What are the cheapest airlines to fly from Canada to Chicago Midway Airport one-way?

One-way options have recently been found by users for as low as C$ 170 on Porter Airlines. Other airlines that offer cheap prices include Delta from C$ 191 and Air Transat from C$ 218 one-way.

What are the most popular routes from Canada to Chicago Midway Airport?

While some choose either Toronto Pearson Intl - Chicago Midway or Montreal Pierre Elliott Trudeau Intl - Chicago Midway, Toronto Island - Chicago Midway is the most popular route from Canada to Chicago Midway Airport.

How far in advance should I book a flight from Canada to Chicago Midway Airport?

Travellers have found it’s best to book a flight 53 days in advance to save up to 87% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 53 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Canada to Chicago Midway Airport 1-2 weeks in advance for as low as C$ 412, or C$ 676 for flights within the next 24 hours.

What is the cheapest month to fly from Canada to Chicago Midway Airport?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, March can be a great choice for travel to Chicago Midway Airport. Flights to Chicago Midway Airport from Canada in March are about C$ 380 on average during March, but can be found for as low as C$ 240.

Can I find deals for flights from Canada to Midway that include hotel bookings?

Yes. In addition to deals on Canada to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Canada to Midway?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Canada to Midway.

Can I find deals for business class flights from Canada to Midway?

Yes. Cheapflights offers flight deals from Canada to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

C$ 379+ Flights from Canada to Chicago Midway Airport - Compare & Save Big

Cheap flight deals from Canada to Midway

Round-trip from	C$ 245
One-way from	C$ 170
Popular in	December
Cheapest in	March
Average price	C$ 351
Good round-trip deal	C$ 264 or less
Good one-way deal	C$ 152 or less

Porter Airlines
12/7-16/7
Nonstop
3h 30m total
Canada to Chicago

Search Deals

Porter Airlines
28/5
Nonstop
1h 50m total
Canada to Chicago

Search Deals

Highest demand for flights based on searches. 5% potential increase in price (C$ 28 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease (C$ 6 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in April 2025

Search Deals

Price to beat on a round-trip flight from Canada to Chicago Midway.

Search Deals

Price to beat on a one-way flight from Canada to Chicago Midway.

Search Deals

Find flight deals from Canada to Midway

Cheapest flights from Canada to Midway
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 29 April 2025.

