There are 9 ways to get from Waterville to Chicago by bus, plane, train, bus (Greyhound), car, or bus (Flixbus)
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 Bangor, fly to Chicago O'Hare International Airport
best- Take the bus from Waterville to Bangor Park & Ridebus
- Fly from Bangor (BGR) to Chicago O'Hare International Airport (ORD)plane BGR - ORD
6h 50m$118–540Bus, train
- Take the bus from Colby College Museum of Art to Boston, MA - South Stationbus Waterville
- Take the train from Boston to Chicago Union Stationtrain Lake Shore Limited
27h 11m$338–714Bus via Brook Park
- Take the bus from Colby College Museum of Art to Boston, MA - South Stationbus
- Take the bus from Boston to Cleveland Bus Stationbus
- Take the bus from Cleveland Bus Station to Chicago Bus Stationbus
27h 19m$213–394Drive 1,080.7 mi
- Drive from Waterville to Chicagocar 1,080.7 mi
19h 46m$198–285Bus to Portland, fly to Chicago Midway International Airport
- Take the bus from Waterville to City of Portlandbus
- Fly from Portland (PWM) to Chicago Midway International Airport (MDW)plane PWM - MDW
7h 18m$155–745Bus to Portland, fly to Chicago O'Hare International Airport
- Take the bus from Waterville to City of Portlandbus
- Fly from Portland (PWM) to Chicago O'Hare International Airport (ORD)plane PWM - ORD
7h 47m$125–595Fly Augusta State Airport to Chicago Midway International Airport
- Fly from Augusta State Airport (AUG) to Chicago Midway International Airport (MDW)plane AUG - MDW
6h 13m$140–421Bus, bus to Manchester Airport, fly to Chicago Midway International Airport
- Take the bus from Colby College Museum of Art to Boston, MA - South Stationbus
- Take the bus from Boston to Boston Manchester Airportbus
- Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane MHT - MDW
9h 56m$153–635Bus
- Take the bus from Colby College Museum of Art to Boston, MA - South Stationbus
- Take the bus from Boston to New York Midtownbus
- Take the bus from New York Midtown to Chicago Bus Stationbus
30h 25m$206–334
Bangor (BGR) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Waterville to Chicago is to drive which costs $190 - $290 and takes 19h 46m.
The fastest way to get from Waterville to Chicago is to fly which takes 6h 13m and costs $140 - $430.
The distance between Waterville and Chicago is 1055 miles. The road distance is 1087 miles.
The best way to get from Waterville to Chicago without a car is to bus and train which takes 27h 11m and costs $330 - $750.
It takes approximately 6h 50m to get from Waterville to Chicago, including transfers.
The best way to get from Waterville to Chicago is to bus via Brook Park which takes 27h 19m and costs $210 - $400. Alternatively, you can fly, which costs $140 - $430 and takes 6h 13m.
Chicago is 1h behind Waterville. It is currently 1:23 PM in Waterville and 12:23 PM in Chicago.
Yes, the driving distance between Waterville to Chicago is 1087 miles. It takes approximately 19h 46m to drive from Waterville to Chicago.
There are 784+ hotels available in Chicago.
What companies run services between Waterville, ME, USA and Chicago, IL, USA?
You can take a vehicle from Waterville to Chicago Bus Station via Colby College Museum of Art, Boston, MA - South Station, Boston, and Cleveland Bus Station in around 27h 19m. Alternatively, Cape Air, Southwest Airlines, and JetBlue Airways fly from Augusta State Airport (AUG) to Chicago Midway International Airport (MDW) 3 times a day.
