There are 8 ways to get from Waterville to Chicago by bus, plane, train, 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.
Bus to Bangor, fly to Chicago O'Hare International Airport
best- Take the bus from Waterville to Bangor Park & Ride
- Fly from Bangor (BGR) to Chicago O'Hare International Airport (ORD)BGR - ORD
6h 50m$105–440Bus, train
- Take the bus from Colby College Museum of Art to Boston, MA - South StationWaterville
- Take the train from Boston to Chicago Union StationLake Shore Limited
27h 11m$188–764Bus
- Take the bus from Colby College Museum of Art to Boston, MA - South Station
- Take the bus from Boston to New York Midtown
- Take the bus from New York Midtown to Chicago Bus Station
30h 36m$173–364Drive 1,080.7 mi
- Drive from Waterville to Chicago1,080.7 mi
19h 36m$198–285Bus to Portland, fly to Chicago Midway International Airport
- Take the bus from Waterville to City of Portland
- Fly from Portland (PWM) to Chicago Midway International Airport (MDW)PWM - MDW
7h 29m$150–630Bus to Portland, fly to Chicago O'Hare International Airport
- Take the bus from Waterville to City of Portland
- Fly from Portland (PWM) to Chicago O'Hare International Airport (ORD)PWM - ORD
8h 14m$120–490Bus to Boston Logan Airport, fly to Chicago Midway International Airport
- Take the bus from Colby College Museum of Art to Logan International Airport
- Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)BOS - MDW
8h 23m$130–509Fly Augusta State Airport to Chicago Midway International Airport
- Fly from Augusta State Airport (AUG) to Chicago Midway International Airport (MDW)AUG - MDW
6h 23m$140–421
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 $170 - $370 and takes 30h 36m.
The fastest way to get from Waterville to Chicago is to fly which takes 6h 23m 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 $180 - $800.
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 which takes 30h 36m and costs $170 - $370. Alternatively, you can fly, which costs $140 - $430 and takes 6h 23m.
Chicago is 1h behind Waterville. It is currently 3:56 AM in Waterville and 2:56 AM in Chicago.
Yes, the driving distance between Waterville to Chicago is 1087 miles. It takes approximately 19h 36m to drive from Waterville to Chicago.
There are 1245+ 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 30h 36m. 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 35m
- When
- Monday, Thursday, and Friday
- Estimated price
- $110–550
Flights from Portland to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 5h 39m
- When
- Every day
- Estimated price
- $120–600
Flights from Boston Logan Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $85–440
Flights from Augusta State Airport to Chicago Midway International Airport via Boston Logan Airport
- Ave. Duration
- 5h 29m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $65–330
Flights from Augusta State Airport to Chicago Midway International Airport via Boston Logan Airport, Pittsburgh
- Ave. Duration
- 11h 2m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $70–340
Flights from Augusta State Airport to Chicago Midway International Airport via Boston Logan Airport, Buffalo
- Ave. Duration
- 11h 7m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $65–330
- Website
- aa.com
Flights from Bangor to Chicago O'Hare International Airport
- Ave. Duration
- 2h 59m
- When
- Every day
- Estimated price
- $70–360
Flights from Bangor to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 5h 55m
- When
- Every day
- Estimated price
- $80–390
Flights from Bangor to Chicago O'Hare International Airport via New York La Guardia
- Ave. Duration
- 6h 7m
- When
- Every day
- Estimated price
- $80–380
Flights from Bangor to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 6h 39m
- When
- Every day
- Estimated price
- $80–390
Flights from Portland to Chicago O'Hare International Airport
- Ave. Duration
- 3h 17m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $80–410
Flights from Portland to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 6h 5m
- When
- Every day
- Estimated price
- $90–440
Flights from Portland to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 48m
- When
- Every day
- Estimated price
- $90–450
Flights from Portland to Chicago O'Hare International Airport via New York La Guardia
- Ave. Duration
- 5h 58m
- When
- Every day
- Estimated price
- $85–430
- Website
- delta.com
Flights from Bangor to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 41m
- When
- Saturday
- Estimated price
- $70–360
Flights from Portland to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 30m
- When
- Every day
- Estimated price
- $110–550
Flights from Portland to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 5h 7m
- When
- Every day
- Estimated price
- $80–410
Flights from Portland to Chicago O'Hare International Airport via New York La Guardia
- Ave. Duration
- 5h 23m
- When
- Monday, Tuesday, Friday, and Sunday
- Estimated price
- $85–430
Flights from Boston Logan Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 22m
- When
- Every day
- Estimated price
- $85–440
- Website
- united.com
Flights from Bangor to Chicago O'Hare International Airport
- Ave. Duration
- 3h 8m
- When
- Every day
- Estimated price
- $70–360
Flights from Bangor to Chicago O'Hare International Airport via Newark
- Ave. Duration
- 6h 16m
- When
- Every day
- Estimated price
- $80–380
Flights from Portland to Chicago O'Hare International Airport
- Ave. Duration
- 3h 14m
- When
- Every day
- Estimated price
- $80–410
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
- $140–700
- 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
- $24–55
- Website
- https://www.greyhound.com/
Bus from Waterville to City of Portland
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $27–60
- 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 25m
- Frequency
- Hourly
- Estimated price
- $30–70
- Schedules at
- flixbus.com
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 20h 25m
- Frequency
- Once daily
- Estimated price
- $95–230
- Schedules at
- flixbus.com
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