Sat 12/77:55 a.m.YTZ - MDW

Nonstop1h 50mPorter Airlines

Wed 16/79:40 a.m.MDW - YTZ

Nonstop1h 40mPorter Airlines

Deal found 28/4C$ 245

Thu 28/87:55 a.m.YTZ - MDW

Nonstop1h 50mMultiple Airlines

Mon 1/99:15 a.m.MDW - YTZ

Nonstop1h 42mMultiple Airlines

Deal found 28/4C$ 249

Mon 26/56:30 a.m.YYC - MDW

1 stop5h 45mDelta

Mon 2/69:20 a.m.MDW - YYC

2 stops14h 41mDelta

Deal found 28/4C$ 309

Thu 10/73:35 p.m.YTZ - MDW

Nonstop1h 49mAir Transat

Sun 13/75:20 p.m.MDW - YTZ

Nonstop1h 42mAir Transat

Deal found 28/4C$ 310

Thu 22/51:10 p.m.YUL - MDW

1 stop4h 14mPorter Airlines

Mon 26/59:40 a.m.MDW - YUL

1 stop5h 20mPorter Airlines

Deal found 28/4C$ 320

Sun 18/59:49 a.m.YYZ - MDW

1 stop3h 39mDelta

Wed 21/59:16 a.m.MDW - YYZ

1 stop6h 59mDelta

Deal found 27/4C$ 359

Tue 27/56:30 a.m.YYZ - MDW

1 stop7h 45mWestJet

Tue 3/67:25 p.m.MDW - YYZ

1 stop15h 15mWestJet

Deal found 27/4C$ 384

Mon 26/56:15 a.m.YUL - MDW

1 stop8h 00mDelta

Mon 2/61:55 p.m.MDW - YUL

1 stop8h 24mDelta

Deal found 27/4C$ 391

Wed 11/69:15 a.m.YHZ - MDW

2 stops9h 39mPorter Airlines

Wed 18/69:40 a.m.MDW - YHZ

2 stops11h 44mPorter Airlines

Deal found 28/4C$ 392

Thu 29/512:35 p.m.YOW - MDW

1 stop4h 49mPorter Airlines

Sun 1/69:40 a.m.MDW - YOW

1 stop5h 53mPorter Airlines

Deal found 28/4C$ 396

Sun 25/56:00 a.m.YEG - MDW

2 stops11h 45mDelta

Wed 4/69:20 a.m.MDW - YEG

1 stop7h 38mDelta

Deal found 28/4C$ 399

Thu 29/55:35 p.m.YVR - MDW

1 stop19h 25mMultiple Airlines

Sun 1/66:25 a.m.MDW - YVR

1 stop18h 00mMultiple Airlines

Deal found 28/4C$ 413

Best flights from Canada to Midway
Discover carefully curated flight deals from Canada to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 29 April 2025.

Sat 12/77:55 a.m.YTZ - MDW

Nonstop1h 50mPorter Airlines

Wed 16/79:40 a.m.MDW - YTZ

Nonstop1h 40mPorter Airlines

Deal found 28/4C$ 245

Sat 31/57:55 a.m.YTZ - MDW

Nonstop1h 50mMultiple Airlines

Mon 2/69:40 a.m.MDW - YTZ

Nonstop1h 40mMultiple Airlines

Deal found 27/4C$ 249

Mon 26/56:30 a.m.YYC - MDW

1 stop5h 45mDelta

Mon 2/69:20 a.m.MDW - YYC

2 stops14h 41mDelta

Deal found 28/4C$ 309

Thu 10/73:35 p.m.YTZ - MDW

Nonstop1h 49mAir Transat

Sun 13/75:20 p.m.MDW - YTZ

Nonstop1h 42mAir Transat

Deal found 28/4C$ 310

Tue 27/56:30 a.m.YYZ - MDW

1 stop7h 45mWestJet

Tue 3/67:25 p.m.MDW - YYZ

1 stop15h 15mWestJet

Deal found 27/4C$ 384

Thu 22/51:10 p.m.YUL - MDW

1 stop4h 14mPorter Airlines

Mon 26/59:40 a.m.MDW - YUL

1 stop5h 20mPorter Airlines

Deal found 28/4C$ 320

Sun 18/59:49 a.m.YYZ - MDW

1 stop3h 39mDelta

Wed 21/59:16 a.m.MDW - YYZ

1 stop6h 59mDelta

Deal found 27/4C$ 359

Thu 29/55:35 p.m.YVR - MDW

1 stop19h 25mMultiple Airlines

Sun 1/66:25 a.m.MDW - YVR

1 stop18h 00mMultiple Airlines

Deal found 28/4C$ 413

Mon 26/56:15 a.m.YUL - MDW

1 stop8h 00mDelta

Mon 2/61:55 p.m.MDW - YUL

1 stop8h 24mDelta

Deal found 27/4C$ 391

Wed 11/69:15 a.m.YHZ - MDW

2 stops9h 39mPorter Airlines

Wed 18/69:40 a.m.MDW - YHZ

2 stops11h 44mPorter Airlines

Deal found 28/4C$ 392

Thu 10/712:46 p.m.YUL - MDW

1 stop9h 55mWestJet

Sat 12/71:46 p.m.MDW - YUL

1 stop8h 29mWestJet

Deal found 27/4C$ 478

Thu 29/512:35 p.m.YOW - MDW

1 stop4h 49mPorter Airlines

Sun 1/69:40 a.m.MDW - YOW

1 stop5h 53mPorter Airlines

Deal found 28/4C$ 396

Direct flights from Canada to Midway
Explore direct flight options from Canada to Midway based on user searches, and compare prices and availability for your desired travel dates. Data last updated 29 April 2025.

