Cheap flights from Montreal to Chicago from $176
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Montreal to Chicago departing on 10/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Not ready to book? to track prices.Air Canada flights from Montreal to Chicago O'Hare Intl Airport
Our best Air Canada deals on Montreal to Chicago O'Hare Intl Airport flight tickets
Delta flights from Montreal to Chicago O'Hare Intl Airport
Our best Delta deals on Montreal to Chicago O'Hare Intl Airport flight tickets
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Use the filters below to find and compare flights from Montreal to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Tue 11/10
9:25 am-11:07 am
Nonstop2h 42m
Chicago O'Hare Intl
Tue 11/10
3:40 pm-7:02 pm
Nonstop2h 22m
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Sun 11/22
11:10 am-3:38 pm
1 stop5h 28m
Chicago O'Hare Intl
Sun 11/29
1:55 pm-9:45 pm
1 stop6h 50m
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Sat 11/21
3:10 pm-7:58 pm
1 stop5h 48m
Chicago O'Hare Intl
Mon 11/23
1:55 pm-9:45 pm
1 stop6h 50m
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Sat 10/31
6:00 am-12:59 pm
1 stop7h 59m
Chicago O'Hare Intl
Sun 11/1
5:30 pm-11:22 pm
1 stop4h 52m
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Sat 10/31
7:00 am-3:00 pm
1 stop9h 00m
Chicago O'Hare Intl
Sun 11/1
5:30 pm-11:22 pm
1 stop4h 52m
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Fri 10/30
6:50 pm-11:57 pm
1 stop6h 07m
Chicago O'Hare Intl
Mon 11/2
10:05 am-6:58 pm
1 stop7h 53m
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Sun 11/22
12:10 pm-2:15 pm
Nonstop3h 05m
Chicago O'Hare Intl
Wed 11/25
8:08 am-11:26 am
Nonstop2h 18m
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Wed 11/25
12:10 pm-2:15 pm
Nonstop3h 05m
Chicago O'Hare Intl
Sun 11/29
8:08 am-11:26 am
Nonstop2h 18m
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Thu 11/5
6:00 am-8:00 am
Nonstop3h 00m
Chicago O'Hare Intl
Wed 11/11
10:37 am-2:00 pm
Nonstop2h 23m
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Wed 11/11
6:00 am-8:00 am
Nonstop3h 00m
Chicago O'Hare Intl
Wed 11/25
5:54 pm-9:17 pm
Nonstop2h 23m
See travel insights to Chicago from
How to get the cheapest flight ticket from Montreal to Chicago O'Hare Intl 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
What is the typical price of a round-trip flight between Montreal and Chicago O'Hare Intl Airport?
Prices are currently low for flights on this route.
Typical prices usually range from $307 to $489.The lowest price recently found on this route was $285.
What is the cheapest month to fly to Chicago O'Hare Intl Airport?
The month of January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Montreal averaging around $317.
What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?
The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $431. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Montreal because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $746.
What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?
Flying to Chicago O'Hare Intl Airport from Montreal at noon is the least expensive time of day to depart. momondo users have found prices as low as $482 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $536. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Montreal to Chicago O'Hare Intl flight route?
Fly from Montreal Pierre Elliott Trudeau Intl to Chicago O'Hare Intl for the best Montreal - Chicago O'Hare Intl flight prices
How far in advance should I book a flight from Montreal to Chicago O'Hare Intl Airport?
You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Montreal when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $364 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Montreal for as low as $229 on momondo.
What cabin class options are available on Montreal to Chicago O'Hare Intl Airport flights?
There are 4 cabin classes available to choose from on Montreal to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Montreal to Chicago O'Hare Intl Airport flights?
You could potentially save up to 2% on your flight if you consider stops on a Montreal to Chicago O'Hare Intl Airport flight.
How have Montreal to Chicago O'Hare Intl Airport flight prices changed over time?
As of October 2026, prices for Montreal to Chicago O'Hare Intl Airport flights are approximately 31% more expensive when compared to flights at the same time last year.
What is the cheapest airline that flies from Montreal to Chicago O'Hare Intl?
Delta and Porter Airlines are the most popular carriers operating from Montreal to Chicago O'Hare Intl
What airlines fly to Chicago O'Hare Intl Airport?
Air Canada, American Airlines and United Airlines are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Montreal according to our data. Air Canada is the first choice among our users, with 75% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 3 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from Montreal to Chicago O'Hare Intl Airport on average per day?
As of October 2026, 29 flights take off from Montreal and land in Chicago O'Hare Intl Airport each day. The most common flight departure time for this route is 9:00AM, with 53% of daily flights taking off in the afternoon.
How many flights depart from Montreal to Chicago O'Hare Intl Airport on average per week?
The number of flights available between Montreal and Chicago O'Hare Intl Airport is 206 per week as of October 2026. The most frequent departure day is Mon, with 16% of weekly flights leaving on this day.
When to book flights from Montreal to Chicago O'Hare Intl Airport
Cheap Montreal to Chicago O'Hare Intl Airport (YMQ to ORD) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Montreal to Chicago O'Hare Intl Airport
Frequently asked questions about flying from Montreal to Chicago O'Hare Intl Airport
How far is Montreal to Chicago O'Hare Intl by plane?
The straight-line distance from Montreal to Chicago O'Hare Intl is 754.3 mi. By plane, this route typically takes 2h 40m.
When did momondo last update prices for flights from Montreal to Chicago O'Hare Intl Airport?
Prices for flights from Montreal to Chicago O'Hare Intl Airport were last updated today.
How many operators does momondo search for flights from Montreal to Chicago O'Hare Intl Airport?
As of October 2026, there are 3 operators available to choose from for flights from Montreal to Chicago O'Hare Intl Airport.
How old do you have to be to fly from Montreal to Chicago O'Hare Intl 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 to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Montreal to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between Montreal and Chicago O'Hare Intl Airport, the leading plane model is Embraer 175 (Enhanced Winglets), making up 29.53% of the total bookings. Other popular models include Embraer 175 with 17.87%, Airbus A220-300 with 14.30%, and Boeing 737 MAX 8 with 13.37%.
What is the most popular airline from Montreal to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between Montreal and Chicago O'Hare Intl Airport, the leading airline is Air Canada, making up 100% of the total bookings.
Best airlines flying from Montreal to Chicago O'Hare Intl Airport
Compare and see reviews for airlines that fly from Montreal to Chicago O'Hare Intl Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $175 | Free Cancellation | Rating 7.1 11,761 reviews | |||
| PriceFrom $240 | Free Cancellation | Rating 7.4 10,349 reviews | |||
| PriceFrom $251 | Free Cancellation | Rating 7.0 12,155 reviews |
United Airlines Flights From Montreal to Chicago O'Hare Intl Airport
United Airlines operates around 39 flights from Montreal to Chicago O'Hare Intl Airport every week. The average price of these flights found in the last 72 hours has been $446, but momondo users have found United Airlines deals from Montreal to Chicago O'Hare Intl Airport from as low as $240 round-trip. United Airlines has been scored 7.4/10 in 10,349 reviews.
Air Canada Flights From Montreal to Chicago O'Hare Intl Airport
Another popular option for Montreal to Chicago O'Hare Intl Airport flights is Air Canada (7.1/10, 11,761 ratings). Air Canada flies from Montreal to Chicago O'Hare Intl Airport around 39 times per week, with deals starting from $175 round-trip and rising to an average price of around $324.
Traveling 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?
It is quick and easy to find Montreal to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.
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?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Montreal.
I’m not ready to book a flight from Montreal to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Montreal and alert you when they change.