There are 10 ways to get from Chicago to Sunapee by plane, bus, train (Amtrak), bus (Greyhound), car, taxi, train, 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.
Fly Chicago Midway International Airport to Boston Logan Airport, bus
best- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
- Take the bus from Boston Logan Airport Terminal C to New Londonbus
7h 17m$182–740Fly Chicago O'Hare International Airport to Manchester Airport, bus
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Manchester Airport (MHT)plane ORD - MHT
- Take the bus from Boston Manchester Airport to Bostonbus
- Take the bus from Boston South Buses to New Londonbus
9h 37m$136–444Train (Amtrak)
- Take the train from Chicago Union Station to Springfieldtrain Lake Shore Limited
- Take the train from Springfield to Claremont Stationtrain Vermonter
23h 21m$659–987Bus via Brook Park
- Take the bus from Chicago Bus Station to Cleveland Bus Stationbus
- Take the bus from Cleveland Bus Station to Bostonbus
- Take the bus from Boston South Buses to New Londonbus
24h 58m$242–358Drive 914.2 mi
- Drive from Chicago to Sunapeecar 914.2 mi
17h 2m$157–226Fly Chicago O'Hare International Airport to Burlington International Airport, bus, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Burlington International Airport (BTV)plane ORD - BTV
- Take the bus from Burlington Downtown Transit Ctr to White River Junction Bus Stationbus
- Take the taxi from White River Junction Bus Station to Sunapeetaxi
8h 20m$278–702Fly Chicago Midway International Airport to Bradley International Airport, train
- Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane MDW - BDL
- Take the train from Hartford Amtrak Station to Claremont Stationtrain
9h 33m$340–1,197Fly Chicago Midway International Airport to Manchester Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)plane MDW - MHT
- Take the bus from Boston Manchester Airport to Bostonbus
- Take the bus from Boston South Buses to New Londonbus
9h 2m$170–704Fly Chicago Midway International Airport to Theodore Francis Green State Airport, train, bus
- Fly from Chicago Midway International Airport (MDW) to Theodore Francis Green State Airport (PVD)plane MDW - PVD
- Take the train from TF Green Airport to South Stationtrain
- Take the bus from Boston South Buses to New Londonbus
9h 13m$140–496Bus
- Take the bus from Chicago Bus Station to New York Midtownbus
- Take the bus from New York Midtown to Bostonbus
- Take the bus from Boston South Buses to New Londonbus
28h 16m$249–375
Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Sunapee is to drive which costs $150 - $230 and takes 17h 2m.
The fastest way to get from Chicago to Sunapee is to fly and bus which takes 7h 17m and costs $180 - $750.
No, there is no direct bus from Chicago station to Sunapee. However, there are services departing from Chicago Bus Station and arriving at New London via Cleveland Bus Station and Boston South Buses. The journey, including transfers, takes approximately 24h 58m.
No, there is no direct train from Chicago station to Sunapee station. However, there are services departing from Chicago Union Station and arriving at Claremont Station via Springfield. The journey, including transfers, takes approximately 23h 21m.
The distance between Chicago and Sunapee is 984 miles. The road distance is 919.6 miles.
The best way to get from Chicago to Sunapee without a car is to train which takes 23h 21m and costs $650 - $1,000.
It takes approximately 7h 17m to get from Chicago to Sunapee, including transfers.
Chicago to Sunapee bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Sunapee train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Sunapee is to train which takes 23h 21m and costs $650 - $1,000. Alternatively, you can bus via Brook Park, which costs $240 - $360 and takes 24h 58m.
What companies run services between Chicago, IL, USA and Sunapee, NH, USA?
