Cheapest€10.07
- PARTA PA366418:131h 50m20:03Chicago Union StationFirst Student
Door to door 2h 34mCO2 3.6 kgChanges 0Changeable for a fee
Traveling from Chicago to Milwaukee costs €10.07 at the cheapest and takes 1h 43m door to door at the fastest, across 3 modes and 7 operators. The route covers 137 km. Cheapest is by Coach, fastest is by Train.
At a glance
- Distance
- 137 km
- Fastest
- 1h 43m
- Average
- 3h 12m
- Services per day
- 64
- Cheapest
- €10.07
- CO2 per passenger
- 22.7 kg
Every way to make this journey
Journey times below are door to door, so they include getting to the terminal and away from it at the other end. Fares are the cheapest we currently sell on September 27, 2026.
| 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 |
- 1h 44mFastest, by Train
- €10.08Cheapest, by Coach
- 3.6 kgLowest CO2, by Coach
- 137 kmDistance traveled
The cheapest and the fastest on September 27, 2026
Two journeys we can sell today, with the service number each operator files them under.
Fastest€19.04
- Amtrak A612314:341h15:34Chicago Union StationMilwaukee Intermodal Station
Door to door 1h 44mCO2 4.4 kgChanges 0Refundable
Today's real departures
Live from the operators' own published timetables, through the open transit feeds they publish. Times and services are real. Fares are modeled until our booking connectors are live.
| Operator | Service | Departs | Arrives | Takes |
|---|---|---|---|---|
| Amtrakdirect | 329 | 11:10 | 12:39 | 1h 37m |
| Chicago Transit Authority1 changes | 60 | 11:04 | 12:39 | 1h 35m |
| Chicago Transit Authority1 changes | 157 | 11:28 | 13:30 | 2h 2m |
| Metra1 changes | UP-NW | 11:35 | 13:30 | 1h 55m |
| Amtrakdirect | 331 | 13:25 | 14:54 | 1h 37m |
| Chicago Transit Authority1 changes | 60 | 13:20 | 14:54 | 1h 34m |
Prices over the next three weeks
Live from our own engine, refreshed on every request. The cheapest days for each way of traveling are marked.
| Cheapest fare by mode and day for Chicago to Milwaukee | FriSep 11 | SatSep 12 | SunSep 13 | MonSep 14 | TueSep 15 | WedSep 16 | ThuSep 17 | FriSep 18 | SatSep 19 | SunSep 20 | MonSep 21 | TueSep 22 | WedSep 23 | ThuSep 24 |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Coach | €17.23 | €16.13 | €16.13 | €11.73 | €11.73 | €11.73 | €13.93 | €12.28 | €11.73 | €11.18 | €10.08 | €10.08 | €10.08 | €11.73 |
| Train | €39.39 | €34.99 | €34.44 | €22.89 | €22.89 | €23.44 | €31.69 | €23.44 | €23.44 | €23.44 | €18.49 | €19.59 | €19.59 | €23.99 |
| Flight | €36.72 | €33.77 | €32.00 | €31.41 | €31.41 | €31.41 | €31.41 | €31.41 | €31.41 | €31.41 | €31.41 | €31.41 | €31.41 | €31.41 |
Cheapest day: 2026-09-27 · €10.07
Milwaukee 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 Chicago to Milwaukee
The same search run across the whole booking window, so the shape of the curve is visible rather than described.
- €10.0790 days
- €10.0760 days
- €10.0745 days
- €10.0730 days
- €10.0821 days
- €11.7314 days
- €13.937 days
- €16.133 days
- €17.231 days
- Cheapest lead time
- Fares bottom out around 90 days ahead, at €10.07.
- How much it moves
- The gap between the cheapest and most expensive lead time is 71 percent. The most expensive point is €17.23, 1 days out.
- What that means
- Today sits inside the cheap window, which closes about 90 days before departure. Waiting from here has usually cost money on this corridor rather than saved it.
Book now Fares on this route are lowest around 30 days ahead. You are inside that window.
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
- €12.28Fri
- €11.73Sat
How the fare moves month by month
The same journey priced on the fifteenth of each of the next six months.
- €11.73Sep
- €10.07Oct
- €10.07Nov
- €10.07Dec
- €10.07Jan
- €10.07Feb
The route
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 137 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 06:05 and the last at 21:07, across 12 departures. The return direction keeps its own timetable, so the times back are not these times reversed.
Where you leave from and where you arrive
The stations, airports and ports each mode on this corridor actually uses.
Chicago
Rail
- Chicago Union Station
- Chicago Ridge
- Chicago station
Bus
- Chicago Union Station
- Chicago & Austin Terminal
Air
- ORD
- MDW
Ferry
- Chicago Avenue
- Chicago Riverwalk
Milwaukee
Rail
- Milwaukee Intermodal Station
- Milwaukee Airport Railroad Station
- Lake Front Depot
Bus
- First Student
Air
- MKE
Ferry
- Milwaukee Ferry Terminal
Who runs this route
Speed, flexibility and what is on board. Nothing here is a rating, because we have not earned one.
