There are 7 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 7m$104–425Bus, train via Washington
- 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 bus from Miami Airport Station to Washington Union Stationbus
- Take the bus from Washington Union Station to Chicago Bus Stationbus
- Take the train from Chicago Union Station to Naperville Amtrak Stationtrain
47h 54m$329–513Bus, 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$1,132–1,851Drive 1,484.7 mi
- Drive from Key West to Napervillecar 1,484.7 mi
27h 42m$271–392Fly 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 3m$129–575Fly 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
8h 44m$144–590Fly to General Mitchell International Airport, train
- Fly from Key West International Airport (EYW) to General Mitchell International Airport (MKE)plane EYW - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Napervilletrain
10h 21m$224–909
Key West to Naperville by bus, foot, and train
Comparing Your Travel Options
The cheapest way to get from Key West to Naperville is to fly and train which costs $100 - $430 and takes 6h 7m.
The fastest way to get from Key West to Naperville is to fly and train which takes 6h 7m and costs $100 - $430.
The distance between Key West and Naperville is 1311 miles. The road distance is 1493.3 miles.
The best way to get from Key West to Naperville without a car is to bus and train via Washington which takes 47h 54m and costs $320 - $550.
It takes approximately 6h 7m to get from Key West to Naperville, including transfers.
Naperville is 1h behind Key West. It is currently 3:49 AM in Key West and 2:49 AM in Naperville.
Yes, the driving distance between Key West to Naperville is 1493 miles. It takes approximately 27h 42m to drive from Key West to Naperville.
There are 141+ 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 Jackson-Blue, walk to Chicago Union Station, then take the train to Naperville. Alternatively, you can take a bus from N Roosevelt & 3rd Street to Naperville Amtrak Station via Big Pine Key - Auto Store / NAPA MM30, Big Pine Key, Miami Airport Station, Washington Union Station, Chicago Bus Station, and Chicago Union Station in around 47h 54m.
- Website
- delta.com
Flights from Key West International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 6h 40m
- When
- Every day
- Estimated price
- $85–400
Flights from Key West International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 5h 18m
- When
- Every day
- Estimated price
- $110–550
Flights from Key West International Airport to South Bend via Atlanta
- Ave. Duration
- 8h 11m
- When
- Every day
- Estimated price
- $110–550
Flights from Key West International Airport to General Mitchell International Airport via Atlanta
- Ave. Duration
- 7h 7m
- When
- Every day
- Estimated price
- $160–800
- Website
- aa.com
Flights from Key West International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 46m
- When
- Every day
- Estimated price
- $85–400
Flights from Key West International Airport to South Bend via Charlotte
- Ave. Duration
- 6h 57m
- When
- Every day
- Estimated price
- $110–550
Flights from Key West International Airport to South Bend via Reagan Washington
- Ave. Duration
- 7h 7m
- When
- Friday
- Estimated price
- $130–600
Flights from Key West International Airport to General Mitchell International Airport via Charlotte
- Ave. Duration
- 6h 1m
- When
- Tuesday, Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $170–800
Flights from Key West International Airport to General Mitchell International Airport via Miami
- Ave. Duration
- 6h
- When
- Saturday
- Estimated price
- $170–800
Flights from Key West International Airport to General Mitchell International Airport via Reagan Washington
- Ave. Duration
- 6h 11m
- When
- Saturday
- Estimated price
- $200–900
Flights from Key West International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 6h 17m
- When
- Every day
- Estimated price
- $170–800
- Website
- united.com
Flights from Key West International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 44m
- When
- Every day
- Estimated price
- $85–400
Flights from Key West International Airport to South Bend via Washington Dulles
- Ave. Duration
- 7h 1m
- When
- Every day
- Estimated price
- $130–600
Flights from Key West International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 6h 5m
- When
- Saturday
- Estimated price
- $170–800
- Website
- southwest.com
Flights from Key West International Airport to Chicago Midway International Airport via Orlando
- Ave. Duration
- 5h 11m
- When
- Sunday
- Estimated price
- $110–550
Flights from Key West International Airport to Chicago Midway International Airport via Miami
- Ave. Duration
- 5h 19m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $110–550
Flights from Key West International Airport to Chicago Midway International Airport via Tampa
- Ave. Duration
- 5h 41m
- When
- Wednesday
- Estimated price
- $110–550
- Website
- allegiantair.com
Flights from Key West International Airport to Chicago Midway International Airport via Knoxville
- Ave. Duration
- 4h 42m
- When
- Friday
- Estimated price
- $110–550
Flights from Key West International Airport to South Bend via St. Petersburg
- Ave. Duration
- 4h 19m
- When
- Saturday
- Estimated price
- $110–550
- Website
- flybreeze.com
Flights from Key West International Airport to South Bend via Orlando
- Ave. Duration
- 9h 7m
- When
- Thursday and Sunday
- Estimated price
- $180–1,000
- Phone
- +1 312-696-3872
- Website
- Metra
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Naperville Amtrak Station
- Ave. Duration
- 33 min
- Frequency
- Twice daily
- Estimated price
- $15–24
- Website
- Amtrak
Train from Hollywood Amtrak Station to Chicago Union Station
- Ave. Duration
- 46h 16m
- Frequency
- Once daily
- Estimated price
- $1,100–1,800
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Hourly
- Estimated price
- $14–17
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $14–17
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 4 hours
- Estimated price
- $4–16
- Schedules at
- Northern Indiana Commuter Transportation District
- Phone
- +1 305-809-3700
- 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
- Key West Transit
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
- Key West Transit
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Big Pine Key to Miami Airport Station
- Ave. Duration
- 3h 30m
- Frequency
- 3 times a day
- Estimated price
- $22–35
- Website
- Greyhound
Bus from Washington Union Station to Chicago Bus Station
- Ave. Duration
- 17h 10m
- Frequency
- Twice daily
- Estimated price
- $120–190
- Website
- Greyhound
Bus from Big Pine Key to Miami Airport Station
- Ave. Duration
- 3h 30m
- Frequency
- 3 times a day
- Estimated price
- $22–35
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Miami Airport Station to Washington Union Station
- Ave. Duration
- 21h 30m
- Frequency
- 4 times a week
- Estimated price
- $170–260
- Schedules at
- Flixbus USA
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