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

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

As of April 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 69% of daily flights taking off at noon.

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 60% 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.

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

86 flights are operational weekly from Ottawa to Chicago as of April 2026. The most popular departure day for this route is Mon, with 15% of flights per week 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 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 3 as of April 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$ 240 Cheap Flights from Ottawa to Chicago in 2026

1 adult

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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.

7:00 a.m. - 11:13 p.m.

YOW

ORD

17h 13m

1 stop

8:05 a.m. - 12:20 a.m.

ORD

YOW

15h 15m

2 stops

C$ 459Multiple Airlines

Sat, 30 May - Sat, 6 Jun

7:00 a.m. - 11:13 p.m.

YOW

ORD

17h 13m

1 stop

8:05 a.m. - 12:20 a.m.

ORD

YOW

15h 15m

2 stops

C$ 484Multiple Airlines

Sat, 30 May - Sat, 6 Jun

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

YOW

MDW

8h 40m

1 stop

4:52 p.m. - 12:20 a.m.

MDW

YOW

30h 28m

2 stops

C$ 486Multiple Airlines

Wed, 6 May - Mon, 11 May

4:15 p.m. - 12:24 a.m.

YOW

ORD

9h 09m

1 stop

1:49 p.m. - 12:15 p.m.

ORD

YOW

21h 26m

1 stop

C$ 495Multiple Airlines

Thu, 30 Apr - Mon, 4 May

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

YOW

ORD

13h 11m

2 stops

5:30 p.m. - 2:33 p.m.

ORD

YOW

20h 03m

1 stop

C$ 502Multiple Airlines

Wed, 6 May - Thu, 14 May

9:05 a.m. - 8:11 p.m.

YOW

ORD

12h 06m

1 stop

5:30 p.m. - 2:33 p.m.

ORD

YOW

20h 03m

1 stop

C$ 505Multiple Airlines

Wed, 6 May - Thu, 14 May

4:15 p.m. - 12:24 a.m.

YOW

ORD

9h 09m

1 stop

1:49 p.m. - 10:59 a.m.

ORD

YOW

20h 10m

2 stops

C$ 507Multiple Airlines

Thu, 30 Apr - Mon, 4 May

7:00 a.m. - 9:17 p.m.

YOW

ORD

15h 17m

2 stops

12:59 p.m. - 12:15 p.m.

ORD

YOW

22h 16m

1 stop

C$ 509Multiple Airlines

Sat, 2 May - Mon, 4 May

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

YOW

MDW

7h 35m

1 stop

10:25 a.m. - 5:54 p.m.

MDW

YOW

6h 29m

1 stop

C$ 575Porter Airlines

Thu, 28 May - Thu, 4 Jun

11:00 a.m. - 2:35 p.m.

YOW

MDW

4h 35m

1 stop

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

MDW

YOW

3h 44m

1 stop

C$ 588Porter Airlines

Tue, 5 May - Fri, 29 May

WestJet flights from Ottawa to Chicago

Our best WestJet deals on Ottawa to Chicago flight tickets

WestJet

5 Jun

YOW7:20 a.m.Ottawa

10h 20m

1 stop

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

8 Jun

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

11h 05m

1 stop

YOW5:35 a.m.Ottawa

C$ 569

WestJet

21 May

YOW7:20 a.m.Ottawa

10h 20m

1 stop

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

25 May

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

11h 05m

1 stop

YOW5:35 a.m.Ottawa

C$ 590

WestJet

29 Apr

YOW6:55 a.m.Ottawa

10h 31m

2 stops

MDW4:26 p.m.Chicago Midway

2 May

MDW2:12 p.m.Chicago Midway

26h 23m

2 stops

YOW5:35 p.m.Ottawa

C$ 946

Porter Airlines flights from Ottawa to Chicago

Our best Porter Airlines deals on Ottawa to Chicago flight tickets

Porter Airlines

28 May

YOW8:00 a.m.Ottawa

7h 35m

1 stop

MDW2:35 p.m.Chicago Midway

4 Jun

MDW10:25 a.m.Chicago Midway

6h 29m

1 stop

YOW5:54 p.m.Ottawa

C$ 575

Porter Airlines

5 May

YOW11:00 a.m.Ottawa

4h 35m

1 stop

MDW2:35 p.m.Chicago Midway

29 May

MDW3:20 p.m.Chicago Midway

3h 44m

1 stop

YOW8:04 p.m.Ottawa

C$ 588

Porter Airlines

17 May

YOW11:00 a.m.Ottawa

4h 35m

1 stop

MDW2:35 p.m.Chicago Midway

28 May

MDW3:20 p.m.Chicago Midway

3h 44m

1 stop

YOW8:04 p.m.Ottawa

C$ 590

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sat 30/5

7:00 a.m.-11:13 p.m.

