Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Ottawa to Chicago from $220

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Ottawa to Chicago departing on 6/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Ottawa to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
10:40 am - 2:35 pm
YOW
-
MDW
4h 55m
1 stop
Porter Airlines Logo
3:15 pm - 9:44 pm
MDW
-
YOW
5h 29m
1 stop
$442Porter Airlines
Fri, Jul 24 - Sun, Jul 26
Porter Airlines Logo
10:40 am - 2:35 pm
YOW
-
MDW
4h 55m
1 stop
Porter Airlines Logo
3:15 pm - 9:44 pm
MDW
-
YOW
5h 29m
1 stop
$460Porter Airlines
Mon, Jul 20 - Fri, Jul 24
Porter Airlines Logo
8:00 am - 2:35 pm
YOW
-
MDW
7h 35m
1 stop
Porter Airlines Logo
3:20 pm - 8:04 pm
MDW
-
YOW
3h 44m
1 stop
$470Porter Airlines
Wed, Jul 8 - Wed, Jul 15
Porter Airlines Logo
10:40 am - 2:35 pm
YOW
-
MDW
4h 55m
1 stop
Porter Airlines Logo
10:20 am - 7:09 pm
MDW
-
YOW
7h 49m
1 stop
$477Porter Airlines
Fri, Jul 3 - Sat, Jul 11
Porter Airlines Logo
8:00 am - 2:35 pm
YOW
-
MDW
7h 35m
1 stop
Porter Airlines Logo
10:25 am - 8:04 pm
MDW
-
YOW
8h 39m
1 stop
$479Porter Airlines
Mon, Jun 22 - Wed, Jun 24
Porter Airlines Logo
10:40 am - 2:35 pm
YOW
-
MDW
4h 55m
1 stop
Porter Airlines Logo
10:20 am - 5:54 pm
MDW
-
YOW
6h 34m
1 stop
$487Porter Airlines
Wed, Jul 29 - Sun, Aug 2
Porter Airlines Logo
10:40 am - 2:35 pm
YOW
-
MDW
4h 55m
1 stop
Porter Airlines Logo
10:20 am - 5:54 pm
MDW
-
YOW
6h 34m
1 stop
$488Porter Airlines
Sun, Jul 26 - Thu, Jul 30
Porter Airlines Logo
10:40 am - 2:35 pm
YOW
-
MDW
4h 55m
1 stop
Porter Airlines Logo
3:15 pm - 9:44 pm
MDW
-
YOW
5h 29m
1 stop
$498Porter Airlines
Fri, Jul 24 - Sun, Jul 26
Porter Airlines Logo
8:00 am - 2:35 pm
YOW
-
MDW
7h 35m
1 stop
Porter Airlines Logo
3:15 pm - 9:44 pm
MDW
-
YOW
5h 29m
1 stop
$505Porter Airlines
Fri, Jul 24 - Sun, Jul 26
Porter Airlines Logo
9:35 am - 9:40 am
YOW
-
MDW
25h 05m
1 stop
Porter Airlines Logo
10:25 am - 12:54 pm
MDW
-
YOW
25h 29m
1 stop
$509Porter Airlines
Sat, Jun 20 - Sat, Jun 27

Porter Airlines flights from Ottawa to Chicago Midway Airport

Our best Porter Airlines deals on Ottawa to Chicago Midway Airport flight tickets
Porter Airlines
Jul 24
YOW10:40 amOttawa
4h 55m
1 stop
MDW2:35 pmChicago Midway
Jul 26
MDW3:15 pmChicago Midway
5h 29m
1 stop
YOW9:44 pmOttawa
$442
Porter Airlines
Jul 20
YOW10:40 amOttawa
4h 55m
1 stop
MDW2:35 pmChicago Midway
Jul 24
MDW3:15 pmChicago Midway
5h 29m
1 stop
YOW9:44 pmOttawa
$460
Porter Airlines
Jul 8
YOW8:00 amOttawa
7h 35m
1 stop
MDW2:35 pmChicago Midway
Jul 15
MDW3:20 pmChicago Midway
3h 44m
1 stop
YOW8:04 pmOttawa
$470

WestJet flights from Ottawa to Chicago Midway Airport

Our best WestJet deals on Ottawa to Chicago Midway Airport flight tickets
WestJet
Jun 20
YOW6:55 amOttawa
16h 22m
2 stops
MDW10:17 pmChicago Midway
Jun 22
MDW1:26 pmChicago Midway
33h 54m
2 stops
YOW12:20 amOttawa
$612
WestJet
Jun 6
YOW6:55 amOttawa
15h 14m
2 stops
MDW9:09 pmChicago Midway
Jun 7
MDW9:17 amChicago Midway
7h 18m
2 stops
YOW5:35 pmOttawa
$827
WestJet
May 27
YOW6:55 amOttawa
12h 38m
2 stops
MDW6:33 pmChicago Midway
Jun 3
MDW6:23 amChicago Midway
16h 57m
2 stops
YOW12:20 amOttawa
$881

momondo Fare Finder

 
Customize your flight search to find flights from Ottawa to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated May 25, 2026.
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
Quickest round-trip

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 7/24

10:40 am-2:35 pm

1 stop4h 55m

Chicago Midway

Sun 7/26

3:15 pm-9:44 pm

1 stop5h 29m

$442

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 7/20

10:40 am-2:35 pm

1 stop4h 55m

Chicago Midway

Fri 7/24

3:15 pm-9:44 pm

1 stop5h 29m

$460

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 7/8

8:00 am-2:35 pm

1 stop7h 35m

Chicago Midway

Wed 7/15

3:20 pm-8:04 pm

1 stop3h 44m

$470

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 7/3

10:40 am-2:35 pm

1 stop4h 55m

Chicago Midway

Sat 7/11

10:20 am-7:09 pm

1 stop7h 49m

$477

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 6/22

8:00 am-2:35 pm

1 stop7h 35m

Chicago Midway

Wed 6/24

10:25 am-8:04 pm

1 stop8h 39m

$479

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 7/29

10:40 am-2:35 pm

1 stop4h 55m

Chicago Midway

Sun 8/2

10:20 am-5:54 pm

1 stop6h 34m

$487

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sun 7/26

10:40 am-2:35 pm

1 stop4h 55m

Chicago Midway

Thu 7/30

10:20 am-5:54 pm

1 stop6h 34m

$488

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 7/24

10:40 am-2:35 pm

1 stop4h 55m

Chicago Midway

Sun 7/26

3:15 pm-9:44 pm

1 stop5h 29m

$498

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 7/24

8:00 am-2:35 pm

1 stop7h 35m

Chicago Midway

Sun 7/26

3:15 pm-9:44 pm

1 stop5h 29m

$505

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 6/20

9:35 am-9:40 am

1 stop25h 05m

Chicago Midway

Sat 6/27

10:25 am-12:54 pm

1 stop25h 29m

$509

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 and WestJet are the most popular carriers 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

Fastest flight time

4h 35m

Direct flights

None
The fastest flight from Ottawa to Chicago Midway Airport takes 4h 35m
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 35m, 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
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.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 6/24
Wed 7/1
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago