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 63% 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.

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: 6h 03m.

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

Toronto (YTZ) was the most common stop: 88% of momondo users choosing one-stop flights on this route connected there.

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

Toronto (YYZ) has the shortest average layover time for this route: 3h 09m.

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

84 flights are operational weekly from Ottawa to Chicago as of June 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 June 2026, 12 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 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$ 572.

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

Porter Airlines, American Airlines, and United 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 2 as of June 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$ 287 Cheap Flights from Ottawa to Chicago in 2026

Q: 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$ 904 to C$ 661. The lowest price recently found on this route was C$ 551.

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

ORD

8h 40m

1 stop

11:45 a.m. - 8:05 a.m.

ORD

YOW

19h 20m

1 stop

C$ 551Multiple Airlines

Thu, 24 Sep - Sun, 27 Sep

8:40 a.m. - 2:05 p.m.

YOW

ORD

6h 25m

1 stop

11:40 a.m. - 6:24 p.m.

ORD

YOW

5h 44m

1 stop

C$ 552American Airlines

Wed, 21 Oct - Tue, 27 Oct

7:00 a.m. - 12:25 p.m.

YOW

ORD

30h 25m

2 stops

7:00 a.m. - 12:54 p.m.

ORD

YOW

4h 54m

1 stop

C$ 553Multiple Airlines

Wed, 26 Aug - Sat, 5 Sep

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

YOW

ORD

17h 35m

1 stop

3:20 p.m. - 8:05 a.m.

ORD

YOW

15h 45m

1 stop

C$ 556Multiple Airlines

Thu, 17 Sep - Mon, 21 Sep

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

YOW

ORD

17h 35m

1 stop

3:20 p.m. - 8:05 a.m.

ORD

YOW

15h 45m

1 stop

C$ 562Multiple Airlines

Thu, 10 Sep - Mon, 14 Sep

8:40 a.m. - 2:05 p.m.

YOW

ORD

6h 25m

1 stop

9:40 a.m. - 4:49 p.m.

ORD

YOW

6h 09m

1 stop

C$ 573American Airlines

Tue, 20 Oct - Mon, 26 Oct

8:00 a.m. - 11:00 a.m.

YOW

ORD

4h 00m

1 stop

7:00 a.m. - 12:54 p.m.

ORD

YOW

4h 54m

1 stop

C$ 574Porter Airlines

Wed, 2 Sep - Sat, 5 Sep

8:00 a.m. - 2:35 p.m.

YOW

MDW

7h 35m

1 stop

10:25 a.m. - 7:09 p.m.

MDW

YOW

7h 44m

1 stop

C$ 586Porter Airlines

Wed, 15 Jul - Sat, 18 Jul

10:40 a.m. - 2:35 p.m.

YOW

MDW

4h 55m

1 stop

3:20 p.m. - 8:04 p.m.

MDW

YOW

3h 44m

1 stop

C$ 587Porter Airlines

Fri, 17 Jul - Tue, 21 Jul

10:40 a.m. - 2:35 p.m.

YOW

MDW

4h 55m

1 stop

3:20 p.m. - 8:04 p.m.

MDW

YOW

3h 44m

1 stop

C$ 588Porter Airlines

Wed, 8 Jul - Tue, 21 Jul

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Porter Airlines flights from Ottawa to Chicago

