Top 8 trips from Chicago to Key West

Chicago to Key West
starting from Chicago
3 hours → Indianapolis
2 hours → Louisville
2.5 hours → Nashville
3.5 hours → Atlanta
3.5 hours → Valdosta
6.5 hours → Ocala
3.5 hours → Miami
3.5 hours → Key West
24 hours of driving
Chicago to Key West via Orlando
starting from Chicago
3 hours → Indianapolis
2 hours → Louisville
2.5 hours → Nashville
3.5 hours → Atlanta
3.5 hours → Valdosta
3.5 hours → Orlando
3.5 hours → Miami
3.5 hours → Key West
24.5 hours of driving
Chicago to Key West via Lexington
starting from Chicago
3 hours → Indianapolis
3 hours → Lexington
3.5 hours → Atlanta
3.5 hours → Valdosta
3.5 hours → Orlando
3.5 hours → Miami
3.5 hours → Key West

25 hours of driving
Chicago to Key West via Montgomery
starting from Chicago
3 hours → Indianapolis
2 hours → Louisville
2.5 hours → Nashville
4.5 hours → Montgomery
6.5 hours → Ocala
3.5 hours → Miami
3.5 hours → Key West

26 hours of driving
Chicago to Key West via Naples
starting from Chicago
3 hours → Indianapolis
2 hours → Louisville
2.5 hours → Nashville
3.5 hours → Atlanta
3.5 hours → Valdosta
4 hours → Tarpon Springs
3 hours → Naples
5 hours → Key West
26 hours of driving
Chicago to Key West via Gatlinburg
starting from Chicago
3 hours → Indianapolis
2 hours → Louisville
4.5 hours → Gatlinburg
6 hours → Savannah
2.5 hours → St Augustine
3.5 hours → Orlando
3.5 hours → Miami
3.5 hours → Key West
26.5 hours of driving
Chicago to Key West via Memphis
starting from Chicago
2 hours → Bloomington
7 hours → Memphis
3.5 hours → Birmingham
3.5 hours → Atlanta
4.5 hours → Gainesville
3.5 hours → Miami
3.5 hours → Key West

28 hours of driving
Chicago to Key West via New Orleans
starting from Chicago
3.5 hours → Altamont
7 hours → Memphis
6 hours → New Orleans
5.5 hours → Tallahassee
3.5 hours → Orlando
4 hours → Coral Gables
2.5 hours → Key West

30 hours of driving

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Explore alternate routes from Chicago to Key West, or you can get reverse directions from Key West to Chicago. Don't forget to factor in the weather. You can check the road conditions from Chicago to Key West. Check out other stops like Orlando, Lexington, Montgomery, Naples (Florida), Gatlinburg, Memphis, or New Orleans.