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Cheap flights from Ottawa to Chicago from $154

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 4/15. 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
1 adult, Economy, 0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
6:50 am - 10:15 am
YOW
-
MDW
4h 25m
1 stop
Porter Airlines Logo
11:00 am - 6:24 pm
MDW
-
YOW
6h 24m
1 stop
$244Porter Airlines
Thu, Apr 23 - Mon, Apr 27
Porter Airlines Logo
6:45 am - 10:15 am
YOW
-
MDW
4h 30m
1 stop
Porter Airlines Logo
11:00 am - 6:24 pm
MDW
-
YOW
6h 24m
1 stop
$249Porter Airlines
Mon, Apr 13 - Thu, Apr 16
Porter Airlines Logo
6:45 am - 10:15 am
YOW
-
MDW
4h 30m
1 stop
Porter Airlines Logo
11:00 am - 4:44 pm
MDW
-
YOW
4h 44m
1 stop
$287Porter Airlines
Wed, Apr 15 - Mon, Apr 20
Porter Airlines Logo
6:45 am - 10:15 am
YOW
-
MDW
4h 30m
1 stop
Porter Airlines Logo
11:00 am - 6:24 pm
MDW
-
YOW
6h 24m
1 stop
$289Porter Airlines
Mon, Apr 20 - Thu, Apr 23
Porter Airlines Logo
6:45 am - 10:15 am
YOW
-
MDW
4h 30m
1 stop
Porter Airlines Logo
11:00 am - 6:24 pm
MDW
-
YOW
6h 24m
1 stop
$290Porter Airlines
Mon, Apr 20 - Thu, Apr 23
Multiple Airlines Logo
11:00 am - 1:00 pm
YOW
-
MDW
27h 00m
2 stops
Multiple Airlines Logo
7:30 am - 5:25 pm
MDW
-
YOW
8h 55m
1 stop
$298Multiple Airlines
Wed, Apr 15 - Mon, Apr 20
Multiple Airlines Logo
6:45 am - 10:15 am
YOW
-
MDW
4h 30m
1 stop
Multiple Airlines Logo
7:30 am - 4:44 pm
MDW
-
YOW
8h 14m
2 stops
$307Multiple Airlines
Wed, Apr 15 - Mon, Apr 20
Porter Airlines Logo
6:50 am - 10:15 am
YOW
-
MDW
4h 25m
1 stop
Porter Airlines Logo
4:05 pm - 10:29 pm
MDW
-
YOW
5h 24m
1 stop
$317Porter Airlines
Thu, Apr 16 - Sun, Apr 19
Porter Airlines Logo
8:40 am - 12:10 pm
YOW
-
MDW
4h 30m
1 stop
Porter Airlines Logo
4:05 pm - 10:29 pm
MDW
-
YOW
5h 24m
1 stop
$318Porter Airlines
Sat, Apr 25 - Sun, Apr 26
Porter Airlines Logo
6:50 am - 10:15 am
YOW
-
MDW
4h 25m
1 stop
Porter Airlines Logo
4:05 pm - 10:29 pm
MDW
-
YOW
5h 24m
1 stop
$319Porter Airlines
Thu, Apr 16 - Sun, Apr 19

American Airlines flights from Ottawa to Chicago

Our best American Airlines deals on Ottawa to Chicago flight tickets
American Airlines
Apr 16
YOW6:45 amOttawa
6h 58m
1 stop
ORD12:43 pmChicago O'Hare Intl
Apr 19
ORD9:50 amChicago O'Hare Intl
6h 01m
1 stop
YOW4:51 pmOttawa
$426
American Airlines
May 5
YOW7:00 amOttawa
6h 43m
1 stop
ORD12:43 pmChicago O'Hare Intl
May 12
ORD8:06 amChicago O'Hare Intl
5h 49m
1 stop
YOW2:55 pmOttawa
$427
American Airlines
Apr 16
YOW6:45 amOttawa
6h 58m
1 stop
ORD12:43 pmChicago O'Hare Intl
Apr 19
ORD9:50 amChicago O'Hare Intl
6h 01m
1 stop
YOW4:51 pmOttawa
$428

Porter Airlines flights from Ottawa to Chicago

Our best Porter Airlines deals on Ottawa to Chicago flight tickets
Porter Airlines
Apr 23
YOW6:50 amOttawa
4h 25m
1 stop
MDW10:15 amChicago Midway
Apr 27
MDW11:00 amChicago Midway
6h 24m
1 stop
YOW6:24 pmOttawa
$244
Porter Airlines
Apr 13
YOW6:45 amOttawa
4h 30m
1 stop
MDW10:15 amChicago Midway
Apr 16
MDW11:00 amChicago Midway
6h 24m
1 stop
YOW6:24 pmOttawa
$249
Porter Airlines
Apr 15
YOW6:45 amOttawa
4h 30m
1 stop
MDW10:15 amChicago Midway
Apr 20
MDW11:00 amChicago Midway
4h 44m
1 stop
YOW4:44 pmOttawa
$287

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 March 20, 2026.
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

Cheapest round-trip

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 4/23

6:50 am-10:15 am

1 stop4h 25m

Chicago Midway

Mon 4/27

11:00 am-6:24 pm

1 stop6h 24m

$244

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 4/13

6:45 am-10:15 am

1 stop4h 30m

Chicago Midway

Thu 4/16

11:00 am-6:24 pm

1 stop6h 24m

$249
Quickest round-trip

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 4/15

6:45 am-10:15 am

1 stop4h 30m

Chicago Midway

Mon 4/20

11:00 am-4:44 pm

1 stop4h 44m

$287

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 4/20

6:45 am-10:15 am

1 stop4h 30m

Chicago Midway

Thu 4/23

11:00 am-6:24 pm

1 stop6h 24m

$289

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 4/20

6:45 am-10:15 am

1 stop4h 30m

Chicago Midway

Thu 4/23

11:00 am-6:24 pm

1 stop6h 24m

$290

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 4/15

11:00 am-1:00 pm

2 stops27h 00m

Chicago Midway

Mon 4/20

7:30 am-5:25 pm

1 stop8h 55m

$298

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 4/15

6:45 am-10:15 am

1 stop4h 30m

Chicago Midway

Mon 4/20

7:30 am-4:44 pm

2 stops8h 14m

$307

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 4/16

6:50 am-10:15 am

1 stop4h 25m

Chicago Midway

Sun 4/19

4:05 pm-10:29 pm

1 stop5h 24m

$317

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 4/25

8:40 am-12:10 pm

1 stop4h 30m

Chicago Midway

Sun 4/26

4:05 pm-10:29 pm

1 stop5h 24m

$318

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 4/16

6:50 am-10:15 am

1 stop4h 25m

Chicago Midway

Sun 4/19

4:05 pm-10:29 pm

1 stop5h 24m

$319

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 typical price of a round-trip flight between Ottawa and Chicago?

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Ottawa, with most prices found around $253. If you’re not able to fly to Chicago in February, then May is your next best option. Flight prices from Ottawa to Chicago during May average around $283.

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 $539. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Ottawa to Chicago for around $738.

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 $525. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $632.

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?

No. A direct flight is the cheapest option for a flight between Ottawa to Chicago.

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

$260

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 $260. The best round-trip flight deal from Ottawa to Chicago found on momondo in the last 72 hours is $427.
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

  • 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?

  • 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
9,450 reviews
Search United Airlines 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 20 flights on this route every week with an average price of $580. United Airlines is rated 7.4/10 by our users.

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
Valparaiso
Schererville
Munster
Crown Point
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.

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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