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

Price Alerts will notify you by email when the price for flights to Chicago Midway Airport from Ottawa decreases. To activate this, select your desired travel dates and search for offers. While browsing through offers you’ll see the Price Alert widget toggle. Click it to turn on notifications.

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

Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore” . Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.

How does momondo find its flight prices?

We compare prices from 700+ competitors to help you find the price that works best for you. momondo operates in over 30 international markets, bringing you access to a wide range of fares and deals. Search for your travel using momondo for a diverse range of options from airlines and OTAs.

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.

$229 Cheap Flights from Ottawa to Chicago Midway Airport in 2026/27

Find the cheapest flights from Ottawa to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:00 am - 5:47 pmYOW Ottawa-MDW Chicago Midway

10h 47m2 stops Orlando Atlanta Hartsfield-Jackson

8:42 pm - 4:45 pmMDW Chicago Midway-YOW Ottawa

19h 03m1 stop Orlando

$448Multiple Airlines

Wed, Nov 18 - Wed, Nov 25

3:10 pm - 7:33 amYOW Ottawa-MDW Chicago Midway

17h 23m2 stops Newark Atlanta Hartsfield-Jackson

1:16 pm - 1:11 pmMDW Chicago Midway-YOW Ottawa

22h 55m2 stops Atlanta Hartsfield-Jackson Newark

$535Multiple Airlines

Fri, Nov 20 - Sun, Nov 22

8:00 am - 7:47 pmYOW Ottawa-MDW Chicago Midway

12h 47m1 stop Orlando

8:42 pm - 2:42 pmMDW Chicago Midway-YOW Ottawa

17h 00m2 stops Orlando Boston Logan Intl

$607Multiple Airlines

Fri, Nov 20 - Sun, Nov 22

8:00 am - 7:47 pmYOW Ottawa-MDW Chicago Midway

12h 47m1 stop Orlando

8:42 pm - 2:42 pmMDW Chicago Midway-YOW Ottawa

17h 00m2 stops Orlando Boston Logan Intl

$612Multiple Airlines

Fri, Nov 20 - Sun, Nov 22

5:40 pm - 9:46 amYOW Ottawa-MDW Chicago Midway

17h 06m3 stops Toronto Pearson Intl Las Vegas Harry Reid Intl Dallas/Fort Worth

5:02 pm - 11:33 amMDW Chicago Midway-YOW Ottawa

17h 31m3 stops Atlanta Hartsfield-Jackson Newark Toronto Island

$636Multiple Airlines

Thu, Dec 3 - Sun, Dec 6

10:20 am - 7:33 amYOW Ottawa-MDW Chicago Midway

22h 13m3 stops Toronto Island Washington, D.C. Dulles Intl Atlanta Hartsfield-Jackson

1:16 pm - 4:37 pmMDW Chicago Midway-YOW Ottawa

26h 21m3 stops Atlanta Hartsfield-Jackson Baltimore/Washington Toronto Island

$693Multiple Airlines

Fri, Nov 20 - Sun, Nov 22

7:05 am - 11:22 amYOW Ottawa-MDW Chicago Midway

29h 17m3 stops Fort Lauderdale Atlanta Hartsfield-Jackson Dallas/Fort Worth

6:42 pm - 11:34 pmMDW Chicago Midway-YOW Ottawa

27h 52m3 stops Atlanta Hartsfield-Jackson Dallas/Fort Worth Fort Lauderdale

$701Multiple Airlines

Mon, Nov 2 - Thu, Nov 5

7:05 am - 11:22 amYOW Ottawa-MDW Chicago Midway

29h 17m3 stops Fort Lauderdale Atlanta Hartsfield-Jackson Dallas/Fort Worth

6:42 pm - 11:34 pmMDW Chicago Midway-YOW Ottawa

27h 52m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale

$705Multiple Airlines

Mon, Nov 2 - Thu, Nov 5

7:00 am - 7:47 pmYOW Ottawa-MDW Chicago Midway

13h 47m2 stops Toronto Pearson Intl Orlando

1:16 pm - 4:37 pmMDW Chicago Midway-YOW Ottawa

26h 21m3 stops Atlanta Hartsfield-Jackson Baltimore/Washington Toronto Island

$706Multiple Airlines

Fri, Nov 20 - Sun, Nov 22

12:15 pm - 7:33 amYOW Ottawa-MDW Chicago Midway

20h 18m3 stops Toronto Island Washington, D.C. Dulles Intl Atlanta Hartsfield-Jackson

9:09 am - 5:22 pmMDW Chicago Midway-YOW Ottawa

31h 13m3 stops Atlanta Hartsfield-Jackson Las Vegas Harry Reid Intl Miami

$712Multiple Airlines

Fri, Nov 20 - Sun, Nov 22

Cheap last minute flights

Enter your travel dates to find the best prices.