- Website
- southwest.com
Flights from Portland to Chicago Midway International Airport
- Ave. Duration
- 2h 38m
- When
- Every day
- Estimated price
- $130–700
Flights from Portland to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 5h 31m
- When
- Every day
- Estimated price
- $140–750
Flights from Augusta State Airport to Chicago Midway International Airport via Boston
- Ave. Duration
- 5h 16m
- When
- Tuesday to Saturday
- Estimated price
- $65–330
Flights from Augusta State Airport to Chicago Midway International Airport via Boston, Buffalo
- Ave. Duration
- 8h 35m
- When
- Saturday, Monday, Wednesday, Thursday, and Friday
- Estimated price
- $65–330
Flights from Augusta State Airport to Chicago Midway International Airport via Boston, Pittsburgh
- Ave. Duration
- 7h 42m
- When
- Monday, Thursday, Friday, Sunday, and Saturday
- Estimated price
- $65–340
Flights from Manchester Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 27m
- When
- Every day
- Estimated price
- $95–550
Flights from Manchester Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 5h 5m
- When
- Sunday, Monday, Thursday, Friday, Tuesday, and Wednesday
- Estimated price
- $110–550
Flights from Manchester Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 10m
- When
- Monday, Thursday, and Friday
- Estimated price
- $140–650
- Website
- aa.com
Flights from Bangor to Chicago O'Hare International Airport
- Ave. Duration
- 3h 16m
- When
- Every day
- Estimated price
- $100–500
Flights from Bangor to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 5h 40m
- When
- Every day
- Estimated price
- $110–550
Flights from Bangor to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 36m
- When
- Every day
- Estimated price
- $110–550
Flights from Bangor to Chicago O'Hare International Airport via New York La Guardia
- Ave. Duration
- 6h 17m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $110–550
Flights from Portland to Chicago O'Hare International Airport
- Ave. Duration
- 3h 6m
- When
- Every day
- Estimated price
- $100–550
- Website
- united.com
Flights from Bangor to Chicago O'Hare International Airport
- Ave. Duration
- 3h 10m
- When
- Every day
- Estimated price
- $100–500
Flights from Bangor to Chicago O'Hare International Airport via Newark
- Ave. Duration
- 5h 47m
- When
- Every day
- Estimated price
- $110–550
Flights from Portland to Chicago O'Hare International Airport
- Ave. Duration
- 3h
- When
- Every day
- Estimated price
- $100–550
Flights from Portland to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 5h 25m
- When
- Every day
- Estimated price
- $120–600
- Website
- delta.com
Flights from Bangor to Chicago O'Hare International Airport via New York La Guardia
- Ave. Duration
- 5h 52m
- When
- Every day
- Estimated price
- $110–550
Flights from Portland to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 5h 21m
- When
- Every day
- Estimated price
- $100–550
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Boston to Chicago Union Station
- Ave. Duration
- 22h 22m
- Frequency
- Once daily
- Estimated price
- $290–650
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Waterville to Bangor Park & Ride
- Ave. Duration
- 54 min
- Frequency
- Once daily
- Estimated price
- $8–16
- Website
- https://www.greyhound.com/
Bus from Boston to Cleveland Bus Station
- Ave. Duration
- 13h 50m
- Frequency
- Once daily
- Estimated price
- $110–220
- Website
- https://www.greyhound.com/
Bus from Cleveland Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 40m
- Frequency
- Twice daily
- Estimated price
- $55–110
- Website
- https://www.greyhound.com/
Bus from Waterville to City of Portland
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $13–26
- Website
- https://www.greyhound.com/
Bus from Boston to Boston Manchester Airport
- Ave. Duration
- 1h 5m
- Frequency
- Twice daily
- Estimated price
- $8–16
- Website
- https://www.greyhound.com/
- Phone
- +1 800 639 3317
- info@concordcoachlines.com
- Website
- concordcoachlines.com
Bus from Colby College Museum of Art to Boston, MA - South Station
- Ave. Duration
- 3h 45m
- Frequency
- Twice a week
- Estimated price
- $40–55
- Website
- https://concordcoachlines.com
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Boston to New York Midtown
- Ave. Duration
- 4h 20m
- Frequency
- Hourly
- Estimated price
- $28–50
- Schedules at
- flixbus.com
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 20h 25m
- Frequency
- Twice daily
- Estimated price
- $130–220
- Schedules at
- flixbus.com
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