There are 7 ways to get from Monroe to Chicago by plane, bus (Amtrak), train (Amtrak), car, train, or bus (Greyhound, Flixbus)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Chicago Midway International Airport
best- Fly from Detroit (DTW) to Chicago Midway International Airport (MDW)plane DTW - MDW
2h 30m$153–600Drive 259.1 mi
cheapest- Drive from Monroe to Chicagocar 259.1 mi
4h 31m$45–64Bus (Amtrak)
- Take the bus from Toledo to Chicago Union Stationbus Amtrak Thruway Connecting Service
4h 49mTrain (Amtrak)
- Take the train from Toledo to Chicago Union Stationtrain Floridian / ...
4h 50m$171–260Fly to Chicago O'Hare International Airport
- Fly from Detroit (DTW) to Chicago O'Hare International Airport (ORD)plane DTW - ORD
2h 44m$213–850Fly to South Bend, train
- Fly from Detroit (DTW) to South Bend (SBN)plane DTW - SBN
- Take the train from South Bend Airport to Van Buren St.train
4h 13m$155–542Bus via Chicago Bus Station
- Take the bus from Toledo Bus Stop to Chicago Bus Stationbus Greyhound US0164
5h 52m$86–125
Detroit (DTW) to Chicago Midway International Airport (MDW) flights
Comparing Your Travel Options
The cheapest way to get from Monroe to Chicago is to drive which costs $40 - $65 and takes 4h 31m.
The fastest way to get from Monroe to Chicago is to fly which takes 2h 30m and costs $150 - $600.
No, there is no direct bus from Monroe to Chicago station. However, there are services departing from Toledo and arriving at Chicago Union Station via . The journey, including transfers, takes approximately 4h 49m.
No, there is no direct train from Monroe to Chicago station. However, there are services departing from Toledo and arriving at Chicago Union Station via . The journey, including transfers, takes approximately 4h 50m.
The distance between Monroe and Chicago is 263 miles. The road distance is 260.6 miles.
The best way to get from Monroe to Chicago without a car is to bus which takes 4h 49m and costs .
It takes approximately 2h 30m to get from Monroe to Chicago, including transfers.
Monroe to Chicago bus services, operated by Amtrak, depart from Toledo station.
Monroe to Chicago train services, operated by Amtrak, depart from Toledo station.
The best way to get from Monroe to Chicago is to fly which takes 2h 30m and costs $150 - $600. Alternatively, you can bus, which costs and takes 4h 49m, you could also train, which costs $170 - $260 and takes 4h 50m.
What companies run services between Monroe, MI, USA and Chicago, IL, USA?
Delta and Southwest Airlines fly from Detroit (DTW) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, Amtrak operates a bus from Toledo to Chicago Union Station twice a week, and the journey takes 4h 22m.
- Website
- delta.com
Flights from Detroit to Chicago Midway International Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $70–500
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 31m
- When
- Every day
- Estimated price
- $50–350
Flights from Detroit to South Bend
- Ave. Duration
- 1h 8m
- When
- Every day
- Estimated price
- $60–430
- Website
- united.com
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $50–350
- Website
- aa.com
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $50–350
- Website
- southwest.com
Flights from Detroit to Chicago Midway International Airport
- Ave. Duration
- 1h 21m
- When
- Every day
- Estimated price
- $70–500
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Toledo to Chicago Union Station
- Ave. Duration
- 4h 23m
- Frequency
- 3 times a day
- Estimated price
- $120–200
- Website
- Amtrak
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Hourly
- Estimated price
- $14–17
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $14–17
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 4 hours
- Estimated price
- $4–16
- Schedules at
- Northern Indiana Commuter Transportation District
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Toledo to Chicago Union Station
- Ave. Duration
- 4h 22m
- Frequency
- Twice a week
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Toledo Bus Stop to Chicago Bus Station
- Ave. Duration
- 5h 25m
- Frequency
- Twice daily
- Estimated price
- $40–65
- Website
- Greyhound
- Phone
- +1 888-378-3823
- [email protected]
- Website
- Barons Bus
Bus from Toledo Bus Stop to Chicago Bus Station
- Ave. Duration
- 5h 35m
- Frequency
- Once daily
- Estimated price
- $23–65
- Website
- Barons Bus
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Toledo Bus Stop to Chicago Bus Station
- Ave. Duration
- 4h 50m
- Frequency
- 5 times a week
- Estimated price
- $35–60
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
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Booking & Getting There
Monroe to Chicago bus services, operated by Amtrak, arrive at Chicago Union Station.
Chicago is 1h behind Monroe. It is currently 12:45 PM in Monroe and 11:45 AM in Chicago.
Monroe to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Monroe to Chicago is 261 miles. It takes approximately 4h 31m to drive from Monroe to Chicago.
There are 1309+ hotels available in Chicago.


