Our best Porter Airlines deals on Ottawa to Chicago flight tickets

Porter Airlines

2 Sep

YOW8:00 a.m.Ottawa

4h 00m

1 stop

ORD11:00 a.m.Chicago O'Hare Intl

5 Sep

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

4h 54m

1 stop

YOW12:54 p.m.Ottawa

C$ 574

Porter Airlines

15 Jul

YOW8:00 a.m.Ottawa

7h 35m

1 stop

MDW2:35 p.m.Chicago Midway

18 Jul

MDW10:25 a.m.Chicago Midway

7h 44m

1 stop

YOW7:09 p.m.Ottawa

C$ 586

Porter Airlines

17 Jul

YOW10:40 a.m.Ottawa

4h 55m

1 stop

MDW2:35 p.m.Chicago Midway

21 Jul

MDW3:20 p.m.Chicago Midway

3h 44m

1 stop

YOW8:04 p.m.Ottawa

C$ 587

Air Canada flights from Ottawa to Chicago

Our best Air Canada deals on Ottawa to Chicago flight tickets

Air Canada

18 Jun

YOW6:45 a.m.Ottawa

7h 25m

1 stop

ORD1:10 p.m.Chicago O'Hare Intl

21 Jun

ORD5:35 p.m.Chicago O'Hare Intl

6h 10m

1 stop

YOW12:45 a.m.Ottawa

C$ 956

Air Canada

28 Jun

YOW10:44 a.m.Ottawa

2h 27m

ORD12:11 p.m.Chicago O'Hare Intl

30 Jun

ORD2:00 p.m.Chicago O'Hare Intl

4h 52m

1 stop

YOW7:52 p.m.Ottawa

C$ 970

Air Canada

21 Jun

YOW5:25 p.m.Ottawa

2h 27m

ORD6:52 p.m.Chicago O'Hare Intl

24 Jun

ORD2:00 p.m.Chicago O'Hare Intl

4h 52m

1 stop

YOW7:52 p.m.Ottawa

C$ 1,082

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 24/9

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

1 stop8h 40m

Chicago O'Hare Intl

Sun 27/9

11:45 a.m.-8:05 a.m.

1 stop19h 20m

C$ 551

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 21/10

8:40 a.m.-2:05 p.m.

1 stop6h 25m

Chicago O'Hare Intl

Tue 27/10

11:40 a.m.-6:24 p.m.

1 stop5h 44m

C$ 552

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 26/8

7:00 a.m.-12:25 p.m.

2 stops30h 25m

Chicago O'Hare Intl

Sat 5/9

7:00 a.m.-12:54 p.m.

1 stop4h 54m

C$ 553

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 17/9

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

1 stop17h 35m

Chicago O'Hare Intl

Mon 21/9

3:20 p.m.-8:05 a.m.

1 stop15h 45m

C$ 556

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 10/9

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

1 stop17h 35m

Chicago O'Hare Intl

Mon 14/9

3:20 p.m.-8:05 a.m.

1 stop15h 45m

C$ 562

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 20/10

8:40 a.m.-2:05 p.m.

1 stop6h 25m

Chicago O'Hare Intl

Mon 26/10

9:40 a.m.-4:49 p.m.

1 stop6h 09m

C$ 573

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 2/9

8:00 a.m.-11:00 a.m.

1 stop4h 00m

Chicago O'Hare Intl

Sat 5/9

7:00 a.m.-12:54 p.m.

1 stop4h 54m

C$ 574

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 15/7

8:00 a.m.-2:35 p.m.

1 stop7h 35m

Chicago Midway

Sat 18/7

10:25 a.m.-7:09 p.m.

1 stop7h 44m

C$ 586

Quickest round-trip

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 17/7

10:40 a.m.-2:35 p.m.

1 stop4h 55m

Chicago Midway

Tue 21/7

3:20 p.m.-8:04 p.m.

1 stop3h 44m

C$ 587

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 8/7

10:40 a.m.-2:35 p.m.

1 stop4h 55m

Chicago Midway

Tue 21/7

3:20 p.m.-8:04 p.m.

1 stop3h 44m

C$ 588

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?

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$ 298.

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$ 730. 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$ 739. 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$ 849 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 35% 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$ 409
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$ 409. The best round-trip flight deal from Ottawa to Chicago found on momondo in the last 72 hours is C$ 635.

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

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 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 2 as of June 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 47.93% of the total bookings. Other popular models include Airbus A319 with 13.61%, Embraer 195 E2 with 8.28%, and Airbus A321-100/200 with 4.73%.
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 46% of all bookings. The subsequent popular airlines are Porter Airlines at 37% 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
Air Canada	PriceFrom C$ 419	Free Cancellation	Rating 7.1 11,194 reviews		Search Air Canada flights
United Airlines	PriceFrom C$ 470	Free Cancellation	Rating 7.4 9,831 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$ 630, with the best United Airlines deals starting from C$ 470 round-trip. 9,830 users have rated United Airlines on momondo, with an average score of 7.4/10.
Air Canada Flights From Ottawa to Chicago
Across 11,194 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$ 419 to C$ 806. Price data is based on momondo searches in the last 72 hours.

Merrillville

Hammond

Munster

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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Fly into one of these airports located in Chicago

Chicago Midway Airport

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Cheap flights from Ottawa to Chicago from C$ 287

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 3/8. 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

Air Canada flights from Ottawa to Chicago

Our best Air Canada 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

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

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

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.

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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