Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Ontario to Chicago from $126

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Ontario to Chicago departing on 6/2. 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 Ontario to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
8:45 am - 9:35 am
YTZ
-
MDW
1h 50mnonstop
Porter Airlines Logo
10:25 am - 1:05 pm
MDW
-
YTZ
1h 40mnonstop
$202Porter Airlines
Tue, Jun 16 - Tue, Jun 23
Porter Airlines Logo
8:45 am - 9:35 am
YTZ
-
MDW
1h 50mnonstop
Porter Airlines Logo
10:15 am - 12:55 pm
MDW
-
YTZ
1h 40mnonstop
$203Porter Airlines
Thu, Jun 11 - Mon, Jun 15
Porter Airlines Logo
8:50 am - 9:40 am
YTZ
-
MDW
1h 50mnonstop
Porter Airlines Logo
10:25 am - 1:05 pm
MDW
-
YTZ
1h 40mnonstop
$204Porter Airlines
Sun, Jun 21 - Wed, Jun 24
Delta Logo
2:29 pm - 6:31 pm
YYZ
-
MDW
5h 02m
1 stop
Delta Logo
1:26 pm - 11:02 pm
MDW
-
YYZ
8h 36m
1 stop
$240Delta
Thu, Jun 11 - Tue, Jun 23
KLM Logo
6:10 am - 8:43 am
YYZ
-
MDW
3h 33m
1 stop
KLM Logo
1:26 pm - 11:02 pm
MDW
-
YYZ
8h 36m
1 stop
$256KLM
Sat, Jun 6 - Sat, Jun 13
Delta Logo
2:29 pm - 6:31 pm
YYZ
-
MDW
5h 02m
1 stop
Delta Logo
1:26 pm - 11:02 pm
MDW
-
YYZ
8h 36m
1 stop
$264Delta
Fri, Jun 12 - Fri, Jun 19
Multiple Airlines Logo
6:55 am - 9:35 am
YOW
-
MDW
27h 40m
1 stop
Multiple Airlines Logo
10:15 am - 12:20 am
MDW
-
YOW
13h 05m
1 stop
$386Multiple Airlines
Wed, Jun 3 - Wed, Jun 10
Multiple Airlines Logo
6:55 am - 9:35 am
YOW
-
MDW
27h 40m
1 stop
Multiple Airlines Logo
10:15 am - 12:20 am
MDW
-
YOW
13h 05m
1 stop
$395Multiple Airlines
Mon, Jun 8 - Wed, Jun 10
WestJet Logo
6:10 am - 12:46 pm
YXU
-
MDW
31h 36m
3 stops
WestJet Logo
1:18 pm - 1:50 pm
MDW
-
YXU
23h 32m
3 stops
$1,211WestJet
Sat, Jul 4 - Sat, Jul 11
WestJet Logo
6:10 am - 6:18 pm
YXU
-
MDW
13h 08m
2 stops
WestJet Logo
7:16 pm - 1:50 pm
MDW
-
YXU
17h 34m
2 stops
$1,260WestJet
Sun, Jun 7 - Mon, Jun 15

Delta flights from Region of Ontario to Chicago Midway Airport

Our best Delta deals on Region of Ontario to Chicago Midway Airport flight tickets
Delta
Jun 11
YYZ2:29 pmToronto Pearson Intl
5h 02m
1 stop
MDW6:31 pmChicago Midway
Jun 23
MDW1:26 pmChicago Midway
8h 36m
1 stop
YYZ11:02 pmToronto Pearson Intl
$240
Delta
Jun 12
YYZ2:29 pmToronto Pearson Intl
5h 02m
1 stop
MDW6:31 pmChicago Midway
Jun 19
MDW1:26 pmChicago Midway
8h 36m
1 stop
YYZ11:02 pmToronto Pearson Intl
$264
Delta
Jun 16
YYZ6:05 amToronto Pearson Intl
7h 41m
1 stop
MDW12:46 pmChicago Midway
Sep 19
MDW5:59 pmChicago Midway
3h 58m
1 stop
YYZ10:57 pmToronto Pearson Intl
$273

