There are 5 ways to get from Chicago to Back Bay by plane, train (Amtrak), bus (Flixbus), or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly from Chicago Midway International Airport
best- Fly from Chicago Midway International Airport (MDW) to Portland (PWM)plane MDW - PWM
4h 18m$182–690Fly from Chicago O'Hare International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Portland (PWM)plane ORD - PWM
4h 49m$152–520Train (Amtrak)
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
- Take the train from Boston to Saco Amtrak Stationtrain Downeaster
26h 23m$320–693Bus (Flixbus)
- Take the bus from Chicago Bus Station to New York Midtownbus FlixBus N2640
- Take the bus from New York Midtown to City of Portlandbus FlixBus N2615
31h 41m$174–305Drive 1,025.2 mi
- Drive from Chicago to Back Baycar 1,025.2 mi
19h 8m$188–271
Chicago to Back Bay by train, subway, and bus (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Back Bay is to bus which costs $170 - $310 and takes 31h 41m.
The fastest way to get from Chicago to Back Bay is to fly which takes 4h 18m and costs $180 - $700.
No, there is no direct bus from Chicago station to Back Bay. However, there are services departing from Chicago Bus Station and arriving at UNE Campus Center via New York Midtown, St John St and Saco Transportation Center. The journey, including transfers, takes approximately 31h 41m.
The distance between Chicago and Back Bay is 929 miles. The road distance is 1031.2 miles.
The best way to get from Chicago to Back Bay without a car is to train which takes 26h 23m and costs $320 - $700.
It takes approximately 4h 18m to get from Chicago to Back Bay, including transfers.
Chicago to Back Bay bus services, operated by Flixbus USA, depart from Chicago Bus Station.
The best way to get from Chicago to Back Bay is to fly which takes 4h 18m and costs $180 - $700. Alternatively, you can train, which costs $320 - $700 and takes 26h 23m, you could also bus, which costs $170 - $310 and takes 31h 41m.
Chicago to Back Bay bus services, operated by Flixbus USA, arrive at New York Midtown station.
Back Bay is 1h ahead of Chicago. It is currently 8:37 AM in Chicago and 9:37 AM in Back Bay.
What companies run services between Chicago, IL, USA and Back Bay, ME, USA?
Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Portland (PWM) 3 times a day. Alternatively, you can take a train from Chicago Union Station to UNE Campus Center via Boston, Back Bay, North Station, Boston, Saco Amtrak Station, and Saco Transportation Center in around 26h 23m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Portland
- Ave. Duration
- 2h 15m
- When
- Monday, Thursday, and Friday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Portland via Baltimore
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $130–650
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Portland
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $80–430
Flights from Chicago O'Hare International Airport to Portland via Reagan Washington
- Ave. Duration
- 5h 37m
- When
- Every day
- Estimated price
- $90–470
- Website
- united.com
Flights from Chicago O'Hare International Airport to Portland
- Ave. Duration
- 2h 34m
- When
- Every day
- Estimated price
- $80–430
- Website
- delta.com
Flights from Chicago Midway International Airport to Portland via Detroit
- Ave. Duration
- 5h 30m
- When
- Every day
- Estimated price
- $110–600
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Boston
- Ave. Duration
- 21h 54m
- Frequency
- Once daily
- Estimated price
- $280–650
- Website
- https://www.amtrak.com/home.html
Train from Boston to Saco Amtrak Station
- Ave. Duration
- 2h 5m
- Frequency
- Every 4 hours
- Estimated price
- $28–65
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- Once daily
- Estimated price
- $130–230
- Schedules at
- flixbus.com
Bus from New York Midtown to City of Portland
- Ave. Duration
- 7h 16m
- Frequency
- Once daily
- Estimated price
- $40–80
- Schedules at
- flixbus.com
Want to know more about travelling around United States
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More Questions & Answers
Yes, the driving distance between Chicago to Back Bay is 1031 miles. It takes approximately 19h 8m to drive from Chicago to Back Bay.
There are 145+ hotels available in Back Bay.




