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Cheap flights from Ottawa to Chicago from C$ 286

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Ottawa to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:00 a.m. - 5:47 p.m.YOW  Ottawa-MDW Chicago Midway
10h 47m2 stops Orlando Atlanta Hartsfield-Jackson
Multiple Airlines Logo
8:42 p.m. - 4:45 p.m.MDW  Chicago Midway-YOW Ottawa
19h 03m1 stop Orlando
C$ 627Multiple Airlines
Wed, 18 Nov - Wed, 25 Nov
Multiple Airlines Logo
3:10 p.m. - 7:33 a.m.YOW  Ottawa-MDW Chicago Midway
17h 23m2 stops Newark Atlanta Hartsfield-Jackson
Multiple Airlines Logo
1:16 p.m. - 1:11 p.m.MDW  Chicago Midway-YOW Ottawa
22h 55m2 stops Atlanta Hartsfield-Jackson Newark
C$ 749Multiple Airlines
Fri, 20 Nov - Sun, 22 Nov
Multiple Airlines Logo
8:00 a.m. - 11:46 p.m.YOW  Ottawa-MDW Chicago Midway
16h 46m2 stops Orlando Atlanta Hartsfield-Jackson
Multiple Airlines Logo
8:47 p.m. - 2:29 p.m.MDW  Chicago Midway-YOW Ottawa
16h 42m1 stop Orlando
C$ 753Multiple Airlines
Wed, 10 Feb - Mon, 15 Feb
Multiple Airlines Logo
9:15 a.m. - 11:47 p.m.YOW  Ottawa-MDW Chicago Midway
15h 32m2 stops Miami Atlanta Hartsfield-Jackson
Multiple Airlines Logo
6:42 p.m. - 2:32 p.m.MDW  Chicago Midway-YOW Ottawa
18h 50m2 stops Atlanta Hartsfield-Jackson Newark
C$ 759Multiple Airlines
Mon, 16 Nov - Wed, 18 Nov
Multiple Airlines Logo
7:00 a.m. - 7:47 p.m.YOW  Ottawa-MDW Chicago Midway
13h 47m2 stops Toronto Pearson Intl Orlando
Multiple Airlines Logo
8:42 p.m. - 3:30 p.m.MDW  Chicago Midway-YOW Ottawa
17h 48m1 stop Orlando
C$ 773Multiple Airlines
Tue, 24 Nov - Fri, 27 Nov
Multiple Airlines Logo
7:00 a.m. - 9:45 a.m.YOW  Ottawa-MDW Chicago Midway
27h 45m3 stops Toronto Pearson Intl Orlando Dallas/Fort Worth
Multiple Airlines Logo
12:28 p.m. - 5:15 p.m.MDW  Chicago Midway-YOW Ottawa
27h 47m3 stops Atlanta Hartsfield-Jackson Orlando Hamilton
C$ 791Multiple Airlines
Tue, 8 Dec - Sat, 12 Dec
Multiple Airlines Logo
8:00 a.m. - 11:47 p.m.YOW  Ottawa-MDW Chicago Midway
16h 47m2 stops Orlando Atlanta Hartsfield-Jackson
Multiple Airlines Logo
6:08 a.m. - 11:34 p.m.MDW  Chicago Midway-YOW Ottawa
16h 26m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale
C$ 818Multiple Airlines
Wed, 11 Nov - Fri, 13 Nov
Multiple Airlines Logo
8:00 a.m. - 9:45 a.m.YOW  Ottawa-MDW Chicago Midway
26h 45m2 stops Orlando Dallas/Fort Worth
Multiple Airlines Logo
12:28 p.m. - 5:15 p.m.MDW  Chicago Midway-YOW Ottawa
27h 47m3 stops Atlanta Hartsfield-Jackson Orlando Hamilton
C$ 828Multiple Airlines
Tue, 8 Dec - Sat, 12 Dec
Multiple Airlines Logo
8:00 a.m. - 7:47 p.m.YOW  Ottawa-MDW Chicago Midway
12h 47m1 stop Orlando
Multiple Airlines Logo
8:42 p.m. - 3:30 p.m.MDW  Chicago Midway-YOW Ottawa
17h 48m1 stop Orlando
C$ 833Multiple Airlines
Tue, 24 Nov - Fri, 27 Nov
Multiple Airlines Logo
8:00 a.m. - 7:47 p.m.YOW  Ottawa-MDW Chicago Midway
12h 47m1 stop Orlando
Multiple Airlines Logo
8:42 p.m. - 2:42 p.m.MDW  Chicago Midway-YOW Ottawa
17h 00m2 stops Orlando Boston Logan Intl
C$ 850Multiple Airlines
Fri, 20 Nov - Sun, 22 Nov

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WestJet flights from Ottawa to Chicago Midway Airport

