There are 9 ways to get from Boston to Skokie by ferry, 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.
Ferry to Boston Logan Airport, fly to Chicago O'Hare International Airport
best- Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry
- Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane BOS - ORD
5h 18m$559–1,018Train to Theodore Francis Green State Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from South Station to TF Green Airporttrain
- Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)plane PVD - ORD
6h 26m$85–384Train (Amtrak)
- Take the train from Boston to Chicago Union Stationtrain Lake Shore Limited
23h 30m$560–860Bus (Flixbus)
- Take the bus from Boston to New York Midtownbus FlixBus 2610 / ...
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2640 / ...
27h 20m$190–297Drive 993.6 mi
- Drive from Boston to Skokiecar 993.6 mi
17h 7m$170–246Ferry to Boston Logan Airport, fly to Chicago Midway International Airport
- Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry
- Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane BOS - MDW
6h 5m$108–570Bus 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
6h 20m$98–474Train to Theodore Francis Green State Airport, fly to Chicago Midway International Airport
- Take the train from South Station to TF Green Airporttrain
- Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane PVD - MDW
6h 52m$109–516Ferry to Boston Logan Airport, fly to General Mitchell International Airport, train
- Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry
- Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane BOS - MKE
- Take the train from Milwaukee to Glenview Amtrak Stationtrain
7h 47m$174–789
Boston to Skokie by train, foot, and subway (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Boston to Skokie is to drive which costs $170 - $250 and takes 17h 7m.
The fastest way to get from Boston to Skokie is to ferry and fly which takes 5h 18m and costs $550 - $1,100.
No, there is no direct bus from Boston to Skokie. However, there are services departing from Boston and arriving at Oakton & Crawford via New York Midtown, Jefferson & Harrison, Washington & Wabash and Paulina & Howard Terminal. The journey, including transfers, takes approximately 27h 20m.
No, there is no direct train from Boston to Skokie. However, there are services departing from Boston and arriving at Oakton-Skokie via LaSalle/Van Buren and Howard. The journey, including transfers, takes approximately 23h 30m.
The distance between Boston and Skokie is 882 miles. The road distance is 999.4 miles.
The best way to get from Boston to Skokie without a car is to train which takes 23h 30m and costs $550 - $900.
It takes approximately 5h 18m to get from Boston to Skokie, including transfers.
Boston to Skokie bus services, operated by Flixbus USA, depart from Boston station.
Boston to Skokie train services, operated by Amtrak, depart from Boston station.
The best way to get from Boston to Skokie is to train which takes 23h 30m and costs $550 - $900. Alternatively, you can bus, which costs $190 - $300 and takes 27h 20m.
What companies run services between Boston, MA, USA and Skokie, IL, USA?
Amtrak operates a train from Boston to Chicago Union Station once daily. Tickets cost $550–900 and the journey takes 22h 22m. Alternatively, you can take a bus from Boston to Oakton & Crawford via New York Midtown, Chicago Bus Station, Jefferson & Harrison, Washington & State, Washington & Wabash, and Paulina & Howard Terminal in around 27h 20m.
- Website
- southwest.com
Flights from Boston Logan Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $100–550
Flights from Manchester Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 37m
- When
- Every day
- Estimated price
- $85–450
Flights from Manchester Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 5h 17m
- When
- Every day
- Estimated price
- $95–470
Flights from Manchester Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 6h
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $110–550
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $95–490
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 59m
- When
- Every day
- Estimated price
- $100–550
Flights from Boston Logan Airport to General Mitchell International Airport via Baltimore
- Ave. Duration
- 4h 56m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $140–750
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 57m
- When
- Monday, Thursday, Friday, Sunday, and Saturday
- Estimated price
- $130–700
- Website
- delta.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 57m
- When
- Every day
- Estimated price
- $70–380
Flights from Boston Logan Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 11m
- When
- Every day
- Estimated price
- $100–550
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 6h 20m
- When
- Every day
- Estimated price
- $70–360
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 46m
- When
- Every day
- Estimated price
- $95–490
Flights from Boston Logan Airport to General Mitchell International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $130–700
Flights from Boston Logan Airport to General Mitchell International Airport via Detroit
- Ave. Duration
- 4h 29m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $130–700
Flights from Boston Logan Airport to General Mitchell International Airport via New York La Guardia
- Ave. Duration
- 5h 3m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–700
- Website
- aa.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 12m
- When
- Every day
- Estimated price
- $70–380
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 8m
- When
- Every day
- Estimated price
- $70–360
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 5h 23m
- When
- Every day
- Estimated price
- $70–370
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
- $130–700
- Website
- united.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 3m
- When
- Every day
- Estimated price
- $70–380
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 9m
- When
- Every day
- Estimated price
- $70–360
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
- $130–700
- Website
- jetblue.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 6m
- When
- Every day
- Estimated price
- $70–380
Flights from Boston Logan Airport to General Mitchell International Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $130–700
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to Chicago Union Station
- Ave. Duration
- 22h 22m
- Frequency
- Once daily
- Estimated price
- $550–900
- Website
- Amtrak
Train from Milwaukee to Glenview Amtrak Station
- Ave. Duration
- 1h
- Frequency
- Every 4 hours
- Estimated price
- $35–60
- Website
- Amtrak
Train from South Station to TF Green Airport
- Ave. Duration
- 1h 25m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
Train from South Station to TF Green Airport
- Ave. Duration
- 1h 25m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Boston to New York Midtown
- Ave. Duration
- 4h 20m
- Frequency
- Hourly
- Estimated price
- $30–50
- Schedules at
- Flixbus USA
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 20h 25m
- Frequency
- 4 times a day
- Estimated price
- $150–240
- 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 Boston Manchester Airport
- Ave. Duration
- 1h 5m
- Frequency
- 4 times a day
- Estimated price
- $9–14
- Website
- Greyhound
Ferry from Long Wharf to Logan Airport Ferry Terminal
- Ave. Duration
- 20 min
- Frequency
- Hourly
- Estimated price
- $3–10
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $3–10
Ferry from Long Wharf to Logan Airport Ferry Terminal
- Ave. Duration
- 20 min
- Frequency
- Hourly
- Estimated price
- $3–10
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $3–10
Ferry from Long Wharf to Logan Airport Ferry Terminal
- Ave. Duration
- 20 min
- Frequency
- Hourly
- Estimated price
- $3–10
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $3–10
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Booking & Getting There
Boston to Skokie bus services, operated by Flixbus USA, arrive at New York Midtown station.
Skokie is 1h behind Boston. It is currently 4:48 PM in Boston and 3:48 PM in Skokie.
Boston to Skokie train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Boston to Skokie is 999 miles. It takes approximately 17h 7m to drive from Boston to Skokie.
There are 1264+ hotels available in Skokie.