Porter Airlines flights from Region of Ontario to Chicago Midway Airport

Our best Porter Airlines deals on Region of Ontario to Chicago Midway Airport flight tickets
Porter Airlines
Jun 10
YTZ8:45 amToronto Island
1h 50m
MDW9:35 amChicago Midway
Jun 12
MDW10:15 amChicago Midway
1h 40m
YTZ12:55 pmToronto Island
$201
Porter Airlines
Jun 16
YTZ8:45 amToronto Island
1h 50m
MDW9:35 amChicago Midway
Jun 23
MDW10:25 amChicago Midway
1h 40m
YTZ1:05 pmToronto Island
$202
Porter Airlines
Jun 11
YTZ8:45 amToronto Island
1h 50m
MDW9:35 amChicago Midway
Jun 15
MDW10:15 amChicago Midway
1h 40m
YTZ12:55 pmToronto Island
$203

momondo Fare Finder

 
Customize your flight search to find flights from Region of Ontario 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 20, 2026.
Use the filters below to find and compare flights from Ontario to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 6/16

8:45 am-9:35 am

Nonstop1h 50m

Chicago Midway

Tue 6/23

10:25 am-1:05 pm

Nonstop1h 40m

$202

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 6/11

8:45 am-9:35 am

Nonstop1h 50m

Chicago Midway

Mon 6/15

10:15 am-12:55 pm

Nonstop1h 40m

$203

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sun 6/21

8:50 am-9:40 am

Nonstop1h 50m

Chicago Midway

Wed 6/24

10:25 am-1:05 pm

Nonstop1h 40m

$204

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Thu 6/11

2:29 pm-6:31 pm

1 stop5h 02m

Chicago Midway

Tue 6/23

1:26 pm-11:02 pm

1 stop8h 36m

$240

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Sat 6/6

6:10 am-8:43 am

1 stop3h 33m

Chicago Midway

Sat 6/13

1:26 pm-11:02 pm

1 stop8h 36m

$256

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Fri 6/12

2:29 pm-6:31 pm

1 stop5h 02m

Chicago Midway

Fri 6/19

1:26 pm-11:02 pm

1 stop8h 36m

$264

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 6/3

6:55 am-9:35 am

1 stop27h 40m

Chicago Midway

Wed 6/10

10:15 am-12:20 am

1 stop13h 05m

$386

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 6/8

6:55 am-9:35 am

1 stop27h 40m

Chicago Midway

Wed 6/10

10:15 am-12:20 am

1 stop13h 05m

$395

LondonChicago

YXU - MDW

YXUMDW

London

Sat 7/4

6:10 am-12:46 pm

3 stops31h 36m

Chicago Midway

Sat 7/11

1:18 pm-1:50 pm

3 stops23h 32m

$1,211

LondonChicago

YXU - MDW

YXUMDW

London

Sun 6/7

6:10 am-6:18 pm

2 stops13h 08m

Chicago Midway

Mon 6/15

7:16 pm-1:50 pm

2 stops17h 34m

$1,260

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 Region of Ontario 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 month to fly to Chicago Midway Airport?

The month of June is, on average, the cheapest month to fly to Chicago Midway Airport from Region of Ontario, with most prices found around $80. If you are unable to visit Chicago Midway Airport during the month of June, then departing from Region of Ontario during the month August is also very affordable. Most momondo users find prices during this month for around $82.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Region of Ontario. The lowest ticket price found for a Tuesday departure recently was $235. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Friday is the most expensive day to depart from Region of Ontario because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $304.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Region of Ontario in the morning is the least expensive time of day to depart. momondo users have found prices as low as $273 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $325. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Ontario to Chicago Midway flight route?

Fly from Toronto Island to Chicago Midway for the best Ontario - Chicago Midway flight prices

What cabin class options are available on Region of Ontario to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Region of Ontario to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Region of Ontario to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Region of Ontario to Chicago Midway Airport.

Cheap Region of Ontario to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Region of Ontario to Chicago Midway Airport

Best Price Found

$141

Fastest flight time

1h 50m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Region of Ontario in the past 72 hours is $141. The best round-trip flight deal from Region of Ontario to Chicago Midway Airport found on momondo in the last 72 hours is $220.
The fastest flight from Region of Ontario to Chicago Midway Airport takes 1h 50m
Direct flights go from Region of Ontario to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Ontario to Chicago Midway Airport

  • When did momondo last update prices for flights from Ontario to Chicago Midway Airport?

    Prices for flights from Ontario to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Ontario to Chicago Midway Airport?

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Ontario 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.

  • What is the most popular plane model from Region of Ontario to Chicago Midway Airport?

Best airlines flying from Region of Ontario to Chicago Midway Airport

Compare and see reviews for airlines that fly from Region of Ontario to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom $80Free CancellationRating
8.0
439 reviews
Search Porter Airlines flights

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
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

It is quick and easy to find Ontario 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 Ontario to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Ontario to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Ontario to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Ontario. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Ontario to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Ontario to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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
Fri 6/19
Fri 6/26
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago