Cheap flights from Montreal to Chicago

Montreal
YMQ
Chicago FSS
CHI

Flight deals from Montreal to Chicago

Below you can see the best deals on flights Montreal — Chicago for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 13 October, from $158.

Top 10 cheap flights from Montreal to Chicago

AC
AC
$ 185

Montreal — Chicago

16:30—20:41
1 Sep 2026
5 h 11 m
1 stop
AC
AC
$ 185

Montreal — Chicago

08:45—13:21
1 Sep 2026
5 h 36 m
1 stop
AC
AC
$ 185

Montreal — Chicago

08:45—13:21
9 Sep 2026
5 h 36 m
1 stop
AC
AC
$ 185

Montreal — Chicago

08:45—13:21
2 Sep 2026
5 h 36 m
1 stop
AC
AC
$ 185

Montreal — Chicago

07:30—13:21
2 Sep 2026
6 h 51 m
1 stop
AC
AC
$ 185

Montreal — Chicago

14:30—20:41
2 Sep 2026
7 h 11 m
1 stop
AC
AC
$ 185

Montreal — Chicago

14:30—20:41
8 Sep 2026
7 h 11 m
1 stop
AC
AC
$ 185

Montreal — Chicago

14:35—20:51
5 Sep 2026
7 h 16 m
1 stop
AC
AC
$ 185

Montreal — Chicago

08:45—13:21
12 Sep 2026
5 h 36 m
1 stop
AC
AC
$ 185

Montreal — Chicago

14:30—20:41
12 Sep 2026
7 h 11 m
1 stop

Prices were found in the last 72 hours and may change — check the exact price when you continue.

About the Montreal — Chicago flight

Looking for cheap flights from Montreal to Chicago? Compare fares from different airlines, check the flight schedule and travel time — and book your Montreal — Chicago ticket online at the best price.

The route has direct flights — around 237 flights per week, flights are operated by Air Canada, United Airlines, American Airlines, Iberia and 2 more airlines, a nonstop flight takes about 2 h 35 min, the distance between the cities is around 1,201 km.

Planning your trip? You may find our Chicago travel guide, how to get from the airport into town and Chicago weather forecast useful. To catch a low fare, use the low-price calendar and the monthly price chart on this page.

Facts about this route

from $155Min. price
JanuaryCheapest
AugustPeak season
YesDirect flights
1,201 kmDistance
2 h 35 minTravel time
6Airlines
237 / wkFlights

Flight schedule from Montreal to Chicago

The table shows direct flights from Montreal to Chicago on the selected date. The flight takes approximately 2 h 35 min. Regular flights are operated by Air Canada, United Airlines, American Airlines and Iberia. Departures from Montreal-Pierre Elliott Trudeau International Airport and St. Hubert Airport airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway International Airport.

For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.

Today
Any time
Last update: 14 Aug 2026

Flight ticket prices by day: Montreal — Chicago

Below is a calendar of the lowest flight ticket prices for Montreal — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $155 in January, and the most expensive are around $189 in August. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

Average one-way fares from Montreal to Chicago by month. Tickets are usually cheapest in January (around $205) and priciest in July (about $326) — use the table and chart below to pick the best time to fly.

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$205lowMay$266mediumSep$266medium
Feb$205lowJun$302highOct$242medium
Mar$230mediumJul$326highNov$218low
Apr$242mediumAug$314highDec$314high

Some values are estimated based on seasonality.

When to fly

Weather in Chicago: it is warmest in July (up to 27 °C on average) and coolest in January (around 0 °C). The driest month is November.

Tickets are usually cheapest in January and most expensive in August. Compare prices and weather by month in the charts below to pick the best time to fly.

Temperature · Chicago

Dry and wet days · Chicago

Wind speed and direction · Chicago

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How to get the best deal on a Montreal — Chicago ticket

  • Book ahead: fares for Montreal — Chicago are usually lower 3–8 weeks before departure than at the last minute.
  • Play with your dates — Tuesday, Wednesday and Saturday departures are often cheaper than Friday and Sunday.
  • Montreal is served by more than one airport — compare fares and travel time to each before you book.
  • The cheapest month to fly to Chicago is usually January — plan your trip around it if your dates are flexible.
  • Compare direct and connecting flights: nonstop is faster, while a connection is sometimes noticeably cheaper.
  • Watch the low-price calendar and the monthly price trend on this page — they make it easier to catch a good date.
  • Travelling light? Pick a cabin-baggage-only fare — tickets without checked luggage are noticeably cheaper.
  • Get to the airport in good time — about 2–3 hours before an international departure and roughly an hour before a domestic one.

