl-YOW Ottawa

14h 11m1 stop Newark

$936United Airlines

Wed, Sep 23 - Tue, Sep 29

6:25 am - 7:44 amYOW Ottawa-ORD Chicago O'Hare Intl

2h 19mnonstop

10:40 am - 1:59 pmORD Chicago O'Hare Intl-YOW Ottawa

2h 19mnonstop

$940United Airlines

Wed, Sep 23 - Tue, Sep 29

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Porter Airlines flights from Ottawa to Chicago

Our best Porter Airlines deals on Ottawa to Chicago flight tickets

Porter Airlines

Oct 17

YOW10:40 amOttawa

4h 55m

1 stop

MDW2:35 pmChicago Midway

Oct 21

MDW11:45 amChicago Midway

5h 07m

1 stop

YOW5:52 pmOttawa

$332

Porter Airlines

Nov 4

YOW8:25 amOttawa

4h 15m

1 stop

ORD11:40 amChicago O'Hare Intl

Nov 9

ORD12:20 pmChicago O'Hare Intl

4h 54m

1 stop

YOW6:14 pmOttawa

$393

Porter Airlines

Dec 11

YOW12:15 pmOttawa

6h 25m

1 stop

ORD5:40 pmChicago O'Hare Intl

Dec 13

ORD12:20 pmChicago O'Hare Intl

4h 54m

1 stop

YOW6:14 pmOttawa

$408

American Airlines flights from Ottawa to Chicago

Our best American Airlines deals on Ottawa to Chicago flight tickets

American Airlines

Sep 23

YOW7:00 amOttawa

6h 45m

1 stop

ORD12:45 pmChicago O'Hare Intl

Sep 29

ORD8:03 amChicago O'Hare Intl

5h 52m

1 stop

YOW2:55 pmOttawa

$597

American Airlines

Sep 21

YOW7:00 amOttawa

6h 45m

1 stop

ORD12:45 pmChicago O'Hare Intl

Sep 29

ORD8:03 amChicago O'Hare Intl

5h 52m

1 stop

YOW2:55 pmOttawa

$637

American Airlines

Sep 30

YOW7:00 amOttawa

6h 45m

1 stop

ORD12:45 pmChicago O'Hare Intl

Oct 2

ORD8:03 amChicago O'Hare Intl

5h 52m

1 stop

YOW2:55 pmOttawa

$638

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Sat 10/17

10:40 am-2:35 pm

1 stop4h 55m

Chicago Midway

Wed 10/21

11:45 am-5:52 pm

1 stop5h 07m

$332

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Sun 10/25

5:30 am-5:40 pm

1 stop13h 10m

Chicago O'Hare Intl

Thu 10/29

8:00 am-5:20 pm

1 stop8h 20m

$343

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Sat 10/24

6:25 pm-11:40 am

1 stop18h 15m

Chicago O'Hare Intl

Thu 10/29

8:00 am-5:20 pm

1 stop8h 20m

$352

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Sun 10/25

5:30 am-5:40 pm

1 stop13h 10m

Chicago O'Hare Intl

Sat 10/31

12:20 pm-12:44 am

1 stop11h 24m

$358

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Sun 10/4

9:00 am-1:23 pm

1 stop5h 23m

Chicago O'Hare Intl

Thu 10/8

7:09 am-1:10 pm

1 stop5h 01m

$654

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Sat 10/10

4:00 pm-7:48 pm

1 stop4h 48m

Chicago O'Hare Intl

Tue 10/13

9:55 am-3:10 pm

1 stop4h 15m

$671

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Thu 12/31

6:15 am-8:03 am

Nonstop2h 48m

Chicago O'Hare Intl

Fri 1/22

5:56 pm-9:23 pm

Nonstop2h 27m

$683

Quickest round-trip

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Thu 2/11

4:36 pm-6:12 pm

Nonstop2h 36m

Chicago O'Hare Intl

Tue 2/16

11:00 am-2:18 pm

Nonstop2h 18m

$683

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Mon 10/19

5:20 pm-6:46 pm

Nonstop2h 26m

Chicago O'Hare Intl

Wed 10/21

3:00 pm-10:35 pm

1 stop6h 35m

$683

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Fri 10/23

10:00 am-3:51 pm

1 stop6h 51m

Chicago O'Hare Intl

Sun 10/25

7:03 am-2:07 pm

2 stops6h 04m

$707

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 $400 to $685.
The lowest price recently found on this route was $332.

What is the cheapest month to fly to Chicago?

The month of March is, on average, the cheapest month to fly to Chicago from Ottawa, with most prices found around $406. If you’re not able to fly to Chicago in March, then February is your next best option. Flight prices from Ottawa to Chicago during February average around $411.

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 $547. 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 $729.

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 $564. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $642.

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 40% 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	$199
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 $199. The best round-trip flight deal from Ottawa to Chicago found on momondo in the last 72 hours is $332.

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).

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 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 September 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) (46.11% of total bookings). The next most popular plane models are Airbus A319 (35.63%), Embraer 195 E2 (6.89%), and Boeing 777-300ER (1.50%).
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 $521	Free Cancellation	Rating 7.4 10,224 reviews		Search United Airlines flights
Air Canada	PriceFrom $653	Free Cancellation	Rating 7.1 11,649 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 $521. Generally, United Airlines has 19 flights on this route every week with an average price of $724. United Airlines is rated 7.4/10 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 $918, however, with flight time and availability significantly affecting the price. Air Canada (7.1/10 from 11,649 user reviews) flies into Chicago from Ottawa 19 times in an average week so prices can vary.

Merrillville

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Hammond

Portage

Benton Harbor

Lansing

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Porter

Crown Point

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

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from Ottawa to Chicago from $199

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 11/3. 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

American Airlines flights from Ottawa to Chicago

Our best American Airlines deals on Ottawa to Chicago flight tickets

momondo Fare Finder

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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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