Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Ottawa to Chicago from $160

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 12/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

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

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Ottawa to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
4:15 pm - 12:09 amYOW-ORD
8h 54m1 stop
Multiple Airlines Logo
7:10 am - 12:25 amORD-YOW
16h 15m1 stop
$284Multiple Airlines
Find Deal
Thu, Dec 4 - Sun, Dec 7
Multiple Airlines Logo
9:30 am - 11:08 amYOW-ORD
26h 38m3 stops
Multiple Airlines Logo
7:10 am - 12:25 amORD-YOW
16h 15m1 stop
$297Multiple Airlines
Find Deal
Thu, Dec 4 - Sun, Dec 7
Multiple Airlines Logo
4:15 pm - 12:09 amYOW-ORD
8h 54m1 stop
Multiple Airlines Logo
7:10 am - 12:25 amORD-YOW
16h 15m1 stop
$302Multiple Airlines
Find Deal
Thu, Dec 4 - Sun, Dec 7
Multiple Airlines Logo
9:30 am - 5:04 pmYOW-ORD
8h 34m1 stop
Multiple Airlines Logo
6:05 am - 5:13 pmORD-YOW
10h 08m1 stop
$304Multiple Airlines
Find Deal
Mon, Jan 12 - Tue, Jan 13
Porter Airlines Logo
8:40 am - 3:20 pmYOW-MDW
7h 40m1 stop
Porter Airlines Logo
11:00 am - 5:29 pmMDW-YOW
5h 29m1 stop
$398Porter Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8
WestJet Logo
5:45 pm - 1:35 pmYOW-ORD
20h 50m1 stop
WestJet Logo
2:20 pm - 12:40 amORD-YOW
9h 20m1 stop
$410WestJet
Find Deal
Thu, Feb 26 - Mon, Mar 2
Porter Airlines Logo
6:50 am - 10:05 amYOW-MDW
4h 15m1 stop
Porter Airlines Logo
11:00 am - 5:29 pmMDW-YOW
5h 29m1 stop
$436Porter Airlines
Find Deal
Tue, Dec 2 - Sun, Dec 7
WestJet Logo
5:40 am - 10:00 amYOW-ORD
29h 20m2 stops
WestJet Logo
11:15 am - 12:42 amORD-YOW
12h 27m2 stops
$446WestJet
Find Deal
Tue, Dec 2 - Sun, Dec 7
Delta Logo
5:40 am - 6:00 pmYOW-MDW
13h 20m2 stops
Delta Logo
12:50 pm - 12:42 amMDW-YOW
10h 52m2 stops
$759Delta
Find Deal
Tue, Dec 2 - Tue, Dec 9
Delta Logo
5:40 am - 6:00 pmYOW-MDW
13h 20m2 stops
Delta Logo
12:50 pm - 12:42 amMDW-YOW
10h 52m2 stops
$830Delta
Find Deal
Thu, Dec 4 - Sun, Dec 7

WestJet flights from Ottawa to Chicago

Our best WestJet deals on Ottawa to Chicago flight tickets
WestJet
Feb 26
YOW5:45 pmOttawa
20h 50m
1 stop
ORD1:35 pmChicago O'Hare Intl
Mar 2
ORD2:20 pmChicago O'Hare Intl
9h 20m
1 stop
YOW12:40 amOttawa
$410
Find similar
WestJet
Dec 2
YOW5:40 amOttawa
29h 20m
2 stops
ORD10:00 amChicago O'Hare Intl
Dec 7
ORD11:15 amChicago O'Hare Intl
12h 27m
2 stops
YOW12:42 amOttawa
$446
Find similar
WestJet
Dec 1
YOW5:40 amOttawa
29h 20m
2 stops
ORD10:00 amChicago O'Hare Intl
Dec 6
ORD6:45 amChicago O'Hare Intl
16h 57m
2 stops
YOW12:42 amOttawa
$469
Find similar

Porter Airlines flights from Ottawa to Chicago

Our best Porter Airlines deals on Ottawa to Chicago flight tickets
Porter Airlines
Dec 5
YOW8:40 amOttawa
7h 40m
1 stop
MDW3:20 pmChicago Midway
Dec 8
MDW11:00 amChicago Midway
5h 29m
1 stop
YOW5:29 pmOttawa
$398
Find similar
Porter Airlines
Dec 2
YOW6:50 amOttawa
4h 15m
1 stop
MDW10:05 amChicago Midway
Dec 7
MDW11:00 amChicago Midway
5h 29m
1 stop
YOW5:29 pmOttawa
$436
Find similar
Porter Airlines
Dec 1
YOW12:10 pmOttawa
4h 10m
1 stop
MDW3:20 pmChicago Midway
Dec 6
MDW12:45 pmChicago Midway
3h 44m
1 stop
YOW5:29 pmOttawa
$476
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Ottawa to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 3, 2025.
Use the filters below to find and compare flights from Ottawa to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 12/4

