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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport from C$ 225

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 19/6. Fares are subject to change and may not be available on all flights or dates of travel.
YUL — MDW
30 Mar — 6 Apr1
1 adult

Cheap flight deals from Pierre Elliott Trudeau Intl to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Pierre Elliott Trudeau Intl (YUL) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 25 March 2025.

Round-trip from

C$ 342

One-way from

C$ 225

Popular in

October

Cheapest in

May

Average price

C$ 521
Porter Airlines
  • Porter Airlines
  • 6/5-11/5
  • 2 total stops
  • 11h 59m total
  • Montreal to Chicago
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Porter Airlines
  • Porter Airlines
  • 19/6
  • 1 total stop
  • 6h 39m total
  • Montreal to Chicago
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Highest demand for flights based on searches. 9% potential increase in price (C$ 67 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease (C$ 24 potential savings vs. average RT price).
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Average for round-trip flights in March 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 25 March 2025.

Tue 6/510:45 a.m.YUL - MDW
1 stop6h 39mPorter Airlines
Mon 12/59:40 a.m.MDW - YUL
1 stop5h 20mPorter Airlines
Deal found 23/3C$ 342
Tue 29/47:10 a.m.YUL - MDW
1 stop6h 25mDelta
Sat 3/51:16 p.m.MDW - YUL
1 stop9h 12mDelta
Deal found 23/3C$ 361
Thu 22/51:10 p.m.YUL - MDW
1 stop4h 14mMultiple Airlines
Mon 26/59:40 a.m.MDW - YUL
1 stop6h 40mMultiple Airlines
Deal found 23/3C$ 420
Mon 5/56:00 p.m.YUL - MDW
1 stop16h 07mWestJet
Sat 30/86:45 p.m.MDW - YUL
1 stop27h 33mWestJet
Deal found 23/3C$ 450

Cheapflights Fare Finder

Customize your flight search to find flights from Pierre Elliott Trudeau Intl 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 25 March 2025.
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

Pierre Elliott Trudeau Intl

Fly to

Midway

Route

Depart

Return

Price

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 6/5

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

C$ 342

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 29/4

7:10 a.m.-12:35 p.m.

1 stop6h 25m

Chicago Midway

Sat 3/5

1:16 p.m.-11:28 p.m.

1 stop9h 12m

C$ 361

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.-5:20 p.m.

1 stop6h 40m

C$ 420

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Mon 5/5

6:00 p.m.-9:07 a.m.

1 stop16h 07m

Chicago Midway

Sat 30/8

6:45 p.m.-11:18 p.m.

1 stop27h 33m

C$ 450

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 19/6

10:45 a.m.-4:24 p.m.

1 stop6h 39m

C$ 225

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 8/5

6:00 a.m.-12:28 p.m.

1 stop7h 28m

C$ 238

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Mon 2/6

6:45 p.m.-9:35 a.m.

1 stop15h 50m

C$ 269

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sun 17/8

6:45 a.m.-8:45 a.m.

1 stop27h 00m

C$ 421

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 15/5

11:11 a.m.-5:36 p.m.

3 stops31h 25m

C$ 1,206

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/3

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, January is the cheapest month in which you can book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport (average of C$ 243). Flying from Montreal Pierre Elliott Trudeau Intl Airport 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.

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 25 March 2025.
Read through reviews of airlines operating flights from Montreal to Chicago, such as Delta, Porter Airlines and Aeromexico. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,890 reviews
Check prices

Boarding

8.2

Comfort

8.0

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,890 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Boarding

8.2

Comfort

8.0

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Porter Airlines
7.9
Good
276 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Boarding

8.2

Comfort

8.0

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Aeromexico
7.5
Good
1,700 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Boarding

8.2

Comfort

8.0

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
WestJet
7.2
Good
2,785 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Boarding

8.2

Comfort

8.0

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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?

    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$ 342 on this airline. Additional options worth looking into are Delta and WestJet, starting at C$ 361 and C$ 450 round-trip. Users have found that Porter Airlines is 23% cheaper than the other options available to this destination.

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

    The cheapest airlines for a one-way flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport are Porter Airlines (C$ 225), Delta (C$ 238), and WestJet (C$ 269).

  • 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, January is the cheapest month in which you can book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport (average of C$ 243). Flying from Montreal Pierre Elliott Trudeau Intl Airport 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

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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.
Pierre Elliott Trudeau Intl to O'Hare Intl flights

Top airline flying from Pierre Elliott Trudeau Intl to Midway

Discover the top airline that operate flights from Pierre Elliott Trudeau Intl 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 25 March 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 343AverageC$ 440FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights

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How does Cheapflights help users find flights from Pierre Elliott Trudeau Intl to Midway?

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

Yes, Cheapflights offers price alerts on Pierre Elliott Trudeau Intl to Midway flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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