There are 8 ways to get from Gilroy to Milwaukee by plane, bus (Greyhound, Flixbus), train (Amtrak), car, bus, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Norman Y. Mineta San José International Airport to General Mitchell International Airport
best- Fly from Norman Y. Mineta San José International Airport (SJC) to General Mitchell International Airport (MKE)plane SJC - MKE
9h 20m$212–864Fly Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport, bus
cheapest- Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)plane SJC - ORD
- Take the bus from Chicago to Milwaukee Intermodal Stationbus
9h 54m$132–519Bus
- Take the bus from Gilroy, CA McDonalds to Chinatown Metro Station - Los Angeles, CAbus
- Take the bus from Los Angeles Union Station to St Louis Bus Stationbus
- Take the bus from St Louis Bus Station to Chicago Bus Stationbus
- Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus
2d 8h$389–711Caltrain, train
- Take the train from Gilroy Caltrain Northbound to San Jose Diridon Caltrain Northboundtrain
- Take the train from San Jose to Emeryvilletrain
- Take the train from Emeryville to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Milwaukeetrain
2d 10h$799–1,704Drive 2,208.9 mi
- Drive from Gilroy to Milwaukeecar 2,208.9 mi
34h 46m$404–583Bus to Monterey Regional Airport, fly to General Mitchell International Airport
- Take the bus from Monterey / Gilroy Train Station to Salinas Transit Center / Gate 3bus
- Fly from Monterey Regional Airport (MRY) to General Mitchell International Airport (MKE)plane MRY - MKE
11h 21m$211–864Fly Norman Y. Mineta San José International Airport to Chicago Midway International Airport, train
- Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)plane SJC - MDW
- Take the train from Chicago Union Station to Milwaukeetrain
10h 24m$170–679Caltrain, Caltrain to San Francisco International Airport, fly to Chicago O'Hare International Airport, bus
- Take the train from Gilroy Caltrain Northbound to San Jose Diridon Caltrain Northboundtrain
- Take the train from San Jose Diridon Caltrain Northbound to Millbrae Caltrain Northboundtrain
- Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)plane SFO - ORD
- Take the bus from Chicago to Milwaukee Intermodal Stationbus
10h$155–338
Gilroy to Milwaukee by train
Questions & Answers
The cheapest way to get from Gilroy to Milwaukee is to Caltrain and fly and bus which costs $150 - $340 and takes 10h.
The fastest way to get from Gilroy to Milwaukee is to fly which takes 9h 20m and costs $210 - $900.
No, there is no direct bus from Gilroy to Milwaukee station. However, there are services departing from Gilroy, CA McDonalds and arriving at Milwaukee Intermodal Station via Los Angeles Union Station, St Louis Bus Station and Chicago Bus Station. The journey, including transfers, takes approximately 2 days 8h.
No, there is no direct train from Gilroy to Milwaukee. However, there are services departing from Gilroy Caltrain Northbound and arriving at Milwaukee via San Jose, Emeryville and Chicago Union Station. The journey, including transfers, takes approximately 2 days 10h.
The distance between Gilroy and Milwaukee is 1878 miles. The road distance is 2221.8 miles.
The best way to get from Gilroy to Milwaukee without a car is to bus which takes 2 days 8h and costs $380 - $750.
It takes approximately 9h 20m to get from Gilroy to Milwaukee, including transfers.
Gilroy to Milwaukee bus services, operated by Xe Do Hoang Transportation, depart from Gilroy, CA McDonalds station.
Gilroy to Milwaukee train services, operated by Caltrain, depart from Gilroy Caltrain Northbound station.
The best way to get from Gilroy to Milwaukee is to fly which takes 9h 20m and costs $210 - $900. Alternatively, you can bus, which costs $380 - $750 and takes 2 days 8h, you could also Caltrain and train, which costs $800 - $1,700 and takes 2 days 10h.
What companies run services between Gilroy, CA, USA and Milwaukee, WI, USA?
Southwest Airlines, Delta, and United Airlines fly from Norman Y. Mineta San José International Airport (SJC) to General Mitchell International Airport (MKE) every 2 hours. Alternatively, you can take a bus from Gilroy, CA McDonalds to Milwaukee Intermodal Station via Chinatown Metro Station - Los Angeles, CA, Chinatown Station, Union Station - Metro A-Line, Los Angeles Union Station, St Louis Bus Station, and Chicago Bus Station in around 2d 8h.
