Which layover airport has the shortest travel time from Ottawa to Chicago?

Flights connecting via Toronto (YTZ) have the shortest average one-way travel time: 5h 12m.

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

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

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 65% 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.

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

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

Which airport is the most popular layover for flights between Ottawa and Chicago?

Toronto (YTZ) was the most common stop: 67% of momondo users choosing one-stop flights on this route connected there.

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

As of July 2026, 12 flights take off from Ottawa and land in Chicago each day. The most common flight departure time for this route is 10:00a.m., with 75% of daily flights taking off at noon.

Which layover airport offers the lowest fares from Ottawa to Chicago?

Flights via Toronto (YTZ) offer the lowest average round-trip price of C$ 495.

Which layover airport has the shortest connection time from Ottawa to Chicago?

Toronto (YTZ) has the shortest average layover time for this route: 2h 59m.

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 July 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$ 269 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.

6:55 a.m. - 2:35 p.m.

YOW

MDW

8h 40m

1 stop

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

MDW

YOW

8h 00m

1 stop

C$ 487Multiple Airlines

Sat, 12 Sep - Sat, 19 Sep

6:55 a.m. - 2:35 p.m.

YOW

MDW

8h 40m

1 stop

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

MDW

YOW

8h 00m

1 stop

C$ 495Multiple Airlines

Sat, 12 Sep - Sun, 13 Sep

6:25 p.m. - 11:00 a.m.

YOW

MDW

17h 35m

1 stop

3:20 p.m. - 12:52 p.m.

MDW

YOW

20h 32m

1 stop

C$ 501Multiple Airlines

Tue, 8 Sep - Sun, 13 Sep

6:55 a.m. - 7:48 p.m.

YOW

ORD

13h 53m

1 stop

5:35 p.m. - 9:15 a.m.

ORD

YOW

14h 40m

1 stop

C$ 506Multiple Airlines

Fri, 11 Sep - Fri, 18 Sep

5:20 p.m. - 8:41 p.m.

YOW

ORD

4h 21m

1 stop

7:25 a.m. - 1:17 p.m.

ORD

YOW

4h 52m

1 stop

C$ 750Air Canada

Tue, 15 Sep - Sat, 19 Sep

5:20 p.m. - 8:51 p.m.

YOW

ORD

4h 31m

1 stop

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

ORD

YOW

4h 52m

1 stop

C$ 755Air Canada

Sat, 5 Sep - Sat, 19 Sep

12:00 p.m. - 4:57 p.m.

YOW

ORD

5h 57m

1 stop

9:55 a.m. - 5:15 p.m.

ORD

YOW

6h 20m

1 stop

C$ 826Air Canada

Fri, 4 Sep - Mon, 7 Sep

6:05 a.m. - 4:52 p.m.

YOW

ORD

11h 47m

2 stops

9:35 p.m. - 9:56 a.m.

ORD

YOW

11h 21m

2 stops

C$ 945United Airlines

Wed, 23 Sep - Wed, 23 Sep

6:25 a.m. - 7:44 a.m.

YOW

ORD

2h 19mdirect

9:42 p.m. - 9:56 a.m.

ORD

YOW

11h 14m

1 stop

C$ 956United Airlines

Fri, 18 Sep - Sun, 20 Sep

6:25 a.m. - 7:44 a.m.

YOW

ORD

2h 19mdirect

7:45 p.m. - 9:11 a.m.

ORD

YOW

12h 26m

1 stop

C$ 956United Airlines

Wed, 23 Sep - Wed, 23 Sep

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American Airlines flights from Ottawa to Chicago

Our best American Airlines deals on Ottawa to Chicago flight tickets

American Airlines

9 Sep

YOW8:40 a.m.Ottawa

6h 40m

1 stop

ORD2:20 p.m.Chicago O'Hare Intl

13 Sep

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

5h 52m

1 stop

YOW2:55 p.m.Ottawa

C$ 570

American Airlines

8 Sep

YOW8:40 a.m.Ottawa

6h 40m

1 stop

ORD2:20 p.m.Chicago O'Hare Intl

15 Sep

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

5h 52m

1 stop

YOW2:55 p.m.Ottawa

C$ 578

American Airlines

23 Sep

YOW7:00 a.m.Ottawa

6h 45m

1 stop

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

20 Oct

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

5h 49m

1 stop

YOW2:55 p.m.Ottawa

C$ 613

WestJet flights from Ottawa to Chicago

Our best WestJet deals on Ottawa to Chicago flight tickets

WestJet

2 Oct

YOW7:20 a.m.Ottawa

10h 20m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

5 Oct

ORD5:30 p.m.Chicago O'Hare Intl

11h 05m

1 stop

YOW5:35 a.m.Ottawa

C$ 550

WestJet

2 Oct

YOW7:20 a.m.Ottawa

10h 20m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

4 Oct

ORD5:30 p.m.Chicago O'Hare Intl

11h 05m

1 stop

YOW5:35 a.m.Ottawa

C$ 564

WestJet

11 Sep

YOW7:20 a.m.Ottawa

10h 20m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

13 Sep

ORD5:30 p.m.Chicago O'Hare Intl

11h 05m

1 stop

YOW5:35 a.m.Ottawa

C$ 573

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 12/9

6:55 a.m.-2:35 p.m.

