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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport from C$ 200

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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
YUL — MDW
28 May — 4 Jun1
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 23 May 2025.

Round-trip from

C$ 315

One-way from

C$ 200

Popular in

October

Cheapest in

July

Average price

C$ 367
Porter Airlines
  • Porter Airlines
  • 17/6-21/6
  • 2 total stops
  • 11h 29m total
  • Montreal to Chicago
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Porter Airlines
  • Porter Airlines
  • 4/7
  • 1 total stop
  • 4h 14m total
  • Montreal to Chicago
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Highest demand for flights based on searches. 9% potential increase in price (C$ 64 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 25 potential savings vs. average RT price).
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Average for round-trip flights in May 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 23 May 2025.

Tue 17/61:10 p.m.YUL - MDW
1 stop4h 14mPorter Airlines
Sat 21/69:40 a.m.MDW - YUL
1 stop7h 15mPorter Airlines
Deal found 22/5C$ 315
Thu 19/66:45 a.m.YUL - MDW
1 stop10h 39mMultiple Airlines
Thu 26/65:20 p.m.MDW - YUL
1 stop3h 55mMultiple Airlines
Deal found 22/5C$ 319
Sat 25/1012:45 p.m.YUL - MDW
1 stop9h 59mDelta
Thu 13/116:00 a.m.MDW - YUL
1 stop10h 04mDelta
Deal found 22/5C$ 326
Sat 25/107:00 a.m.YUL - MDW
1 stop15h 44mWestJet
Wed 29/109:20 a.m.MDW - YUL
1 stop13h 04mWestJet
Deal found 21/5C$ 502

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 23 May 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 17/6

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

1 stop4h 14m

Chicago Midway

Sat 21/6

9:40 a.m.-5:55 p.m.

1 stop7h 15m

C$ 315

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 19/6

6:45 a.m.-4:24 p.m.

1 stop10h 39m

Chicago Midway

Thu 26/6

5:20 p.m.-10:15 p.m.

1 stop3h 55m

C$ 319

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 25/10

12:45 p.m.-9:44 p.m.

1 stop9h 59m

Chicago Midway

Thu 13/11

6:00 a.m.-5:04 p.m.

1 stop10h 04m

C$ 326

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 13/6

6:00 a.m.-8:41 a.m.

1 stop3h 41m

Chicago Midway

Sun 29/6

6:20 p.m.-11:13 p.m.

1 stop3h 53m

C$ 484

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 4/7

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

1 stop4h 14m

C$ 200

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Wed 11/6

6:00 a.m.-12:29 p.m.

1 stop7h 29m

C$ 223

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Wed 11/6

10:45 a.m.-7:31 p.m.

2 stops9h 46m

C$ 265

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 20/6

6:45 a.m.-9:41 a.m.

2 stops27h 56m

C$ 287

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/5

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

Boarding

8.2

Comfort

8.1

Entertainment

7.0

Food

7.6

Overall

8.0

Crew

8.7

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
286 reviews
Porter Airlines
8.0
Very good
286 reviews
Check prices

Boarding

8.2

Comfort

8.1

Entertainment

7.0

Food

7.6

Overall

8.0

Crew

8.7

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
7,950 reviews
Porter Airlines
8.0
Very good
286 reviews
Check prices

Boarding

8.2

Comfort

8.1

Entertainment

7.0

Food

7.6

Overall

8.0

Crew

8.7

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
2,848 reviews
Porter Airlines
8.0
Very good
286 reviews
Check prices

Boarding

8.2

Comfort

8.1

Entertainment

7.0

Food

7.6

Overall

8.0

Crew

8.7

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

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$ 315 on this airline. Additional options worth looking into are Delta and WestJet, starting at C$ 326 and C$ 502 round-trip. Users have found that Porter Airlines is 27% 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$ 200), Delta (C$ 215), and WestJet (C$ 287).

  • 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 23 May 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 318AverageC$ 428FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights

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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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