Cheap flights from Canada to Chicago Midway Airport from C$ 178
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 21/4. Fares are subject to change and may not be available on all flights or dates of travel.
Cheap flight deals from Canada to Midway
Keep the following information in mind while searching for Canada to Midway flight deals. Data was last updated 1 April 2025.
Round-trip from | C$ 286 |
---|---|
One-way from | C$ 178 |
Popular in | December |
Cheapest in | April |
Average price | C$ 336 |
Good round-trip deal | C$ 276 or less |
Good one-way deal | C$ 172 or less |
Find flight deals from Canada to Midway
Cheapest flights from Canada to MidwayExplore the most affordable flight options available from Canada to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 1 April 2025.
Explore the most affordable flight options available from Canada to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 1 April 2025.
Cheapflights Fare Finder
Customize your flight search to find flights from Canada 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 629,999 searches. Data last updated 1 April 2025.
Use the filters below to find and compare flights from Canada to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Wed 23/4
9:30 a.m.-10:20 a.m.
Nonstop1h 50m
Chicago Midway
Wed 30/4
11:15 a.m.-1:57 p.m.
Nonstop1h 42m
CalgaryChicago
YYC - MDW
YYCMDW
Calgary
Sun 11/5
6:30 a.m.-1:15 p.m.
1 stop5h 45m
Chicago Midway
Tue 13/5
1:55 p.m.-8:40 p.m.
1 stop7h 45m
MontrealChicago
YUL - MDW
YULMDW
Montreal Pierre Elliott Trudeau Intl
Thu 8/5
10:45 a.m.-4:24 p.m.
1 stop6h 39m
Chicago Midway
Sun 11/5
9:40 a.m.-4:00 p.m.
1 stop5h 20m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Wed 14/5
4:05 p.m.-4:54 p.m.
Nonstop1h 49m
Chicago Midway
Wed 21/5
9:40 a.m.-12:22 p.m.
Nonstop1h 42m
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Fri 2/5
11:00 p.m.-9:33 a.m.
1 stop8h 33m
Chicago Midway
Tue 6/5
9:34 a.m.-8:52 p.m.
1 stop13h 18m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Thu 1/5
3:35 p.m.-4:24 p.m.
Nonstop1h 49m
Chicago Midway
Sun 4/5
9:40 a.m.-12:22 p.m.
Nonstop1h 42m
TorontoChicago
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Thu 24/4
3:59 p.m.-6:20 p.m.
1 stop3h 21m
Chicago Midway
Sun 27/4
9:20 a.m.-3:09 p.m.
1 stop4h 49m
CalgaryChicago
YYC - MDW
YYCMDW
Calgary
Sat 10/5
12:30 a.m.-1:34 p.m.
1 stop12h 04m
Chicago Midway
Tue 13/5
9:34 a.m.-8:05 p.m.
1 stop11h 31m
HalifaxChicago
YHZ - MDW
YHZMDW
Halifax Intl
Thu 22/5
9:15 a.m.-4:24 p.m.
2 stops9h 09m
Chicago Midway
Tue 27/5
9:40 a.m.-11:24 p.m.
2 stops11h 44m
MontrealChicago
YUL - MDW
YULMDW
Montreal Pierre Elliott Trudeau Intl
Wed 7/5
6:00 a.m.-8:40 a.m.
1 stop3h 40m
Chicago Midway
Sat 10/5
5:25 p.m.-11:16 p.m.
1 stop4h 51m
Best time to book a flight from Canada to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Canada with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Canada to Chicago Midway Airport
What is the cheapest month to book a flight from Canada to Chicago Midway Airport?
Currently, January is the cheapest month in which you can book a flight from Canada to Chicago Midway Airport (average of C$ 243). Flying from Canada to Chicago Midway Airport in November is currently the most expensive (average of C$ 312). 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 CA to MDW?
Find hourly flight availability from Canada 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 1 April 2025.
When flying from Canada to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
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 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 43.0 mm.
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 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).
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 1 April 2025.
Read through reviews of airlines operating flights from Canada to Chicago, such as Delta, Porter Airlines and Air Transat. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
Overall
Comfort
Entertainment
Crew
Boarding
Reviews
Aaron,Oct 2024
TUS - LAX
Food
Overall
Comfort
Entertainment
Crew
Boarding
Reviews
Aaron,Oct 2024
TUS - LAX
Food
Overall
Comfort
Entertainment
Crew
Boarding
Reviews
Aaron,Oct 2024
TUS - LAX
Food
Overall
Comfort
Entertainment
Crew
Boarding
Reviews
Aaron,Oct 2024
TUS - LAX
Food
Overall
Comfort
Entertainment
Crew
Boarding
Reviews
Aaron,Oct 2024
TUS - LAX
Related info for your journey
Find useful and relevant information for your journey from Canada to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Canada to Midway
See prices for flight routes from nearby airports that may be better suited for you.
Top 2 airlines flying from Canada to Midway
Discover the top 2 airlines that operate flights from Canada 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 629,999 searches. Data last updated 1 April 2025.
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How does Cheapflights help users find flights from Canada to Midway?
Cheapflights helps you search for flights from Canada to Midway via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
Why should you use Cheapflights to find cheap flight tickets from Canada to Midway?
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Midway from Canada.
Can Cheapflights find flights from Canada to Midway with no change fees?
Yes, we can. To see specific flights from Canada to Midway with no change fees, users can toggle flexible booking options after using the search form above to find flights.
Can Cheapflights notify me if prices for flights from Canada to Midway become cheaper?
Yes! Start tracking prices for Canada to Midway flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.