There are 9 ways to get from Natick to Chicago by plane, train (Amtrak), bus (Greyhound, 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 Boston Logan Airport to Chicago Midway International Airport
best- Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane BOS - MDW
5h 38m$97–501Train to Theodore Francis Green State Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from Back Bay to TF Green Airporttrain
- Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)plane PVD - ORD
7h 56m$74–360Train (Amtrak)
- Take the train from Framingham Amtrak to Chicago Union Stationtrain Lake Shore Limited
22h 57m$261–606Bus
- Take the bus from Boston to Newark Penn Stationbus Greyhound US0235 / ...
- Take the bus from Newark Penn Station to Chicago Bus Stationbus FlixBus N2641 / ...
23h 55m$132–269Drive 965.4 mi
- Drive from Natick to Chicagocar 965.4 mi
16h 33m$177–255Fly Boston Logan Airport to Chicago O'Hare International Airport
- Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane BOS - ORD
5h 55m$147–521Bus to Manchester Airport, fly to Chicago Midway International Airport
- Take the bus from Boston to Boston Manchester Airportbus
- Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane MHT - MDW
7h 1m$123–630Train to Theodore Francis Green State Airport, fly to Chicago Midway International Airport
- Take the train from Back Bay to TF Green Airporttrain
- Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane PVD - MDW
7h 24m$99–490Fly Boston Logan Airport to General Mitchell International Airport, train
- Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane BOS - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
7h 59m$170–850
Natick to Chicago by train (Amtrak)
Questions & Answers
The cheapest way to get from Natick to Chicago is to bus which costs $130 - $270 and takes 23h 55m.
The fastest way to get from Natick to Chicago is to fly which takes 5h 38m and costs $95 - $500.
No, there is no direct bus from Natick to Chicago station. However, there are services departing from Natick Center - South Ave @ Washington St and arriving at Chicago Bus Station via Boston and Newark Penn Station. The journey, including transfers, takes approximately 23h 55m.
No, there is no direct train from Natick to Chicago station. However, there are services departing from Natick Center and arriving at Chicago Union Station via Framingham Amtrak. The journey, including transfers, takes approximately 22h 57m.
The distance between Natick and Chicago is 897 miles. The road distance is 971 miles.
The best way to get from Natick to Chicago without a car is to train which takes 22h 57m and costs $260 - $650.
It takes approximately 5h 38m to get from Natick to Chicago, including transfers.
Natick to Chicago bus services, operated by Greyhound USA, depart from Boston station.
Natick to Chicago train services, operated by Amtrak, depart from Framingham Amtrak station.
The best way to get from Natick to Chicago is to fly which takes 5h 38m and costs $95 - $500. Alternatively, you can train, which costs $260 - $650 and takes 22h 57m, you could also bus, which costs $130 - $270 and takes 23h 55m.
What companies run services between Natick, MA, USA and Chicago, IL, USA?
Southwest Airlines and Delta fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW) 5 times a day. Alternatively, Amtrak operates a train from Framingham Amtrak to Chicago Union Station once daily. Tickets cost $260–600 and the journey takes 21h 47m.
- Website
- southwest.com
Flights from Boston Logan Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $90–460
Flights from Manchester Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $110–600
Flights from Manchester Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 5h 3m
- When
- Every day
- Estimated price
- $120–650
Flights from Manchester Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 5m
- When
- Monday, Thursday, and Friday
- Estimated price
- $160–750
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $85–460
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 51m
- When
- Every day
- Estimated price
- $95–480
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport via Reagan Washington
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $95–490
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 35m
- When
- Monday to Saturday
- Estimated price
- $150–800
- Website
- aa.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 11m
- When
- Every day
- Estimated price
- $65–330
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 59m
- When
- Every day
- Estimated price
- $60–330
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 5h 34m
- When
- Every day
- Estimated price
- $65–340
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 13m
- When
- Every day
- Estimated price
- $150–800
Flights from Boston Logan Airport to General Mitchell International Airport via Reagan Washington
- Ave. Duration
- 5h 14m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $160–850
- Website
- united.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 59m
- When
- Every day
- Estimated price
- $65–330
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 4m
- When
- Every day
- Estimated price
- $60–330
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 5h 3m
- When
- Every day
- Estimated price
- $70–350
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 2m
- When
- Every day
- Estimated price
- $150–800
- Website
- delta.com
Flights from Boston Logan Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 37m
- When
- Every day
- Estimated price
- $90–460
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 57m
- When
- Every day
- Estimated price
- $65–330
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 5h 8m
- When
- Every day
- Estimated price
- $60–330
Flights from Boston Logan Airport to General Mitchell International Airport
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $140–750
Flights from Boston Logan Airport to General Mitchell International Airport via Detroit
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $140–750
Flights from Boston Logan Airport to General Mitchell International Airport via New York La Guardia
- Ave. Duration
- 5h 7m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $150–800
- Website
- jetblue.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 1m
- When
- Every day
- Estimated price
- $65–330
Flights from Boston Logan Airport to General Mitchell International Airport
- Ave. Duration
- 2h 38m
- When
- Every day
- Estimated price
- $140–750
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Framingham Amtrak to Chicago Union Station
- Ave. Duration
- 21h 47m
- Frequency
- Once daily
- Estimated price
- $260–600
- Website
- https://www.amtrak.com/home.html
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $23–50
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-617-222-3200
- Website
- mbta.com
Train from Back Bay to TF Green Airport
- Ave. Duration
- 1h 20m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- https://www.mbta.com
- Adult
- $9–16
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Boston to Newark Penn Station
- Ave. Duration
- 4h 50m
- Frequency
- 5 times a day
- Estimated price
- $40–85
- Website
- https://www.greyhound.com/
Bus from Boston to Boston Manchester Airport
- Ave. Duration
- 1h 5m
- Frequency
- Twice daily
- Estimated price
- $8–16
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Boston to Newark Penn Station
- Ave. Duration
- 4h 35m
- Frequency
- 4 times a day
- Estimated price
- $30–60
- Schedules at
- flixbus.com
Bus from Newark Penn Station to Chicago Bus Station
- Ave. Duration
- 16h 20m
- Frequency
- Twice daily
- Estimated price
- $100–180
- Schedules at
- flixbus.com
Want to know more about travelling around United States
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More Questions & Answers
Natick to Chicago bus services, operated by Greyhound USA, arrive at Newark Penn Station.
Chicago is 1h behind Natick. It is currently 7:05 AM in Natick and 6:05 AM in Chicago.
Natick to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Natick to Chicago is 971 miles. It takes approximately 16h 33m to drive from Natick to Chicago.
There are 2052+ hotels available in Chicago.