- Website
- southwest.com
Flights from Norman Y. Mineta San José International Airport to General Mitchell International Airport via Denver
- Ave. Duration
- 6h 27m
- When
- Every day
- Estimated price
- $200–850
Flights from Norman Y. Mineta San José International Airport to General Mitchell International Airport via Las Vegas
- Ave. Duration
- 6h 27m
- When
- Tuesday to Friday
- Estimated price
- $210–850
Flights from Norman Y. Mineta San José International Airport to General Mitchell International Airport via Dallas
- Ave. Duration
- 7h 25m
- When
- Saturday
- Estimated price
- $240–950
Flights from Norman Y. Mineta San José International Airport to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 9h 2m
- When
- Monday, Thursday, Friday, Wednesday, and Sunday
- Estimated price
- $210–850
Flights from Norman Y. Mineta San José International Airport to General Mitchell International Airport via Nashville
- Ave. Duration
- 8h 45m
- When
- Sunday
- Estimated price
- $250–1,000
Flights from Monterey Regional Airport to General Mitchell International Airport via Phoenix
- Ave. Duration
- 6h 49m
- When
- Tuesday and Wednesday
- Estimated price
- $220–900
Flights from Monterey Regional Airport to General Mitchell International Airport via San Diego
- Ave. Duration
- 8h 59m
- When
- Monday, Thursday, and Friday
- Estimated price
- $230–950
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 6m
- When
- Every day
- Estimated price
- $130–600
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h 17m
- When
- Every day
- Estimated price
- $130–600
Flights from Norman Y. Mineta San José International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 6h 9m
- When
- Every day
- Estimated price
- $140–600
- Website
- united.com
Flights from Norman Y. Mineta San José International Airport to General Mitchell International Airport via Denver
- Ave. Duration
- 6h 17m
- When
- Every day
- Estimated price
- $200–850
Flights from Norman Y. Mineta San José International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 6h 39m
- When
- Every day
- Estimated price
- $200–850
Flights from Monterey Regional Airport to General Mitchell International Airport via Denver
- Ave. Duration
- 6h 31m
- When
- Every day
- Estimated price
- $200–850
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 25m
- When
- Every day
- Estimated price
- $110–480
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 29m
- When
- Every day
- Estimated price
- $110–480
Flights from San Francisco International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $100–420
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Omaha
- Ave. Duration
- 6h 12m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–420
- Website
- aa.com
Flights from Monterey Regional Airport to General Mitchell International Airport via Dallas/Ft.Worth
- Ave. Duration
- 8h 25m
- When
- Every day
- Estimated price
- $240–1,000
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 7h 51m
- When
- Every day
- Estimated price
- $130–550
Flights from San Francisco International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 29m
- When
- Every day
- Estimated price
- $100–420
- Website
- delta.com
Flights from Norman Y. Mineta San José International Airport to General Mitchell International Airport via Minneapolis
- Ave. Duration
- 6h 1m
- When
- Every day
- Estimated price
- $200–850
Flights from Norman Y. Mineta San José International Airport to General Mitchell International Airport via Salt Lake City
- Ave. Duration
- 6h 40m
- When
- Every day
- Estimated price
- $200–850
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 6h 23m
- When
- Every day
- Estimated price
- $110–480
Flights from Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 6h 35m
- When
- Every day
- Estimated price
- $120–490
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 6h
- When
- Every day
- Estimated price
- $100–420
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 6h 18m
- When
- Monday, Tuesday, Friday, and Saturday
- Estimated price
- $100–430
- Website
- flyfrontier.com
Flights from San Francisco International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 20m
- When
- Every day
- Estimated price
- $180–220
- Phone
- +1 800-660-4287
- Website
- Cal Train
Train from Gilroy Caltrain Northbound to San Jose Diridon Caltrain Northbound
- One-way Adult
- $7–9
Train from Gilroy Caltrain Northbound to San Jose Diridon Caltrain Northbound
- One-way Adult
- $7–9
Train from San Jose Diridon Caltrain Northbound to Millbrae Caltrain Northbound
- Ave. Duration
- 56 min
- Frequency
- Every 30 minutes
- Estimated price
- $7–10
- Website
- Cal Train
- Schedules at
- Cal Train
- One-way Adult
- $7–10
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from San Jose to Emeryville
- Ave. Duration
- 1h 16m
- Frequency
- Every 4 hours
- Estimated price
- $15–35
- Website
- Amtrak
Train from Emeryville to Chicago Union Station
- Ave. Duration
- 2d 4h
- Frequency
- Once daily
- Estimated price
- $750–1,600
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $27–60
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $27–60
- Website
- Amtrak
- Phone
- +1 714-839-3500
- admin@lowfarebus.com
- Website
- xedohoang.com
Bus from Gilroy, CA McDonalds to Chinatown Metro Station - Los Angeles, CA
- Ave. Duration
- 5h 4m
- Frequency
- Once daily
- Estimated price
- $44–48
- Schedules at
- xedohoang.com
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Los Angeles Union Station to St Louis Bus Station
- Ave. Duration
- 40h 15m
- Frequency
- Twice daily
- Estimated price
- $280–550
- Website
- Greyhound
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 40m
- Frequency
- Every 4 hours
- Estimated price
- $13–26
- Website
- Greyhound
Bus from Chicago to Milwaukee Intermodal Station
- Ave. Duration
- 1h 20m
- Frequency
- Twice daily
- Estimated price
- $11–23
- Website
- Greyhound
Bus from Chicago to Milwaukee Intermodal Station
- Ave. Duration
- 1h 20m
- Frequency
- Twice daily
- Estimated price
- $11–23
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from St Louis Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 4 times a day
- Estimated price
- $50–85
- Schedules at
- Flixbus USA
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 55m
- Frequency
- 5 times a day
- Estimated price
- $14–24
- Schedules at
- Flixbus USA
- Phone
- 1-888-678-2871
- customerservice@mst.org
- Website
- Monterey-Salinas Transit
Bus from Monterey / Gilroy Train Station to Salinas Transit Center / Gate 3
- Ave. Duration
- 38 min
- Frequency
- 3 times a day
- Estimated price
- $2–4
- Website
- Monterey-Salinas Transit
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More Questions & Answers
Gilroy to Milwaukee bus services, operated by Xe Do Hoang Transportation, arrive at Chinatown Metro Station - Los Angeles, CA.
Milwaukee is 2h ahead of Gilroy. It is currently 4:56 PM in Gilroy and 6:56 PM in Milwaukee.
Gilroy to Milwaukee train services, operated by Caltrain, arrive at San Jose Diridon Caltrain Northbound station.
Yes, the driving distance between Gilroy to Milwaukee is 2222 miles. It takes approximately 34h 46m to drive from Gilroy to Milwaukee.
There are 325+ hotels available in Milwaukee.













