Q: How much does it cost to fly round-trip from Montreal to Chicago Midway Airport?

Airfare is below average for this route at the moment. Montreal to Chicago Midway Airport flights typically cost between C$ 436 and C$ 647 in September. The cheapest round-trip price found within the last 3 days was C$ 297 on Delta (23 Sep-27 Sep).

Question 1

How much does it cost to fly round-trip from Montreal to Chicago Midway Airport?

Accepted Answer

Airfare is below average for this route at the moment.Montreal to Chicago Midway Airport flights typically cost between C$ 436 and C$ 647 in September.
The cheapest round-trip price found within the last 3 days was C$ 297 on Delta (23 Sep-27 Sep).

Question 2

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

Accepted Answer

Porter Airlines, at C$ 202, was found to be the cheapest airline from Montreal to Chicago Midway Airport.. You may be able to fly from Montreal to Chicago Midway Airport for 54% less than the average price by searching for this airline.

Question 3

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

Accepted Answer

Currently, June is the cheapest month in which you can book a flight from Montreal to Chicago Midway Airport (average of C$ 233). Flying from Montreal 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.

Question 4

What is the cheapest day to fly from Montreal to Chicago Midway Airport?

Accepted Answer

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

Question 5

E

Accepted Answer

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.

Question 6

E

Accepted Answer

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).

Question 7

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

Accepted Answer

Friday flights are generally found to be more expensive for flights from Montreal to Chicago Midway Airport. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago Midway Airport.

Question 8

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

Accepted Answer

Users have found that booking a flight from Montreal to Chicago Midway Airport at least 35 days early can save you up to 140% on average compared to booking a flight this week. If booking 35 days before your flight isn’t an option for you, users have found flights from Montreal to Chicago Midway Airport for as little as C$ 494 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as C$ 752 for flights departing within the next 3 days.

Question 9

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

Accepted Answer

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 in March are about C$ 461 on average during March, but can be found for as low as C$ 313.

Question 10

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

Accepted Answer

It’s optimal to fly from Montreal to Chicago Midway Airport at noon. By choosing this option you can save up to 6% on the cost of your flight, compared to a flight in the morning.

Question 11

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

Accepted Answer

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

Question 12

How can I find direct flights from Montreal to Midway?

Accepted Answer

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

Question 13

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

Accepted Answer

Yes. Cheapflights offers flight deals from Montreal 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.

Question 14

How does Cheapflights help users find flights from Montreal to Midway?

Accepted Answer

Cheapflights makes it easy to find Montreal to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Question 15

Why should you use Cheapflights to find cheap flight tickets from Montreal to Midway?

Accepted Answer

Cheapflights helps you find that perfect flight to Midway from Montreal by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Question 16

Can Cheapflights find flights from Montreal to Midway with no change fees?

Accepted Answer

Need flexible booking options for your flight to Midway from Montreal? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Question 17

Can Cheapflights notify me if prices for flights from Montreal to Midway become cheaper?

Accepted Answer

Yes, Cheapflights offers price alerts on Montreal 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.

Round-trip from	C$ 297
One-way from	C$ 189
Popular in	October
Cheapest in	September
Average price	C$ 605

Cheap flights from Montreal to Chicago Midway Airport from C$ 189

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 23/9. Fares are subject to change and may not be available on all flights or dates of travel.

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Cheapest flights from Montreal to MidwayExplore the most affordable flight options available from Montreal to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 16 August 2025.

Explore the most affordable flight options available from Montreal to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 16 August 2025.

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Best time to book a flight from Montreal to Midway

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Everything you need to know about your flight from Montreal to Chicago Midway Airport

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

How much does it cost to fly round-trip from Montreal to Chicago Midway Airport?

Reviews of airlines servicing Midway

Read through reviews of airlines operating flights from Montreal to Chicago Midway Airport, such as Porter Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Montreal to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

How can I find direct flights from Montreal to Midway?

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

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

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How does Cheapflights help users find flights from Montreal to Midway?

Why should you use Cheapflights to find cheap flight tickets from Montreal to Midway?

Can Cheapflights find flights from Montreal to Midway with no change fees?

Can Cheapflights notify me if prices for flights from Montreal to Midway become cheaper?

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Cheapest flights from Montreal to Midway
Explore the most affordable flight options available from Montreal to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 16 August 2025.