Sat 12/77:55 a.m.YTZ - MDW

Nonstop1h 50mPorter Airlines

Wed 16/79:40 a.m.MDW - YTZ

Nonstop1h 40mPorter Airlines

Deal found 28/4C$ 245

Sat 31/57:55 a.m.YTZ - MDW

Nonstop1h 50mMultiple Airlines

Mon 2/69:40 a.m.MDW - YTZ

Nonstop1h 40mMultiple Airlines

Deal found 27/4C$ 249

Thu 10/73:35 p.m.YTZ - MDW

Nonstop1h 49mAir Transat

Sun 13/75:20 p.m.MDW - YTZ

Nonstop1h 42mAir Transat

Deal found 28/4C$ 310

Last-minute flights from Canada to Midway
Discover last-minute flight deals from Canada to Midway. Data last updated 29 April 2025 and is based on user searches.

Sun 4/55:00 a.m.YVR - MDW

2 stops11h 20mDelta

Sun 11/59:16 a.m.MDW - YVR

2 stops13h 19mDelta

Deal found 28/4C$ 564

Sun 4/56:10 a.m.YUL - MDW

1 stop9h 12mDelta

Tue 6/56:04 a.m.MDW - YUL

1 stop9h 48mDelta

Deal found 28/4C$ 650

Sun 4/54:25 p.m.YOW - MDW

2 stops22h 09mMultiple Airlines

Tue 6/59:40 a.m.MDW - YOW

1 stop5h 53mMultiple Airlines

Deal found 28/4C$ 770

Mon 5/54:05 p.m.YTZ - MDW

Nonstop1h 49mAir Transat

Thu 8/59:40 a.m.MDW - YTZ

Nonstop1h 42mAir Transat

Deal found 28/4C$ 538

Mon 5/512:35 p.m.YOW - MDW

1 stop5h 19mPorter Airlines

Fri 9/59:40 a.m.MDW - YOW

1 stop5h 53mPorter Airlines

Deal found 28/4C$ 593

Tue 6/53:59 p.m.YYZ - MDW

1 stop3h 21mDelta

Wed 21/59:16 a.m.MDW - YYZ

1 stop6h 59mDelta

Deal found 26/4C$ 467

Wed 7/56:30 a.m.YYC - MDW

1 stop5h 45mDelta

Thu 8/51:55 p.m.MDW - YYC

1 stop7h 45mDelta

Deal found 28/4C$ 456

Thu 8/57:55 a.m.YTZ - MDW

Nonstop1h 50mPorter Airlines

Fri 16/55:50 p.m.MDW - YTZ

Nonstop1h 42mPorter Airlines

Deal found 28/4C$ 382

Thu 8/510:45 a.m.YUL - MDW

1 stop6h 39mPorter Airlines

Sun 20/79:40 a.m.MDW - YUL

1 stop5h 20mPorter Airlines

Deal found 28/4C$ 416

Thu 8/512:30 p.m.YYZ - MDW

1 stop6h 15mWestJet

Sun 11/512:48 p.m.MDW - YYZ

1 stop8h 08mWestJet

Deal found 27/4C$ 503

Thu 8/51:10 p.m.YUL - MDW

1 stop4h 14mMultiple Airlines

Mon 12/512:48 p.m.MDW - YUL

2 stops10h 49mMultiple Airlines

Deal found 28/4C$ 507

Thu 8/512:30 p.m.YYZ - MDW

1 stop6h 15mMultiple Airlines

Fri 16/51:19 p.m.MDW - YYZ

1 stop9h 28mMultiple Airlines

Deal found 28/4C$ 629

One-way flights from Canada to Midway
Search for one-way flight options from Canada to Midway. Find affordable one-way fares based on user searches. Data last updated 29 April 2025.