4:15 pm-12:09 am

1 stop8h 54m

Chicago O'Hare Intl

Sun 12/7

7:10 am-12:25 am

1 stop16h 15m

$284

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 12/4

9:30 am-11:08 am

3 stops26h 38m

Chicago O'Hare Intl

Sun 12/7

7:10 am-12:25 am

1 stop16h 15m

$297

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 12/4

4:15 pm-12:09 am

1 stop8h 54m

Chicago O'Hare Intl

Sun 12/7

7:10 am-12:25 am

1 stop16h 15m

$302

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Mon 1/12

9:30 am-5:04 pm

1 stop8h 34m

Chicago O'Hare Intl

Tue 1/13

6:05 am-5:13 pm

1 stop10h 08m

$304

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 12/5

8:40 am-3:20 pm

1 stop7h 40m

Chicago Midway

Mon 12/8

11:00 am-5:29 pm

1 stop5h 29m

$398

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 2/26

5:45 pm-1:35 pm

1 stop20h 50m

Chicago O'Hare Intl

Mon 3/2

2:20 pm-12:40 am

1 stop9h 20m

$410

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 12/2

6:50 am-10:05 am

1 stop4h 15m

Chicago Midway

Sun 12/7

11:00 am-5:29 pm

1 stop5h 29m

$436

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 12/2

5:40 am-10:00 am

2 stops29h 20m

Chicago O'Hare Intl

Sun 12/7

11:15 am-12:42 am

2 stops12h 27m

$446

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 12/2

5:40 am-6:00 pm

2 stops13h 20m

Chicago Midway

Tue 12/9

12:50 pm-12:42 am

2 stops10h 52m

$759

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 12/4

5:40 am-6:00 pm

2 stops13h 20m

Chicago Midway

Sun 12/7

12:50 pm-12:42 am

2 stops10h 52m

$830

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

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

What is the cheapest month to fly to Chicago?

The month of May is, on average, the cheapest month to fly to Chicago from Ottawa, with most prices found around $339. If you’re not able to fly to Chicago in May, then June is your next best option. Flight prices from Ottawa to Chicago during June average around $358.

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 $473. 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 $671.

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 evening. Flights from Ottawa to Chicago during this time can be as low as $353. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $647.

What is the cheapest Ottawa to Chicago flight route?

Fly from Ottawa to Chicago O'Hare Intl for the best Ottawa - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Ottawa when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $521 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Ottawa for as low as $355 on momondo.

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 51% on your flight if you consider stops on a Ottawa to Chicago flight.

How have Ottawa to Chicago flight prices changed over time?

As of November 2025, prices for Ottawa to Chicago flights are approximately 22% cheaper when compared to flights at the same time last year.

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

$240

Fastest flight time

2h 41m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun

Airports in Chicago

1 airport
The best one-way flight to Chicago from Ottawa in the past 72 hours is $240. The best round-trip flight deal from Ottawa to Chicago found on momondo in the last 72 hours is $407.
The fastest flight from Ottawa to Chicago takes 2h 41m
Direct flights go from Ottawa to Chicago on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

  • How far is Ottawa to Chicago by plane?

    The straight-line distance from Ottawa to Chicago is 643.5 mi. 4h 05m 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?

  • 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?

  • What is the most popular airline 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
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $324Free CancellationRating
7.4
8,997 reviews
Search United Airlines flights
Air CanadaPriceFrom $326Free CancellationRating
7.1
10,398 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 $324. Generally, United Airlines has 21 flights on this route every week with an average price of $455. United Airlines is rated 7.4/10 by our users.

  • Air Canada Flights From Ottawa to Chicago

    $326 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 $550, however, with flight time and availability significantly affecting the price. Air Canada (7.1/10 from 10,398 user reviews) flies into Chicago from Ottawa 21 times in an average week so prices can vary.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
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.

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
Wed 12/3
Wed 12/10
By creating a price alert you accept our terms of use and privacy policy.

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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport