There are 10 ways to get from Chicago to Natick by plane, train (Amtrak), bus (Flixbus), car, train, 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.
Fly Chicago Midway International Airport to Boston Logan Airport
best- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
5h 41m$114–523Fly 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 Back Baytrain
8h 6m$70–310Train (Amtrak)
- Take the train from Chicago Union Station to Framingham Amtraktrain Lake Shore Limited
22h 18m$290–626Bus (Flixbus)
- Take the bus from Chicago Bus Station to New York Midtownbus FlixBus N2641 / ...
- Take the bus from New York Midtown to Bostonbus FlixBus 2610 / ...
23h 42m$161–264Drive 964.9 mi
- Drive from Chicago to Natickcar 964.9 mi
16h 33m$177–255Fly 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 Back Bay to Natick Centertrain
6h 1m$614–1,023Fly 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
7h 33m$112–578Fly 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 Back Baytrain
7h 37m$84–390Fly 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 7m$92–438Fly Chicago Midway International Airport to Bradley International Airport, bus, train
- Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane MDW - BDL
- Take the bus from Hartford to Worcesterbus
- Take the train from Worcester to Natick Centertrain
8h 10m$120–598
Chicago to Natick by train (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Natick is to fly and train which costs $65 - $310 and takes 8h 6m.
The fastest way to get from Chicago to Natick is to fly which takes 5h 41m and costs $110 - $550.
No, there is no direct bus from Chicago station to Natick. However, there are services departing from Chicago Bus Station and arriving at Boston via New York Midtown. The journey, including transfers, takes approximately 23h 42m.
No, there is no direct train from Chicago station to Natick. However, there are services departing from Chicago Union Station and arriving at Natick Center via Framingham. The journey, including transfers, takes approximately 22h 18m.
The distance between Chicago and Natick is 901 miles. The road distance is 970.5 miles.
The best way to get from Chicago to Natick without a car is to train which takes 22h 18m and costs $290 - $650.
It takes approximately 5h 41m to get from Chicago to Natick, including transfers.
Chicago to Natick bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Natick train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Natick is to fly which takes 5h 41m and costs $110 - $550. Alternatively, you can train, which costs $290 - $650 and takes 22h 18m, you could also bus, which costs $160 - $270 and takes 23h 42m.
What companies run services between Chicago, IL, USA and Natick, MA, USA?
Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS) 5 times a day. Alternatively, Amtrak operates a train from Chicago Union Station to Framingham Amtrak once daily. Tickets cost $280–650 and the journey takes 21h 28m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $100–500
Flights from Chicago Midway International Airport to Manchester Airport
- Ave. Duration
- 2h 13m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Manchester Airport via Baltimore
- Ave. Duration
- 4h 28m
- When
- Tuesday, Wednesday, Sunday, Monday, Thursday, and Friday
- Estimated price
- $110–550
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 Theodore Francis Green State Airport
- Ave. Duration
- 2h 17m
- When
- Every day
- Estimated price
- $70–360
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $75–380
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 30m
- When
- Tuesday and Wednesday
- Estimated price
- $75–380
Flights from Chicago Midway International Airport to Bradley International Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 25m
- When
- Every day
- Estimated price
- $110–600
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 38m
- When
- Every day
- Estimated price
- $75–390
Flights from Chicago O'Hare International Airport to Manchester Airport
- Ave. Duration
- 2h 28m
- When
- Every day
- Estimated price
- $80–410
Flights from Chicago O'Hare International Airport to Manchester Airport via Philadelphia
- Ave. Duration
- 5h 8m
- When
- Every day
- Estimated price
- $90–430
Flights from Chicago O'Hare International Airport to Manchester Airport via Reagan Washington
- Ave. Duration
- 5h
- When
- Every day
- Estimated price
- $90–440
Flights from Chicago O'Hare International Airport to Manchester Airport via Charlotte
- Ave. Duration
- 5h 31m
- When
- Every day
- Estimated price
- $110–500
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 32m
- When
- Every day
- Estimated price
- $55–280
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Philadelphia
- Ave. Duration
- 4h 28m
- When
- Every day
- Estimated price
- $60–290
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 37m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $60–300
- Website
- united.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $75–390
Flights from Chicago O'Hare International Airport to Manchester Airport via Washington Dulles
- Ave. Duration
- 4h 54m
- When
- Every day
- Estimated price
- $90–440
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 40m
- When
- Every day
- Estimated price
- $55–280
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Washington Dulles
- Ave. Duration
- 4h 37m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $60–300
- Website
- delta.com
Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $100–500
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 33m
- When
- Every day
- Estimated price
- $75–390
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 22m
- When
- Tuesday to Sunday
- Estimated price
- $70–360
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 12m
- When
- Every day
- Estimated price
- $55–280
Flights from Chicago Midway International Airport to Bradley International Airport via Detroit
- Ave. Duration
- 4h 37m
- When
- Every day
- Estimated price
- $100–550
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $75–390
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Framingham Amtrak
- Ave. Duration
- 21h 28m
- Frequency
- Once daily
- Estimated price
- $280–650
- Website
- Amtrak
Train from Back Bay to Natick Center
- Ave. Duration
- 37 min
- Frequency
- Hourly
- Estimated price
- $3–9
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $3–9
Train from TF Green Airport to Back Bay
- Ave. Duration
- 1h 23m
- 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 Back Bay
- Ave. Duration
- 1h 23m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
Train from Worcester to Natick Center
- Ave. Duration
- 49 min
- Frequency
- Hourly
- Estimated price
- $5–11
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $5–11
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 17h 5m
- Frequency
- Twice daily
- Estimated price
- $120–210
- 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
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $7–14
- Website
- Greyhound
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $7–14
- Website
- Greyhound
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Hartford to Worcester
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $12–28
- Website
- Peter Pan
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More Questions & Answers
Chicago to Natick bus services, operated by Flixbus USA, arrive at New York Midtown station.
Natick is 1h ahead of Chicago. It is currently 5:55 PM in Chicago and 6:55 PM in Natick.
Chicago to Natick train services, operated by Amtrak, arrive at Framingham Amtrak station.
Yes, the driving distance between Chicago to Natick is 970 miles. It takes approximately 16h 33m to drive from Chicago to Natick.
There are 467+ hotels available in Natick.















