$108+ Cheap flights from Ontario to Midway (MDW)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MDW
Jun 21 — Jun 281
1 adult, Economy
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Find cheap flights from Ontario to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Ontario to Midway
Keep the following information in mind while searching for Ontario to Midway flight deals. Data was last updated June 16, 2025.
Round-trip from | $160 (SmartFares) |
|---|---|
One-way from | $108 (FlightHub) |
Popular in | December |
Cheapest in | April |
Average price | $253 |
Good round-trip deal | $168 or less |
Good one-way deal | $106 or less |
Find flight deals from Ontario to Midway
Cheapest flights from Ontario to MidwayExplore the most affordable flight options available from Ontario to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2025.
Explore the most affordable flight options available from Ontario to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2025.
This SmartFares deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/237:55 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Mon 8/255:20 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/16![Porter Airlines logo]()
$160
This SmartFares deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/127:55 amYTZ - MDW
Nonstop1h 50mAir Transat
Sat 7/199:40 amMDW - YTZ
Nonstop1h 40mAir Transat
Deal found 6/14![Air Transat logo]()
$187
This Trip.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/93:35 pmYTZ - MDW
Nonstop1h 49mMultiple Airlines
Thu 7/105:20 pmMDW - YTZ
Nonstop1h 42mMultiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$199
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/412:15 pmYYZ - MDW
1 stop7h 21mDelta
Wed 10/152:00 pmMDW - YYZ
1 stop7h 55mDelta
Deal found 6/14![Delta logo]()
$214
This Vliegwinkel deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/710:45 amYUL - MDW
1 stop6h 39mPorter Airlines
Sun 8/105:20 pmMDW - YUL
1 stop3h 55mPorter Airlines
Deal found 6/15![Porter Airlines logo]()
$226
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/46:00 amYUL - MDW
1 stop3h 35mDelta
Wed 9/109:30 amMDW - YUL
1 stop7h 13mDelta
Deal found 6/16![Delta logo]()
$238
This Trip.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1011:00 amYOW - MDW
1 stop6h 24mPorter Airlines
Tue 7/299:40 amMDW - YOW
1 stop6h 23mPorter Airlines
Deal found 6/16![Porter Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/216:45 amYUL - MDW
1 stop10h 39mMultiple Airlines
Thu 7/245:20 pmMDW - YUL
1 stop3h 55mMultiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1012:35 pmYOW - MDW
1 stop4h 49mMultiple Airlines
Tue 7/229:40 amMDW - YOW
1 stop6h 23mMultiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$354
This oojo deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/36:45 amYUL - MDW
2 stops15h 59mWestJet
Wed 10/81:05 pmMDW - YUL
2 stops10h 32mWestJet
Deal found 6/14![WestJet logo]()
$357
This FlightHub deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/251:20 pmYYZ - MDW
1 stop9h 22mWestJet
Tue 7/291:46 pmMDW - YYZ
1 stop8h 24mWestJet
Deal found 6/14![WestJet logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/268:00 pmYYZ - MDW
2 stops14h 41mMultiple Airlines
Fri 6/279:12 pmMDW - YYZ
1 stop24h 32mMultiple Airlines
Deal found 6/14![Multiple Airlines logo]()
$501
Cheapflights Fare Finder
Customize your flight search to find flights from Ontario to Midway 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, Cheapflights users made 2,558,603 searches. Data last updated June 16, 2025.
Use the filters below to find and compare flights from Ontario to Chicago Midway Airport that are best for you.