Our best WestJet deals on Ottawa to Chicago Midway Airport flight tickets
WestJet
3 Dec
YOW5:30 a.m.Ottawa
13h 31m
2 stops
MDW6:01 p.m.Chicago Midway
6 Dec
MDW6:41 p.m.Chicago Midway
27h 59m
2 stops
YOW11:40 p.m.Ottawa
C$ 1,267
WestJet
7 Jan
YOW5:30 a.m.Ottawa
8h 03m
2 stops
MDW12:33 p.m.Chicago Midway
20 Jan
MDW5:59 p.m.Chicago Midway
28h 41m
2 stops
YOW11:40 p.m.Ottawa
C$ 1,277
WestJet
5 Dec
YOW5:30 a.m.Ottawa
8h 31m
2 stops
MDW1:01 p.m.Chicago Midway
12 Dec
MDW9:37 a.m.Chicago Midway
37h 03m
2 stops
YOW11:40 p.m.Ottawa
C$ 1,280

Delta flights from Ottawa to Chicago Midway Airport

Our best Delta deals on Ottawa to Chicago Midway Airport flight tickets
Delta
5 Dec
YOW5:30 a.m.Ottawa
13h 31m
2 stops
MDW6:01 p.m.Chicago Midway
8 Dec
MDW6:41 p.m.Chicago Midway
27h 59m
2 stops
YOW11:40 p.m.Ottawa
C$ 1,512
Delta
5 Dec
YOW5:30 a.m.Ottawa
13h 31m
2 stops
MDW6:01 p.m.Chicago Midway
8 Dec
MDW6:41 p.m.Chicago Midway
27h 59m
2 stops
YOW11:40 p.m.Ottawa
C$ 1,515
Delta
5 Dec
YOW5:30 a.m.Ottawa
13h 31m
2 stops
MDW6:01 p.m.Chicago Midway
8 Dec
MDW6:41 p.m.Chicago Midway
27h 59m
2 stops
YOW11:40 p.m.Ottawa
C$ 1,526

momondo Fare Finder

 
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 Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Wed 18/11

8:00 a.m.-5:47 p.m.

2 stops10h 47m

Chicago Midway

Wed 25/11

8:42 p.m.-4:45 p.m.

1 stop19h 03m

C$ 627

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Fri 20/11

3:10 p.m.-7:33 a.m.

2 stops17h 23m

Chicago Midway

Sun 22/11

1:16 p.m.-1:11 p.m.

2 stops22h 55m

C$ 749

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Wed 10/2

8:00 a.m.-11:46 p.m.

2 stops16h 46m

Chicago Midway

Mon 15/2

8:47 p.m.-2:29 p.m.

1 stop16h 42m

C$ 753

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Mon 16/11

9:15 a.m.-11:47 p.m.

2 stops15h 32m

Chicago Midway

Wed 18/11

6:42 p.m.-2:32 p.m.

2 stops18h 50m

C$ 759

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Tue 24/11

7:00 a.m.-7:47 p.m.

2 stops13h 47m

Chicago Midway

Fri 27/11

8:42 p.m.-3:30 p.m.

1 stop17h 48m

C$ 773

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Tue 8/12

7:00 a.m.-9:45 a.m.

3 stops27h 45m

Chicago Midway

Sat 12/12

12:28 p.m.-5:15 p.m.

3 stops27h 47m

C$ 791

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Wed 11/11

8:00 a.m.-11:47 p.m.

2 stops16h 47m

Chicago Midway

Fri 13/11

6:08 a.m.-11:34 p.m.

2 stops16h 26m

C$ 818

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Tue 8/12

8:00 a.m.-9:45 a.m.

2 stops26h 45m

Chicago Midway

Sat 12/12

12:28 p.m.-5:15 p.m.

3 stops27h 47m

C$ 828

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Tue 24/11

8:00 a.m.-7:47 p.m.

1 stop12h 47m

Chicago Midway

Fri 27/11

8:42 p.m.-3:30 p.m.

1 stop17h 48m

C$ 833
Quickest round-trip

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Fri 20/11

8:00 a.m.-7:47 p.m.

1 stop12h 47m

Chicago Midway

Sun 22/11

8:42 p.m.-2:42 p.m.

2 stops17h 00m

C$ 850

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

Best price found

C$ 286

Fastest flight time

4h 55m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Ottawa in the past 72 hours is C$ 286. The best round-trip flight deal from Ottawa to Chicago Midway Airport found on momondo in the last 72 hours is C$ 627.
The fastest flight from Ottawa to Chicago Midway Airport takes 4h 55m
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 55m, 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 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.

Frequently asked questions about flying from Ottawa to Chicago Midway Airport

  • How do I get Price Alerts for flights from Ottawa to Chicago Midway Airport?

    Search flight deals from Ottawa to Chicago Midway Airport. While viewing offers you’ll have the option to create a Price Alert.

  • How can I save money on flights from Ottawa to Chicago Midway Airport with momondo?

    By using tools like our “Price Calendar”, you can see the best day to fly round-trip for your travels. Our “Price Forecast” tool uses AI to predict whether you should purchase or hold off on booking for potentially cheaper prices. Explore shows you all flight options from a city or airport to build your own unique adventure. The Discover blog also provides valuable insights for saving money while booking your experience. After searching you can toggle on “Price Alerts” to track prices for your desired flight and book at the ideal moment.

  • How does momondo find its flight prices?

    We show prices from over 700+ competitors with a single click. With options from airlines and OTAs from across our 30 international markets, we are able to show you a diverse range of deals to create your adventure.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Benton Harbor
Hammond
Munster
Valparaiso
Portage

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.

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