There are 6 ways to get from Key West to Naperville by plane, train, bus, 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, train
best- Fly from Key West International Airport (EYW) to Chicago O'Hare International Airport (ORD)plane EYW - ORD
- Take the train from Chicago Union Station to Napervilletrain
6h 10m$149–625Bus, train
- Take the bus from N Roosevelt & 4th Street to Big Pine Key - Auto Store / NAPA MM30bus Lks
- Take the bus from Big Pine Key to Miami Airport Stationbus
- Take the train from Hollywood Amtrak Station to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Napervilletrain
2d 7h$481–1,156Drive 1,490.1 mi
- Drive from Key West to Napervillecar 1,490.1 mi
27h 31m$272–393Fly to Chicago Midway International Airport, train
- Fly from Key West International Airport (EYW) to Chicago Midway International Airport (MDW)plane EYW - MDW
- Take the train from Chicago Union Station to Napervilletrain
7h 28m$179–825Fly to South Bend, train
- Fly from Key West International Airport (EYW) to South Bend (SBN)plane EYW - SBN
- Take the train from South Bend Airport to Van Buren St.train
- Take the train from Chicago Union Station to Napervilletrain
10h 19m$203–938Bus, train via Newark
- Take the bus from N Roosevelt & 3rd Street to Big Pine Key - Auto Store / NAPA MM30bus Lks
- Take the bus from Big Pine Key to Miami Airport Stationbus
- Take the train from Miami Amtrak Station to Newark Penn Stationtrain
- Take the bus from Newark Penn Station to Chicago Bus Stationbus
- Take the train from Chicago Union Station to Naperville Amtrak Stationtrain
2d 7h$467–972
Key West to Naperville by bus, foot, and train
Questions & Answers
The cheapest way to get from Key West to Naperville is to fly and train which costs $140 - $650 and takes 6h 10m.
The fastest way to get from Key West to Naperville is to fly and train which takes 6h 10m and costs $140 - $650.
The distance between Key West and Naperville is 1311 miles. The road distance is 1498.8 miles.
The best way to get from Key West to Naperville without a car is to bus and train which takes 2 days 7h and costs $480 - $1,200.
It takes approximately 6h 10m to get from Key West to Naperville, including transfers.
Naperville is 1h behind Key West. It is currently 12:39 AM in Key West and 11:39 PM in Naperville.
Yes, the driving distance between Key West to Naperville is 1499 miles. It takes approximately 27h 31m to drive from Key West to Naperville.
There are 215+ hotels available in Naperville.
What companies run services between Key West, FL, USA and Naperville, IL, USA?
There is no direct connection from Key West to Naperville. However, you can take the taxi to Key West International Airport (EYW) airport, fly to Chicago O'Hare International Airport (ORD), walk to O'Hare, take the subway to LaSalle, walk to Union Station, then take the train to Naperville. Alternatively, you can take a bus from N Roosevelt & 4th Street to Naperville via Big Pine Key - Auto Store / NAPA MM30, Big Pine Key, Miami, Airport Intermodal Station, Miami Airport Station, Hollywood Station, Hollywood Amtrak Station, and Chicago Union Station in around 2d 7h.
- Website
- aa.com
Flights from Key West International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 44m
- When
- Every day
- Estimated price
- $90–440
Flights from Key West International Airport to Chicago O'Hare International Airport via Miami
- Ave. Duration
- 5h 50m
- When
- Every day
- Estimated price
- $95–460
Flights from Key West International Airport to South Bend via Charlotte
- Ave. Duration
- 6h 41m
- When
- Every day
- Estimated price
- $180–900
Flights from Key West International Airport to South Bend via Reagan Washington
- Ave. Duration
- 6h 56m
- When
- Friday
- Estimated price
- $210–1,000
- Website
- delta.com
Flights from Key West International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 6h 14m
- When
- Every day
- Estimated price
- $90–440
Flights from Key West International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 5h 19m
- When
- Every day
- Estimated price
- $160–800
Flights from Key West International Airport to South Bend via Atlanta
- Ave. Duration
- 7h 51m
- When
- Every day
- Estimated price
- $170–900
- Website
- united.com
Flights from Key West International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 43m
- When
- Every day
- Estimated price
- $90–440
Flights from Key West International Airport to South Bend via Chicago O'Hare International Airport
- Ave. Duration
- 6h 45m
- When
- Every day
- Estimated price
- $190–900
- Website
- southwest.com
Flights from Key West International Airport to Chicago Midway International Airport via Tampa
- Ave. Duration
- 6h 31m
- When
- Tuesday, Thursday, and Sunday
- Estimated price
- $160–800
Flights from Key West International Airport to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 5h 48m
- When
- Thursday and Sunday
- Estimated price
- $160–800
Flights from Key West International Airport to Chicago Midway International Airport via Miami
- Ave. Duration
- 5h 55m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $160–800
- Website
- flybreeze.com
Flights from Key West International Airport to South Bend via Orlando
- Ave. Duration
- 10h 27m
- When
- Thursday and Sunday
- Estimated price
- $260–1,800
- Phone
- +1 312-696-3872
- Website
- metra.com
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- https://metra.com
- Adult
- $5–6
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
- $450–1,100
- Website
- https://www.amtrak.com/home.html
Train from Miami Amtrak Station to Newark Penn Station
- Ave. Duration
- 26h 48m
- Frequency
- Once daily
- Estimated price
- $310–700
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Naperville Amtrak Station
- Ave. Duration
- 33 min
- Frequency
- Twice daily
- Estimated price
- $6–15
- 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
- +1 305-809-3700
- Website
- cityofkeywest-fl.gov
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
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
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
- 3 times a day
- Estimated price
- $21–40
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Newark Penn Station to Chicago Bus Station
- Ave. Duration
- 19h 40m
- Frequency
- Once daily
- Estimated price
- $110–190
- Schedules at
- flixbus.com
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide








