Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Ottawa to Chicago from C$ 293

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 13/6. 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

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? 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
6:55 a.m. - 9:40 a.m.
YOW
-
MDW
27h 45m
1 stop
Multiple Airlines Logo
10:25 a.m. - 12:20 a.m.
MDW
-
YOW
12h 55m
1 stop
C$ 505Multiple Airlines
Wed, 17 Jun - Wed, 24 Jun
Multiple Airlines Logo
6:55 a.m. - 9:35 a.m.
YOW
-
MDW
27h 40m
1 stop
Multiple Airlines Logo
10:15 a.m. - 12:20 a.m.
MDW
-
YOW
13h 05m
1 stop
C$ 533Multiple Airlines
Wed, 3 Jun - Wed, 10 Jun
Multiple Airlines Logo
6:55 a.m. - 9:35 a.m.
YOW
-
MDW
27h 40m
1 stop
Multiple Airlines Logo
10:15 a.m. - 12:20 a.m.
MDW
-
YOW
13h 05m
1 stop
C$ 545Multiple Airlines
Mon, 8 Jun - Wed, 10 Jun
Multiple Airlines Logo
6:55 a.m. - 2:35 p.m.
YOW
-
MDW
8h 40m
1 stop
Multiple Airlines Logo
10:15 a.m. - 12:20 a.m.
MDW
-
YOW
13h 05m
1 stop
C$ 560Multiple Airlines
Thu, 4 Jun - Wed, 10 Jun
Multiple Airlines Logo
6:55 a.m. - 9:35 a.m.
YOW
-
MDW
27h 40m
1 stop
Multiple Airlines Logo
10:15 a.m. - 12:20 a.m.
MDW
-
YOW
13h 05m
1 stop
C$ 564Multiple Airlines
Wed, 3 Jun - Sat, 6 Jun
Multiple Airlines Logo
6:55 a.m. - 2:35 p.m.
YOW
-
MDW
8h 40m
1 stop
Multiple Airlines Logo
10:15 a.m. - 12:20 a.m.
MDW
-
YOW
13h 05m
1 stop
C$ 592Multiple Airlines
Thu, 4 Jun - Sat, 6 Jun
Multiple Airlines Logo
6:25 p.m. - 9:35 a.m.
YOW
-
MDW
16h 10m
1 stop
Multiple Airlines Logo
10:15 a.m. - 12:20 a.m.
MDW
-
YOW
13h 05m
1 stop
C$ 598Multiple Airlines
Sat, 6 Jun - Wed, 10 Jun
Multiple Airlines Logo
6:55 a.m. - 9:35 a.m.
YOW
-
MDW
27h 40m
1 stop
Multiple Airlines Logo
10:15 a.m. - 12:20 a.m.
MDW
-
YOW
13h 05m
1 stop
C$ 607Multiple Airlines
Wed, 3 Jun - Sun, 7 Jun
Porter Airlines Logo
10:40 a.m. - 2:35 p.m.
YOW
-
MDW
4h 55m
1 stop
Porter Airlines Logo
10:20 a.m. - 5:54 p.m.
MDW
-
YOW
6h 34m
1 stop
C$ 609Porter Airlines
Wed, 8 Jul - Sun, 12 Jul
Porter Airlines Logo
10:40 a.m. - 2:35 p.m.
YOW
-
MDW
4h 55m
1 stop
Porter Airlines Logo
3:15 p.m. - 9:44 p.m.
MDW
-
YOW
5h 29m
1 stop
C$ 610Porter Airlines
Fri, 24 Jul - Sun, 26 Jul

