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Cheap flights from Ottawa to Chicago from C$ 288

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
6:55 a.m. - 2:35 p.m.YOW  Ottawa-MDW Chicago Midway
8h 40m1 stop Toronto Pearson Intl
Multiple Airlines Logo
11:45 a.m. - 12:20 a.m.MDW  Chicago Midway-YOW Ottawa
11h 35m1 stop Toronto Island
C$ 445Multiple Airlines
Sat, 3 Oct - Sun, 4 Oct
Multiple Airlines Logo
6:55 a.m. - 2:35 p.m.YOW  Ottawa-MDW Chicago Midway
8h 40m1 stop Toronto Pearson Intl
Multiple Airlines Logo
3:20 p.m. - 12:20 a.m.MDW  Chicago Midway-YOW Ottawa
8h 00m1 stop Toronto Island
C$ 461Multiple Airlines
Sat, 17 Oct - Sun, 18 Oct
Porter Airlines Logo
8:00 a.m. - 11:00 a.m.YOW  Ottawa-MDW Chicago Midway
4h 00m1 stop Toronto Island
Porter Airlines Logo
3:20 p.m. - 12:52 p.m.MDW  Chicago Midway-YOW Ottawa
20h 32m1 stop Toronto Island
C$ 552Porter Airlines
Fri, 16 Oct - Tue, 20 Oct
Multiple Airlines Logo
6:55 a.m. - 2:35 p.m.YOW  Ottawa-MDW Chicago Midway
8h 40m1 stop Toronto Pearson Intl
Multiple Airlines Logo
11:45 a.m. - 11:35 a.m.MDW  Chicago Midway-YOW Ottawa
22h 50m2 stops Toronto Island Winnipeg
C$ 568Multiple Airlines
Sat, 3 Oct - Sun, 4 Oct
Porter Airlines Logo
9:15 a.m. - 2:35 p.m.YOW  Ottawa-MDW Chicago Midway
6h 20m1 stop Toronto Island
Porter Airlines Logo
3:20 p.m. - 8:02 p.m.MDW  Chicago Midway-YOW Ottawa
3h 42m1 stop Toronto Island
C$ 581Porter Airlines
Sat, 3 Oct - Sun, 4 Oct
Porter Airlines Logo
10:40 a.m. - 2:35 p.m.YOW  Ottawa-MDW Chicago Midway
4h 55m1 stop Toronto Island
Porter Airlines Logo
3:20 p.m. - 12:52 p.m.MDW  Chicago Midway-YOW Ottawa
20h 32m1 stop Toronto Island
C$ 608Porter Airlines
Sat, 10 Oct - Sun, 11 Oct
Porter Airlines Logo
8:00 a.m. - 11:00 a.m.YOW  Ottawa-MDW Chicago Midway
4h 00m1 stop Toronto Island
Porter Airlines Logo
3:20 p.m. - 8:02 p.m.MDW  Chicago Midway-YOW Ottawa
3h 42m1 stop Toronto Island
C$ 612Porter Airlines
Thu, 8 Oct - Sun, 11 Oct
Porter Airlines Logo
8:00 a.m. - 11:00 a.m.YOW  Ottawa-MDW Chicago Midway
4h 00m1 stop Toronto Island
Porter Airlines Logo
3:20 p.m. - 8:02 p.m.MDW  Chicago Midway-YOW Ottawa
3h 42m1 stop Toronto Island
C$ 617Porter Airlines
Thu, 8 Oct - Sun, 11 Oct
Multiple Airlines Logo
2:10 p.m. - 5:46 p.m.YOW  Ottawa-MDW Chicago Midway
28h 36m2 stops Newark Atlanta Hartsfield-Jackson
Multiple Airlines Logo
3:20 p.m. - 11:27 a.m.MDW  Chicago Midway-YOW Ottawa
19h 07m1 stop Toronto Island
C$ 626Multiple Airlines
Wed, 23 Sep - Tue, 29 Sep
Porter Airlines Logo
10:40 a.m. - 2:35 p.m.YOW  Ottawa-MDW Chicago Midway
4h 55m1 stop Toronto Island
Porter Airlines Logo
11:45 a.m. - 5:52 p.m.MDW  Chicago Midway-YOW Ottawa
5h 07m1 stop Toronto Island
C$ 628Porter Airlines
Thu, 15 Oct - Wed, 21 Oct

