There are 9 ways to get from Boothbay to Chicago by bus, plane, train, bus (Flixbus), car, or taxi
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus to Portland, fly to Chicago O'Hare International Airport
best- Take the bus from Bath Info Center + BIW to Congress St + Forest St/MMCbus
- Fly from Portland (PWM) to Chicago O'Hare International Airport (ORD)plane PWM - ORD
7h 38m$157–507Amtrak Thruway to Bangor, fly to Chicago O'Hare International Airport
cheapest- Take the bus from Wiscasset to Bangor, MEbus
- Fly from Bangor (BGR) to Chicago O'Hare International Airport (ORD)plane BGR - ORD
9h 5m$136–447Amtrak Thruway, train (Amtrak)
- Take the bus from Wiscasset to South Stationbus Bangor
- Take the train from Boston to Chicago Union Stationtrain Lake Shore Limited
27h 18m$625–1,000Bus
- Take the bus from Wiscasset to Boston South Busesbus
- Take the bus from Boston to New York Midtownbus
- Take the bus from New York Midtown to Chicago Bus Stationbus
30h 9m$257–390Drive 1,090.5 mi
- Drive from Boothbay to Chicagocar 1,090.5 mi
20h 26m$187–270Bus to Portland, fly to Chicago Midway International Airport
- Take the bus from Bath Info Center + BIW to Congress St + Forest St/MMCbus
- Fly from Portland (PWM) to Chicago Midway International Airport (MDW)plane PWM - MDW
7h 10m$187–697Taxi, train, bus to Boston Logan Airport, fly to Chicago O'Hare International Airport
- Take the taxi from Boothbay to Brunswick Amtrak Stationtaxi
- Take the train from Brunswick Amtrak Station to Portlandtrain
- Take the bus from Portland, ME to Logan International Airportbus
- Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane BOS - ORD
8h 35m$688–1,180Taxi, train, bus to Boston Logan Airport, fly to Chicago Midway International Airport
- Take the taxi from Boothbay to Brunswick Amtrak Stationtaxi
- Take the train from Brunswick Amtrak Station to Portlandtrain
- Take the bus from Portland, ME to Logan International Airportbus
- Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane BOS - MDW
8h 23m$238–730Bus, bus to Manchester Airport, fly to Chicago Midway International Airport
- Take the bus from Bath, ME to Boston South Busesbus
- Take the bus from Boston to Boston Manchester Airportbus
- Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane MHT - MDW
10h 11m$201–602
Portland (PWM) to Chicago O'Hare International Airport (ORD) flights
Comparing Your Travel Options
The cheapest way to get from Boothbay to Chicago is to drive which costs $180 - $270 and takes 20h 26m.
The fastest way to get from Boothbay to Chicago is to bus and fly which takes 7h 10m and costs $180 - $700.
No, there is no direct bus from Boothbay to Chicago station. However, there are services departing from Wiscasset and arriving at Chicago Bus Station via Boston and New York Midtown. The journey, including transfers, takes approximately 30h 9m.
The distance between Boothbay and Chicago is 985 miles. The road distance is 1096.9 miles.
The best way to get from Boothbay to Chicago without a car is to Amtrak Thruway and train which takes 27h 18m and costs $600 - $1,000.
It takes approximately 7h 38m to get from Boothbay to Chicago, including transfers.
Boothbay to Chicago bus services, operated by Concord Coach Lines, depart from Wiscasset station.
Boothbay to Chicago bus services, operated by Concord Coach Lines, arrive at Boston South Buses station.
Chicago is 1h behind Boothbay. It is currently 4:33 PM in Boothbay and 3:33 PM in Chicago.
Yes, the driving distance between Boothbay to Chicago is 1097 miles. It takes approximately 20h 26m to drive from Boothbay to Chicago.
What companies run services between Boothbay, ME, USA and Chicago, IL, USA?
You can take a vehicle from Boothbay to Chicago Bus Station via Wiscasset, Boston South Buses, Boston, and New York Midtown in around 30h 9m.
