There are 11 ways to get from Lynn to Chicago by plane, train (Amtrak), bus (Greyhound), car, bus, train, or bus (Flixbus)
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 1m$89–467Train to Theodore Francis Green State Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from Ruggles to TF Green Airporttrain
- Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)plane PVD - ORD
7h 24m$76–371Train (Amtrak)
- Take the train from Boston to Chicago Union Stationtrain Lake Shore Limited
23h 52m$245–611Bus via Brook Park (Greyhound)
- Take the bus from Boston to Cleveland Bus Stationbus Greyhound US0171
- Take the bus from Cleveland Bus Station to Chicago Bus Stationbus Greyhound US0164
23h 57m$152–267Drive 989.4 mi
- Drive from Lynn to Chicagocar 989.4 mi
17h 5m$181–261Fly 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 19m$604–917Bus 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 55m$135–679Train to Theodore Francis Green State Airport, fly to Chicago Midway International Airport
- Take the train from Ruggles to TF Green Airporttrain
- Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane PVD - MDW
7h 16m$96–451Bus to Manchester Airport, fly to Chicago O'Hare International Airport
- Take the bus from Boston to Boston Manchester Airportbus
- Fly from Manchester Airport (MHT) to Chicago O'Hare International Airport (ORD)plane MHT - ORD
7h 22m$110–529Fly 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 40m$674–1,976Bus (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 27m$172–292
Lynn to Chicago by train and subway (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Lynn to Chicago is to bus via Brook Park which costs $150 - $270 and takes 23h 57m.
The fastest way to get from Lynn to Chicago is to fly which takes 5h 1m and costs $85 - $470.
No, there is no direct bus from Lynn to Chicago station. However, there are services departing from Chelsea and arriving at Chicago Bus Station via Boston and Cleveland Bus Station. The journey, including transfers, takes approximately 23h 57m.
No, there is no direct train from Lynn to Chicago station. However, there are services departing from Lynn Interim and arriving at Chicago Union Station via North Station and Boston. The journey, including transfers, takes approximately 23h 52m.
The distance between Lynn and Chicago is 885 miles. The road distance is 995.2 miles.
The best way to get from Lynn to Chicago without a car is to train which takes 23h 52m and costs $240 - $650.
It takes approximately 5h 1m to get from Lynn to Chicago, including transfers.
Lynn to Chicago bus services, operated by Greyhound USA, depart from Boston station.
Lynn to Chicago train services, operated by Amtrak, depart from Boston station.
The best way to get from Lynn to Chicago is to fly which takes 5h 1m and costs $85 - $470. Alternatively, you can train, which costs $240 - $650 and takes 23h 52m, you could also bus via Brook Park, which costs $150 - $270 and takes 23h 57m.
What companies run services between Lynn, MA, USA and Chicago, IL, USA?
Southwest Airlines and Delta fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, Amtrak operates a train from Boston to Chicago Union Station once daily. Tickets cost $240–600 and the journey takes 22h 15m.
- Website
- southwest.com
Flights from Boston Logan Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $85–450
Flights from Manchester Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $120–650
Flights from Manchester Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $130–700
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $80–420
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $85–440
Flights from Boston Logan Airport to General Mitchell International Airport via Baltimore
- Ave. Duration
- 4h 38m
- When
- Sunday, Tuesday, and Wednesday
- Estimated price
- $130–700
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 48m
- When
- Sunday and Saturday
- Estimated price
- $130–700
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to Chicago Union Station
- Ave. Duration
- 22h 15m
- Frequency
- Once daily
- Estimated price
- $240–600
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $20–50
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Boston to Cleveland Bus Station
- Ave. Duration
- 13h 50m
- Frequency
- Once daily
- Estimated price
- $100–170
- Website
- Greyhound
Bus from Cleveland Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 25m
- Frequency
- Twice daily
- Estimated price
- $50–85
- Website
- Greyhound
Bus from Boston to Boston Manchester Airport
- Ave. Duration
- 1h 5m
- Frequency
- Twice daily
- Estimated price
- $8–13
- Website
- Greyhound
Bus from Boston to Boston Manchester Airport
- Ave. Duration
- 1h 5m
- Frequency
- Twice daily
- Estimated price
- $8–13
- Website
- Greyhound
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Booking & Getting There
Lynn to Chicago bus services, operated by Greyhound USA, arrive at Cleveland Bus Station.
Chicago is 1h behind Lynn. It is currently 5:59 PM in Lynn and 4:59 PM in Chicago.
Lynn to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Lynn to Chicago is 995 miles. It takes approximately 17h 5m to drive from Lynn to Chicago.
There are 1280+ hotels available in Chicago.