There are 7 ways to get from Chicago to Brentwood by plane, taxi, train (Amtrak), bus (Flixbus, Greyhound), car, or train
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 Manchester Airport, taxi
best- Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)plane MDW - MHT
- Take the taxi from Manchester-Airport-MHT to Brentwoodtaxi
4h 15m$282–775Fly Chicago Midway International Airport to Boston Logan Airport, train
cheapest- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
- Take the train from Woburn Amtrak Station to Exeter Stationtrain
6h 48m$158–574Train (Amtrak)
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
- Take the train from Boston to Exeter Stationtrain Downeaster
24h 27m$374–756Bus
- Take the bus from Chicago Bus Station to Newark Penn Stationbus
- Take the bus from Newark Penn Station to Bostonbus
- Take the bus from Boston South Buses to North Londonderry, NH - exit 5bus
24h 57m$299–454Drive 977.4 mi
- Drive from Chicago to Brentwoodcar 977.4 mi
18h 4m$179–258Fly Chicago O'Hare International Airport to Manchester Airport, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Manchester Airport (MHT)plane ORD - MHT
- Take the taxi from Manchester-Airport-MHT to Brentwoodtaxi
4h 49m$268–655Fly 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 Woburn Amtrak Station to Exeter Stationtrain
7h 6m$662–1,094
Chicago Midway International Airport (MDW) to Manchester Airport (MHT) flights
Questions & Answers
The cheapest way to get from Chicago to Brentwood is to drive which costs $170 - $260 and takes 18h 4m.
The fastest way to get from Chicago to Brentwood is to fly and taxi which takes 4h 15m and costs $280 - $800.
No, there is no direct bus from Chicago station to Brentwood. However, there are services departing from Chicago Bus Station and arriving at North Londonderry, NH - exit 5 via Newark Penn Station and Boston South Buses. The journey, including transfers, takes approximately 24h 57m.
No, there is no direct train from Chicago station to Brentwood station. However, there are services departing from Chicago Union Station and arriving at Exeter Station via Back Bay and Boston. The journey, including transfers, takes approximately 24h 27m.
The distance between Chicago and Brentwood is 880 miles. The road distance is 983.2 miles.
The best way to get from Chicago to Brentwood without a car is to train which takes 24h 27m and costs $370 - $800.
It takes approximately 4h 15m to get from Chicago to Brentwood, including transfers.
Chicago to Brentwood bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Brentwood train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Brentwood is to train which takes 24h 27m and costs $370 - $800. Alternatively, you can bus, which costs $290 - $460 and takes 24h 57m.
What companies run services between Chicago, IL, USA and Brentwood, NH, USA?
You can take a train from Chicago Union Station to Brentwood via Boston, Back Bay, North Station, Boston, and Exeter Station in around 24h 27m. Alternatively, you can take a bus from Chicago Bus Station to Brentwood via Newark Penn Station, Boston, Boston South Buses, and North Londonderry, NH - exit 5 in around 24h 57m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Manchester Airport
- Ave. Duration
- 2h 12m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Manchester Airport via Baltimore
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Manchester Airport via Nashville
- Ave. Duration
- 4h 55m
- When
- Monday, Thursday, and Friday
- Estimated price
- $140–650
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $95–480
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Manchester Airport
- Ave. Duration
- 2h 28m
- When
- Every day
- Estimated price
- $85–430
Flights from Chicago O'Hare International Airport to Manchester Airport via Reagan Washington
- Ave. Duration
- 5h 18m
- When
- Every day
- Estimated price
- $95–470
Flights from Chicago O'Hare International Airport to Manchester Airport via Philadelphia
- Ave. Duration
- 5h 18m
- When
- Every day
- Estimated price
- $90–460
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $75–400
- Website
- united.com
Flights from Chicago O'Hare International Airport to Manchester Airport via Washington Dulles
- Ave. Duration
- 4h 54m
- When
- Every day
- Estimated price
- $95–460
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $75–400
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $75–400
Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 17m
- When
- Every day
- Estimated price
- $95–480
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $75–400
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Boston
- Ave. Duration
- 21h 54m
- Frequency
- Once daily
- Estimated price
- $310–700
- Website
- Amtrak
Train from Boston to Exeter Station
- Ave. Duration
- 1h 9m
- Frequency
- 5 times a day
- Estimated price
- $15–35
- Website
- Amtrak
Train from Woburn Amtrak Station to Exeter Station
- Ave. Duration
- 51 min
- Frequency
- 5 times a day
- Estimated price
- $11–25
- Website
- Amtrak
Train from Woburn Amtrak Station to Exeter Station
- Ave. Duration
- 51 min
- Frequency
- 5 times a day
- Estimated price
- $11–25
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Newark Penn Station
- Ave. Duration
- 16h 25m
- Frequency
- Twice daily
- Estimated price
- $120–210
- Schedules at
- Flixbus USA
Bus from Newark Penn Station to Boston
- Ave. Duration
- 4h 30m
- Frequency
- 3 times a day
- Estimated price
- $40–70
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Newark Penn Station to Boston
- Ave. Duration
- 5h 5m
- Frequency
- 5 times a day
- Estimated price
- $35–75
- Website
- Greyhound
- Phone
- +1 800-639-8080
- [email protected]
- Website
- Boston Express
Bus from Boston South Buses to North Londonderry, NH - exit 5
- Ave. Duration
- 1h 15m
- Frequency
- Hourly
- Estimated price
- $15–21
- Schedules at
- Boston Express
- Ave. Duration
- 36 min
- Estimated price
- $180–220
Manchester Taxi
- Phone
- +1 603-623-2222
Manchester Taxi
- Phone
- +1 603-623-2222
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More Questions & Answers
Chicago to Brentwood bus services, operated by Flixbus USA, arrive at Newark Penn Station.
Brentwood is 1h ahead of Chicago. It is currently 3:05 PM in Chicago and 4:05 PM in Brentwood.
Chicago to Brentwood train services, operated by Amtrak, arrive at Boston station.
Yes, the driving distance between Chicago to Brentwood is 983 miles. It takes approximately 18h 4m to drive from Chicago to Brentwood.
There are 180+ hotels available in Brentwood.