Fly from
Ontario
Fly to
Midway
Route
Depart
Return
Price
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Sat 8/23
7:55 am-8:45 am
Nonstop1h 50m
Chicago Midway
Mon 8/25
5:20 pm-8:02 pm
Nonstop1h 42m
$160
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Sat 7/12
7:55 am-8:45 am
Nonstop1h 50m
Chicago Midway
Sat 7/19
9:40 am-12:20 pm
Nonstop1h 40m
$187
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Wed 7/9
3:35 pm-4:24 pm
Nonstop1h 49m
Chicago Midway
Thu 7/10
5:20 pm-8:02 pm
Nonstop1h 42m
$199
TorontoChicago
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Tue 7/29
6:30 am-8:44 am
1 stop3h 14m
Chicago Midway
Tue 8/5
1:46 pm-11:10 pm
1 stop8h 24m
$220
MontrealChicago
YUL - MDW
YULMDW
Montreal Pierre Elliott Trudeau Intl
Thu 8/7
10:45 am-4:24 pm
1 stop6h 39m
Chicago Midway
Sun 8/10
5:20 pm-10:15 pm
1 stop3h 55m
$226
MontrealChicago
YUL - MDW
YULMDW
Montreal Pierre Elliott Trudeau Intl
Thu 9/4
6:00 am-8:35 am
1 stop3h 35m
Chicago Midway
Thu 9/11
6:00 am-5:04 pm
1 stop10h 04m
$238
OttawaChicago
YOW - MDW
YOWMDW
Ottawa
Thu 7/10
11:00 am-4:24 pm
1 stop6h 24m
Chicago Midway
Tue 7/29
9:40 am-5:03 pm
1 stop6h 23m
$257
MontrealChicago
YUL - MDW
YULMDW
Montreal Pierre Elliott Trudeau Intl
Mon 7/21
6:45 am-4:24 pm
1 stop10h 39m
Chicago Midway
Thu 7/24
5:20 pm-10:15 pm
1 stop3h 55m
$319
OttawaChicago
YOW - MDW
YOWMDW
Ottawa
Thu 7/10
12:35 pm-4:24 pm
1 stop4h 49m
Chicago Midway
Tue 7/22
9:40 am-5:03 pm
1 stop6h 23m
$354
MontrealChicago
YUL - MDW
YULMDW
Montreal Pierre Elliott Trudeau Intl
Fri 10/3
6:45 am-9:44 pm
2 stops15h 59m
Chicago Midway
Wed 10/8
1:05 pm-12:37 am
2 stops10h 32m
$357
Showing 1-10 of 33 results
Best time to book a flight from Ontario to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Ontario with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Ontario to Chicago Midway Airport
What is the cheapest month to book a flight from Region of Ontario to Chicago Midway Airport?
Currently, April is the cheapest month in which you can book a flight from Region of Ontario to Chicago Midway Airport (average of $160). Flying from Region of Ontario to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from ON to MDW?
Find hourly flight availability from Ontario to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 16, 2025.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Region of Ontario to Chicago Midway Airport as you normally would.
Rainfall in Midway by month
Plan your trip to Midway by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.
Temperature in Midway by month
Plan your trip to Midway by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated June 16, 2025.
Read through reviews of airlines operating flights from Ontario to Chicago, such as Porter Airlines, Delta and KLM. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.7
Entertainment
7.0
Overall
8.0
Boarding
8.2
Food
7.6
Comfort
8.1
Reviews
1 / 20
4.0
OkayMary,Jun 2025
FLL - YYZ
Crew
8.7
Entertainment
7.0
Overall
8.0
Boarding
8.2
Food
7.6
Comfort
8.1
Reviews
1 / 20
4.0
OkayMary,Jun 2025
FLL - YYZ
Crew
8.7
Entertainment
7.0
Overall
8.0
Boarding
8.2
Food
7.6
Comfort
8.1
Reviews
1 / 20
4.0
OkayMary,Jun 2025
FLL - YYZ
Crew
8.7
Entertainment
7.0
Overall
8.0
Boarding
8.2
Food
7.6
Comfort
8.1
Reviews
1 / 20
4.0
OkayMary,Jun 2025
FLL - YYZ
Crew
8.7
Entertainment
7.0
Overall
8.0
Boarding
8.2
Food
7.6
Comfort
8.1
Reviews
1 / 20
4.0
OkayMary,Jun 2025
FLL - YYZ
Crew
8.7
Entertainment
7.0
Overall
8.0
Boarding
8.2
Food
7.6
Comfort
8.1
Reviews
1 / 20
4.0
OkayMary,Jun 2025
FLL - YYZ
Related info for your journey
Find useful and relevant information for your journey from Ontario to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Ontario?
Book flights to Ontario if you plan to visit one of these locationsMerrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton
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Alternative routes for Ontario to Midway
See prices for flight routes from nearby airports that may be better suited for you.
Top airline flying from Ontario to Midway
Discover the top airline that operate flights from Ontario to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 16, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$169 | Average$252 | FlexibilityNo cancel fee | On-time52% |