Wed 28/57:55 a.m.YTZ - MDW

Nonstop1h 50mPorter Airlines

Deal found 28/4C$ 170

Mon 26/56:30 a.m.YYC - MDW

1 stop10h 15mDelta

Deal found 28/4C$ 191

Wed 28/51:10 p.m.YUL - MDW

1 stop4h 44mPorter Airlines

Deal found 28/4C$ 195

Sat 7/69:25 a.m.YEG - MDW

1 stop7h 22mDelta

Deal found 28/4C$ 215

Sun 6/77:55 a.m.YTZ - MDW

Nonstop1h 50mAir Transat

Deal found 26/4C$ 218

Mon 26/59:15 a.m.YHZ - MDW

2 stops9h 39mPorter Airlines

Deal found 27/4C$ 219

Mon 9/612:14 p.m.YYZ - MDW

1 stop7h 27mDelta

Deal found 27/4C$ 223

Tue 5/88:30 p.m.YVR - MDW

2 stops12h 10mMultiple Airlines

Deal found 27/4C$ 233

Tue 10/66:45 a.m.YUL - MDW

1 stop10h 39mMultiple Airlines

Deal found 28/4C$ 233

Mon 11/88:45 p.m.YEG - MDW

2 stops12h 55mMultiple Airlines

Deal found 28/4C$ 234

Sun 27/76:30 a.m.YYZ - MDW

1 stop7h 36mWestJet

Deal found 28/4C$ 236

Mon 26/59:15 p.m.YYC - MDW

2 stops23h 59mMultiple Airlines

Deal found 28/4C$ 241

Cheapflights Fare Finder

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

Sat 12/7

7:55 a.m.-8:45 a.m.

Nonstop1h 50m

Chicago Midway

Wed 16/7

9:40 a.m.-12:20 p.m.

Nonstop1h 40m

C$ 245

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 28/8

7:55 a.m.-8:45 a.m.

Nonstop1h 50m

Chicago Midway

Mon 1/9

9:15 a.m.-11:57 a.m.

Nonstop1h 42m

C$ 249

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Mon 26/5

6:30 a.m.-1:15 p.m.

1 stop5h 45m

Chicago Midway

Mon 2/6

9:20 a.m.-11:01 p.m.

2 stops14h 41m

C$ 309

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 10/7

3:35 p.m.-4:24 p.m.

Nonstop1h 49m

Chicago Midway

Sun 13/7

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

C$ 310

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 22/5

1:10 p.m.-4:24 p.m.

1 stop4h 14m

Chicago Midway

Mon 26/5

9:40 a.m.-4:00 p.m.

1 stop5h 20m

C$ 320

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Sun 18/5

9:49 a.m.-12:28 p.m.

1 stop3h 39m

Chicago Midway

Wed 21/5

9:16 a.m.-5:15 p.m.

1 stop6h 59m

C$ 359

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Tue 27/5

6:30 a.m.-1:15 p.m.

1 stop7h 45m

Chicago Midway

Tue 3/6

7:25 p.m.-11:40 a.m.

1 stop15h 15m

C$ 384

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Mon 26/5

6:15 a.m.-1:15 p.m.

1 stop8h 00m

Chicago Midway

Mon 2/6

1:55 p.m.-11:19 p.m.

1 stop8h 24m

C$ 391

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 11/6

9:15 a.m.-4:54 p.m.

2 stops9h 39m

Chicago Midway

Wed 18/6

9:40 a.m.-11:24 p.m.

2 stops11h 44m

C$ 392

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 29/5

12:35 p.m.-4:24 p.m.

1 stop4h 49m

Chicago Midway

Sun 1/6

9:40 a.m.-4:33 p.m.

1 stop5h 53m

C$ 396

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/4

Showing 1-10 of 60 results

...

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.

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 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?

