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.

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).

What is the cheapest time of day to fly from YUL to MDW?

When flying from Montreal Pierre Elliott Trudeau Intl Airport 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.

Can I find deals for flights from Pierre Elliott Trudeau Intl to Midway that include hotel bookings?

Yes. In addition to deals on Pierre Elliott Trudeau Intl to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Pierre Elliott Trudeau Intl to Midway?

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

Can I find deals for business class flights from Pierre Elliott Trudeau Intl to Midway?

Yes. Cheapflights offers flight deals from Pierre Elliott Trudeau Intl 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$ 245+ Cheap Flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport

Cheap flight deals from Pierre Elliott Trudeau Intl to Midway

Enter your travel dates to find the best prices.

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Best

Last-minute

One-way

Cheapest flights from Pierre Elliott Trudeau Intl to Midway
Explore the most affordable flight options available from Pierre Elliott Trudeau Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 26 September 2026.

Sat 17/106:30 a.m. -

1 stop5h 30m

Mon 19/103:20 p.m. -

1 stop4h 52m

Deal found 21/9C$ 402

Fri 16/106:30 a.m. -

1 stop5h 30m

Tue 20/103:20 p.m. -

1 stop4h 52m

Deal found 21/9C$ 410

Tue 13/109:00 a.m. -

1 stop6h 35m

Fri 16/103:20 p.m. -

1 stop4h 52m

Deal found 21/9C$ 414

Wed 7/106:30 a.m. -

1 stop5h 30m

Sun 11/103:20 p.m. -

1 stop4h 52m

Deal found 22/9C$ 416

Sat 17/106:30 a.m. -

1 stop5h 30m

Wed 21/103:20 p.m. -

1 stop4h 52m

Deal found 21/9C$ 417

Thu 22/106:30 a.m. -

1 stop5h 30m

Sat 24/1011:45 a.m. -

1 stop5h 27m

Deal found 23/9C$ 419

Wed 14/109:00 a.m. -

1 stop6h 35m

Sat 17/1011:45 a.m. -

1 stop5h 27m

Deal found 21/9C$ 420

Sat 10/106:30 a.m. -

1 stop9h 05m

Sun 11/103:20 p.m. -

1 stop4h 52m

Deal found 21/9C$ 429

Thu 15/106:00 a.m. -

1 stop7h 47m

Tue 20/101:27 p.m. -

1 stop8h 58m

Deal found 21/9C$ 431

Fri 16/106:30 a.m. -

1 stop5h 30m

Sun 18/103:20 p.m. -

1 stop4h 52m

Deal found 25/9C$ 434

Sat 10/106:30 a.m. -

1 stop9h 05m

Wed 14/103:20 p.m. -

1 stop4h 52m

Deal found 21/9C$ 436

Tue 20/106:30 a.m. -

1 stop5h 30m

Tue 20/103:20 p.m. -

1 stop4h 52m

Deal found 21/9C$ 437

Find flight deals from Pierre Elliott Trudeau Intl to Midway

Round-trip from	C$ 402
One-way from	C$ 245
Popular in	October
Cheapest in	May
Average price	C$ 727

Porter Airlines
17/10-19/10
2 total stops
10h 22m total
Montreal to Chicago

Search Deals

Porter Airlines
22/10-31/12
1 total stop
5h 30m total
Montreal to Chicago

Search Deals

Highest demand for flights based on searches. 30% potential increase in price (C$ 329 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 8% potential price decrease (C$ 58 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in September 2026

Search Deals

Cheapflights Fare Finder

Use the filters below to find and compare flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 21/11

6:00 a.m.-9:46 a.m.

1 stop4h 46m

Chicago Midway

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 260

Quickest round-trip

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 6/10

6:00 a.m.-9:32 a.m.

1 stop4h 32m

Chicago Midway

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 260

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 24/10

6:30 a.m.-11:00 a.m.

1 stop5h 30m

Chicago Midway

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 267

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Wed 11/11

6:00 a.m.-9:46 a.m.

1 stop4h 46m

Chicago Midway

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 272

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Mon 2/11

6:00 a.m.-12:47 p.m.

1 stop7h 47m

Chicago Midway

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 273

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sun 15/11

6:00 a.m.-12:51 p.m.

1 stop7h 51m

Chicago Midway

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 274

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 23/10

9:00 a.m.-2:35 p.m.

1 stop6h 35m

Chicago Midway

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 279

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 26/1

12:45 p.m.-6:37 p.m.

1 stop6h 52m

Chicago Midway

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 281

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 14/11

6:00 a.m.-9:46 a.m.

1 stop4h 46m

Chicago Midway

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 283

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Wed 21/10

6:00 a.m.-12:47 p.m.

1 stop7h 47m

Chicago Midway

Wed 28/10

9:29 a.m.-4:15 p.m.

1 stop5h 46m

C$ 437

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/9

Showing 1-10 of 20 resultsSorted by cheapest first

Best time to book a flight from Pierre Elliott Trudeau Intl to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Pierre Elliott Trudeau Intl with our price prediction graph.

YUL-MDW

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.

Reviews of airlines servicing Midway

See what other customers who have flown with Porter Airlines from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Porter Airlines

8.0

Very good

463 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.