Porter Airlines flights from Ottawa to Chicago Midway Airport

Our best Porter Airlines deals on Ottawa to Chicago Midway Airport flight tickets
Porter Airlines
8 Jul
YOW10:40 a.m.Ottawa
4h 55m
1 stop
MDW2:35 p.m.Chicago Midway
12 Jul
MDW10:20 a.m.Chicago Midway
6h 34m
1 stop
YOW5:54 p.m.Ottawa
C$ 609
Porter Airlines
24 Jul
YOW10:40 a.m.Ottawa
4h 55m
1 stop
MDW2:35 p.m.Chicago Midway
26 Jul
MDW3:15 p.m.Chicago Midway
5h 29m
1 stop
YOW9:44 p.m.Ottawa
C$ 610
Porter Airlines
24 Jul
YOW10:40 a.m.Ottawa
4h 55m
1 stop
MDW2:35 p.m.Chicago Midway
26 Jul
MDW3:15 p.m.Chicago Midway
5h 29m
1 stop
YOW9:44 p.m.Ottawa
C$ 611

momondo Fare Finder

 
Customize your flight search to find flights from Ottawa to Chicago Midway Airport 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 96,600 searches. Data last updated 22 May 2026.
Use the filters below to find and compare flights from Ottawa to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 17/6

6:55 a.m.-9:40 a.m.

1 stop27h 45m

Chicago Midway

Wed 24/6

10:25 a.m.-12:20 a.m.

1 stop12h 55m

C$ 505

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 3/6

6:55 a.m.-9:35 a.m.

1 stop27h 40m

Chicago Midway

Wed 10/6

10:15 a.m.-12:20 a.m.

1 stop13h 05m

C$ 533

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 8/6

6:55 a.m.-9:35 a.m.

1 stop27h 40m

Chicago Midway

Wed 10/6

10:15 a.m.-12:20 a.m.

1 stop13h 05m

C$ 545

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 4/6

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

1 stop8h 40m

Chicago Midway

Wed 10/6

10:15 a.m.-12:20 a.m.

1 stop13h 05m

C$ 560

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 3/6

6:55 a.m.-9:35 a.m.

1 stop27h 40m

Chicago Midway

Sat 6/6

10:15 a.m.-12:20 a.m.

1 stop13h 05m

C$ 564

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 4/6

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

1 stop8h 40m

Chicago Midway

Sat 6/6

10:15 a.m.-12:20 a.m.

1 stop13h 05m

C$ 592

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 6/6

6:25 p.m.-9:35 a.m.

1 stop16h 10m

Chicago Midway

Wed 10/6

10:15 a.m.-12:20 a.m.

1 stop13h 05m

C$ 598

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 3/6

6:55 a.m.-9:35 a.m.

1 stop27h 40m

Chicago Midway

Sun 7/6

10:15 a.m.-12:20 a.m.

1 stop13h 05m

C$ 607

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 8/7

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

1 stop4h 55m

Chicago Midway

Sun 12/7

10:20 a.m.-5:54 p.m.

1 stop6h 34m

C$ 609
Quickest round-trip

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 24/7

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

1 stop4h 55m

Chicago Midway

Sun 26/7

3:15 p.m.-9:44 p.m.

1 stop5h 29m

C$ 610

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 Midway Airport

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 airline that flies from Ottawa to Chicago Midway?

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

When to book flights from Ottawa to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Ottawa to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Ottawa to Chicago Midway Airport (YOW to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Ottawa to Chicago Midway Airport

Fastest flight time

4h 35m

Direct flights

None
The fastest flight from Ottawa to Chicago Midway Airport takes 4h 35m
There are no direct flights from Ottawa to Chicago Midway Airport. There are no popular flight routes from Ottawa to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from Ottawa to Chicago Midway Airport

  • How far is Ottawa to Chicago Midway by plane?

    There are 1048.7 km between Ottawa and Chicago Midway. Flights usually cover this in 4h 35m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Ottawa Airport to Chicago Midway Airport?

    Prices for flights from Ottawa Airport to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Ottawa Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Ottawa Airport to Chicago Midway Airport?

    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 Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Ottawa to Chicago Midway Airport?

Best airlines flying from Ottawa to Chicago Midway Airport

Compare and see reviews for airlines that fly from Ottawa to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom C$ 319Free CancellationRating
8.0
439 reviews
Search Porter Airlines flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
Munster

Why use momondo?

Why should I use momondo to find a flight deal from Ottawa to Chicago?

It is quick and easy to find Ottawa to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Ottawa to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Ottawa on momondo can be compared and filtered by various policies on offer, including flexible booking.

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 offers price alerts on flights to Chicago from Ottawa. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago Midway Airport 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 21/6
Sun 28/6
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago