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.

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).

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

Travelers have found that booking a Thursday departure is the best way to save up to 51% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

What is the cheapest month to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?

Due to multiple factors, expect to potentially pay more when booking in November. For low rates, March can be a great choice for travel to Chicago Midway Airport. Flights to Chicago Midway Airport from Montreal Pierre Elliott Trudeau Intl Airport in March are about $335 on average during March, but can be found for as low as $227.

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

It’s typically best to fly out from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport in the morning. Doing so could potentially save you 15% on the flight price compared to flying at noon, which is usually more expensive.

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.

$138+ Flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport

Q: What is the cheapest day to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?

Travelers seeking maximum savings on their Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport flight should consider departing on Friday mornings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Q: How far in advance should I book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?

To save on the cost of your flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport, book at least 59 days before your planned departure. Booking around this time can save you about 97% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $342 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $545.

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Cheap flight deals from Pierre Elliott Trudeau Intl to Midway

Round-trip from	$167 (Kiwi.com)
One-way from	$138 (Delta)
Popular in	October
Cheapest in	September
Average price	$383

From Montreal Pierre Elliott Trudeau Intl to Chicago Midway

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One-way flight from Montreal Pierre Elliott Trudeau Intl to Chicago Midway

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High demand for flights, 2% potential price rise

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Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).

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Average for round-trip flights in July 2025

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Find flight deals from Pierre Elliott Trudeau Intl to Midway

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 July 29, 2025.

Fri 9/191:10 pmYUL - MDW

1 stop4h 14mPorter Airlines

Mon 9/229:35 amMDW - YUL

1 stop8h 10mPorter Airlines

Deal found 7/28

$167

Sat 8/306:00 amYUL - MDW

1 stop7h 28mDelta

Wed 9/34:25 pmMDW - YUL

1 stop6h 28mDelta

Deal found 7/27

$216

Fri 10/1012:36 pmYUL - MDW

1 stop10h 38mMultiple Airlines

Sun 10/125:20 pmMDW - YUL

1 stop3h 55mMultiple Airlines

Deal found 7/27

$264

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 July 29, 2025.

Fri 9/191:10 pmYUL - MDW

1 stop4h 14mPorter Airlines

Mon 9/229:35 amMDW - YUL

1 stop8h 10mPorter Airlines

Deal found 7/28

$167

Sat 8/306:00 amYUL - MDW

1 stop7h 28mDelta

Wed 9/34:25 pmMDW - YUL

1 stop6h 28mDelta

Deal found 7/27

$216

Fri 10/1012:36 pmYUL - MDW

1 stop10h 38mMultiple Airlines

Sun 10/125:20 pmMDW - YUL

1 stop3h 55mMultiple Airlines

Deal found 7/27

$264

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 July 29, 2025 and is based on user searches.

Sun 8/311:00 amYUL - MDW

2 stops8h 40mDelta

Sun 8/101:46 pmMDW - YUL

1 stop8h 29mDelta

Deal found 7/27

$1,141

Wed 8/610:45 amYUL - MDW

1 stop6h 39mPorter Airlines

Sun 8/109:40 amMDW - YUL

1 stop5h 20mPorter Airlines

Deal found 7/27

$343

Thu 8/76:59 pmYUL - MDW

1 stop27h 43mWestJet

Thu 8/1412:43 pmMDW - YUL

2 stops17h 25mWestJet

Deal found 7/27

$511

Thu 8/76:45 amYUL - MDW

2 stops13h 56mMultiple Airlines

Sun 8/109:40 amMDW - YUL

1 stop5h 20mMultiple Airlines

Deal found 7/27

$513

Thu 8/2112:47 pmYUL - MDW

1 stop9h 57mWestJet

Mon 8/259:15 amMDW - YUL

2 stops14h 28mWestJet

Deal found 7/28

$339

Thu 8/281:10 pmYUL - MDW

1 stop4h 14mPorter Airlines

Mon 9/15:20 pmMDW - YUL

1 stop3h 55mPorter Airlines

Deal found 7/27

$178

Sat 8/306:00 amYUL - MDW

1 stop7h 28mDelta

Wed 9/34:25 pmMDW - YUL

1 stop6h 28mDelta

Deal found 7/27

$216

Sat 8/306:20 amYUL - MDW

1 stop6h 14mMultiple Airlines

Sun 8/315:20 pmMDW - YUL

1 stop3h 55mMultiple Airlines

Deal found 7/27

$276

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 July 29, 2025.

