There are 6 ways to get from Hartford to Chicago by plane, train (Amtrak), bus (Flixbus), car, 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 Bradley International Airport to Chicago Midway International Airport
best- Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane BDL - MDW
4h 34m$99–557Fly Bradley International Airport to Chicago O'Hare International Airport
cheapest- Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)plane BDL - ORD
5h 3m$69–367Train (Amtrak)
- Take the train from Hartford Amtrak Station to Springfieldtrain Amtrak Hartford Line / ...
- Take the train from Springfield to Chicago Union Stationtrain Lake Shore Limited
21h 23m$514–821Bus (Flixbus)
- Take the bus from Hartford Union Station to New York Midtownbus FlixBus 2610
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2640 / ...
24h 5m$168–267Drive 889 mi
- Drive from Hartford to Chicagocar 889 mi
14h 53m$147–212Train, train to Laguardia Airport, fly to Chicago Midway International Airport
- Take the train from Hartford Amtrak Station to New Haventrain
- Take the train from New Haven to 125th Street - Harlemtrain
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
7h 43m$243–722
Hartford to Chicago by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Hartford to Chicago is to drive which costs $140 - $220 and takes 14h 53m.
The fastest way to get from Hartford to Chicago is to fly which takes 4h 34m and costs $95 - $600.
No, there is no direct bus from Hartford station to Chicago station. However, there are services departing from Hartford Union Station and arriving at Chicago Bus Station via New York Midtown. The journey, including transfers, takes approximately 24h 5m.
No, there is no direct train from Hartford station to Chicago station. However, there are services departing from Hartford Amtrak Station and arriving at Chicago Union Station via Springfield. The journey, including transfers, takes approximately 21h 23m.
The distance between Hartford and Chicago is 803 miles. The road distance is 894.2 miles.
The best way to get from Hartford to Chicago without a car is to train which takes 21h 23m and costs $500 - $850.
It takes approximately 4h 34m to get from Hartford to Chicago, including transfers.
Hartford to Chicago bus services, operated by Flixbus USA, depart from Hartford Union Station.
Hartford to Chicago train services, operated by Amtrak, depart from Hartford Amtrak Station.
The best way to get from Hartford to Chicago is to fly which takes 4h 34m and costs $95 - $600. Alternatively, you can train, which costs $500 - $850 and takes 21h 23m, you could also bus, which costs $160 - $270 and takes 24h 5m.
What companies run services between Hartford, CT, USA and Chicago, IL, USA?
Southwest Airlines and Delta fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, you can take a train from Hartford Amtrak Station to Chicago Union Station via Springfield in around 21h 23m.
- Website
- southwest.com
Flights from Bradley International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $95–550
Flights from Bradley International Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 51m
- When
- Monday, Thursday, Friday, Sunday, and Saturday
- Estimated price
- $100–550
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $100–600
- Website
- aa.com
Flights from Bradley International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 56m
- When
- Every day
- Estimated price
- $65–360
- Website
- united.com
Flights from Bradley International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $65–360
Flights from Bradley International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $75–380
- Website
- delta.com
Flights from Bradley International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 16m
- When
- Every day
- Estimated price
- $95–550
Flights from Bradley International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 21m
- When
- Every day
- Estimated price
- $65–360
Flights from Laguardia Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $100–600
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Hartford Amtrak Station to Springfield
- Ave. Duration
- 37 min
- Frequency
- Every 3 hours
- Estimated price
- $14–22
- Website
- Amtrak
Train from Springfield to Chicago Union Station
- Ave. Duration
- 19h 46m
- Frequency
- Once daily
- Estimated price
- $500–800
- Website
- Amtrak
Train from Hartford Amtrak Station to New Haven
- Ave. Duration
- 47 min
- Frequency
- Every 3 hours
- Estimated price
- $20–35
- Website
- Amtrak
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from New Haven to 125th Street - Harlem
- Ave. Duration
- 1h 55m
- Frequency
- Every 30 minutes
- Estimated price
- $18–28
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $18–21
- Peak
- $25–28
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Hartford Union Station to New York Midtown
- Ave. Duration
- 2h 40m
- Frequency
- Twice daily
- Estimated price
- $18–27
- Schedules at
- Flixbus USA
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 20h 25m
- Frequency
- Twice daily
- Estimated price
- $150–240
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
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Booking & Getting There
Hartford to Chicago bus services, operated by Flixbus USA, arrive at New York Midtown station.
Chicago is 1h behind Hartford. It is currently 10:14 PM in Hartford and 9:14 PM in Chicago.
Hartford to Chicago train services, operated by Amtrak, arrive at Springfield station.
Yes, the driving distance between Hartford to Chicago is 894 miles. It takes approximately 14h 53m to drive from Hartford to Chicago.
Book your Hartford to Chicago train tickets online with Omio.
Book your Hartford to Chicago bus tickets online with Omio and FlixBus.
There are 1315+ hotels available in Chicago.