What is the cheapest way to get from Chicago to Florida Keys?

The cheapest way to get from Chicago to Florida Keys is to fly which costs $90 - $410 and takes 5h 5m.

What is the fastest way to get from Chicago to Florida Keys?

The fastest way to get from Chicago to Florida Keys is to fly which takes 5h 5m and costs $90 - $410.

How far is it from Chicago to Florida Keys?

The distance between Chicago and Florida Keys is 1280 miles. The road distance is 1476.7 miles.

How long does it take to get from Chicago to Florida Keys?

It takes approximately 5h 5m to get from Chicago to Florida Keys, including transfers.

What is the time difference between Chicago and Florida Keys?

Florida Keys is 1h ahead of Chicago. It is currently 3:05 PM in Chicago and 4:05 PM in Florida Keys.

Can I drive from Chicago to Florida Keys?

Yes, the driving distance between Chicago to Florida Keys is 1477 miles. It takes approximately 27h 7m to drive from Chicago to Florida Keys.

Where can I stay near Florida Keys?

There are 967+ hotels available in Florida Keys.

Chicago to Florida Keys - 5 ways to travel via train, plane, and car

How to get fromChicago to Florida Keys

Travel from

See all options

Search accommodation with Expedia

There are 5 ways to get from Chicago to Florida Keys by plane, 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 from Chicago O'Hare International Airport
best
1. Fly from Chicago O'Hare International Airport (ORD) to Key West International Airport (EYW)plane ORD - EYW
5h 5m
$92–405
Drive 1,468.1 mi
1. Drive from Chicago to Key Westcar 1,468.1 mi
27h 7m
$268–387
Fly from Chicago Midway International Airport
1. Fly from Chicago Midway International Airport (MDW) to Key West International Airport (EYW)plane MDW - EYW
6h 49m
$112–505
Train to South Bend, fly
1. Take the train from Van Buren St. to South Bend Airporttrain
2. Fly from South Bend (SBN) to Key West International Airport (EYW)plane SBN - EYW
7h 54m
$113–484
Train to General Mitchell International Airport, fly
1. Take the train from Chicago Union Station to Milwaukeetrain
2. Fly from General Mitchell International Airport (MKE) to Key West International Airport (EYW)plane MKE - EYW
7h 52m
$159–670

Chicago O'Hare International Airport (ORD) to Key West International Airport (EYW) flights

46Weekly Planes

5h 11mAverage Duration

$90Cheapest Price

See schedules

Questions & Answers

Map of how to get from Chicago to Florida Keys.

Launch map view

Distance: 1,272.1 mi
Duration: 5h 5m

What companies run services between Chicago, IL, USA and Florida Keys, Monroe County, FL, USA?

American Airlines, United Airlines, and Delta fly from Chicago O'Hare International Airport (ORD) to Key West International Airport (EYW) every 4 hours.

Airlines

Train operators

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?

Rome2Rio’s travel guides to the US tell you the best ways to explore the country, from Amtrak to Greyhound to the New York Subway.

Read the travel guide Travelling to the US: What do I need to know?

Why you should take the train in the US

Rome2Rio has everything you need to know about travelling with Amtrak

Read the travel guide Why you should take the train in the US

How to get fromChicago to Florida Keysby plane, car, or train

There are 5 ways to get from Chicago to Florida Keys by plane, car, or train

Fly from Chicago O'Hare International Airport

Drive 1,468.1 mi

Fly from Chicago Midway International Airport

Train to South Bend, fly

Train to General Mitchell International Airport, fly