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.

$161 Cheap Flights from Ottawa to Chicago Midway Airport in 2025/26

1 adult

0 bags

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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.

7:00 am - 10:10 am

YOW

MDW

4h 10m1 stop

1:00 pm - 11:58 pm

MDW

YOW

9h 58m1 stop

$309Multiple Airlines

Thu, Feb 5 - Mon, Feb 9

4:35 pm - 12:02 am

YOW

MDW

8h 27m2 stops

1:00 pm - 11:58 pm

MDW

YOW

9h 58m1 stop

$314Multiple Airlines

Thu, Jan 15 - Fri, Jan 23

3:55 pm - 12:02 am

YOW

MDW

9h 07m1 stop

1:00 pm - 11:58 pm

MDW

YOW

9h 58m1 stop

$315Multiple Airlines

Sun, Jan 18 - Fri, Jan 23

3:55 pm - 12:02 am

YOW

MDW

9h 07m1 stop

1:00 pm - 11:58 pm

MDW

YOW

9h 58m1 stop

$316Multiple Airlines

Thu, Jan 15 - Fri, Jan 23

7:00 am - 10:05 am

YOW

MDW

4h 05m1 stop

4:15 pm - 8:54 pm

MDW

YOW

3h 39m1 stop

$321Porter Airlines

Fri, Feb 6 - Sun, Feb 8

7:00 am - 10:05 am

YOW

MDW

4h 05m1 stop

4:15 pm - 8:54 pm

MDW

YOW

3h 39m1 stop

$323Porter Airlines

Fri, Feb 6 - Sun, Feb 8

7:00 am - 10:05 am

YOW

MDW

4h 05m1 stop

4:15 pm - 7:59 am

MDW

YOW

14h 44m1 stop

$330Porter Airlines

Thu, Feb 5 - Sun, Feb 8

7:00 am - 10:10 am

YOW

MDW

4h 10m1 stop

1:00 pm - 11:58 pm

MDW

YOW

9h 58m1 stop

$333Multiple Airlines

Fri, Jan 30 - Mon, Feb 2

7:00 am - 10:10 am

YOW

MDW

4h 10m1 stop

1:00 pm - 11:58 pm

MDW

YOW

9h 58m1 stop

$334Multiple Airlines

Thu, Jan 29 - Mon, Feb 2

3:05 pm - 12:02 am

YOW

MDW

9h 57m2 stops

11:05 am - 5:29 pm

MDW

YOW

5h 24m1 stop

$335Multiple Airlines

Thu, Jan 15 - Tue, Jan 20

Porter Airlines flights from Ottawa to Chicago Midway Airport

Our best Porter Airlines deals on Ottawa to Chicago Midway Airport flight tickets

Porter Airlines

Feb 6

YOW7:00 amOttawa

4h 05m

1 stop

MDW10:05 amChicago Midway

Feb 8

MDW4:15 pmChicago Midway

3h 39m

1 stop

YOW8:54 pmOttawa

$321

Find similar

Porter Airlines

Feb 6

YOW7:00 amOttawa

4h 05m

1 stop

MDW10:05 amChicago Midway

Feb 8

MDW4:15 pmChicago Midway

3h 39m

1 stop

YOW8:54 pmOttawa

$323

Find similar

Porter Airlines

Feb 5

YOW7:00 amOttawa

4h 05m

1 stop

MDW10:05 amChicago Midway

Feb 8

MDW4:15 pmChicago Midway

14h 44m

1 stop

YOW7:59 amOttawa

$330

Find similar

WestJet flights from Ottawa to Chicago Midway Airport

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

WestJet

Jan 9

YOW5:40 amOttawa

8h 08m

2 stops

MDW12:48 pmChicago Midway

Jan 17

MDW9:32 amChicago Midway

14h 10m

2 stops

YOW12:42 amOttawa

$627

Find similar

WestJet

Jan 10

YOW5:40 amOttawa

28h 12m

2 stops

MDW8:52 amChicago Midway

Jan 17

MDW1:28 pmChicago Midway

10h 14m

2 stops

YOW12:42 amOttawa

$664

Find similar

WestJet

Jan 9

YOW7:15 pmOttawa

16h 17m

2 stops

MDW10:32 amChicago Midway

Jan 18

MDW11:21 amChicago Midway

28h 32m

2 stops

YOW4:53 pmOttawa

$872

Find similar

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

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 2/5

7:00 am-10:10 am

1 stop4h 10m

Chicago Midway

Mon 2/9

1:00 pm-11:58 pm

1 stop9h 58m

$309

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 1/15

4:35 pm-12:02 am

2 stops8h 27m

Chicago Midway

Fri 1/23

1:00 pm-11:58 pm

1 stop9h 58m

$314

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sun 1/18

3:55 pm-12:02 am

1 stop9h 07m

Chicago Midway

Fri 1/23

1:00 pm-11:58 pm

1 stop9h 58m

$315

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 1/15

3:55 pm-12:02 am

1 stop9h 07m

Chicago Midway

Fri 1/23

1:00 pm-11:58 pm

1 stop9h 58m

$316

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 2/6

7:00 am-10:05 am

1 stop4h 05m

Chicago Midway

Sun 2/8

4:15 pm-8:54 pm

1 stop3h 39m

$321

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 2/6

7:00 am-10:05 am

1 stop4h 05m

Chicago Midway

Sun 2/8

4:15 pm-8:54 pm

1 stop3h 39m

$323

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 2/5

7:00 am-10:05 am

1 stop4h 05m

Chicago Midway

Sun 2/8

4:15 pm-7:59 am

1 stop14h 44m

$330

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 1/30

7:00 am-10:10 am

1 stop4h 10m

Chicago Midway

Mon 2/2

1:00 pm-11:58 pm

1 stop9h 58m

$333

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 1/29

7:00 am-10:10 am

1 stop4h 10m

Chicago Midway

Mon 2/2

1:00 pm-11:58 pm

1 stop9h 58m

$334

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 1/15

3:05 pm-12:02 am

2 stops9h 57m

Chicago Midway

Tue 1/20

11:05 am-5:29 pm

1 stop5h 24m

$335

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

Fastest flight time	4h 05m
Direct flights	None

The fastest flight from Ottawa to Chicago Midway Airport takes 4h 05m

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

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 05m, 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.

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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New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

Munster

Crown Point

Chesterton

Monticello

Porter

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.