8:00 am - 11:47 pmYOW Ottawa-MDW Chicago Midway

16h 47m2 stops Orlando Atlanta Hartsfield-Jackson

6:42 pm - 4:44 pmMDW Chicago Midway-YOW Ottawa

21h 02m2 stops Atlanta Hartsfield-Jackson Orlando

$900Multiple Airlines

Tue, Oct 27 - Wed, Oct 28

8:00 am - 2:35 pmYOW Ottawa-MDW Chicago Midway

7h 35m1 stop Toronto Island

9:53 am - 5:20 pmMDW Chicago Midway-YOW Ottawa

30h 27m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale

$1,056Multiple Airlines

Fri, Oct 23 - Tue, Oct 27

8:00 am - 11:00 amYOW Ottawa-MDW Chicago Midway

4h 00m1 stop Toronto Island

11:45 am - 7:07 pmMDW Chicago Midway-YOW Ottawa

6h 22m1 stop Toronto Island

$1,074Porter Airlines

Fri, Oct 23 - Sat, Oct 24

8:00 am - 11:00 amYOW Ottawa-MDW Chicago Midway

4h 00m1 stop Toronto Island

6:40 pm - 5:20 pmMDW Chicago Midway-YOW Ottawa

21h 40m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale

$1,099Multiple Airlines

Fri, Oct 23 - Sun, Oct 25

7:00 am - 11:47 pmYOW Ottawa-MDW Chicago Midway

17h 47m3 stops Toronto Pearson Intl Orlando Atlanta Hartsfield-Jackson

6:42 pm - 4:44 pmMDW Chicago Midway-YOW Ottawa

21h 02m2 stops Atlanta Hartsfield-Jackson Orlando

$1,136Multiple Airlines

Tue, Oct 27 - Wed, Oct 28

5:35 am - 9:32 amYOW Ottawa-MDW Chicago Midway

28h 57m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County

10:59 am - 12:44 amMDW Chicago Midway-YOW Ottawa

12h 45m2 stops Atlanta Hartsfield-Jackson Toronto Pearson Intl

$1,141WestJet

Tue, Oct 27 - Thu, Oct 29

5:35 am - 9:32 amYOW Ottawa-MDW Chicago Midway

28h 57m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County

10:59 am - 12:44 amMDW Chicago Midway-YOW Ottawa

12h 45m2 stops Atlanta Hartsfield-Jackson Toronto Pearson Intl

$1,165WestJet

Tue, Oct 27 - Thu, Oct 29

5:30 am - 6:00 pmYOW Ottawa-MDW Chicago Midway

37h 30m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County

11:33 am - 12:44 amMDW Chicago Midway-YOW Ottawa

12h 11m2 stops Atlanta Hartsfield-Jackson Toronto Pearson Intl

$1,207WestJet

Sun, Oct 25 - Sat, Oct 31

8:15 pm - 3:17 pmYOW Ottawa-MDW Chicago Midway

20h 02m2 stops Calgary Atlanta Hartsfield-Jackson

6:44 pm - 12:44 amMDW Chicago Midway-YOW Ottawa

29h 00m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl

$1,222WestJet

Fri, Oct 23 - Tue, Oct 27

5:35 am - 10:03 amYOW Ottawa-MDW Chicago Midway

29h 28m2 stops Toronto Pearson Intl Atlanta Hartsfield-Jackson

10:59 am - 12:44 amMDW Chicago Midway-YOW Ottawa

12h 45m2 stops Atlanta Hartsfield-Jackson Toronto Pearson Intl

$1,258WestJet

Mon, Oct 26 - Thu, Oct 29

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Delta flights from Ottawa to Chicago Midway Airport