Tue 10/287:00 amYUL - MDW

1 stop7h 08mDelta

Deal found 7/29

$138

Tue 8/191:10 pmYUL - MDW

1 stop4h 14mPorter Airlines

Deal found 7/28

$145

Sat 10/46:45 amYUL - MDW

2 stops27h 33mMultiple Airlines

Deal found 7/28

$188

Tue 8/266:45 amYUL - MDW

2 stops15h 59mWestJet

Deal found 7/28

$206

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

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 9/19

1:10 pm-4:24 pm

1 stop4h 14m

Chicago Midway

Mon 9/22

9:35 am-6:45 pm

1 stop8h 10m

$167

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 8/30

6:00 am-12:28 pm

1 stop7h 28m

Chicago Midway

Wed 9/3

4:25 pm-11:53 pm

1 stop6h 28m

$216

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 10/10

12:36 pm-10:14 pm

1 stop10h 38m

Chicago Midway

Sun 10/12

5:20 pm-10:15 pm

1 stop3h 55m

$264

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 10/28

7:00 am-1:08 pm

1 stop7h 08m

$138

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 8/19

1:10 pm-4:24 pm

1 stop4h 14m

$145

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 10/4

6:45 am-9:18 am

2 stops27h 33m

$188

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 8/26

6:45 am-9:44 pm

2 stops15h 59m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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.

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 Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport

What is the cheapest month to book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport (average of $160). Flying from Montreal Pierre Elliott Trudeau Intl Airport 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.

Reviews of airlines servicing Midway

Get a feel of what it's like to fly with Porter Airlines, Delta, and WestJet from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Porter Airlines

8.0

Very good

317 reviews

Reviews

1 / 20

8.0

Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

Porter Airlines

8.0

Very good

317 reviews

Porter Airlines

8.0

Very good

317 reviews

Reviews

1 / 20

8.0

Excellent

Anonymous,Jul 2025

LIS - YYZ

Delta

8.0

Very good

7,977 reviews

Porter Airlines

8.0

Very good

317 reviews

Reviews

1 / 20

8.0

Excellent

Anonymous,Jul 2025

LIS - YYZ

WestJet

7.2

Good

2,973 reviews

Porter Airlines

8.0

Very good

317 reviews

Reviews

1 / 20

8.0

Excellent

Anonymous,Jul 2025

LIS - YYZ

Related info for your journey

What are the cheapest airlines flying 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 $167 on this airline. An additional option worth looking into is Delta, starting at $216. You may be able to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport for 46% less than the average price by searching for these airlines.
What are the cheapest airlines to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport one-way?
To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $138. Porter Airlines flights start at $145 while deals on WestJet start at $206 one-way.
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.
What is the cheapest month to book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?
Currently, April is the cheapest month in which you can book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport (average of $160). Flying from Montreal Pierre Elliott Trudeau Intl Airport 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.

See more FAQs

Merrillville

Lansing

Hammond

Benton Harbor

Porter

Valparaiso

Chesterton

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Top airline flying from Pierre Elliott Trudeau Intl to Midway

Airline	Cheapest	Average	Flexibility	On-time
Porter Airlines	Cheapest$217	Average$325	FlexibilityNo cancel fee	On-time52%

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$138+ Cheap flights from Pierre Elliott Trudeau Intl (YUL) 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Pierre Elliott Trudeau Intl to Midway with Cheapflights

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Cheap flight deals from Pierre Elliott Trudeau Intl to Midway

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Find 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 July 29, 2025.

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 July 29, 2025.

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.

Cheapflights Insights

Everything you need to know about your flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport

What is the cheapest month to book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?

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 July 29, 2025.

Related info for your journey

Find useful and relevant information for your journey from Pierre Elliott Trudeau Intl 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 flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport round-trip?

What are the cheapest airlines to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport one-way?

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?

What is the cheapest month to book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?

Traveling to a place near Chicago Midway Airport?

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.

Top airline flying from Pierre Elliott Trudeau Intl to Midway

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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 July 29, 2025.