Cheapest€101.62
- United Airlines UA156008:272h 10m10:37Montréal YULChicago MDW
Door to door 5h 20mCO2 304.1 kgChanges 0Fixed, no changes
Montreal to Chicago flight
Flights from Montreal to Chicago start at €120.50 and take 5h 8m at their fastest.
The Flights from Montreal to Chicago starts at €120.50 and takes 5h 8m door to door, run by 9 operators over 1,236 km, with around 72 departures a day. Fares bottom out about 45 days before departure.
- 5h 8mDoor to door
- 1h 58mMoving
- €120.50From
- 304.1 kgCO2
The cheapest and the fastest on September 29, 2026
Two journeys we can sell today, with the service number each operator files them under.
Fastest€144.10
- Air Canada AC368712:011h 58m13:59Montréal YULChicago MDW
Door to door 5h 8mCO2 304.1 kgChanges 0Fixed, no changes
Airlines
Speed, flexibility and what is on board. Nothing here is a rating, because we have not earned one.
| Operator | From |
|---|---|
 American Airlines | €104.57 |
 Air Canada | €108.70 |
 SkyWest | €103.98 |
 Air Canada Jazz | €106.93 |
| United Airlines | €101.62 |
 Republic Airways | €103.98 |
 Air Wisconsin | €105.75 |
 American Eagle Airlines | €102.80 |
 ExpressJet | €105.75 |
Show all 9 operatorsShow fewer operators
Chicago sits on the water, which usually settles which side of town you want to wake up on. Rooms are not ours to sell.
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When to book Montreal to Chicago
The same search run across the whole booking window, so the shape of the curve is visible rather than described.
- €119.9190 days
- €82.7460 days
- €82.1545 days
- €83.9230 days
- €121.0921 days
- €151.7714 days
- €187.177 days
- €180.093 days
- €244.991 days
- Cheapest lead time
- Fares bottom out around 45 days ahead, at €82.15.
- How much it moves
- The gap between the cheapest and most expensive lead time is 198 percent. The most expensive point is €244.99, 1 days out.
- What that means
- Today sits inside the cheap window, which closes about 45 days before departure. Waiting from here has usually cost money on this corridor rather than saved it.
Which departure day costs least
Median cheapest fare for each weekday, taken across the next three weeks of real prices.
- €141.15Sun
- €122.27Mon
- €120.50Tue
- €128.17Wed
- €160.62Thu
- €147.64Fri
- €151.77Sat
Where you leave from and where you arrive
The stations, airports and ports each mode on this corridor actually uses.
Montréal
Air
- YUL
- YHU
- YMX
Chicago
Air
- ORD
- MDW
What the journey actually looks like
Direct or connecting, how far the route really runs, and what happens when a connection is missed.
- How far it really runs
- The route covers 1,236 km against 1,200 km in a straight line, a detour of 3 percent. Track and road geometry account for the difference.
- First and last departure
- The first service of the day leaves Montreal at 06:01 and the last at 20:53, across 72 departures. The return direction keeps its own timetable, so the times back are not these times reversed.
Questions about Montreal to Chicago
The questions people actually ask about this trip, answered from the same prices and times the page above is built on rather than written once and left to go stale.
How long does the Flight from Montreal to Chicago take?
The Flight from Montreal to Chicago takes 5h 8m door to door, of which 1h 58m is spent moving. The route runs 1,236 km. The difference between the two times is reaching the terminal and leaving it at the far end, which every time on this page includes.
How much does the Flight from Montreal to Chicago cost?
The Flight from Montreal to Chicago starts at €120.50 for one passenger, checked on September 12, 2026. A typical fare is €123.45. Both are the total including taxes, supplier fees and our service fee, so the price here is the price at checkout.
Who runs the Flight from Montreal to Chicago?
9 operators run the Flight from Montreal to Chicago: American Airlines, Air Canada, SkyWest, Air Canada Jazz, United Airlines. Between them they file around 72 departures a day. The operator table on this page compares them on fare, journey time, cruising speed, fare conditions and what is provided on board.
Which terminal does the Flight from Montreal to Chicago use?
The Flight from Montreal to Chicago leaves from Montréal YUL and arrives at Chicago MDW. Allow about 3h 10m for reaching the departure terminal and leaving the arrival one. That time is already inside every door to door figure quoted on this page.
When should I book the Flight from Montreal to Chicago?
Fares for the Flight from Montreal to Chicago bottom out around 45 days ahead, at €82.15. The gap between the cheapest and most expensive lead time across the window is 198 percent, measured on September 12, 2026. Booking inside the final week has consistently cost more.
How much CO2 does the Flight from Montreal to Chicago produce?
The Flight from Montreal to Chicago produces about 304.1 kg of CO2 per passenger over 1236 km, which works out at roughly 246 grams per passenger kilometer. That figure is for the whole journey and for one traveler, not for the vehicle.
Where these numbers come from
Observed service A carrier record shows this named operator serving this named pair, and we carry that through unchanged.
Schedules, seat counts and fares are generated by our own model until the supplier contracts are signed. Places, coordinates, operators, which operator serves which pair, and every distance are real. We would rather say that on every page than let a modeled number pass for a filed one.
Defined in full at Door to door, Fares, The booking window, Carbon
- On this page
- Every figure above was computed for Montreal to Chicago on September 12, 2026: 1236 km of route against 1200 km in a straight line, 72 services a day, 9 operators, a cheapest fare of €120.50, and 5h 8m door to door on the fastest mode. The return direction is computed separately and its numbers are not these numbers.
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