Our best Delta deals on Ottawa to Chicago Midway Airport flight tickets

Delta

Dec 5

YOW5:30 amOttawa

13h 31m

2 stops

MDW6:01 pmChicago Midway

Dec 8

MDW6:41 pmChicago Midway

27h 59m

2 stops

YOW11:40 pmOttawa

$1,080

Delta

Dec 5

YOW5:30 amOttawa

13h 31m

2 stops

MDW6:01 pmChicago Midway

Dec 8

MDW6:41 pmChicago Midway

27h 59m

2 stops

YOW11:40 pmOttawa

$1,099

Delta

Dec 5

YOW5:30 amOttawa

13h 31m

2 stops

MDW6:01 pmChicago Midway

Dec 8

MDW6:41 pmChicago Midway

27h 59m

2 stops

YOW11:40 pmOttawa

$1,102

WestJet flights from Ottawa to Chicago Midway Airport

Our best WestJet deals on Ottawa to Chicago Midway Airport flight tickets

WestJet

Dec 3

YOW5:30 amOttawa

13h 31m

2 stops

MDW6:01 pmChicago Midway

Dec 6

MDW6:41 pmChicago Midway

27h 59m

2 stops

YOW11:40 pmOttawa

$905

WestJet

Nov 21

YOW5:30 amOttawa

13h 34m

2 stops

MDW6:04 pmChicago Midway

Nov 23

MDW10:34 amChicago Midway

12h 06m

2 stops

YOW11:40 pmOttawa

$907

WestJet

Nov 12

YOW5:30 amOttawa

13h 34m

2 stops

MDW6:04 pmChicago Midway

Nov 14

MDW6:44 pmChicago Midway

27h 56m

2 stops

YOW11:40 pmOttawa

$914

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 11/18

8:00 am-5:47 pm

2 stops10h 47m

Chicago Midway

Wed 11/25

8:42 pm-4:45 pm

1 stop19h 03m

$448

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Fri 11/20

3:10 pm-7:33 am

2 stops17h 23m

Chicago Midway

Sun 11/22

1:16 pm-1:11 pm

2 stops22h 55m

$535

Quickest round-trip

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Fri 11/20

8:00 am-7:47 pm

1 stop12h 47m

Chicago Midway

Sun 11/22

8:42 pm-2:42 pm

2 stops17h 00m

$607

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Fri 11/20

8:00 am-7:47 pm

1 stop12h 47m

Chicago Midway

Sun 11/22

8:42 pm-2:42 pm

2 stops17h 00m

$612

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Thu 12/3

5:40 pm-9:46 am

3 stops17h 06m

Chicago Midway

Sun 12/6

5:02 pm-11:33 am

3 stops17h 31m

$636

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Fri 11/20

10:20 am-7:33 am

3 stops22h 13m

Chicago Midway

Sun 11/22

1:16 pm-4:37 pm

3 stops26h 21m

$693

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Mon 11/2

7:05 am-11:22 am

3 stops29h 17m

Chicago Midway

Thu 11/5

6:42 pm-11:34 pm

3 stops27h 52m

$701

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Mon 11/2

7:05 am-11:22 am

3 stops29h 17m

Chicago Midway

Thu 11/5

6:42 pm-11:34 pm

2 stops27h 52m

$705

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Fri 11/20

7:00 am-7:47 pm

2 stops13h 47m

Chicago Midway

Sun 11/22

1:16 pm-4:37 pm

3 stops26h 21m

$706

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Fri 11/20

12:15 pm-7:33 am

3 stops20h 18m

Chicago Midway

Sun 11/22

9:09 am-5:22 pm

3 stops31h 13m

$712

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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	$229
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 $229. The best round-trip flight deal from Ottawa to Chicago Midway Airport found on momondo in the last 72 hours is $448.

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.

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?
Price Alerts will notify you by email when the price for flights to Chicago Midway Airport from Ottawa decreases. To activate this, select your desired travel dates and search for offers. While browsing through offers you’ll see the Price Alert widget toggle. Click it to turn on notifications.
How can I save money on flights from Ottawa to Chicago Midway Airport with momondo?
Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore”. Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.
How does momondo find its flight prices?
We compare prices from 700+ competitors to help you find the price that works best for you. momondo operates in over 30 international markets, bringing you access to a wide range of fares and deals. Search for your travel using momondo for a diverse range of options from airlines and OTAs.

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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.