Find the cheapest flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago
Cheap round-trip flights
Cheap one-way flights
Cheap last-minute flights
Save money when you book flights with momondo
Big names, great deals
Big names, great deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Early arrival? Instantly customize your resultsTrusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Porter Airlines flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport
Our best Porter Airlines deals on Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport flight tickets
Delta flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport
Our best Delta deals on Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport flight tickets
momondo 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
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway
YULMDW
Montreal Pierre Elliott Trudeau Intl
Tue 8/12
7:00 a.m.-4:16 p.m.
1 stop10h 16m
Chicago Midway
Thu 10/12
1:02 p.m.-11:48 p.m.
1 stop9h 46m
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway
YULMDW
Montreal Pierre Elliott Trudeau Intl
Sat 31/10
7:00 a.m.-3:17 p.m.
1 stop9h 17m
Chicago Midway
Sun 1/11
6:44 p.m.-11:25 p.m.
1 stop3h 41m
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway
YULMDW
Montreal Pierre Elliott Trudeau Intl
Wed 4/11
6:00 a.m.-12:47 p.m.
1 stop7h 47m
Chicago Midway
Fri 6/11
6:44 p.m.-11:25 p.m.
1 stop3h 41m
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway
YULMDW
Montreal Pierre Elliott Trudeau Intl
Sat 31/10
6:07 a.m.-12:54 p.m.
1 stop7h 47m
Chicago Midway
Sun 1/11
6:51 p.m.-11:32 p.m.
1 stop3h 41m
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway
YULMDW
Montreal Pierre Elliott Trudeau Intl
Thu 29/10
6:00 a.m.-9:32 a.m.
1 stop4h 32m
Chicago Midway
Sun 1/11
6:44 p.m.-11:25 p.m.
1 stop3h 41m
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway
YULMDW
Montreal Pierre Elliott Trudeau Intl
Sat 31/10
6:00 a.m.-9:32 a.m.
1 stop4h 32m
Chicago Midway
Sun 1/11
6:44 p.m.-11:25 p.m.
1 stop3h 41m
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway
YULMDW
Montreal Pierre Elliott Trudeau Intl
Thu 29/10
6:00 a.m.-9:32 a.m.
1 stop4h 32m
Chicago Midway
Sun 1/11
6:44 p.m.-11:25 p.m.
1 stop3h 41m
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway
YULMDW
Montreal Pierre Elliott Trudeau Intl
Sat 14/11
6:00 a.m.-12:51 p.m.
1 stop7h 51m
Chicago Midway
Fri 20/11
1:31 p.m.-11:27 p.m.
1 stop8h 56m
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway
YULMDW
Montreal Pierre Elliott Trudeau Intl
Mon 19/10
9:00 a.m.-2:35 p.m.
1 stop6h 35m
Chicago Midway
Fri 23/10
3:20 p.m.-9:12 p.m.
1 stop4h 52m
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway
YULMDW
Montreal Pierre Elliott Trudeau Intl
Thu 22/10
6:30 a.m.-11:00 a.m.
1 stop5h 30m
Chicago Midway
Sat 24/10
11:45 a.m.-6:12 p.m.
1 stop5h 27m
See travel insights to Chicago from
How to get the cheapest flight ticket from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
When to book flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport
Cheap Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport (YUL to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport
Frequently asked questions about flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport
How far is Montreal Pierre Elliott Trudeau Intl to Chicago Midway by plane?
Montreal Pierre Elliott Trudeau Intl and Chicago Midway are 1195.5 km apart from one another. In terms of flight time, this usually takes a little over 4h 30m.
When did momondo last update prices for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?
Prices for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?
There is 1 operator available for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport as of October 2026.
How old do you have to be to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular airline from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport is Porter Airlines (100% of total bookings).
Best airlines flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport
Compare and see reviews for airlines that fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom C$ 249 | Free Cancellation | Rating 8.0 466 reviews |
Travelling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Montreal to Chicago?
Finding the right flight to Chicago from Montreal is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.
Can I find flights from Montreal to Chicago with flexible booking policies on momondo?
All flight searches from Montreal to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Montreal to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Montreal to Chicago.
I’m not ready to book a flight from Montreal to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from Montreal are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.