There are 6 ways to get from Dredgers Key to Chicago by plane, bus (Greyhound, Flixbus), bus, train, 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 to Chicago O'Hare International Airport
best- Fly from Key West International Airport (EYW) to Chicago O'Hare International Airport (ORD)EYW - ORD
4h 34m$126–402Bus
- Take the bus from N Roosevelt & 3rd Street to Big Pine Key - Auto Store / NAPA MM30Lks
- Take the bus from Big Pine Key to Miami Airport Station
- Take the bus from Miami Airport Station to Atlanta Bus Station
- Take the bus from Atlanta Bus Station to Chicago Bus Station
35h 16m$180–359Bus, train
- Take the bus from N Roosevelt & 4th Street to Big Pine Key - Auto Store / NAPA MM30Lks
- Take the bus from Big Pine Key to Miami Airport Station
- Take the train from Hollywood Amtrak Station to Chicago Union Station
2d 5h$288–1,745Drive 1,473.1 mi
- Drive from Key West to Chicago1,473.1 mi
26h 41m$269–389Fly to Chicago Midway International Airport
- Fly from Key West International Airport (EYW) to Chicago Midway International Airport (MDW)EYW - MDW
5h 35m$126–572Fly to South Bend, train
- Fly from Key West International Airport (EYW) to South Bend (SBN)EYW - SBN
- Take the train from South Bend Airport to Van Buren St.
8h 44m$157–682
Dredgers Key to Chicago by bus and foot
Questions & Answers
The cheapest way to get from Dredgers Key to Chicago is to fly which costs $120 - $410 and takes 4h 34m.
The fastest way to get from Dredgers Key to Chicago is to fly which takes 4h 34m and costs $120 - $410.
No, there is no direct bus from Dredgers Key to Chicago station. However, there are services departing from N Roosevelt & 3rd Street and arriving at Chicago Bus Station via Big Pine Key, Miami Airport Station and Atlanta Bus Station. The journey, including transfers, takes approximately 35h 16m.
The distance between Dredgers Key and Chicago is 1282 miles. The road distance is 1481.7 miles.
The best way to get from Dredgers Key to Chicago without a car is to bus which takes 35h 16m and costs $180 - $360.
It takes approximately 4h 34m to get from Dredgers Key to Chicago, including transfers.
Dredgers Key to Chicago bus services, operated by Key West Transit, depart from N Roosevelt & 3rd Street station.
The best way to get from Dredgers Key to Chicago is to fly which takes 4h 34m and costs $120 - $410. Alternatively, you can bus, which costs $180 - $360 and takes 35h 16m.
Dredgers Key to Chicago bus services, operated by Key West Transit, arrive at Big Pine Key - Auto Store / NAPA MM30 station.
Chicago is 1h behind Dredgers Key. It is currently 5:45 AM in Dredgers Key and 4:45 AM in Chicago.
What companies run services between Dredgers Key, FL, USA and Chicago, IL, USA?
American Airlines, United Airlines, and Delta fly from Key West International Airport (EYW) to Chicago O'Hare International Airport (ORD) every 3 hours. Alternatively, you can take a bus from N Roosevelt & 3rd Street to Chicago Bus Station via Big Pine Key - Auto Store / NAPA MM30, Big Pine Key, Miami Airport Station, and Atlanta Bus Station in around 35h 16m.
Transport is disrupted due to the Russia-Ukraine war. Read more
- Website
- aa.com
Flights from Key West International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 40m
- When
- Every day
- Estimated price
- $80–390
Flights from Key West International Airport to Chicago O'Hare International Airport via Miami
- Ave. Duration
- 5h 29m
- When
- Every day
- Estimated price
- $85–400
Flights from Key West International Airport to South Bend via Charlotte
- Ave. Duration
- 5h 48m
- When
- Every day
- Estimated price
- $130–650
- Website
- delta.com
Flights from Key West International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 6h 22m
- When
- Every day
- Estimated price
- $80–390
Flights from Key West International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 5h 51m
- When
- Every day
- Estimated price
- $110–550
Flights from Key West International Airport to South Bend via Atlanta
- Ave. Duration
- 7h 40m
- When
- Every day
- Estimated price
- $130–650
- Website
- southwest.com
Flights from Key West International Airport to Chicago Midway International Airport via Tampa
- Ave. Duration
- 6h 9m
- When
- Tuesday and Saturday
- Estimated price
- $110–550
Flights from Key West International Airport to Chicago Midway International Airport via Orlando
- Ave. Duration
- 5h 50m
- When
- Sunday
- Estimated price
- $110–550
Flights from Key West International Airport to Chicago Midway International Airport via Miami
- Ave. Duration
- 6h 35m
- When
- Saturday
- Estimated price
- $120–600
- Website
- united.com
Flights from Key West International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 46m
- When
- Every day
- Estimated price
- $80–390
Flights from Key West International Airport to South Bend via Washington Dulles
- Ave. Duration
- 7h 16m
- When
- Every day
- Estimated price
- $150–700
Flights from Key West International Airport to South Bend via Chicago O'Hare International Airport
- Ave. Duration
- 7h 25m
- When
- Every day
- Estimated price
- $140–650
- Website
- flyfrontier.com
Flights from Key West International Airport to Chicago Midway International Airport via Miami
- Ave. Duration
- 5h 57m
- When
- Wednesday and Thursday
- Estimated price
- $120–600
- Website
- allegiantair.com
Flights from Key West International Airport to South Bend via Fort Lauderdale
- Ave. Duration
- 6h 16m
- When
- Sunday
- Estimated price
- $130–650
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Hollywood Amtrak Station to Chicago Union Station
- Ave. Duration
- 46h 16m
- Frequency
- Once daily
- Estimated price
- $260–1,700
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 2 hours
- Estimated price
- $13–15
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $13–15
- Phone
- +1 (305) 600-1455
- Website
- cityofkeywest-fl.gov
Bus from N Roosevelt & 3rd Street to Big Pine Key - Auto Store / NAPA MM30
- Ave. Duration
- 54 min
- Frequency
- Every 3 hours
- Estimated price
- $2–4
- Schedules at
- https://www.cityofkeywest-fl.gov/595/Schedules-and-Route-Maps
Bus from N Roosevelt & 4th Street to Big Pine Key - Auto Store / NAPA MM30
- Ave. Duration
- 53 min
- Frequency
- Every 3 hours
- Estimated price
- $2–4
- Schedules at
- https://www.cityofkeywest-fl.gov/595/Schedules-and-Route-Maps
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Big Pine Key to Miami Airport Station
- Ave. Duration
- 3h 35m
- Frequency
- Twice daily
- Estimated price
- $23–35
- Website
- https://www.greyhound.com/
Bus from Miami Airport Station to Atlanta Bus Station
- Ave. Duration
- 13h 15m
- Frequency
- Once daily
- Estimated price
- $70–140
- Website
- https://www.greyhound.com/
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h
- Frequency
- 4 times a day
- Estimated price
- $85–180
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- 3 times a day
- Estimated price
- $90–180
- Schedules at
- flixbus.com
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More Questions & Answers
Yes, the driving distance between Dredgers Key to Chicago is 1482 miles. It takes approximately 26h 41m to drive from Dredgers Key to Chicago.
There are 1174+ hotels available in Chicago.