You can take a train from Chicago Union Station to Sunapee via Springfield and Claremont Station in around 23h 21m. Alternatively, you can take a bus from Chicago Bus Station to Sunapee via Cleveland Bus Station, Boston, Boston South Buses, and New London in around 24h 58m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Bradley International Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $170–950
Flights from Chicago Midway International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $180–950
Flights from Chicago Midway International Airport to Manchester Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $100–600
Flights from Chicago Midway International Airport to Manchester Airport via Baltimore
- Ave. Duration
- 4h 49m
- When
- Every day
- Estimated price
- $120–600
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 12m
- When
- Every day
- Estimated price
- $70–390
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 5h
- When
- Tuesday and Wednesday
- Estimated price
- $75–400
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 5h
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $80–410
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Burlington International Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $80–450
Flights from Chicago O'Hare International Airport to Burlington International Airport via Reagan Washington
- Ave. Duration
- 4h 49m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–500
Flights from Chicago O'Hare International Airport to Burlington International Airport via Philadelphia
- Ave. Duration
- 4h 59m
- When
- Every day
- Estimated price
- $100–500
Flights from Chicago O'Hare International Airport to Burlington International Airport via New York La Guardia
- Ave. Duration
- 5h 9m
- When
- Friday and Saturday
- Estimated price
- $95–490
Flights from Chicago O'Hare International Airport to Manchester Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $65–340
Flights from Chicago O'Hare International Airport to Manchester Airport via Reagan Washington
- Ave. Duration
- 5h 5m
- When
- Every day
- Estimated price
- $70–370
Flights from Chicago O'Hare International Airport to Manchester Airport via Philadelphia
- Ave. Duration
- 4h 59m
- When
- Every day
- Estimated price
- $70–360
- Website
- delta.com
Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 44m
- When
- Every day
- Estimated price
- $120–650
Flights from Chicago O'Hare International Airport to Burlington International Airport via Detroit
- Ave. Duration
- 4h 31m
- When
- Every day
- Estimated price
- $80–450
Flights from Chicago O'Hare International Airport to Burlington International Airport via New York La Guardia
- Ave. Duration
- 5h 17m
- When
- Monday to Friday
- Estimated price
- $95–490
Flights from Chicago Midway International Airport to Bradley International Airport via Detroit
- Ave. Duration
- 3h 57m
- When
- Every day
- Estimated price
- $170–950
- Website
- united.com
Flights from Chicago O'Hare International Airport to Burlington International Airport
- Ave. Duration
- 2h 18m
- When
- Every day
- Estimated price
- $80–450
Flights from Chicago O'Hare International Airport to Burlington International Airport via Newark
- Ave. Duration
- 4h 56m
- When
- Every day
- Estimated price
- $95–490
Flights from Chicago O'Hare International Airport to Manchester Airport via Washington Dulles
- Ave. Duration
- 4h 54m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $70–360
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Springfield
- Ave. Duration
- 19h 19m
- Frequency
- Once daily
- Estimated price
- $500–800
- Website
- Amtrak
Train from Springfield to Claremont Station
- Ave. Duration
- 2h 32m
- Frequency
- Once daily
- Estimated price
- $55–85
- Website
- Amtrak
Train from Hartford Amtrak Station to Claremont Station
- Ave. Duration
- 3h 30m
- Frequency
- Once daily
- Estimated price
- $65–110
- Website
- Amtrak
Train from TF Green Airport to South Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
- Phone
- +1-800-637-0123
- info@dartmouthcoach.com
- Website
- Dartmouth Coach
Bus from Boston Logan Airport Terminal C to New London
- Ave. Duration
- 2h 25m
- Frequency
- Every 2 hours
- Estimated price
- $30–40
- Schedules at
- Dartmouth Coach
Bus from Boston South Buses to New London
- Ave. Duration
- 1h 45m
- Frequency
- Every 2 hours
- Estimated price
- $29–40
- Schedules at
- Dartmouth Coach
Bus from Boston South Buses to New London
- Ave. Duration
- 1h 45m
- Frequency
- Every 2 hours
- Estimated price
- $29–40
- Schedules at
- Dartmouth Coach
Bus from Boston South Buses to New London
- Ave. Duration
- 1h 45m
- Frequency
- Every 2 hours
- Estimated price
- $29–40
- Schedules at
- Dartmouth Coach
Bus from Boston South Buses to New London
- Ave. Duration
- 1h 45m
- Frequency
- Every 2 hours
- Estimated price
- $29–40
- Schedules at
- Dartmouth Coach
Bus from Boston South Buses to New London
- Ave. Duration
- 1h 45m
- Frequency
- Every 2 hours
- Estimated price
- $29–40
- Schedules at
- Dartmouth Coach
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Chicago Bus Station to Cleveland Bus Station
- Ave. Duration
- 7h 10m
- Frequency
- Twice daily
- Estimated price
- $60–95
- Website
- Greyhound
Bus from Cleveland Bus Station to Boston
- Ave. Duration
- 13h 55m
- Frequency
- Once daily
- Estimated price
- $120–180
- Website
- Greyhound
Bus from Burlington Downtown Transit Ctr to White River Junction Bus Station
- Ave. Duration
- 1h 30m
- Frequency
- 3 times a day
- Estimated price
- $17–26
- Website
- Greyhound
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $9–14
- Website
- Greyhound
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $9–14
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Burlington Downtown Transit Ctr to White River Junction Bus Station
- Ave. Duration
- 1h 55m
- Frequency
- 5 times a week
- Estimated price
- $15–23
- Schedules at
- Flixbus USA
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- Twice daily
- Estimated price
- $160–240
- Schedules at
- Flixbus USA
Bus from New York Midtown to Boston
- Ave. Duration
- 4h 20m
- Frequency
- Hourly
- Estimated price
- $30–55
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
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Booking & Getting There
Chicago to Sunapee bus services, operated by Greyhound USA, arrive at Cleveland Bus Station.
Sunapee is 1h ahead of Chicago. It is currently 5:38 AM in Chicago and 6:38 AM in Sunapee.
Chicago to Sunapee train services, operated by Amtrak, arrive at Springfield station.
Yes, the driving distance between Chicago to Sunapee is 920 miles. It takes approximately 17h 2m to drive from Chicago to Sunapee.
There are 61+ hotels available in Sunapee.













