There are 9 ways to get from Boston to Waukegan by plane, train, train (Amtrak), bus (Flixbus), car, 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 Boston Logan Airport to Chicago Midway International Airport, train
best- Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)BOS - MDW
- Take the train from Chicago OTC to Waukegan
6h 50m$91–489Train
- Take the train from Boston to Chicago Union StationLake Shore Limited
- Take the train from Chicago OTC to WaukeganUp-N
24h 21m$153–668Bus
- Take the bus from Boston to New York Midtown
- Take the bus from New York Midtown to Chicago Bus Station
- Take the bus from Tornado Bus Co - Chicago to Tornado Bus Co - Waukegan
28h 55m$166–413Drive 1,020.8 mi
- Drive from Boston to Waukegan1,020.8 mi
17h 28m$187–270Fly Boston Logan Airport to Chicago O'Hare International Airport, train
- Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)BOS - ORD
- Take the train from Clybourn to Waukegan
6h 59mBus to Manchester Airport, fly to Chicago Midway International Airport, train
- Take the bus from Boston to Boston Manchester Airport
- Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)MHT - MDW
- Take the train from Chicago OTC to Waukegan
7h 26m$129–637Fly Boston Logan Airport to General Mitchell International Airport, bus
- Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)BOS - MKE
- Take the bus from Mitchell Airport to Metro Train Station - 13th Avenue and 54th Street
7h 13m$258–647Bus to Manchester Airport, fly to Chicago O'Hare International Airport, train
- Take the bus from Boston to Boston Manchester Airport
- Fly from Manchester Airport (MHT) to Chicago O'Hare International Airport (ORD)MHT - ORD
- Take the train from Clybourn to Waukegan
7h 46mTrain to Theodore Francis Green State Airport, fly to Chicago O'Hare International Airport, train
- Take the train from South Station to Providence
- Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)PVD - ORD
- Take the train from Clybourn to Waukegan
8h 51m
Boston to Waukegan by train and foot
Questions & Answers
The cheapest way to get from Boston to Waukegan is to bus which costs $160 - $420 and takes 28h 55m.
The fastest way to get from Boston to Waukegan is to fly and train which takes 6h 50m and costs $90 - $490.
No, there is no direct bus from Boston to Waukegan. However, there are services departing from Boston and arriving at Tornado Bus Co - Waukegan via New York Midtown, Harrison & Jefferson, Cicero & 24th Place Terminal and Tornado Bus Co - Chicago. The journey, including transfers, takes approximately 28h 55m.
No, there is no direct train from Boston to Waukegan. However, there are services departing from Boston and arriving at Waukegan via Chicago OTC. The journey, including transfers, takes approximately 24h 21m.
The distance between Boston and Waukegan is 916 miles. The road distance is 1026.8 miles.
The best way to get from Boston to Waukegan without a car is to train which takes 24h 21m and costs $150 - $700.
It takes approximately 6h 50m to get from Boston to Waukegan, including transfers.
Boston to Waukegan bus services, operated by Flixbus USA, depart from Boston station.
Boston to Waukegan train services, operated by Amtrak, depart from Boston station.
The best way to get from Boston to Waukegan is to train which takes 24h 21m and costs $150 - $700. Alternatively, you can bus, which costs $160 - $420 and takes 28h 55m.
What companies run services between Boston, MA, USA and Waukegan, IL, USA?
You can take a train from Boston to Waukegan via Chicago Union Station and Chicago OTC in around 24h 21m. Alternatively, you can take a bus from Boston to Tornado Bus Co - Waukegan via New York Midtown, Chicago Bus Station, Harrison & Jefferson, Cicero & 24th Place Terminal, and Tornado Bus Co - Chicago in around 28h 55m.