1 stop8h 40m

Chicago Midway

Sat 19/9

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

1 stop8h 00m

C$ 487

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 12/9

6:55 a.m.-2:35 p.m.

1 stop8h 40m

Chicago Midway

Sun 13/9

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

1 stop8h 00m

C$ 495

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 8/9

6:25 p.m.-11:00 a.m.

1 stop17h 35m

Chicago Midway

Sun 13/9

3:20 p.m.-12:52 p.m.

1 stop20h 32m

C$ 501

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 11/9

6:55 a.m.-7:48 p.m.

1 stop13h 53m

Chicago O'Hare Intl

Fri 18/9

5:35 p.m.-9:15 a.m.

1 stop14h 40m

C$ 506

Quickest round-trip

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 15/9

5:20 p.m.-8:41 p.m.

1 stop4h 21m

Chicago O'Hare Intl

Sat 19/9

7:25 a.m.-1:17 p.m.

1 stop4h 52m

C$ 750

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sat 5/9

5:20 p.m.-8:51 p.m.

1 stop4h 31m

Chicago O'Hare Intl

Sat 19/9

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

1 stop4h 52m

C$ 754

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 4/9

12:00 p.m.-4:57 p.m.

1 stop5h 57m

Chicago O'Hare Intl

Mon 7/9

9:55 a.m.-5:15 p.m.

1 stop6h 20m

C$ 826

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 23/9

6:05 a.m.-4:52 p.m.

2 stops11h 47m

Chicago O'Hare Intl

Wed 23/9

9:35 p.m.-9:56 a.m.

2 stops11h 21m

C$ 945

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 18/9

6:25 a.m.-7:44 a.m.

Nonstop2h 19m

Chicago O'Hare Intl

Sun 20/9

9:42 p.m.-9:56 a.m.

1 stop11h 14m

C$ 956

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 23/9

6:25 a.m.-7:44 a.m.

Nonstop2h 19m

Chicago O'Hare Intl

Wed 23/9

7:45 p.m.-9:11 a.m.

1 stop12h 26m

C$ 956

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

Layovers

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$ 499 to C$ 663.
The lowest price recently found on this route was C$ 487.

What is the cheapest month to fly to Chicago?

The month of October is another great option to travel to Chicago, with average flight prices from Ottawa averaging around C$ 550.

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$ 762. 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$ 1,012. 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$ 756. 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$ 854 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 41% 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$ 373
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 C$ 373. The best round-trip flight deal from Ottawa to Chicago found on momondo in the last 72 hours is C$ 796.

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?
A flight from Ottawa to Chicago will travel around 1035.5 km. In terms of flight time, this usually takes a little over 2h 19m.
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 July 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 46.32% of the total bookings. Other popular models include Airbus A319 with 30.53%, Embraer 195 E2 with 4.21%, and Airbus A321-100/200 with 3.16%.
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 United Airlines, representing 47% of all bookings. The subsequent popular airlines are Porter Airlines at 34% and Air Canada at 20%.

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$ 423	Free Cancellation	Rating 7.1 11,403 reviews		Search Air Canada flights
United Airlines	PriceFrom C$ 481	Free Cancellation	Rating 7.4 10,052 reviews		Search United Airlines flights

United Airlines Flights From Ottawa to Chicago
Across 21 United Airlines flights from Ottawa to Chicago this week, the average price was C$ 779, with the best United Airlines deals starting from C$ 481 round-trip. 10,052 users have rated United Airlines on momondo, with an average score of 7.4/10.
Air Canada Flights From Ottawa to Chicago
Across 11,403 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$ 423 to C$ 1,000. Price data is based on momondo searches in the last 72 hours.

Merrillville

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

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Thu 27/8

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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$ 269

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 14/9. 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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American Airlines flights from Ottawa to Chicago

Our best American Airlines deals on Ottawa to Chicago flight tickets

WestJet flights from Ottawa to Chicago

Our best WestJet 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?

Which airlines fly to Chicago?

Which airport is the most popular layover for flights between Ottawa and Chicago?

Which layover airport offers the lowest fares from Ottawa to Chicago?

Which layover airport has the shortest travel time from Ottawa to Chicago?

Which layover airport has the shortest connection time from Ottawa 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

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