There are 8 ways to get from Waukegan to Boston by train, plane, bus, train (Amtrak), bus (Flixbus), or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train to Chicago Midway International Airport, fly to Manchester Airport, bus
best- Take the train from Waukegan to Chicago OTCtrain
- Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)plane MDW - MHT
- Take the bus from Boston Manchester Airport to Bostonbus
7h 53m$116–575Train to Chicago O'Hare International Airport, fly to Theodore Francis Green State Airport, train
cheapest- Take the train from Waukegan to Clybourntrain
- 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 South Stationtrain
8h 21m$72–328Train
- Take the train from Waukegan to Chicago OTCtrain Up-N
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
24h 27m$559–910Bus
- Take the bus from Tornado Bus Co - Waukegan to Tornado Bus Co - Chicagobus
- Take the bus from Chicago Bus Station to New York Midtownbus
- Take the bus from New York Midtown to Bostonbus
28h 38m$182–312Drive 1,020.5 mi
- Drive from Waukegan to Bostoncar 1,020.5 mi
17h 41m$187–269Train to Chicago O'Hare International Airport, fly to Manchester Airport, bus
- Take the train from Waukegan to Clybourntrain
- 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 6m$86–395Train to Chicago Midway International Airport, fly to Theodore Francis Green State Airport, train
- Take the train from Waukegan to Chicago OTCtrain
- 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 South Stationtrain
8h 9m$97–448Train to Chicago Midway International Airport, fly to Bradley International Airport, bus
- Take the train from Waukegan to Chicago OTCtrain
- Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane MDW - BDL
- Take the bus from Hartford Union Station to Bostonbus
8h 53m$144–742
Waukegan to Boston by train and bus
Comparing Your Travel Options
The cheapest way to get from Waukegan to Boston is to train and fly which costs $70 - $330 and takes 8h 21m.
The fastest way to get from Waukegan to Boston is to train and fly and bus which takes 7h 53m and costs $110 - $600.
No, there is no direct bus from Waukegan to Boston. However, there are services departing from Tornado Bus Co - Waukegan and arriving at Boston via California & 35th Street, Cicero & 24th Place Terminal, Chicago Bus Station and New York Midtown. The journey, including transfers, takes approximately 28h 38m.
No, there is no direct train from Waukegan to Boston. However, there are services departing from Waukegan and arriving at Boston via Chicago Union Station. The journey, including transfers, takes approximately 24h 27m.
The distance between Waukegan and Boston is 940 miles. The road distance is 1026.5 miles.
The best way to get from Waukegan to Boston without a car is to train which takes 24h 27m and costs $550 - $950.
It takes approximately 7h 53m to get from Waukegan to Boston, including transfers.
Waukegan to Boston bus services, operated by Tornado Bus Company, depart from Tornado Bus Co - Waukegan station.
Waukegan to Boston train services, operated by Metra, depart from Waukegan station.
The best way to get from Waukegan to Boston is to train which takes 24h 27m and costs $550 - $950. Alternatively, you can bus, which costs $180 - $320 and takes 28h 38m.
What companies run services between Waukegan, IL, USA and Boston, MA, USA?
You can take a train from Waukegan to Boston via Chicago OTC, Madison & Canal, Clinton & Jackson, and Chicago Union Station in around 24h 27m. Alternatively, you can take a bus from Tornado Bus Co - Waukegan to Boston via Tornado Bus Co - Chicago, California & 35th Street, Cicero & 24th Place Terminal, Jefferson & Harrison, Chicago Bus Station, and New York Midtown in around 28h 38m.
- Website
- southwest.com
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 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 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 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
- Phone
- +1 312-696-3872
- Website
- Metra
Train from Waukegan to Chicago OTC
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $5–7
- Website
- Metra
- Adult
- $5–7
Train from Waukegan to Chicago OTC
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $5–7
- Website
- Metra
- Adult
- $5–7
Train from Waukegan to Clybourn
- Ave. Duration
- 1h 9m
- Frequency
- Hourly
- Estimated price
- $5–7
- Website
- Metra
- Adult
- $5–7
Train from Waukegan to Chicago OTC
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $5–7
- Website
- Metra
- Adult
- $5–7
Train from Waukegan to Clybourn
- Ave. Duration
- 1h 9m
- Frequency
- Hourly
- Estimated price
- $5–7
- Website
- Metra
- Adult
- $5–7
Train from Waukegan to Chicago OTC
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $5–7
- Website
- Metra
- Adult
- $5–7
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Boston
- Ave. Duration
- 22h 2m
- Frequency
- Once daily
- Estimated price
- $550–900
- Website
- Amtrak
Train from TF Green Airport to South Station
- Ave. Duration
- 1h 29m
- 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 South Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- 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
Bus from Hartford Union Station to Boston
- Ave. Duration
- 1h 45m
- Frequency
- Every 2 hours
- Estimated price
- $16–26
- Website
- Greyhound
- Phone
- +1 888 358 6762
- [email protected]
- Website
- Tornado Bus Company
Bus from Tornado Bus Co - Waukegan to Tornado Bus Co - Chicago
- Ave. Duration
- 44 min
- Frequency
- Once daily
- Estimated price
- $8–29
- Schedules at
- Tornado Bus Company
- Adult
- $8–29
- 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
Bus from Hartford Union Station to Boston
- Ave. Duration
- 1h 55m
- Frequency
- Twice daily
- Estimated price
- $15–23
- Schedules at
- Flixbus USA
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Booking & Getting There
Waukegan to Boston bus services, operated by Tornado Bus Company, arrive at Tornado Bus Co - Chicago station.
Boston is 1h ahead of Waukegan. It is currently 3:28 PM in Waukegan and 4:28 PM in Boston.
Waukegan to Boston train services, operated by Metra, arrive at Chicago OTC station.
Yes, the driving distance between Waukegan to Boston is 1026 miles. It takes approximately 17h 41m to drive from Waukegan to Boston.
There are 1761+ hotels available in Boston.















