Next departures for Milwaukee to Chicago on November 20
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 for Milwaukee to Chicago on November 21
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 for Milwaukee to Chicago on November 22
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 for Milwaukee to Chicago on November 23
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 for Milwaukee to Chicago on November 24
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 for Milwaukee to Chicago on November 25
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 for Milwaukee to Chicago on November 26
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 for Milwaukee to Chicago on November 27
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 4:12 AM CST.
Compare 2 ways to go from Milwaukee to Chicago
We recommend taking the train
Among the sustainable travel choices, the train stands out as the good way to reach Chicago. The journey takes about 1 hour 29 minutes and with fares starting at just $23, 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
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.
1 out of 5 stars
Ana F.
It was beyond late that I wouldn’t have made my flight and had to uber. Waste of money
Flixbus is a European bus operator that offers intercity and bus travel in over 38 countries. Known for their easy-to-spot lime green buses and for offering affordable transportation between cities in Europe and the Americas, Flixbus is a good option for those looking for an affordable, reliable bus company. In their buses, you'll find free WiFi, bathrooms, and power outlets. You can also pay extra to choose your seat and get extra legroom, or even buy a snack or drink onboard directly from the driver. You can reschedule your ticket for a small fee, which varies from $1 to $5, depending on how close you are to the departure date.
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.
A Texas-based company, Tornado Bus operates throughout the United States, with routes connecting major cities, including Houston, San Antonio and El Paso. Each day,1 buses leave from their terminals to destinations across the continent. Their buses are equipped with free Wi-Fi, air conditioning, bathrooms, power outlets and a comfortable amount of legroom. With prices as low as $101 for a short ride, Tornado offers options for budget travelers, without compromising comfort. and those looking for a little luxury. The company requires printed tickets for boarding and their tickets are non-refundable, but you can exchange them up to two hours before travel time for a fee. With a friendly staff and multiple routes, traveling with Tornado is a convenient way to get around.
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 traveling from Milwaukee to Chicago by bus
How far is Milwaukee from Chicago?
About 84 miles (135 km) separate Milwaukee and Chicago.
What are the departure and arrival stations when taking the bus from Milwaukee to Chicago?
Most of the buses traveling from Milwaukee to Chicago leave from Milwaukee Airport and arrive at Downtown Greyhound Station. These are the main departure and arrival locations on this route, but you can also find other options that could better fit your plans.
What are the best sights and things to do in Chicago?
Once in Chicago, you can start exploring the city and discover its surroundings. The top sights and things to do are Shedd Aquarium, Auditorium Building and Theatre, Museum of Contemporary Art, Brookfield Zoo and Lake Michigan.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11/18
$24
11/19
$26
Today
$24
11/21
$24
11/22
$22
11/23
$24
11/24
$24
11/25
$27
The cheapest trip from Milwaukee to Chicago was searched and found on Nov 22, 2025 with a price of $22
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.
You can expect to pay from $22 to $115 for a bus ticket from Milwaukee to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $22 which is on 2025-11-22.
Usually Tornado Bus will charge you higher prices for tickets closer to the departure date. To find the best prices, you should be flexible on your date of travel.
The cheapest trip from Milwaukee to Chicago was searched and found on Nov 22, 2025 with a price of $22
