There are 11 ways to get from Chicago to Guilford by plane, train, bus (Flixbus, Greyhound), train (Amtrak), 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.
Fly Chicago Midway International Airport to Laguardia Airport, train
best- Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane MDW - LGA
- Take the train from 125th Street - Harlem to New Haventrain
7h 32m$228–697Fly Chicago Midway International Airport to Theodore Francis Green State Airport, train
cheapest- Fly from Chicago Midway International Airport (MDW) to Theodore Francis Green State Airport (PVD)plane MDW - PVD
- Take the train from Providence to New Londontrain
- Take the train from New London to Guilfordtrain
8h 24m$96–440Bus
- Take the bus from Chicago Bus Station to New York Midtownbus FlixBus N2641 / ...
- Take the bus from Port Authority Bus Terminal to New Haven Bus Stopbus Greyhound US0240 / ...
22h 8m$136–225Train (Amtrak)
- Take the train from Chicago Union Station to Springfieldtrain Lake Shore Limited
- Take the train from Springfield to New Haventrain Amtrak Hartford Line / ...
22h 34m$266–585Drive 871.1 mi
- Drive from Chicago to Guilfordcar 871.1 mi
14h 49m$159–230Fly Chicago Midway International Airport to Bradley International Airport, train
- Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane MDW - BDL
- Take the train from Windsor Locks to New Haventrain
7h 3m$130–642Fly Chicago O'Hare International Airport to Bradley International Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane ORD - BDL
- Take the train from Windsor Locks to New Haventrain
7h 25m$100–472Fly Chicago O'Hare International Airport to John F. Kennedy International Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)plane ORD - JFK
- Take the train from Ny Moynihan Train Hall At Penn Station to New Haventrain
7h 57m$348–1,480Fly Chicago O'Hare International Airport to Westchester County Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane ORD - HPN
- Take the train from Stamford to New Haventrain
9h 7m$104–1,068Fly Chicago O'Hare International Airport to Tweed-New Haven Airport
- Fly from Chicago O'Hare International Airport (ORD) to Tweed-New Haven Airport (HVN)plane ORD - HVN
7h 11m$178–567Train via New York (Amtrak)
- Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain Lake Shore Limited / ...
- Take the train from Ny Moynihan Train Hall At Penn Station to New Haventrain Northeast Regional / ...
23h 26m$278–1,169
Chicago to Guilford by bus and foot
Questions & Answers
The cheapest way to get from Chicago to Guilford is to bus which costs $130 - $230 and takes 22h 8m.
The fastest way to get from Chicago to Guilford is to fly and train which takes 7h 3m and costs $130 - $650.
No, there is no direct bus from Chicago station to Guilford. However, there are services departing from Chicago Bus Station and arriving at State St @ Boston Post Rd via Port Authority Bus Terminal, Union Ave @ Union Station and Church St @ George St. The journey, including transfers, takes approximately 22h 8m.
No, there is no direct train from Chicago station to Guilford. However, there are services departing from Chicago Union Station and arriving at Guilford via Springfield and New Haven. The journey, including transfers, takes approximately 22h 34m.
The distance between Chicago and Guilford is 830 miles. The road distance is 876.2 miles.
The best way to get from Chicago to Guilford without a car is to bus which takes 22h 8m and costs $130 - $230.
It takes approximately 7h 32m to get from Chicago to Guilford, including transfers.
Chicago to Guilford bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Guilford train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Guilford is to bus which takes 22h 8m and costs $130 - $230. Alternatively, you can train, which costs $260 - $600 and takes 22h 34m, you could also fly, which costs $170 - $600 and takes 7h 11m.
What companies run services between Chicago, IL, USA and Guilford, CT, USA?
You can take a bus from Chicago Bus Station to State St @ Boston Post Rd via New York Midtown, Port Authority Bus Terminal, New Haven Bus Stop, Union Ave @ Union Station, Church St @ Chapel St, and Church St @ George St in around 22h 8m. Alternatively, you can take a train from Chicago Union Station to Guilford via Springfield and New Haven in around 22h 34m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Laguardia Airport
- Ave. Duration
- 2h 4m
- When
- Every day
- Estimated price
- $130–700
Flights from Chicago Midway International Airport to Bradley International Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 29m
- When
- Every day
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 17m
- When
- Every day
- Estimated price
- $70–380
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 29m
- When
- Every day
- Estimated price
- $80–390
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 51m
- When
- Monday, Thursday, Friday, Tuesday, Wednesday, and Sunday
- Estimated price
- $80–400
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from 125th Street - Harlem to New Haven
- Ave. Duration
- 1h 59m
- 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
Train from Stamford to New Haven
- Ave. Duration
- 1h 20m
- Frequency
- Every 30 minutes
- Estimated price
- $12–20
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $12–15
- Peak
- $17–20
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 17h 5m
- Frequency
- Twice daily
- Estimated price
- $120–200
- Schedules at
- Flixbus USA
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More Questions & Answers
Chicago to Guilford bus services, operated by Flixbus USA, arrive at New York Midtown station.
Guilford is 1h ahead of Chicago. It is currently 3:09 PM in Chicago and 4:09 PM in Guilford.
Chicago to Guilford train services, operated by Amtrak, arrive at Springfield station.
Yes, the driving distance between Chicago to Guilford is 876 miles. It takes approximately 14h 49m to drive from Chicago to Guilford.
There are 228+ hotels available in Guilford.


