Travel Information
Compare bus and flight for Chicago, IL to Key West, FL
Omio recommends booking the flight as it is the most popular option from Chicago, IL to Key West, FL among Omio's users. If you are prioritising price take the bus with prices starting from $208. For those with little time consider booking a flight which can get you there in 3h 12m. The ticket price range depends on the travel mode: a bus costs an average of $208, and a flight costs an average of $303.
Distance: 1241 miles (1998 km)
Compare bus with
| Bus | Most popular Flight |
|---|---|
$239 Average price Cheapest | $427 Average price |
43h 58m Average total duration 43h 28m Onboard + 30m Additional time* | 6h 12m Average total duration Fastest 3h 12m Onboard + 3h 0m Additional time* |
Direct Options | Direct Options |
Compare prices and tickets Chicago, IL to Key West, FL by bus or flight
Compare bus and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
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Why should you book Chicago, IL to Key West, FL buses with Omio?
Why book with Omio vs FlixBus?
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare FlixBus with all available travel options, which are bus and flight to ensure you get the best deal for traveling from Chicago, IL to Key West, FL.
Why book with Omio over Wanderu or Trainline?
- Multiple modes of transport: Omio allows you to compare travel options including bus and flight to find the ideal travel option from Chicago, IL to Key West, FL.
Journey information
Overview: Bus from Chicago, IL to Key West, FL
Buses from Chicago, IL to Key West, FL run on average 4 times per day, taking around 43h 28m. Cheap bus tickets for this journey start at $208 (€169) if you book in advance.
The earliest bus runs at 10:00, the last at 17:00. The fastest bus covers the 1241 miles (1998 km) distance in 38h 30m.
Distance 1241 miles (1998 km) |
Average bus duration 43h 28m |
Cheapest ticket price $208 (€169) |
Buses per day 4 |
Fastest bus 38h 30m |
First bus 10:00 |
Last bus 17:00 |
Cheapest month Jul |
Cheapest day Tue |
High season Jan - Mar |
Low season Jul - Sep |
Bus providers: FlixBus from Chicago, IL to Key West, FLYou can travel by bus between Chicago, IL to Key West, FL with FlixBus for as low as $208 (€169). When you search for schedules and tickets, Omio will show you the best journey
FlixBus
FAQs: Bus from Chicago, IL to Key West, FL
Find answers to the most common questions about traveling from Chicago, IL to Key West, FL by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Key West, FL, this guide helps you travel smarter and with confidence.

- FlixBus
- Assistance
- Priority boarding
- Wheelchair-accessible buses.
- Ernest Hemingway Home and Museum, the former residence of the famous author featuring guided tours and a colony of six-toed cats
- Key West Butterfly and Nature Conservatory, a lush habitat housing hundreds of butterflies and exotic birds
- Fort Zachary Taylor Historic State Park, a Civil War-era fort offering beach access, snorkeling, and picnic areas
- Mallory Square, a waterfront plaza known for its nightly sunset celebrations and street performances
- Key West Lighthouse and Keeper's Quarters Museum, offering panoramic views of the island and insights into maritime history.
- Duval Street, stroll along the vibrant street lined with shops, bars, and restaurants
- Dry Tortugas National Park, visit the remote park known for its historic fort and snorkeling opportunities
- Southernmost Point Buoy, take a photo at the iconic landmark marking the southernmost point in the continental USA
- Key West Ghost and Mysteries Tour, embark on a guided tour exploring the haunted history of the island
- Fury Water Adventures, enjoy a variety of water sports including snorkeling, parasailing, and sunset cruises.
- FlixBus
- You can cancel your ticket up to 15 minutes before departure and receive a voucher for future travel. Refund requests for delays over 120 minutes are possible.
- FlixBus
- One carry-on bag up to 7kg (42x30x18 cm) and one checked bag up to 20kg (80x50x30 cm).
- FlixBus
- Additional luggage can be purchased for a fee.
- FlixBus
- Small pets in carriers allowed
- guide dogs travel for free.
popular bus stations
Popular bus stations from Chicago, IL to Key West, FL
Most popular bus connections from Chicago, IL
More options for your journey from Chicago, IL to Key West, FL
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