Porter Airlines

8.0

Very good

463 reviews

Porter Airlines

8.0

Very good

463 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

D,Sep 2026

YHM - YVR

Related info for your journey

How long is the flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?
For as low as C$ 437, Delta can have you in Chicago Midway Airport from Montreal Pierre Elliott Trudeau Intl Airport in 7h 47m. The distance from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport is about 1196 km.
What is the cheapest airline to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport round-trip?
Our cheapest airline available from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport is Porter Airlines. Our recent data shows that you can find tickets from as low as C$ 247 on this airline. Users have found that Porter Airlines is 52% cheaper than the other options available to this destination.
Can I find deals for flights from Pierre Elliott Trudeau Intl to Midway that include hotel bookings?
Yes. In addition to deals on Pierre Elliott Trudeau Intl to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Pierre Elliott Trudeau Intl to Midway?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pierre Elliott Trudeau Intl to Midway.
Can I find deals for business class flights from Pierre Elliott Trudeau Intl to Midway?
Yes. Cheapflights offers flight deals from Pierre Elliott Trudeau Intl 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.

See more FAQs

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Pierre Elliott Trudeau Intl to O'Hare Intl flights

Top airline flying from Pierre Elliott Trudeau Intl to Midway

Airline	Cheapest	Average	Flexibility	On-time
Porter Airlines	CheapestC$ 247	AverageC$ 463	FlexibilityNo cancel fee	On-time52%	Search Porter Airlines flights

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When you search for this flight from Pierre Elliott Trudeau Intl to Midway, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Pierre Elliott Trudeau Intl to Midway?

Millions of users choose and trust Cheapflights to book the best flight deals from Pierre Elliott Trudeau Intl to Midway for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Pierre Elliott Trudeau Intl to Midway with no change fees?

Yes! Cheapflights helps users easily find flights from Pierre Elliott Trudeau Intl to Midway with no change fees.

Can Cheapflights notify me if prices for flights from Pierre Elliott Trudeau Intl to Midway become cheaper?

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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport from C$ 245

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 22/10. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Pierre Elliott Trudeau Intl to Midway

Cheapest flights from Pierre Elliott Trudeau Intl to MidwayExplore the most affordable flight options available from Pierre Elliott Trudeau Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 26 September 2026.

Explore the most affordable flight options available from Pierre Elliott Trudeau Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 26 September 2026.

Best flights from Pierre Elliott Trudeau Intl to MidwayDiscover carefully curated flight deals from Pierre Elliott Trudeau Intl to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 26 September 2026.

Discover carefully curated flight deals from Pierre Elliott Trudeau Intl to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 26 September 2026.

Last-minute flights from Pierre Elliott Trudeau Intl to MidwayDiscover last-minute flight deals from Pierre Elliott Trudeau Intl to Midway. Data last updated 26 September 2026 and is based on user searches.

Discover last-minute flight deals from Pierre Elliott Trudeau Intl to Midway. Data last updated 26 September 2026 and is based on user searches.

One-way flights from Pierre Elliott Trudeau Intl to MidwaySearch for one-way flight options from Pierre Elliott Trudeau Intl to Midway. Find affordable one-way fares based on user searches. Data last updated 26 September 2026.

Search for one-way flight options from Pierre Elliott Trudeau Intl to Midway. Find affordable one-way fares based on user searches. Data last updated 26 September 2026.

Find flight deals from Pierre Elliott Trudeau Intl to Midway

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Cheapflights Fare Finder

Use the filters below to find and compare flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport that are best for you.

Best time to book a flight from Pierre Elliott Trudeau Intl to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Pierre Elliott Trudeau Intl with our price prediction graph.

Reviews of airlines servicing Midway

See what other customers who have flown with Porter Airlines from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

How long is the flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?

What is the cheapest airline to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport round-trip?

Can I find deals for flights from Pierre Elliott Trudeau Intl to Midway that include hotel bookings?

How can I find direct flights from Pierre Elliott Trudeau Intl to Midway?

Can I find deals for business class flights from Pierre Elliott Trudeau Intl to Midway?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Pierre Elliott Trudeau Intl to Midway

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

Complete your trip to Midway by adding a car rental and/or hotel reservation to your travel itinerary.

Direct flights to Illinois

Book a non-stop flight to one of these other cities located in Illinois.

Search flights from Pierre Elliott Trudeau Intl to Midway by cabin class

Find flights from Pierre Elliott Trudeau Intl to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Other flights to Midway

Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 26 September 2026.

Pierre Elliott Trudeau Intl and Midway flights

Browse other Pierre Elliott Trudeau Intl and Midway flight options. Last updated on 26 September 2026.

Other flights from Pierre Elliott Trudeau Intl

Browse through other flights departing from Pierre Elliott Trudeau Intl. Flights are based on user searches made on Cheapflights and were last updated on 26 September 2026.

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Can Cheapflights notify me if prices for flights from Pierre Elliott Trudeau Intl to Midway become cheaper?

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Cheapest flights from Pierre Elliott Trudeau Intl to Midway
Explore the most affordable flight options available from Pierre Elliott Trudeau Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 26 September 2026.

Best flights from Pierre Elliott Trudeau Intl to Midway
Discover carefully curated flight deals from Pierre Elliott Trudeau Intl to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 26 September 2026.

Last-minute flights from Pierre Elliott Trudeau Intl to Midway
Discover last-minute flight deals from Pierre Elliott Trudeau Intl to Midway. Data last updated 26 September 2026 and is based on user searches.

One-way flights from Pierre Elliott Trudeau Intl to Midway
Search for one-way flight options from Pierre Elliott Trudeau Intl to Midway. Find affordable one-way fares based on user searches. Data last updated 26 September 2026.