There are 8 ways to get from Ann Arbor to Chicago Loop by train (Amtrak), bus (Flixbus), car, bus, plane, 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.
Train (Amtrak)
best- Take the train from Ann Arbor Amtrak Station to Chicago Union Stationtrain Wolverine
4h 18m$45–130Bus, line 29 bus
cheapest- Take the bus from Ann Arbor to Chicagobus FlixBus 2550
- Take the bus from 95th Red Line Station to State & Madisonbus 29
5h$31–91Drive 241 mi
- Drive from Ann Arbor to Chicago Loopcar 241 mi
4h 1m$44–64Bus to Detroit, fly to Chicago Midway International Airport
- Take the bus from Ann Arbor- Blake Transit Ctr., MI to Detroit Metro Airportbus
- Fly from Detroit (DTW) to Chicago Midway International Airport (MDW)plane DTW - MDW
3h 43m$54–342Bus, train
- Take the bus from Ann Arbor to Gary Bus Stationbus Greyhound US0160
- Take the train from Gary to Millennium Stationtrain Westbound to Chicago / ...
5h 22m$48–86Drive to Capital Region International Airport, fly to Chicago O'Hare International Airport
- Drive from Ann Arbor to Lansing-Airport-LANcar
- Fly from Capital Region International Airport (LAN) to Chicago O'Hare International Airport (ORD)plane LAN - ORD
3h 23m$65–363Bus to Detroit, fly to Chicago O'Hare International Airport
- Take the bus from Ann Arbor- Blake Transit Ctr., MI to Detroit Metro Airportbus
- Fly from Detroit (DTW) to Chicago O'Hare International Airport (ORD)plane DTW - ORD
3h 59m$119–362Bus to Detroit, fly to South Bend, train
- Take the bus from Ann Arbor- Blake Transit Ctr., MI to Detroit Metro Airportbus
- Fly from Detroit (DTW) to South Bend (SBN)plane DTW - SBN
- Take the train from South Bend Airport to Millennium Stationtrain
5h 59m$70–382
Ann Arbor to Chicago Loop by train (Amtrak)
Questions & Answers
The cheapest way to get from Ann Arbor to Chicago Loop is to bus and train which costs $45 - $90 and takes 5h 22m.
The fastest way to get from Ann Arbor to Chicago Loop is to drive and fly which takes 3h 23m and costs $60 - $370.
No, there is no direct bus from Ann Arbor to Chicago Loop. However, there are services departing from Ann Arbor and arriving at State & Madison via 95th Red Line Station. The journey, including transfers, takes approximately 5h.
Yes, there is a direct train departing from Ann Arbor Amtrak Station station and arriving at Chicago Union Station station. Services depart three times a day, and operate every day. The journey takes approximately 4h 18m.
The distance between Ann Arbor and Chicago Loop is 244 miles. The road distance is 242.4 miles.
The best way to get from Ann Arbor to Chicago Loop without a car is to train which takes 4h 18m and costs $45 - $130.
The train from Ann Arbor Amtrak Station to Chicago Union Station takes 4h 18m including transfers and departs three times a day.
Ann Arbor to Chicago Loop bus services, operated by Flixbus USA, depart from Ann Arbor station.
Ann Arbor to Chicago Loop train services, operated by Amtrak, depart from Ann Arbor Amtrak Station.
The best way to get from Ann Arbor to Chicago Loop is to train which takes 4h 18m and costs $45 - $130. Alternatively, you can bus and line 29 bus, which costs $30 - $95 and takes 5h.
What companies run services between Ann Arbor, MI, USA and Chicago Loop, IL, USA?
Amtrak operates a train from Ann Arbor Amtrak Station to Chicago Union Station 3 times a day. Tickets cost $45–130 and the journey takes 4h 18m. Alternatively, you can take a bus from Ann Arbor to State & Madison via Chicago and 95th Red Line Station in around 5h.
- Website
- delta.com
Flights from Detroit to Chicago Midway International Airport
- Ave. Duration
- 1h 25m
- When
- Every day
- Estimated price
- $45–320
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 31m
- When
- Every day
- Estimated price
- $35–230
Flights from Detroit to South Bend
- Ave. Duration
- 1h 11m
- When
- Every day
- Estimated price
- $50–350
- Website
- aa.com
Flights from Capital Region International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $50–340
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 51m
- When
- Every day
- Estimated price
- $35–230
- Website
- united.com
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 39m
- When
- Every day
- Estimated price
- $35–230
- Website
- southwest.com
Flights from Detroit to Chicago Midway International Airport
- Ave. Duration
- 1h 16m
- When
- Every day
- Estimated price
- $45–320
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Ann Arbor Amtrak Station to Chicago Union Station
- Ave. Duration
- 4h 18m
- Frequency
- 3 times a day
- Estimated price
- $45–130
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from Gary to Millennium Station
- Ave. Duration
- 55 min
- Frequency
- Hourly
- Estimated price
- $7–9
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $7–9
Train from South Bend Airport to Millennium Station
- Ave. Duration
- 2h 4m
- Frequency
- Every 2 hours
- Estimated price
- $13–15
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $13–15
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Ann Arbor to Chicago
- Ave. Duration
- 3h 50m
- Frequency
- 3 times a week
- Estimated price
- $28–90
- Schedules at
- flixbus.com
- Adult
- $28–90
- Phone
- +1 888-968-7282
- Website
- transitchicago.com
Bus from 95th Red Line Station to State & Madison
- Ave. Duration
- 1h 1m
- Frequency
- Every 20 minutes
- Estimated price
- $3
- Website
- https://www.transitchicago.com
- Schedules at
- https://www.transitchicago.com/schedules/
- Adult
- $3
- Phone
- +1 517-333-0400
- info@michiganflyer.com
- Website
- michiganflyer.com
Bus from Ann Arbor- Blake Transit Ctr., MI to Detroit Metro Airport
- Ave. Duration
- 40 min
- Frequency
- Hourly
- Estimated price
- $7–15
- Website
- Michigan Flyer
- Child 2-16
- $7–9
- Adult
- $10–15
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Ann Arbor to Gary Bus Station
- Ave. Duration
- 4h 5m
- Frequency
- Twice daily
- Estimated price
- $40–80
- Website
- https://www.greyhound.com/
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More Questions & Answers
Ann Arbor to Chicago Loop bus services, operated by Flixbus USA, arrive at Chicago station.
Chicago Loop is 1h behind Ann Arbor. It is currently 9:08 PM in Ann Arbor and 8:08 PM in Chicago Loop.
Ann Arbor to Chicago Loop train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Ann Arbor to Chicago Loop is 242 miles. It takes approximately 4h 1m to drive from Ann Arbor to Chicago Loop.
Book your Ann Arbor to Chicago Loop train tickets online with Omio.
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