There are 9 ways to get from Waterville to Chicago by bus, plane, bus (Flixbus), train, car, or bus (Greyhound)
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 51m$103–481Bus
- 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
26h 58m$186–314Bus, 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$328–714Drive 1,080.7 mi
- Drive from Waterville to Chicagocar 1,080.7 mi
19h 43m$198–285Bus 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 44m$126–596Bus 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$176–846Bus to Boston Logan Airport, fly to Chicago Midway International Airport
- Take the bus from Colby College Museum of Art to Logan International Airportbus
- Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane BOS - MDW
8h 18m$130–539Fly Augusta State Airport to Chicago Midway International Airport
- Fly from Augusta State Airport (AUG) to Chicago Midway International Airport (MDW)plane AUG - MDW
6h 15m$160–521Bus 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$213–404
Bangor (BGR) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Waterville to Chicago is to bus which costs $180 - $320 and takes 26h 58m.
The fastest way to get from Waterville to Chicago is to fly which takes 6h 15m and costs $160 - $550.
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 which takes 26h 58m and costs $180 - $320.
It takes approximately 6h 51m to get from Waterville to Chicago, including transfers.
The best way to get from Waterville to Chicago is to bus which takes 26h 58m and costs $180 - $320. Alternatively, you can fly, which costs $160 - $550 and takes 6h 15m.
Chicago is 1h behind Waterville. It is currently 1:10 PM in Waterville and 12:10 PM in Chicago.
Yes, the driving distance between Waterville to Chicago is 1087 miles. It takes approximately 19h 43m to drive from Waterville to Chicago.
There are 1287+ 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 New York Midtown in around 26h 58m. Alternatively, Cape Air, Southwest Airlines, and JetBlue Airways fly from Augusta State Airport (AUG) to Chicago Midway International Airport (MDW) once daily.
- Website
- southwest.com
Flights from Portland to Chicago Midway International Airport
- Ave. Duration
- 2h 35m
- When
- Monday, Thursday, and Friday
- Estimated price
- $150–800
Flights from Portland to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 5h 28m
- When
- Monday to Friday
- Estimated price
- $170–900
Flights from Boston Logan Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $85–470
Flights from Augusta State Airport to Chicago Midway International Airport via Boston Logan Airport
- Ave. Duration
- 5h 13m
- When
- Every day
- Estimated price
- $85–430
Flights from Augusta State Airport to Chicago Midway International Airport via Boston Logan Airport, Buffalo
- Ave. Duration
- 9h 31m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $85–430
- Website
- united.com
Flights from Bangor to Chicago O'Hare International Airport
- Ave. Duration
- 3h
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $85–440
Flights from Bangor to Chicago O'Hare International Airport via Newark
- Ave. Duration
- 5h 58m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $95–470
Flights from Portland to Chicago O'Hare International Airport
- Ave. Duration
- 3h 1m
- When
- Every day
- Estimated price
- $100–550
Flights from Portland to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 5h 17m
- When
- Every day
- Estimated price
- $120–600
- Website
- aa.com
Flights from Bangor to Chicago O'Hare International Airport
- Ave. Duration
- 3h 24m
- When
- Every day
- Estimated price
- $85–440
Flights from Bangor to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 6h 3m
- When
- Every day
- Estimated price
- $95–480
Flights from Bangor to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 6h 15m
- When
- Saturday
- Estimated price
- $100–490
Flights from Bangor to Chicago O'Hare International Airport via New York La Guardia
- Ave. Duration
- 6h 58m
- When
- Monday to Friday
- Estimated price
- $95–470
Flights from Portland to Chicago O'Hare International Airport
- Ave. Duration
- 3h 11m
- When
- Every day
- Estimated price
- $100–550
- Website
- delta.com
Flights from Bangor to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 49m
- When
- Saturday
- Estimated price
- $85–440
Flights from Bangor to Chicago O'Hare International Airport via New York La Guardia
- Ave. Duration
- 6h 50m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $95–470
Flights from Portland to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 57m
- When
- Every day
- Estimated price
- $100–550
Flights from Boston Logan Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 52m
- When
- Every day
- Estimated price
- $85–470
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
- $280–650
- 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
- $8–17
- Website
- https://www.greyhound.com/
Bus from Waterville to City of Portland
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $14–27
- 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
- $55–120
- 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
Bus from Colby College Museum of Art to Logan International Airport
- Ave. Duration
- 3h 45m
- Frequency
- Twice a week
- Estimated price
- $35–55
- Website
- https://concordcoachlines.com
- Phone
- +1 (855) 626-8585
- Website
- 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
- 16h 55m
- Frequency
- Twice daily
- Estimated price
- $110–200
- Schedules at
- flixbus.com
Want to know more about travelling around United States
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