Transport is disrupted due to the Russia-Ukraine war. Read more
- Website
- aa.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 12m
- When
- Every day
- Estimated price
- $60–320
Flights from Boston Logan Airport to Chicago O'Hare International Airport via Buffalo
- Ave. Duration
- 4h 36m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $60–320
Flights from Boston Logan Airport to General Mitchell International Airport via Philadelphia
- Ave. Duration
- 4h 54m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $150–800
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h
- When
- Monday, Tuesday, Thursday, and Friday
- Estimated price
- $150–800
Flights from Manchester Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $80–410
Flights from Manchester Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 5h 25m
- When
- Wednesday to Saturday
- Estimated price
- $85–430
Flights from Manchester Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 6h 3m
- When
- Every day
- Estimated price
- $110–500
Flights from Manchester Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 6h 14m
- When
- Every day
- Estimated price
- $90–440
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 1m
- When
- Every day
- Estimated price
- $55–280
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 5m
- When
- Every day
- Estimated price
- $60–300
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 5h 4m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $55–290
- Website
- southwest.com
Flights from Boston Logan Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $85–450
Flights from Manchester Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 32m
- When
- Every day
- Estimated price
- $110–600
Flights from Manchester Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $120–650
Flights from Boston Logan Airport to General Mitchell International Airport via Baltimore
- Ave. Duration
- 4h 40m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $160–800
- Website
- united.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 59m
- When
- Every day
- Estimated price
- $60–320
Flights from Manchester Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 5h 20m
- When
- Every day
- Estimated price
- $90–440
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 2m
- When
- Every day
- Estimated price
- $55–280
- Website
- delta.com
Flights from Boston Logan Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 17m
- When
- Every day
- Estimated price
- $85–450
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h
- When
- Every day
- Estimated price
- $60–320
Flights from Boston Logan Airport to General Mitchell International Airport
- Ave. Duration
- 2h 52m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $140–750
Flights from Boston Logan Airport to General Mitchell International Airport via Detroit
- Ave. Duration
- 4h 37m
- When
- Every day
- Estimated price
- $140–750
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 44m
- When
- Thursday and Saturday
- Estimated price
- $55–280
- Website
- jetblue.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 5m
- When
- Every day
- Estimated price
- $60–320
Flights from Boston Logan Airport to General Mitchell International Airport
- Ave. Duration
- 2h 30m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $140–750
- Phone
- +1 312-322-6777
- Website
- metra.com
Train from Chicago OTC to Waukegan
- Ave. Duration
- 1h 22m
- Frequency
- Hourly
- Estimated price
- $3–7
- Website
- https://metra.com
Train from Clybourn to Waukegan
- Ave. Duration
- 1h 14m
- Frequency
- Hourly
- Website
- https://metra.com
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Boston to Chicago Union Station
- Ave. Duration
- 22h 22m
- Frequency
- Once daily
- Estimated price
- $150–700
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-617-222-3200
- Website
- mbta.com
Train from South Station to Providence
- Ave. Duration
- 1h 10m
- Frequency
- Hourly
- Estimated price
- $5–14
- Website
- https://www.mbta.com
- Adult
- $5–14
Rome2Rio's guide to Amtrak Northeast Regional
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from South Station to Providence
- Ave. Duration
- 39 min
- Frequency
- Every 3 hours
- Estimated price
- $6–210
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $6–210
- Business Class
- $45–240
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from South Station to Providence
- Ave. Duration
- 34 min
- Frequency
- Every 4 hours
- Estimated price
- $10–600
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $10–450
- First Class
- $110–600
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Boston to New York Midtown
- Ave. Duration
- 4h 20m
- Frequency
- Every 3 hours
- Estimated price
- $30–85
- Schedules at
- flixbus.com
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 20h 25m
- Frequency
- Once daily
- Estimated price
- $95–200
- Schedules at
- flixbus.com
- Phone
- +1 888 358 6762
- info@tornadobus.com
- Website
- tornadobus.com
Bus from Tornado Bus Co - Chicago to Tornado Bus Co - Waukegan
- Ave. Duration
- 44 min
- Frequency
- Once daily
- Estimated price
- $35–130
- Schedules at
- tornadobus.com
- Adults 11-59
- $35–130
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Boston to Boston Manchester Airport
- Ave. Duration
- 1h 5m
- Frequency
- Twice daily
- Estimated price
- $13–26
- Website
- https://www.greyhound.com/
- Phone
- (866) 912 6224
- questions@coachusa.com
- Website
- coachusa.com
Bus from Mitchell Airport to Metro Train Station - 13th Avenue and 54th Street
- Ave. Duration
- 1h 7m
- Frequency
- Every 4 hours
- Estimated price
- $17–20
- Schedules at
- coachusa.com
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More Questions & Answers
Boston to Waukegan bus services, operated by Flixbus USA, arrive at New York Midtown station.
Waukegan is 1h behind Boston. It is currently 12:16 AM in Boston and 11:16 PM in Waukegan.
Boston to Waukegan train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Boston to Waukegan is 1027 miles. It takes approximately 17h 28m to drive from Boston to Waukegan.
There are 99+ hotels available in Waukegan.


















