Travel made simple with Trailways
Unbeatable Prices
One of the best inventories of bus tickets in one place - with exclusive fares you won't find elsewhere.
Proven Reliability
On-time travel services - trust our reputation for reliable bus transportation.
Comfort and Convenience
Numerous upgraded buses with large leather recliners, free wi-fi, and power outlets for each seat.
Overview
About buses from Islamorada, FL to Chicago, IL
Buses from Islamorada, FL to Chicago, IL travel the 1245mi (2003.63km) journey, taking approximately 1d, 12h, 8m. Usually, there are 3 buses operating per day. While the average ticket price for this journey is around $479.30, you can find the cheapest bus tickets for as low as $466.15.
- Distance1245mi (2003.63km)
- Average trip duration
- Average bus ticket price$479.30
- Trips per day3
- Top CarriersGreyhound Lines
Bus Station Information for Chicago, IL
Chicago (95th & Dan Ryan)
Chicago, IL 60628
- Address
- 95th & Dan Ryan
Chicago, IL 60628
Phone Number
(800) 858-8555
Chicago (Cumberland Avenue)
Chicago, IL 60631
- Address
- 5800 N Cumberland Ave
Chicago, IL 60631
Phone Number
(800) 858-8555
Chicago (Bus Station)
Chicago, IL 60607
- Address
- 630 West Harrison Street
Chicago, IL 60607
Phone Number
(800) 858-8555
Chicago (Amtrak Union Station)
Chicago, IL 60606
- Address
- 225 S. Canal St.
Chicago, IL 60606
Phone Number
(800) 858-8555
City InformationforIslamorada, FL
If you're daydreaming about a tropical paradise without leaving the continental U.S., hop on a bus to Islamorada, FL. This charming town in the Florida Keys offers an unforgettable getaway with its endless adventure and laid-back vibe.
Dive straight into the turquoise waters that surround the town, perfect for snorkeling or fishing. Islamorada is famously dubbed the "Sportfishing Capital of the World," so angling enthusiasts, bring your A-game and reel in a big one! If you’re looking for more adventure, paddle through the mangrove tunnels or go kayaking at the Indian Key Historic State Park.
On land, discover the unique local flavor at family-run seafood shacks serving up the freshest catch, often with a side of stunning ocean views. For a casual dose of local culture, enjoy live music at one of the bayside bars as the sun dips beneath the horizon.
With each corner brimming with excitement or relaxation, it’s time to let Islamorada work its magic on you. So, grab those bus tickets to Islamorada, FL, and let the beautiful Keys enchant you.
City InformationforChicago, IL
There’s so much to see in the Windy City, you’ll be booking your next bus to Chicago before your trip is over. No matter the season, there’s plenty to do, from lounging on lakeside beaches in the summer to ice skating in Millennium Park.
Chicago’s famous for its dogs and its deep dish, if you’re looking for eats. Museums dot the map, including The Art Institute of Chicago, Field Museum, and Griffin Museum of Science and Industry. Catch a game if your sport’s in season – Bulls or Bears, Cubs or White Sox.
If you ask a local – which we always do – an Architecture Tour is on the don’t miss list. And if you’re on a budget, just go for a stroll on the Riverwalk, Navy Pier, or by “the bean” - Millennium Park’s famed Cloud Gate sculpture.
Whatever mood strikes you, Chi-town's got something to keep you busy.
Frequently Asked Questions about the Bus Ride
Planning on taking the bus from Islamorada to Chicago? We have daily departures from Islamorada to Chicago starting as low as $466.15. Get to Chicago affordably. Buy your bus ticket online.How long does it take to get from Islamorada to Chicago?
How many buses are there from Islamorada to Chicago?
How early should I arrive at Islamorada?
What is the average cost of the trip?
What bus companies offer services?
How long does it take?
What if my question isn't listed?
