Chicago to Milwaukee flight
Flights from Chicago to Milwaukee start at €31.41 and take 3h 45m at their fastest.
The Flights from Chicago to Milwaukee starts at €31.41 and takes 3h 45m door to door, run by 5 operators over 138 km, with around 40 departures a day. Fares bottom out about 60 days before departure.
- 3h 45mDoor to door
- 35mMoving
- €31.41From
- 33.9 kgCO2
The cheapest and the fastest on 27 September 2026
Two journeys we can sell today, with the service number each operator files them under.
No bookable itinerary on the day this page prices, so none is shown.
Airlines
Speed, flexibility and what is on board. Nothing here is a rating, because we have not earned one.
That is the travelling done. What happens after you walk out into Milwaukee is not something we sell.
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When to book Chicago to Milwaukee
The same search run across the whole booking window, so the shape of the curve is visible rather than described.
- €10.6390 days
- €10.0760 days
- €10.0745 days
- €10.0730 days
- €10.0821 days
- €10.0814 days
- €11.737 days
- €11.733 days
- €16.131 days
- Cheapest lead time
- Fares bottom out around 60 days ahead, at €10.07.
- How much it moves
- The gap between the cheapest and dearest lead time is 60 percent. The dearest point is €16.13, 1 days out.
- What that means
- Today sits inside the cheap window, which closes about 60 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.
- €11.18Sun
- €10.08Mon
- €10.08Tue
- €10.08Wed
- €11.73Thu
- €11.73Fri
- €10.08Sat
Where you leave from and where you arrive
The stations, airports and ports each mode on this corridor actually uses.
Chicago
- ORD
- MDW
Milwaukee
- MKE
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 138 km against 134 km in a straight line, a detour of 2 percent. Track and road geometry account for the difference.
- First and last departure
- The first service of the day leaves Chicago at 06:16 and the last at 20:48, across 40 departures. The return direction keeps its own timetable, so the times back are not these times reversed.
Flights against the other ways to make this journey
The same corridor, door to door, with every mode that runs it.
| Mode | Door to door | Moving | At the ends | From | CO2 | Per day |
|---|---|---|---|---|---|---|
| Train | 1h 44m | 1h | 44m | €18.49 | 4.4 kg | 12 |
| Coach | 2h 34m | 1h 50m | 44m | €10.08 | 3.6 kg | 12 |
| Flight | 3h 45m | 35m | 3h 10m | €31.41 | 33.9 kg | 40 |
Questions about Chicago to Milwaukee
The questions people actually ask about this journey, 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 Chicago to Milwaukee take?
The Flight from Chicago to Milwaukee takes 3h 45m door to door, of which 35m is spent moving. The route runs 138 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 Chicago to Milwaukee cost?
The Flight from Chicago to Milwaukee starts at €31.41 for one passenger, checked on 12 September 2026. A typical fare is €31.41. 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 Chicago to Milwaukee?
5 operators run the Flight from Chicago to Milwaukee: American Airlines, SkyWest, United Airlines, Air Wisconsin, Southwest Airlines. Between them they file around 40 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 Chicago to Milwaukee use?
The Flight from Chicago to Milwaukee leaves from Chicago ORD and arrives at Milwaukee MKE. 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.
Is the Flight the best way from Chicago to Milwaukee?
Travelling from Chicago to Milwaukee by Train costs €18.49 and takes 1h 44m door to door, against 3h 45m by Flight. Which is better depends on whether the money or the hours matter more on this trip. The comparison table on this page shows every mode side by side.
When should I book the Flight from Chicago to Milwaukee?
Fares for the Flight from Chicago to Milwaukee bottom out around 60 days ahead, at €10.07. The gap between the cheapest and dearest lead time across the window is 60 percent, measured on 12 September 2026. Booking inside the final week has consistently cost more.
How much CO2 does the Flight from Chicago to Milwaukee produce?
The Flight from Chicago to Milwaukee produces about 33.9 kg of CO2 per passenger over 138 km, which works out at roughly 246 grams per passenger kilometre. That figure is for the whole journey and for one traveller, 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 modelled 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 Chicago to Milwaukee on 12 September 2026: 138 km of route against 134 km in a straight line, 40 services a day, 5 operators, a cheapest fare of €31.41, and 3h 45m door to door on the fastest mode. The return direction is computed separately and its numbers are not these numbers.