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Porter Airlines flights from Ottawa to Chicago Midway Airport

Our best Porter Airlines deals on Ottawa to Chicago Midway Airport flight tickets
Porter Airlines
3 Oct
YOW9:15 a.m.Ottawa
6h 20m
1 stop
MDW2:35 p.m.Chicago Midway
4 Oct
MDW3:20 p.m.Chicago Midway
3h 42m
1 stop
YOW8:02 p.m.Ottawa
C$ 581
Porter Airlines
10 Oct
YOW10:40 a.m.Ottawa
4h 55m
1 stop
MDW2:35 p.m.Chicago Midway
11 Oct
MDW3:20 p.m.Chicago Midway
20h 32m
1 stop
YOW12:52 p.m.Ottawa
C$ 608
Porter Airlines
8 Oct
YOW8:00 a.m.Ottawa
4h 00m
1 stop
MDW11:00 a.m.Chicago Midway
11 Oct
MDW3:20 p.m.Chicago Midway
3h 42m
1 stop
YOW8:02 p.m.Ottawa
C$ 612

WestJet flights from Ottawa to Chicago Midway Airport

Our best WestJet deals on Ottawa to Chicago Midway Airport flight tickets
WestJet
25 Nov
YOW5:30 a.m.Ottawa
13h 34m
2 stops
MDW6:04 p.m.Chicago Midway
27 Nov
MDW12:05 p.m.Chicago Midway
11h 39m
2 stops
YOW12:44 a.m.Ottawa
C$ 976
WestJet
21 Nov
YOW5:30 a.m.Ottawa
29h 12m
2 stops
MDW9:42 a.m.Chicago Midway
23 Nov
MDW9:30 a.m.Chicago Midway
14h 14m
2 stops
YOW12:44 a.m.Ottawa
C$ 989
WestJet
16 Oct
YOW6:50 a.m.Ottawa
10h 24m
2 stops
MDW4:14 p.m.Chicago Midway
19 Oct
MDW6:44 p.m.Chicago Midway
21h 51m
2 stops
YOW5:35 p.m.Ottawa
C$ 1,028

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

Sat 3/10

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

1 stop8h 40m

Chicago Midway

Sun 4/10

11:45 a.m.-12:20 a.m.

1 stop11h 35m

C$ 445

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Sat 17/10

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

1 stop8h 40m

Chicago Midway

Sun 18/10

3:20 p.m.-12:20 a.m.

1 stop8h 00m

C$ 461

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Fri 16/10

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

1 stop4h 00m

Chicago Midway

Tue 20/10

3:20 p.m.-12:52 p.m.

1 stop20h 32m

C$ 552

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Sat 3/10

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

1 stop8h 40m

Chicago Midway

Sun 4/10

11:45 a.m.-11:35 a.m.

2 stops22h 50m

C$ 568

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Sat 3/10

9:15 a.m.-2:35 p.m.

1 stop6h 20m

Chicago Midway

Sun 4/10

3:20 p.m.-8:02 p.m.

1 stop3h 42m

C$ 581

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Sat 10/10

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

1 stop4h 55m

Chicago Midway

Sun 11/10

3:20 p.m.-12:52 p.m.

1 stop20h 32m

C$ 608
Quickest round-trip

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Thu 8/10

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

1 stop4h 00m

Chicago Midway

Sun 11/10

3:20 p.m.-8:02 p.m.

1 stop3h 42m

C$ 612

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Thu 8/10

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

1 stop4h 00m

Chicago Midway

Sun 11/10

3:20 p.m.-8:02 p.m.

1 stop3h 42m

C$ 617

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Wed 23/9

2:10 p.m.-5:46 p.m.

2 stops28h 36m

Chicago Midway

Tue 29/9

3:20 p.m.-11:27 a.m.

1 stop19h 07m

C$ 626

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Thu 15/10

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

1 stop4h 55m

Chicago Midway

Wed 21/10

11:45 a.m.-5:52 p.m.

1 stop5h 07m

C$ 628

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 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 is the most popular carrier 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

Best price found

C$ 288

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$ 288. The best round-trip flight deal from Ottawa to Chicago Midway Airport found on momondo in the last 72 hours is C$ 445.
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.

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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