| Operator | From | Fastest | Typical speed | Flexibility | On board |
|---|---|---|---|---|---|
 Air Wisconsin | €31.41 | 3h 45m | 740 km/h | Fixed fare | Not published |
 American Airlines | €31.41 | 3h 45m | 740 km/h | Fixed fare | Not published |
 Amtrak | €15.74 | 1h 43m | 140 km/h | Refundable | Power outlets, Wi-Fi |
 PARTA | €10.07 | 2h 34m | 72 km/h | Changeable | Power outlets, Restrooms, Wi-Fi |
 SkyWest | €31.41 | 3h 45m | 740 km/h | Fixed fare | Not published |
 Southwest Airlines | €31.41 | 3h 45m | 740 km/h | Fixed fare | Not published |
| United Airlines | €31.41 | 3h 45m | 740 km/h | Fixed fare | Not published |
What the fare is made of
Every part of the total, so the number at checkout is the number here.
| Part | Amount | Share |
|---|---|---|
| Operator fare | €5.99 | 59% |
| Taxes | €0.60 | 6% |
| Supplier fees | €1.49 | 15% |
| Our service fee | €1.99 | 20% |
| Total you pay | €10.07 | 100% |
A day in Milwaukee hauling a suitcase is a shorter day than it needs to be. We do not store bags.
Where to leave your bags in Milwaukee
Priced by the bag and by the day, booked before you get there, and insured while it sits.
Check Milwaukee on StasherOr try Bounce
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Questions about Chicago to Milwaukee
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 it take to get from Chicago to Milwaukee?
The fastest journey from Chicago to Milwaukee takes 1h 43m door to door, of which 1h is spent moving, on the Train. Most services take around 3h 12m, because that average includes slower stopping services and journeys with a connection. Times include reaching the terminal and leaving it at the far end.
How much does it cost to travel from Chicago to Milwaukee?
The cheapest fare from Chicago to Milwaukee is €10.07, checked on September 27, 2026. A typical fare across the next three weeks is €31.41. Both figures are the total for one passenger, including taxes, supplier fees and our service fee, so nothing is added at checkout.
What is the cheapest way to get from Chicago to Milwaukee?
The cheapest way from Chicago to Milwaukee is by Coach, at €10.08 for one passenger on September 27, 2026. That journey takes 2h 34m door to door. Cheaper is rarely faster on this corridor, and the comparison table on this page shows what each mode costs against what it saves.
What is the fastest way to get from Chicago to Milwaukee?
The fastest way from Chicago to Milwaukee is by Train, at 1h 44m door to door. Only 1h of that is spent moving; the remaining 44m is reaching the terminal and leaving it at the far end. The cheapest fare on that mode is €18.49.
When should I book Chicago to Milwaukee?
Fares from Chicago to Milwaukee bottom out around 90 days before departure, at €10.07. Across the whole booking window the gap between the cheapest and the most expensive lead time is 71 percent, measured on September 27, 2026. Booking inside the last week has consistently cost more on this corridor.
Which day of the week is cheapest for Chicago to Milwaukee?
Monday is the cheapest day to depart from Chicago to Milwaukee, at €10.08. That is the median of 21 priced departure days across the next three weeks, checked on September 27, 2026. Shifting a departure by one day is usually worth more than shifting the booking by one week.
Which month is cheapest for Chicago to Milwaukee?
October is the cheapest of the next 6 months to travel from Chicago to Milwaukee, at €10.07 for one passenger. Each month is priced on its fifteenth, so the comparison is like for like rather than a mix of weekends and midweek departures.
Who runs service from Chicago to Milwaukee?
7 operators sell services from Chicago to Milwaukee across 3 modes: Air Wisconsin, American Airlines, Amtrak, PARTA, SkyWest, Southwest Airlines. Journey times, fares and fare conditions differ between them, and the operator table on this page compares all of them on speed, flexibility and what is provided on board.
Is there a direct service from Chicago to Milwaukee?
Every service we sell from Chicago to Milwaukee is direct, with around 64 departures a day and a fastest journey of 1h 43m door to door. No connection is needed, so there is no missed connection risk to plan around on this corridor.
How much CO2 does the journey from Chicago to Milwaukee produce?
Traveling from Chicago to Milwaukee by Coach produces about 3.6 kg of CO2 per passenger, the lowest of any mode on this corridor. The same journey by Flight produces about 33.9 kg, roughly 9 times as much for one passenger.
Which station or terminal do services from Chicago to Milwaukee use?
Services from Chicago to Milwaukee by Train leave from Chicago Union Station and arrive at Milwaukee Intermodal Station. Allow about 44m in total for reaching the departure terminal and leaving the arrival one, which is already included in every door to door time on this page.
Can I change or refund a ticket from Chicago to Milwaukee?
2 of the 7 operators we sell from Chicago to Milwaukee allow a change or a refund. A change on a changeable fare costs €5.00. The operator table on this page names which is which, and the condition is shown again before you pay.
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, Distances
- On this page
- Every figure above was computed for Chicago to Milwaukee on September 10, 2026: 137 km of route against 134 km in a straight line, 64 services a day, 7 operators, a cheapest fare of €10.07, and 1h 43m door to door on the fastest mode. The return direction is computed separately and its numbers are not these numbers.
The flight is the simple part. What you do once you are in Milwaukee is somebody else's catalog.
Anything to book in Milwaukee before you go?
Timed entry, guided walks and half-day trips out of Milwaukee, with free cancellation on most of it.
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Other ways to make this journey
Arriving in Milwaukee
Leaving Milwaukee
- 62Places you can leave for
- 3Countries
- 18Operators
Plan a trip from here
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