HomeRoutes › Milwaukee to Chicago

Milwaukee Chicago

Lowest Price
$27
Highest Price
$38
Daily Trains
14

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Schedule

2026-04-11
DepartsArrivesDurationServicePriceTransfers
12:35am
Intermodal Station - 433 W ST Paul Ave
2:04am
Union Station
1h 29m
USHIA
#342
$27Direct
12:45am
Airport - 5601 S 6th St
2:04am
Union Station
1h 19m
USHIA
#342
$27Direct
11:15am
Intermodal Station - 433 W ST Paul Ave
12:57pm
Union Station
1h 42m
USHIA
#330
$27Direct
11:26am
Airport - 5601 S 6th St
12:57pm
Union Station
1h 31m
USHIA
#330
$27Direct
1:05pm
Intermodal Station - 433 W ST Paul Ave
2:34pm
Union Station
1h 29m
USHIA
#332
$38Direct
1:15pm
Airport - 5601 S 6th St
2:34pm
Union Station
1h 19m
USHIA
#332
$38Direct
4:00pm
Intermodal Station - 433 W ST Paul Ave
5:29pm
Union Station
1h 29m
USHIA
#334
$30Direct
4:10pm
Airport - 5601 S 6th St
5:29pm
Union Station
1h 19m
USHIA
#334
$30Direct
6:05pm
Intermodal Station - 433 W ST Paul Ave
7:34pm
Union Station
1h 29m
USHIA
#336
$30Direct
6:15pm
Airport - 5601 S 6th St
7:34pm
Union Station
1h 19m
USHIA
#336
$30Direct
8:00pm
Intermodal Station - 433 W ST Paul Ave
9:29pm
Union Station
1h 29m
USHIA
#338
$30Direct
8:10pm
Airport - 5601 S 6th St
9:29pm
Union Station
1h 19m
USHIA
#338
$30Direct
10:44pm
Intermodal Station - 433 W ST Paul Ave
12:21am
Union Station
1h 37m
USBOR
#1340
$38Direct
10:55pm
Airport - 5601 S 6th St
12:21am
Union Station
1h 26m
USBOR
#1340
$38Direct

Price History

Travel DateLowest PriceChecked
2026-04-11$272026-04-10

Check Another Date

About the Milwaukee to Chicago Train Route

Amtrak train tickets from Milwaukee to Chicago currently range from $27 to $38, with 14 trains running daily. Prices vary based on travel date, time of day, and how far in advance you book.

Services on this route include USHIA, USBOR. The fastest trip takes 1h 19m, while the longest is 1h 42m.

Trains depart from Intermodal Station - 433 W ST Paul Ave, Airport - 5601 S 6th St and arrive at Union Station.

Tips for Finding Cheap Milwaukee to Chicago Train Tickets

  • Book early — Amtrak fares generally increase as the travel date approaches. Booking 2-4 weeks ahead often yields the best prices.
  • Be flexible with dates — Midweek travel (Tuesday-Thursday) is typically cheaper than weekends and holidays.
  • Compare departure times — Early morning and late evening trains often have lower fares than peak-hour departures.
  • Set a price alert — We track prices daily and can notify you the moment fares drop below your target price.

Frequently Asked Questions

How much does the train from Milwaukee to Chicago cost?

Fares currently range from $27 to $38. Prices depend on service class, travel date, and how far in advance you book.

How long is the train ride from Milwaukee to Chicago?

The fastest train takes about 1 hours and 19 minutes. Travel time varies by service type and number of stops.

How many trains run daily from Milwaukee to Chicago?

There are typically 14 trains per day on this route. Frequency may vary on weekends and holidays.

Can I get price alerts for Milwaukee to Chicago trains?

Yes! Set a price alert above with your email and target price. We'll notify you when fares drop. Free users get 1 alert; Pro users get unlimited alerts with hourly checks, date ranges, and SMS.

Related Routes

New York → Chicago $254Washington DC → Chicago $214Los Angeles → Chicago $277Detroit → Chicago $44St Louis → Chicago $47Seattle → Chicago $309New Orleans → Chicago $254Denver → Chicago $251San Francisco → Chicago $401Portland → Chicago $238Kansas City → Chicago $84Cleveland → Chicago $123

See all routes from Milwaukee or to Chicago.