1 stop17h 13m

Chicago O'Hare Intl

Sat 6/6

8:05 a.m.-12:20 a.m.

2 stops15h 15m

C$ 459

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sat 30/5

7:00 a.m.-11:13 p.m.

1 stop17h 13m

Chicago O'Hare Intl

Sat 6/6

8:05 a.m.-12:20 a.m.

2 stops15h 15m

C$ 484

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 6/5

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

1 stop8h 40m

Chicago Midway

Mon 11/5

4:52 p.m.-12:20 a.m.

2 stops30h 28m

C$ 486

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 30/4

4:15 p.m.-12:24 a.m.

1 stop9h 09m

Chicago O'Hare Intl

Mon 4/5

1:49 p.m.-12:15 p.m.

1 stop21h 26m

C$ 495

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 6/5

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

2 stops13h 11m

Chicago O'Hare Intl

Thu 14/5

5:30 p.m.-2:33 p.m.

1 stop20h 03m

C$ 502

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 6/5

9:05 a.m.-8:11 p.m.

1 stop12h 06m

Chicago O'Hare Intl

Thu 14/5

5:30 p.m.-2:33 p.m.

1 stop20h 03m

C$ 505

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 30/4

4:15 p.m.-12:24 a.m.

1 stop9h 09m

Chicago O'Hare Intl

Mon 4/5

1:49 p.m.-10:59 a.m.

2 stops20h 10m

C$ 507

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sat 2/5

7:00 a.m.-9:17 p.m.

2 stops15h 17m

Chicago O'Hare Intl

Mon 4/5

12:59 p.m.-12:15 p.m.

1 stop22h 16m

C$ 509

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 28/5

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

1 stop7h 35m

Chicago Midway

Thu 4/6

10:25 a.m.-5:54 p.m.

1 stop6h 29m

C$ 575

Quickest round-trip

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 5/5

11:00 a.m.-2:35 p.m.

1 stop4h 35m

Chicago Midway

Fri 29/5

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

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 May is another great option to travel to Chicago, with average flight prices from Ottawa averaging around C$ 385.

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$ 706. 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$ 911. 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$ 728. 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$ 846 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 63% 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$ 289
Fastest flight time	2h 08m
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$ 289. The best round-trip flight deal from Ottawa to Chicago found on momondo in the last 72 hours is C$ 553.

The fastest flight from Ottawa to Chicago takes 2h 08m

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 08m.
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 3 as of April 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 195 E2, making up 32.22% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 31.67%, Airbus A321-100/200 with 6.11%, and Canadair (Bombardier) Regional Jet CRJ-550 with 6.11%.
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 44% of all bookings. The subsequent popular airlines are Porter Airlines at 42% and Air Canada at 14%.

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
Porter Airlines	PriceFrom C$ 318	Free Cancellation	Rating 8.0 435 reviews	Search Porter Airlines flights
Air Canada	PriceFrom C$ 420	Free Cancellation	Rating 7.1 10,934 reviews	Search Air Canada flights
United Airlines	PriceFrom C$ 460	Free Cancellation	Rating 7.4 9,604 reviews	Search United Airlines flights

United Airlines Flights From Ottawa to Chicago
Across 26 United Airlines flights from Ottawa to Chicago this week, the average price was C$ 567, with the best United Airlines deals starting from C$ 460 round-trip. 9,603 users have rated United Airlines on momondo, with an average score of 7.4/10.
Air Canada Flights From Ottawa to Chicago
Across 10,932 Air Canada reviews on momondo, the average score is 7.1/10. Air Canada flies from Ottawa to Chicago about 20 times each week, with ticket deals ranging from C$ 420 to C$ 549. 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

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.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Sun 17/5

Sun 24/5

Email me momondo's favourite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Nearby airports

Airlines

Cabin classes

Other United States destinations

Other flights from Ottawa

Complete your trip

Feeling lucky

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$ 240

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 29/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Ottawa to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last-minute flights

Cheap direct flights

WestJet flights from Ottawa to Chicago

Our best WestJet deals on Ottawa to Chicago flight tickets

Porter Airlines flights from Ottawa to Chicago

Our best Porter Airlines deals on Ottawa to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Ottawa to Chicago that are best for you.

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?

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

Fly to other destinations from Ottawa

According to popular flight searches on momondo this year

Complete your trip to Chicago

Explore popular destinations other users love

According to popular flight searches on momondo this year