Airlines

Flights on the Montreal — Chicago route are operated by 6 airlines; Air Canada runs the most flights (around 54% of all flights). Compare carriers, flight shares and schedules below.

  • Air CanadaAC
    42x/week
    WebsiteFleet: 20346M pax/year
    • Direct flight YUL → ORD42x/week
      Duration
      2h 35m
      Days
      MTWTFSS
    53.6%Open →
  • United AirlinesUA
    22x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight YUL → ORD22x/week
      Duration
      2h 40m
      Days
      MTWTFSS
    27.8%Open →
  • American AirlinesAA
    7x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight YUL → ORD7x/week
      Duration
      2h 42m
      Days
      MTWTFSS
    8.9%Open →
  • IberiaIB
    7x/week
    WebsiteFleet: 9224M pax/year
    • Direct flight YUL → ORD7x/week
      Duration
      2h 35m
      Days
      MTWTFSS
    8.4%Open →
  • All Nippon AirwaysNH
    1x/week
    WebsiteFleet: 21648M pax/year
    • Direct flight YUL → ORD1x/week
    0.8%Open →
  • QantasQF
    1x/week
    WebsiteFleet: 33646M pax/year
    • Direct flight YUL → ORD1x/week
    0.4%Open →

Cities and airports on the Montreal — Chicago route

Flights Montreal — Chicago depart from Montreal-Pierre Elliott Trudeau International Airport and St. Hubert Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

Montreal

YMQ
Canada
About the cityHow to get thereWeatherAll about the country Canada
Arrival

Chicago

CHI
United States
About the cityHow to get thereWeatherAll about the country United States
Departure airports
Arrival airports

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Frequently asked questions about the Montreal — Chicago flight

How long is the flight from Montreal to Chicago?

A nonstop Montreal — Chicago flight takes about 2 h 35 min — the distance between the cities is around 1,201 km.

How far is it from Montreal to Chicago?

The distance from Montreal to Chicago is about 1,201 km, which a nonstop flight covers in around 2 h 35 min.

Are there direct flights from Montreal to Chicago?

Yes, there are nonstop flights Montreal — Chicago — around 237 flights per week.

Which airlines fly from Montreal to Chicago?

Airlines operating Montreal — Chicago include Air Canada, United Airlines, American Airlines, Iberia, All Nippon Airways. See the full list with schedules in the "Airlines" section on this page.

Which airports do Montreal — Chicago flights use?

Flights from Montreal depart from Montreal-Pierre Elliott Trudeau International Airport, St. Hubert Airport, and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport. If a city has more than one airport, check which one your ticket uses before you travel.

How much is a ticket from Montreal to Chicago?

The price of a Montreal — Chicago ticket depends on your travel date, season and demand: it is usually cheapest to fly in January, and most expensive in August. Tickets typically cost between $155 and $189. Check the current lowest fare and low-price calendar on this page.

When is the best time to book flights Montreal — Chicago?

Flights Montreal — Chicago are usually cheaper when booked in advance — a few weeks before departure and away from peak dates; the most budget-friendly month to fly is January. Compare prices by month in the price trend chart on this page.

How can I find the cheapest flights from Montreal to Chicago?

To catch a low fare Montreal — Chicago, book a few weeks in advance, keep your dates flexible, and compare airlines and connecting options. The low-price calendar and monthly price chart on this page show the cheapest days and months at a glance: the most budget-friendly month to fly is usually January.

How early should I arrive at the airport?

For international flights, plan to be at the airport about 2–3 hours before departure, and around an hour before a domestic flight. Allow extra time during busy travel seasons and at large hubs, where check-in and security lines can be longer.

Where else you can fly from Montreal

See all
TorontoNew York CityOttawaQuebec CityWashington, D.C.HalifaxCalgaryVancouverParisDetroitBostonEdmontonSt. John'sFrederictonAtlantaPhiladelphiaMinneapolisMiamiMonctonLondonWinnipegOrlandoFort LauderdaleCancunPunta CanaNashvilleSan FranciscoRomeCharlottetownLos AngelesCasablancaLas VegasFrankfurt am MainRaleighSan DiegoSidneyDallasLisbonAlgiersAmsterdam

Where else you can fly from Chicago

See all
New York CityTorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoDenverNashvilleLondonIndianapolisSan DiegoMilwaukeeSt. LouisCharlottePhiladelphiaColumbusKansas CityPhoenixMiamiLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochesterCleveland

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