YUL → ORD

Find and Compare the Cheapest Ways to Fly from Montreal to Chicago

Compare one-way, round-trip and flight + hotel packages from Montreal to Chicago, a nonstop flight of about 2h, with fares from around 145. Nonstop fares seen from United.

Montreal to Chicago flight facts

Montreal to Chicago is an international route covering about 745 miles, arriving at O'Hare International Airport (ORD) in United States. Peak travel season in Chicago runs June–August (warm, lakefront festivals), while November–April is usually the quietest and best-value time to visit. Nonstop fares we've tracked on this route come from United.

Key facts for flights from Montreal to Chicago
Departing fromMontreal-Trudeau International Airport (YUL)
Arriving atO'Hare International Airport (ORD)
Distance745 miles (1,200 km)
Nonstop flight timeAbout 2h
Nonstop airlines seenUnited
Round-trip fares from$145 (estimate)
Cheapest monthsFebruary, October, April
Peak season in ChicagoJune–August
Cheapest hotel months in ChicagoNovember–April
Best time to book2 to 6 months ahead
Route info updatedOctober 16, 2026

When to visit Chicago

  • Peak season

    June–August

    Warm, lakefront festivals

  • Shoulder season

    May & September–October

    Mild and comfortable

  • Off-peak season

    November–April

    Cold, windy and snowy

Estimated round-trip fares by month, Montreal to Chicago

Estimated lowest round-trip fare per month
MonthFares from
January$165
February$145
March$165
April$160
May$180
June$220
July$205
August$195
September$160
October$150
November$190
December$200

Flying from Montreal to Chicago

Airlines Flying this Route

Nonstop fares we've tracked on this route come from United. Ducoffs.com compares full-service and low-cost airlines flying between Montreal and Chicago in a single search, including nonstop and one-stop options, so you can weigh price against total travel time.

Best Time to Book Flights from Montreal to Chicago

Fares on this route tend to be lowest in February, October, and April. For the best selection, book about 2 to 6 months before departure and stay flexible by a day or two.

Average Travel Duration

Montreal and Chicago are about 745 miles apart. A nonstop flight takes roughly 2h; connecting itineraries usually add 2 to 5 hours.

Montreal to Chicago flight questions

How can I find the absolute cheapest flight from Montreal to Chicago?

The best way to secure budget rates is by comparing multiple airlines simultaneously and checking flexible dates. Ducoffs.com scans available partner networks to bring you real-time pricing options.

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

Based on typical seasonal demand, February, October, and April tend to offer the lowest fares on this route, with estimated round-trip prices starting around $145. Live prices change daily, so run a search for your exact dates.

How long is the flight from Montreal to Chicago?

Montreal and Chicago are about 745 miles apart. A nonstop flight takes roughly 2h, while connecting itineraries usually add 2 to 5 hours depending on the layover.

Which airlines fly nonstop from Montreal to Chicago?

Recent nonstop fares we've tracked on this route come from United. Schedules change by season, so your live search shows every airline flying your dates.

When are hotels cheapest in Chicago?

Hotel rates in Chicago are usually lowest in November–April, when demand is quieter, and highest during peak season (June–August). Booking your flight and hotel together can save up to 30%.

Which airport do I fly into for Chicago?

This route arrives at O'Hare International Airport (ORD). Your search results also show nearby airports when they offer a cheaper or faster option.

How far in advance should I book a flight to Chicago?

For this route, booking about 2 to 6 months before departure usually gives the best balance of price and seat selection. Mid-week departures are often cheaper than weekend flights.

Is it cheaper to bundle flights and hotels together?

Yes. Bundling your travel components can save you up to 30% compared to booking flights and hotels separately, as airlines and properties offer exclusive package discounts.