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Cheap flights from Ottawa to Chicago from $209

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 am - 2:35 pmYOW  Ottawa-MDW Chicago Midway
8h 40m1 stop Toronto Pearson Intl
Multiple Airlines Logo
11:45 am - 12:20 amMDW  Chicago Midway-YOW Ottawa
11h 35m1 stop Toronto Island
$323Multiple Airlines
Sat, Oct 3 - Sun, Oct 4
Multiple Airlines Logo
6:55 am - 2:35 pmYOW  Ottawa-MDW Chicago Midway
8h 40m1 stop Toronto Pearson Intl
Multiple Airlines Logo
3:20 pm - 12:20 amMDW  Chicago Midway-YOW Ottawa
8h 00m1 stop Toronto Island
$334Multiple Airlines
Sat, Oct 17 - Sun, Oct 18
Multiple Airlines Logo
6:55 am - 2:35 pmYOW  Ottawa-MDW Chicago Midway
8h 40m1 stop Toronto Pearson Intl
Multiple Airlines Logo
11:45 am - 11:35 amMDW  Chicago Midway-YOW Ottawa
22h 50m2 stops Toronto Island Winnipeg
$412Multiple Airlines
Sat, Oct 3 - Sun, Oct 4
Porter Airlines Logo
9:15 am - 2:35 pmYOW  Ottawa-MDW Chicago Midway
6h 20m1 stop Toronto Island
Porter Airlines Logo
3:20 pm - 8:02 pmMDW  Chicago Midway-YOW Ottawa
3h 42m1 stop Toronto Island
$421Porter Airlines
Sat, Oct 3 - Sun, Oct 4
Porter Airlines Logo
10:40 am - 2:35 pmYOW  Ottawa-MDW Chicago Midway
4h 55m1 stop Toronto Island
Porter Airlines Logo
3:20 pm - 12:52 pmMDW  Chicago Midway-YOW Ottawa
20h 32m1 stop Toronto Island
$441Porter Airlines
Sat, Oct 10 - Sun, Oct 11
Porter Airlines Logo
5:55 pm - 2:35 pmYOW  Ottawa-MDW Chicago Midway
21h 40m1 stop Toronto Island
Porter Airlines Logo
3:20 pm - 8:02 pmMDW  Chicago Midway-YOW Ottawa
3h 42m1 stop Toronto Island
$443Porter Airlines
Fri, Oct 9 - Sun, Oct 11
Porter Airlines Logo
8:00 am - 11:00 amYOW  Ottawa-MDW Chicago Midway
4h 00m1 stop Toronto Island
Porter Airlines Logo
3:20 pm - 8:02 pmMDW  Chicago Midway-YOW Ottawa
3h 42m1 stop Toronto Island
$444Porter Airlines
Thu, Oct 8 - Sun, Oct 11
Porter Airlines Logo
8:00 am - 11:00 amYOW  Ottawa-MDW Chicago Midway
4h 00m1 stop Toronto Island
Porter Airlines Logo
3:20 pm - 8:02 pmMDW  Chicago Midway-YOW Ottawa
3h 42m1 stop Toronto Island
$447Porter Airlines
Thu, Oct 8 - Sun, Oct 11
Multiple Airlines Logo
2:10 pm - 5:46 pmYOW  Ottawa-MDW Chicago Midway
28h 36m2 stops Newark Atlanta Hartsfield-Jackson
Multiple Airlines Logo
3:20 pm - 11:27 amMDW  Chicago Midway-YOW Ottawa
19h 07m1 stop Toronto Island
$454Multiple Airlines
Wed, Sep 23 - Tue, Sep 29
Porter Airlines Logo
10:40 am - 2:35 pmYOW  Ottawa-MDW Chicago Midway
4h 55m1 stop Toronto Island
Porter Airlines Logo
11:45 am - 5:52 pmMDW  Chicago Midway-YOW Ottawa
5h 07m1 stop Toronto Island
$455Porter Airlines
Thu, Oct 15 - Wed, Oct 21

