Milwaukee → Chicago
3 trains on this corridor — fastest 1h 29m on the Hiawatha Service, fares from $14. Compare timetables and classes below, then book with our rail desk.
Trains on route
3
Fastest
1h 29m · Hiawatha Service
Cheapest (indicative)
from $14 · Borealis
Origin stations
MKE
Amtrak · Regional · Up to 7× daily · ~89% on-time
06:15
Milwaukee Intermodal Station (MKE)
07:44
Chicago Union Station (CHI)
Choose a class · indicative fares
Coach
Reserved reclining seat
indicative
Business Class
Extra legroom
indicative
Amtrak · Long-Distance · Daily · ~60% on-time
13:31
Milwaukee Intermodal Station (MKE)
15:00
Chicago Union Station (CHI)
Choose a class · indicative fares
Coach
Reserved reclining seat
indicative
Roomette (Sleeper)
Private room for 1–2
indicative
Bedroom (Sleeper)
Private room with en-suite
indicative
Amtrak · Intercity · Daily · ~76% on-time
17:51
Milwaukee Intermodal Station (MKE)
19:20
Chicago Union Station (CHI)
Choose a class · indicative fares
Coach
Reserved reclining seat
indicative
Business Class
Extra legroom
indicative
The Hiawatha Service covers Milwaukee to Chicago in about 1h 29m, departing Milwaukee Intermodal Station at 06:15. Schedules are indicative — we confirm live timings before booking.
Indicative fares start from $14 on the Borealis. Amtrak fares are dynamic and rise as seats sell, so exact pricing is confirmed at booking. Business Class, First Class and sleeper accommodations cost more.
Our timetable lists 3 services on this corridor: Hiawatha Service, Empire Builder, Borealis. Frequencies vary by day of week and season.
Send an enquiry from any train on this page — our rail desk confirms live availability, holds the best class for your budget, and issues tickets through the operator’s official or authorised channels, with support for changes and refunds afterwards.
Hotels in Chicago
Stay near the station or the sights — free-cancellation options.
Flights to Chicago
Compare the train against flight times and fares.
Travel Insurance
Cover delays, cancellations and baggage on any itinerary.
Schedules and fares shown are indicative, compiled from official operator timetables. Rail operators adjust timings, fares and running days without notice — our rail desk confirms live availability and exact pricing before any booking is ticketed.