- Website
- aa.com
Flights from Portland to Chicago O'Hare International Airport
- Ave. Duration
- 3h 10m
- When
- Every day
- Estimated price
- $80–410
Flights from Bangor to Chicago O'Hare International Airport
- Ave. Duration
- 3h 29m
- When
- Every day
- Estimated price
- $65–340
Flights from Bangor to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 48m
- When
- Sunday and Saturday
- Estimated price
- $75–370
Flights from Bangor to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 6h 48m
- When
- Every day
- Estimated price
- $75–370
Flights from Bangor to Chicago O'Hare International Airport via New York La Guardia
- Ave. Duration
- 6h 37m
- When
- Every day
- Estimated price
- $75–360
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 12m
- When
- Every day
- Estimated price
- $70–380
- Website
- united.com
Flights from Portland to Chicago O'Hare International Airport
- Ave. Duration
- 2h 58m
- When
- Every day
- Estimated price
- $80–410
Flights from Portland to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 5h 30m
- When
- Every day
- Estimated price
- $90–450
Flights from Bangor to Chicago O'Hare International Airport
- Ave. Duration
- 3h 41m
- When
- Every day
- Estimated price
- $65–340
Flights from Bangor to Chicago O'Hare International Airport via Newark
- Ave. Duration
- 6h 21m
- When
- Every day
- Estimated price
- $75–360
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 3m
- When
- Every day
- Estimated price
- $70–380
- Website
- delta.com
Flights from Portland to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 6h 3m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $80–420
Flights from Portland to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 50m
- When
- Saturday
- Estimated price
- $110–600
Flights from Bangor to Chicago O'Hare International Airport via New York La Guardia
- Ave. Duration
- 5h 59m
- When
- Every day
- Estimated price
- $75–360
Flights from Bangor to Chicago O'Hare International Airport via New York JFK
- Ave. Duration
- 6h 57m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $75–360
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 57m
- When
- Every day
- Estimated price
- $70–380
Flights from Boston Logan Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 11m
- When
- Every day
- Estimated price
- $100–550
- Website
- southwest.com
Flights from Portland to Chicago Midway International Airport
- Ave. Duration
- 2h 35m
- When
- Monday, Thursday, and Friday
- Estimated price
- $110–600
Flights from Portland to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 5h 50m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $120–650
Flights from Boston Logan Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $100–550
Flights from Manchester Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 37m
- When
- Every day
- Estimated price
- $85–450
Flights from Manchester Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 5h 17m
- When
- Every day
- Estimated price
- $95–470
Flights from Manchester Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 6h
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $110–550
- Website
- jetblue.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 6m
- When
- Every day
- Estimated price
- $70–380
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to Chicago Union Station
- Ave. Duration
- 22h 22m
- Frequency
- Once daily
- Estimated price
- $550–900
- Website
- Amtrak
Train from Brunswick Amtrak Station to Portland
- Ave. Duration
- 43 min
- Frequency
- Every 4 hours
- Estimated price
- $15–24
- Website
- Amtrak
Train from Brunswick Amtrak Station to Portland
- Ave. Duration
- 43 min
- Frequency
- Every 4 hours
- Estimated price
- $15–24
- Website
- Amtrak
- Phone
- +1 207-774-0351
- Website
- Greater Portland Metro Bus
Bus from Bath Info Center + BIW to Congress St + Forest St/MMC
- Ave. Duration
- 1h 25m
- Frequency
- Once daily
- Estimated price
- $2–4
- Schedules at
- Greater Portland Metro Bus
Bus from Bath Info Center + BIW to Congress St + Forest St/MMC
- Ave. Duration
- 1h 25m
- Frequency
- Once daily
- Estimated price
- $2–4
- Schedules at
- Greater Portland Metro Bus
Rome2Rio's guide to Amtrak Thruway
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Wiscasset to South Station
- Ave. Duration
- 3h 35m
- Frequency
- Once daily
- Estimated price
- $28–45
- Website
- Amtrak
- Adult
- $28–45
Bus from Wiscasset to Bangor, ME
- Ave. Duration
- 2h 50m
- Frequency
- Once daily
- Estimated price
- $20–45
- Website
- Amtrak
- Adult
- $20–45
- Phone
- +1 800 639 3317
- info@concordcoachlines.com
- Website
- Concord Coach Lines
Bus from Wiscasset to Boston South Buses
- Ave. Duration
- 3h 35m
- Frequency
- Once daily
- Estimated price
- $30–45
- Website
- Concord Coach Lines
Bus from Wiscasset to Bangor, ME
- Ave. Duration
- 2h 50m
- Frequency
- Once daily
- Estimated price
- $22–30
- Website
- Concord Coach Lines
Bus from Portland, ME to Logan International Airport
- Ave. Duration
- 1h 55m
- Frequency
- Hourly
- Estimated price
- $23–35
- Website
- Concord Coach Lines
Bus from Portland, ME to Logan International Airport
- Ave. Duration
- 1h 55m
- Frequency
- Hourly
- Estimated price
- $23–35
- Website
- Concord Coach Lines
Bus from Bath, ME to Boston South Buses
- Ave. Duration
- 3h 15m
- Frequency
- Once daily
- Estimated price
- $30–45
- Website
- Concord Coach Lines
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Boston to New York Midtown
- Ave. Duration
- 4h 20m
- Frequency
- Hourly
- Estimated price
- $30–50
- Schedules at
- Flixbus USA
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 20h 25m
- Frequency
- 4 times a day
- Estimated price
- $150–240
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Boston to Boston Manchester Airport
- Ave. Duration
- 1h 5m
- Frequency
- 4 times a day
- Estimated price
- $9–14
- Website
- Greyhound
- Ave. Duration
- 44 min
- Estimated price
- $95–120
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