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

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

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

Read through reviews of airlines operating flights from Canada to Chicago, such as Porter Airlines, Delta and Air Transat. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Porter Airlines

8.0

Very good

285 reviews

Check prices

Reviews

1 / 18

10.0

Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you

Porter Airlines

8.0

Very good

285 reviews

Porter Airlines

8.0

Very good

285 reviews

Check prices

Reviews

1 / 18

10.0

Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you

Delta

8.0

Very good

7,929 reviews

Porter Airlines

8.0

Very good

285 reviews

Check prices

Reviews

1 / 18

10.0

Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you

Air Transat

7.8

Good

385 reviews

Porter Airlines

8.0

Very good

285 reviews

Check prices

Reviews

1 / 18

10.0

Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you

WestJet

7.2

Good

2,823 reviews

Porter Airlines

8.0

Very good

285 reviews

Check prices

Reviews

1 / 18

10.0

Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you

Related info for your journey

What are the cheapest airlines to fly from Canada to Chicago Midway Airport one-way?
One-way options have recently been found by users for as low as C$ 170 on Porter Airlines. Other airlines that offer cheap prices include Delta from C$ 191 and Air Transat from C$ 218 one-way.
What are the most popular routes from Canada to Chicago Midway Airport?
While some choose either Toronto Pearson Intl - Chicago Midway or Montreal Pierre Elliott Trudeau Intl - Chicago Midway, Toronto Island - Chicago Midway is the most popular route from Canada to Chicago Midway Airport.
Can I find deals for flights from Canada to Midway that include hotel bookings?
Yes. In addition to deals on Canada to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Canada to Midway?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Canada to Midway.
Can I find deals for business class flights from Canada to Midway?
Yes. Cheapflights offers flight deals from Canada to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Canada to Midway

Pearson Intl to O'Hare Intl flights

Vancouver Intl to O'Hare Intl flights

Pierre Elliott Trudeau Intl to O'Hare Intl flights

Toronto Island to Midway flights

Pearson Intl to Midway flights

Québec City to O'Hare Intl flights

Pierre Elliott Trudeau Intl to Midway flights

Ottawa to O'Hare Intl flights

Calgary to O'Hare Intl flights

Toronto Island to O'Hare Intl flights

Winnipeg to O'Hare Intl flights

Vancouver Intl to Midway flights

Region of Waterloo Intl to O'Hare Intl flights

Hamilton to O'Hare Intl flights

Québec City to Midway flights

Ottawa to Midway flights

Edmonton to O'Hare Intl flights

Calgary to Midway flights

Edmonton to Midway flights

Buffalo to O'Hare Intl flights

Detroit to O'Hare Intl flights

Halifax to O'Hare Intl flights

Los Angeles to O'Hare Intl flights

Victoria to O'Hare Intl flights

Halifax to Midway flights

Seattle to O'Hare Intl flights

London to O'Hare Intl flights

Nanaimo to O'Hare Intl flights

Kelowna to O'Hare Intl flights

St John to O'Hare Intl flights

Moncton to O'Hare Intl flights

Saskatoon to O'Hare Intl flights

Deer Lake to O'Hare Intl flights

Comox to O'Hare Intl flights

Kelowna to Midway flights

Saskatoon to Midway flights

St. John's to O'Hare Intl flights

Regina to O'Hare Intl flights

Top 2 airlines flying from Canada to Midway

Airline	Cheapest	Average	Flexibility	On-time
Porter Airlines	CheapestC$ 260	AverageC$ 451	FlexibilityNo cancel fee	On-time52%	Search Porter Airlines flights
WestJet	CheapestC$ 478	AverageC$ 679	FlexibilityNo cancel fee	On-time60%	Search WestJet flights

Fly with Cheapflights

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.

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Cheap flights from Canada to Chicago Midway Airport from C$ 170

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 28/5. 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 29 April 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

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 29 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 29 April 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Canada to Chicago Midway Airport that are best for you.

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?

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 29 April 2025.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

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 29 April 2025.

Read through reviews of airlines operating flights from Canada to Chicago, such as Porter Airlines, Delta and Air Transat. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

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.

What are the cheapest airlines to fly from Canada to Chicago Midway Airport one-way?

What are the most popular routes from Canada to Chicago Midway Airport?

Can I find deals for flights from Canada to Midway that include hotel bookings?

How can I find direct flights from Canada to Midway?

Can I find deals for business class flights from Canada to Midway?

What is the cheapest month to book a flight from Canada to Chicago Midway Airport?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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

Fly with Cheapflights

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Cheapest flights from Canada to Midway
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 29 April 2025.