Bus from Milwaukee to Chicago: Tickets & Timetables
Next bus departures
Next departures from Milwaukee to Chicago on 31 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
Cheapest
Bus
Milwaukee, 4960 S. 13th St. Park & Ride Terminal
Chicago O'Hare International Airport T2
Fastest
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
No tags
FlixBus + Greyhound Lines, Inc.
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Chicago 95Th & Dan Ryan
No tags
Bus
Milwaukee, 4960 S. 13th St. Park & Ride Terminal
ORD Chicago O'Hare Airport Terminal 5
No tags
Next departures from Milwaukee to Chicago on 1 January
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
Cheapest
Bus
Milwaukee Bus Station, St. Paul & N6th road.
N Cumberland Ave
Fastest
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
No tags
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Chicago 95Th & Dan Ryan
No tags
Next departures from Milwaukee to Chicago on 2 January
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
Cheapest
Bus
Milwaukee Bus Station, St. Paul & N6th road.
N Cumberland Ave
Fastest
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
No tags
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Chicago 95Th & Dan Ryan
No tags
Next departures from Milwaukee to Chicago on 3 January
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
Cheapest
Bus
Milwaukee Bus Station, St. Paul & N6th road.
N Cumberland Ave
Fastest
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
No tags
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Chicago 95Th & Dan Ryan
No tags
Next departures from Milwaukee to Chicago on 4 January
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
Cheapest
Bus
Milwaukee Bus Station, St. Paul & N6th road.
N Cumberland Ave
Fastest
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
No tags
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Chicago 95Th & Dan Ryan
No tags
Next departures from Milwaukee to Chicago on 5 January
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
Cheapest
Bus
Milwaukee Bus Station, St. Paul & N6th road.
N Cumberland Ave
Fastest
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
No tags
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Chicago 95Th & Dan Ryan
No tags
Next departures from Milwaukee to Chicago on 6 January
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
Cheapest
Bus
Milwaukee Bus Station, St. Paul & N6th road.
N Cumberland Ave
Fastest
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
No tags
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Chicago 95Th & Dan Ryan
No tags
Next departures from Milwaukee to Chicago on 7 January
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
Cheapest
Bus
Milwaukee Bus Station, St. Paul & N6th road.
N Cumberland Ave
Fastest
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
No tags
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
Bus
Milwaukee Bus Station, St. Paul & N6th road.
Chicago 95Th & Dan Ryan
No tags
Last refresh of the prices: Today at 2:27 AM CST.
Compare 2 ways to travel from Milwaukee to Chicago
We recommend taking the train
Among the sustainable travel choices, the train stands out as a good way to reach Chicago. The journey takes about 1 hour 29 minutes and with fares starting at just R 392, it presents an excellent value for a comfortable ride.
Users have shared positive experiences with this bus service, highlighting the professionalism and entertainment provided by drivers. The buses were clean, rides smooth, and schedules punctual. While some noted a lack of signage at stops or warm temperatures on board as minor inconveniences, overall satisfaction remains high due to courteous staff and affordable pricing.
Coach USA Milwaukee Chicago recent customer reviews
My ticket was already used by someone while I didn’t know about it. The driver didn’t let me go unless I paid for a second time
1 out of 5 stars
Suhui L.
On time. Arriving, departing and final destination. Courteous, knowledgeable, organized, instructive driver.
5 out of 5 stars
Mary G.
The bus was 40 minutes late without any justification. The air conditioning wasn't working, it was very hot and the employee/driver was rude. Bad experience, I don't recommend it.
Based on 11831 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the temperature but often complained with the Wi-Fi. FlixBus ticket prices on this trip start at R 343
According to customer reviews, the staff is awesome and the bus floors could be cleaner. However, there have been reports of a rude bus driver who took passengers past their intended stop without permission.
Greyhound Milwaukee Chicago recent customer reviews
I like that I made it to my destination safe but my trip was delayed by one hour
2 out of 5 stars
Denise C.
I was supposed to get down in one station and the bus driver was very rude and took me all the way to downtown even when I didn’t want to.
2 out of 5 stars
Ana P.
Awesome staff, could use some more cleanliness on the bus floors. Overall would take another bus ride again.
Based on 166 reviews, the company was rated 3.1 stars on Busbud. Travellers were especially satisfied with the power outlets and the staff but often complained with the timeliness. Tornado Bus ticket prices on this trip start at R 1 702
Customers generally found the booking process straightforward and appreciated a pleasant, relaxing trip. They noted that bringing extra layers is advisable due to cold temperatures on board. Some mentioned minor issues such as delays caused by equipment problems and interactions with staff could be improved in certain situations.
Amtrak Milwaukee Chicago recent customer reviews
It was very relaxing and quiet had a great nap just didn’t like how cold It was but luckily I brought my sweater
5 out of 5 stars
Chamqual G.
The conductor was very personable. There was a 40 minute delay due to equipment issues
4 out of 5 stars
Jeffrey B.
It was very easy to book an e-ticket
The trip was pleasant there were no problems or issues
Frequently asked questions about travelling from Milwaukee to Chicago by bus
Please note that timetables, routes, or operator details shown here may be updated or differ at the time of your trip.
How much is the bus ticket from Milwaukee to Chicago?
The cheapest bus tickets from Milwaukee to Chicago start at R 343. The average price for this route is around R 684. Busbud recommends booking your tickets in advance for the best chance of getting the lowest possible price.
How long is the bus journey from Milwaukee to Chicago?
The average bus journey time from Milwaukee to Chicago is 1h 50m, covering a distance of 118 km. The fastest bus gets you there in 1h 19m and is operated by Amtrak.
Which bus companies service the Milwaukee to Chicago route?
What is the earliest and latest departure time for the bus from Milwaukee to Chicago?
The earliest bus departs from Milwaukee to Chicago at 03:20. And the latest bus departs at 20:45.
What are the CO₂ emissions for the bus trip from Milwaukee to Chicago?
A bus trip from Milwaukee to Chicago produces an estimated 3 kg of CO₂, making it a highly eco-friendly travel option and Busbud’s recommended way to travel.
What is the best bus company from Milwaukee to Chicago?
According to Busbud customers, the highest-rated bus company on this route is Amtrak, with an average rating of 4.1 out of 5 stars based on 5654 reviews.
Which bus company has the best Wi-Fi from Milwaukee to Chicago?
Based on reviews on Busbud, the bus company Tornado Bus has the best Wi-Fi rating with a score of 4.0.
Which bus company offers the most punctual service from Milwaukee to Chicago?
According to Busbud traveller reviews, the most punctual bus company on this route is Coach USA, with a punctuality rating of 4.1 out of 5 stars.
Which bus company has the cleanest buses from Milwaukee to Chicago?
According to Busbud traveller reviews, the bus company with the cleanest buses on this route is Coach USA, with a cleanliness rating of 4.7 out of 5 stars.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
29/12
R 596
30/12
R 494
Today
R 426
The cheapest trip from Milwaukee to Chicago was searched and found on 31 Dec 2025 with a price of R 426
To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Milwaukee to Chicago as early as possible.
The cheapest trip from Milwaukee to Chicago was searched and found on 31 Dec 2025 with a price of R 426