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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
Oct 3
YOW9:15 amOttawa
6h 20m
1 stop
MDW2:35 pmChicago Midway
Oct 4
MDW3:20 pmChicago Midway
3h 42m
1 stop
YOW8:02 pmOttawa
$421
Porter Airlines
Oct 10
YOW10:40 amOttawa
4h 55m
1 stop
MDW2:35 pmChicago Midway
Oct 11
MDW3:20 pmChicago Midway
20h 32m
1 stop
YOW12:52 pmOttawa
$441
Porter Airlines
Oct 9
YOW5:55 pmOttawa
21h 40m
1 stop
MDW2:35 pmChicago Midway
Oct 11
MDW3:20 pmChicago Midway
3h 42m
1 stop
YOW8:02 pmOttawa
$443

WestJet flights from Ottawa to Chicago Midway Airport

Our best WestJet deals on Ottawa to Chicago Midway Airport flight tickets
WestJet
Nov 25
YOW5:30 amOttawa
13h 34m
2 stops
MDW6:04 pmChicago Midway
Nov 27
MDW12:05 pmChicago Midway
11h 39m
2 stops
YOW12:44 amOttawa
$708
WestJet
Nov 21
YOW5:30 amOttawa
29h 12m
2 stops
MDW9:42 amChicago Midway
Nov 23
MDW9:30 amChicago Midway
14h 14m
2 stops
YOW12:44 amOttawa
$717
WestJet
Oct 16
YOW6:50 amOttawa
10h 24m
2 stops
MDW4:14 pmChicago Midway
Oct 19
MDW6:44 pmChicago Midway
21h 51m
2 stops
YOW5:35 pmOttawa
$745

momondo Fare Finder

 
Use the filters below to find and compare flights from Ottawa to Chicago Midway Airport that are best for you.

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Route

Depart

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Price

Cheapest round-trip

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Sat 10/3

6:55 am-2:35 pm

1 stop8h 40m

Chicago Midway

Sun 10/4

11:45 am-12:20 am

1 stop11h 35m

$323

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Sat 10/17

6:55 am-2:35 pm

1 stop8h 40m

Chicago Midway

Sun 10/18

3:20 pm-12:20 am

1 stop8h 00m

$334

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Sat 10/3

6:55 am-2:35 pm

1 stop8h 40m

Chicago Midway

Sun 10/4

11:45 am-11:35 am

2 stops22h 50m

$412

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Sat 10/3

9:15 am-2:35 pm

1 stop6h 20m

Chicago Midway

Sun 10/4

3:20 pm-8:02 pm

1 stop3h 42m

$421

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Sat 10/10

10:40 am-2:35 pm

1 stop4h 55m

Chicago Midway

Sun 10/11

3:20 pm-12:52 pm

1 stop20h 32m

$441

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Fri 10/9

5:55 pm-2:35 pm

1 stop21h 40m

Chicago Midway

Sun 10/11

3:20 pm-8:02 pm

1 stop3h 42m

$443
Quickest round-trip

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Thu 10/8

8:00 am-11:00 am

1 stop4h 00m

Chicago Midway

Sun 10/11

3:20 pm-8:02 pm

1 stop3h 42m

$444

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Thu 10/8

8:00 am-11:00 am

1 stop4h 00m

Chicago Midway

Sun 10/11

3:20 pm-8:02 pm

1 stop3h 42m

$447

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Wed 9/23

2:10 pm-5:46 pm

2 stops28h 36m

Chicago Midway

Tue 9/29

3:20 pm-11:27 am

1 stop19h 07m

$454

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Thu 10/15

10:40 am-2:35 pm

1 stop4h 55m

Chicago Midway

Wed 10/21

11:45 am-5:52 pm

1 stop5h 07m

$455

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

$209

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 $209. The best round-trip flight deal from Ottawa to Chicago Midway Airport found on momondo in the last 72 hours is $323.
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?

    A flight from Ottawa to Chicago Midway will travel around 651.6 mi. 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 are updated daily.

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Ottawa Airport to Chicago Midway Airport.

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

    The necessary travel and health documents for your Chicago Midway Airport 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.

Traveling to a place near Chicago?

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

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Ottawa to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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 can track prices for Ottawa to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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