There are 10 ways to get from Chicago to Andover by subway, plane, train, train (Amtrak), bus (Flixbus, Greyhound), car, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Subway to Chicago Midway International Airport, fly to Boston Logan Airport, train
best- Take the subway from Adams/Wabash to Midwaysubway
- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
- Take the train from North Station to Andovertrain
6h 18m$130–668Fly Chicago O'Hare International Airport to Theodore Francis Green State Airport, train
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Theodore Francis Green State Airport (PVD)plane ORD - PVD
- Take the train from TF Green Airport to Rugglestrain
8h 44m$68–294Train (Amtrak)
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
23h 54m$568–873Bus
- 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 to Robert B Kennedy Bus Transfer Centerbus
28h 31m$194–291Drive 970.6 mi
- Drive from Chicago to Andovercar 970.6 mi
17h 48m$166–240Fly Chicago O'Hare International Airport to Boston Logan Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane ORD - BOS
- Take the train from North Station to Andovertrain
6h 37m$560–1,018Fly 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
8h 14m$118–583Fly Chicago Midway International Airport to Theodore Francis Green State Airport, train
- 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 Rugglestrain
8h 17m$98–454Fly Chicago O'Hare International Airport to Manchester Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to Manchester Airport (MHT)plane ORD - MHT
- Take the bus from Boston Manchester Airport to Bostonbus
8h 49m$84–373Fly Chicago Midway International Airport to Bradley International Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane MDW - BDL
- Take the bus from Hartford Union Station to Bostonbus
8h 56m$178–898
Chicago to Andover by train and subway (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Chicago to Andover is to fly and train which costs $65 - $300 and takes 8h 44m.
The fastest way to get from Chicago to Andover is to subway and fly and train which takes 6h 18m and costs $130 - $700.
No, there is no direct bus from Chicago station to Andover. However, there are services departing from Chicago Bus Station and arriving at Main Street & Central Street via New York Midtown, Boston, Robert B. Kennedy Transfer Center, Lowell and McG E. The journey, including transfers, takes approximately 28h 31m.
No, there is no direct train from Chicago station to Andover. However, there are services departing from Chicago Union Station and arriving at Andover via Back Bay and North Station. The journey, including transfers, takes approximately 23h 54m.
The distance between Chicago and Andover is 900 miles. The road distance is 976.3 miles.
The best way to get from Chicago to Andover without a car is to train which takes 23h 54m and costs $550 - $900.
It takes approximately 6h 18m to get from Chicago to Andover, including transfers.
Chicago to Andover bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Andover train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Andover is to train which takes 23h 54m and costs $550 - $900. Alternatively, you can bus, which costs $190 - $300 and takes 28h 31m.
What companies run services between Chicago, IL, USA and Andover, MA, USA?
Amtrak operates a train from Chicago Union Station to Boston once daily. Tickets cost $550–900 and the journey takes 21h 54m. Alternatively, you can take a bus from Chicago Bus Station to Main Street & Central Street via New York Midtown, Boston, Robert B Kennedy Bus Transfer Center, Robert B. Kennedy Transfer Center, Lowell, and McG E in around 28h 31m.
- 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 Manchester Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $100–550
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
- $80–420
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 42m
- When
- Friday, Tuesday, and Wednesday
- Estimated price
- $85–440
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
- $85–440
Flights from Chicago Midway International Airport to Bradley International Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $150–850
Flights from Chicago Midway International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 27m
- When
- Saturday, Tuesday, and Wednesday
- Estimated price
- $170–900
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $70–380
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 25m
- When
- Every day
- Estimated price
- $50–260
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Philadelphia
- Ave. Duration
- 4h 51m
- When
- Every day
- Estimated price
- $50–270
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 5h 8m
- When
- Every day
- Estimated price
- $50–270
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
- $75–370
Flights from Chicago O'Hare International Airport to Manchester Airport via Philadelphia
- Ave. Duration
- 4h 59m
- When
- Every day
- Estimated price
- $70–360
- Website
- united.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $70–380
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 32m
- When
- Every day
- Estimated price
- $50–260
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Washington Dulles
- Ave. Duration
- 4h 38m
- When
- Monday
- Estimated price
- $50–270
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
- $70–370
- Website
- delta.com
Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $120–650
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 34m
- When
- Every day
- Estimated price
- $70–380
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $50–260
Flights from Chicago Midway International Airport to Bradley International Airport via Detroit
- Ave. Duration
- 3h 48m
- When
- Every day
- Estimated price
- $150–850
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $70–380
- Phone
- +1 888-968-7282
- Website
- Chicago Transit Authority
Subway from Adams/Wabash to Midway
- Ave. Duration
- 23 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–5
- Website
- Chicago Transit Authority
- Schedules at
- Chicago Transit Authority Schedules & Routes
- Adult
- $2–5
Train from North Station to Andover
- Ave. Duration
- 50 min
- Frequency
- Every 2 hours
- Estimated price
- $4–10
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $4–10
Train from North Station to Andover
- Ave. Duration
- 50 min
- Frequency
- Every 2 hours
- Estimated price
- $4–10
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $4–10
Train from TF Green Airport to Ruggles
- Ave. Duration
- 1h 22m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
Train from TF Green Airport to Ruggles
- Ave. Duration
- 1h 22m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Boston
- Ave. Duration
- 21h 54m
- Frequency
- Once daily
- Estimated price
- $550–900
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- 4 times a day
- Estimated price
- $150–240
- Schedules at
- Flixbus USA
Bus from New York Midtown to Boston
- Ave. Duration
- 4h 20m
- Frequency
- Hourly
- Estimated price
- $30–50
- Schedules at
- Flixbus USA
Bus from Hartford Union Station to Boston
- Ave. Duration
- 1h 55m
- Frequency
- 3 times a day
- Estimated price
- $16–24
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Boston to Robert B Kennedy Bus Transfer Center
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $5–8
- Website
- Greyhound
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- 4 times a day
- Estimated price
- $9–15
- Website
- Greyhound
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- 4 times a day
- Estimated price
- $9–15
- Website
- Greyhound
Bus from Hartford Union Station to Boston
- Ave. Duration
- 1h 49m
- Frequency
- Hourly
- Estimated price
- $18–28
- Website
- Greyhound
Want to know more about travelling around United States
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Booking & Getting There
Chicago to Andover bus services, operated by Flixbus USA, arrive at New York Midtown station.
Andover is 1h ahead of Chicago. It is currently 10:08 AM in Chicago and 11:08 AM in Andover.
Chicago to Andover train services, operated by Amtrak, arrive at Boston station.
Yes, the driving distance between Chicago to Andover is 976 miles. It takes approximately 17h 48m to drive from Chicago to Andover.
There are 151+ hotels available in Andover.












