There are 10 ways to get from Chicago to Natick by plane, train (Amtrak), bus (Flixbus), car, bus, 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 Boston Logan Airport
best- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
5h 47m$114–573Fly 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 10m$70–330Train (Amtrak)
- Take the train from Chicago Union Station to Framingham Amtraktrain Lake Shore Limited
22h 25m$551–850Bus (Flixbus)
- Take the bus from Chicago Bus Station to New York Midtownbus FlixBus N2640 / ...
- Take the bus from New York Midtown to Bostonbus FlixBus 2610 / ...
27h 11m$179–276Drive 964.9 mi
- Drive from Chicago to Natickcar 964.9 mi
16h 33m$177–255Fly Chicago O'Hare International Airport to Boston Logan Airport
- Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane ORD - BOS
6h 5m$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 39m$114–577Fly 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$84–397Fly 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 42m$94–450Fly 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 18m$140–742
Chicago to Natick by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Chicago to Natick is to fly and train which costs $65 - $330 and takes 8h 10m.
The fastest way to get from Chicago to Natick is to fly which takes 5h 47m and costs $110 - $600.
No, there is no direct bus from Chicago station to Natick. However, there are services departing from Chicago Bus Station and arriving at Natick Center - South Ave opp Adams St via New York Midtown and South Station - Bus Terminal Gates 4-6. The journey, including transfers, takes approximately 27h 11m.
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 25m.
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 25m and costs $550 - $850.
It takes approximately 5h 47m 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 47m and costs $110 - $600. Alternatively, you can train, which costs $550 - $850 and takes 22h 25m, you could also bus, which costs $170 - $280 and takes 27h 11m.
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) every 4 hours. Alternatively, Amtrak operates a train from Chicago Union Station to Framingham Amtrak once daily. Tickets cost $550–850 and the journey takes 21h 28m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 21m
- When
- Every day
- Estimated price
- $100–550
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 30m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Manchester Airport via Nashville
- Ave. Duration
- 4h 55m
- When
- Sunday
- Estimated price
- $130–650
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 36m
- When
- Every day
- Estimated price
- $85–440
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 31m
- When
- Tuesday, Wednesday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $85–450
Flights from Chicago Midway International Airport to Bradley International Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $120–700
Flights from Chicago Midway International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 11m
- When
- Sunday, Saturday, Tuesday, and Wednesday
- Estimated price
- $130–700
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $70–390
Flights from Chicago O'Hare International Airport to Boston Logan Airport via Syracuse
- Ave. Duration
- 4h 15m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $70–390
Flights from Chicago O'Hare International Airport to Manchester Airport
- Ave. Duration
- 2h 27m
- When
- Every day
- Estimated price
- $70–370
Flights from Chicago O'Hare International Airport to Manchester Airport via Philadelphia
- Ave. Duration
- 5h 10m
- When
- Every day
- Estimated price
- $75–390
Flights from Chicago O'Hare International Airport to Manchester Airport via Reagan Washington
- Ave. Duration
- 5h 36m
- When
- Every day
- Estimated price
- $75–400
Flights from Chicago O'Hare International Airport to Manchester Airport via Charlotte
- Ave. Duration
- 5h 40m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $95–450
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $55–300
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 5h 3m
- When
- Every day
- Estimated price
- $60–320
- Website
- united.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $70–390
Flights from Chicago O'Hare International Airport to Manchester Airport via Washington Dulles
- Ave. Duration
- 4h 58m
- When
- Every day
- Estimated price
- $75–400
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $55–300
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Washington Dulles
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $60–310
- Website
- delta.com
Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 50m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $70–390
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 36m
- When
- Every day
- Estimated price
- $55–300
Flights from Chicago Midway International Airport to Bradley International Airport via Detroit
- Ave. Duration
- 3h 48m
- When
- Every day
- Estimated price
- $120–700
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $70–390
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
- $550–850
- Website
- Amtrak
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
- 50 min
- Frequency
- Every 2 hours
- 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
- 20h 10m
- Frequency
- Twice daily
- Estimated price
- $140–230
- Schedules at
- Flixbus USA
Bus from New York Midtown to Boston
- Ave. Duration
- 4h 20m
- Frequency
- Every 2 hours
- 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
- $8–13
- Website
- Greyhound
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $8–13
- Website
- Greyhound
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Hartford to Worcester
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $12–22
- Website
- Peter Pan
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Booking & Getting There
Chicago to Natick bus services, operated by Flixbus USA, arrive at New York Midtown station.
Natick is 1h ahead of Chicago. It is currently 8:18 AM in Chicago and 9:18 AM 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 477+ hotels available in Natick.















