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Chicago, IL, USA to Sarasota, FL, USA from $107: 5 ways by bus, train, flight or car

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from
Chicago, United States of America
to
Sarasota, United States of America

How to Get from Chicago to Sarasota: Cheapest, Fastest and Best Way

1Map provides directions to cities, towns, landmarks, attractions, and addresses worldwide, offering thousands of multi-modal routes to easily get you from point A to point B.

$107 - Bus, ZugBest price
1060 kmDistance
4h 27m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to Sarasota with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company
various
Drive
Average Duration
4h  27m
Estimated price
$142-657
Recommended
Company
various
Bus
Drive
Average Duration
34h  26m
Estimated price
$107-172
Cheapest
route map
Distance: 1060 km
Duration: 4h 27m

See more options

Company
various
Bus
Average Duration
30h  43m
Estimated price
$109-356
Company
various
Drive
Average Duration
4h  59m
Estimated price
$162-377
Company
various
Drive
Average Duration
20h  8m
Estimated price
$220-1420
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Traveling From Chicago to Sarasota

The journey from Chicago, with its bustling urban vibe and rich cultural scene, to Sarasota, known for its serene beaches and relaxed atmosphere, offers a fascinating contrast in experiences.

Best Neighbourhoods in Sarasota

Sarasota boasts diverse neighborhoods, each offering distinct experiences for visitors.

Downtown Sarasota
• Vibrant arts scene with galleries and theaters.
• Abundant dining options, from casual to upscale.
Siesta Key
• Famous for its stunning white-sand beaches.
• Lively atmosphere with shops and nightlife.
Burns Court
• Charming historic district with unique boutiques.
• Offers a cozy, quiet ambiance for relaxation.

Best Times To Visit Sarasota's Attractions

Timing your visits can greatly enhance your Sarasota experience.

The Ringling Museum
Early weekdays are best for fewer crowds and a more relaxed atmosphere.
Siesta Key Beach
Visit early in the morning for calm waters and stunning sunrises.
St. Armands Circle
Late afternoon offers a lively vibe with fewer tourists.

Sarasota Weather: What to Expect Year-Round

Sarasota enjoys a warm, tropical climate with mild winters and hot summers, making it a year-round destination. Visiting during spring or fall often provides the most pleasant weather and fewer crowds, enhancing your travel experience.

Sarasota Dining Recommendation

When in Sarasota, indulge in the fresh seafood at The Crab & Fin, where the flavors of the Gulf Coast shine through in every dish. This dining experience stands in stark contrast to Chicago's robust deep-dish options, offering a laid-back atmosphere paired with the vibrant tastes of locally sourced ingredients.

Chicago - Sarasota operators

Explore transport companies operating between Chicago and Sarasota, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Plane
Website
southwest.com

Plane from Chicago Midway to Sarasota/Bradenton

Average Duration
2h 35m
Estimated price
$1426-1427

Plane from Chicago Midway to Sarasota/Bradenton via Atlanta

Average Duration
4h 20m
Estimated price
$1426-1427

Plane from Chicago Midway to Sarasota/Bradenton via Nashville

Average Duration
4h 17m
Estimated price
$1426-1427

Plane from Chicago Midway to Sarasota/Bradenton via St. Louis

Average Duration
4h 23m
Estimated price
$1428-1424

Plane from Chicago O'Hare to Sarasota/Bradenton via Nashville

Average Duration
4h 31m
Estimated price
$1429-6570
Website
delta.com

Plane from Chicago Midway to Sarasota/Bradenton via Atlanta

Average Duration
4h 18m
Estimated price
$6571-6572

Plane from Chicago O'Hare to Sarasota/Bradenton via Atlanta

Average Duration
4h 57m
Estimated price
$6573-6574
Website
united.com

Plane from Chicago O'Hare to Sarasota/Bradenton

Average Duration
2h 55m
Estimated price
$6575-6576
Website
aa.com

Plane from Chicago O'Hare to Sarasota/Bradenton

Average Duration
2h 55m
Estimated price
$1429-1427
Bus Show bus routes
Contact phone
+1 214-849-8100
Website
greyhound.com

Bus from Chicago Bus Station to Atlanta Bus Station

Average Duration
16h 10m
Estimated price
$6579-1429

Bus from Atlanta Bus Station to Orlando Bus Station

Average Duration
8h
Estimated price
$1070-1071

Bus from Orlando Bus Station to Sarasota Cattlemen Transfer Center

Average Duration
3h 20m
Estimated price
$1072-65775

Bus from Ft Lauderdale Broward Park & Ride to Sarasota Cattlemen Transfer Center

Average Duration
3h 45m
Estimated price
$1073-1074
Contact phone
+1 (855) 626-8585
Website
flixbus.com

Bus from Chicago Bus Station to Atlanta Bus Station

Average Duration
13h 35m
Estimated price
$65775-1422

Bus from Atlanta Bus Station to Orlando Bus Station

Average Duration
8h 20m
Estimated price
$1075-1076

Bus from Orlando Bus Station to Sarasota Cattlemen Transfer Center

Average Duration
3h 45m
Estimated price
$1077-1078
Train
Contact phone
954-783-6030
Website
tri-rail.com

Train from West Palm Beach Station to Fort Lauderdale Station

Average Duration
54m
Estimated price
$6577-6578

Chicago to Sarasota: Overview of Bus, Train, Flight, and Car Trips

Traveling between Chicago and Sarasota offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.

🚌 Embark on a scenic journey from Chicago to Sarasota by bus, spanning 1,300 miles with 2 transfers. Travel through Atlanta and Orlando before reaching your final destination. Enjoy the comfort of Greyhound and FlixBus on this 1 day, 8-hour adventure. 🌴 Traverse through diverse landscapes on the 1,299-mile route from Chicago to Sarasota, taking 2 transfers along the way. With stops in Atlanta, Orlando, and Miami, soak in the sights as you make your way towards the sunny shores of Sarasota. Greyhound and FlixBus ensure a smooth and convenient travel experience. 🌞 Experience a longer but equally rewarding journey covering 1,335 miles with 3 transfers from Chicago to Sarasota by bus. Explore cities like Tallahassee and Tampa before arriving in the vibrant destination of Sarasota. Greyhound and FlixBus will be your trusted companions throughout this 1 day, 17-hour trip.

Frequently asked questions

Find out more about the route from Chicago to Sarasota.

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The distance between Chicago and Sarasota is approximately 1,100 miles by road. The typical travel time by car is around 18-20 hours, depending on traffic and rest stops. Alternatively, you can also fly between the two cities, with a flight time of about 3 hours. Trains and buses are also available options, but they generally take longer than driving or flying.
The most cost-effective and time-efficient transportation option for traveling from Chicago to Sarasota is typically flying. While driving may be cheaper in terms of transportation costs, it is more time-consuming and can also incur expenses such as fuel and accommodation. Flying allows you to cover the distance in a much shorter time, saving you both money and time in the long run.
The prices for traveling from Chicago to Sarasota can vary depending on the mode of transportation chosen. Flight prices typically range from $100 to $300 one way, with factors such as booking in advance and time of travel affecting costs. Driving costs include expenses such as gas, tolls, and potential overnight accommodations, totaling approximately $150 to $250 one way. Additionally, train and bus ticket prices vary but generally fall within the range of $50 to $150 one way.
To travel from Chicago to Sarasota without using public transportation, you can drive your own car or rent a vehicle for the journey. The driving route typically takes about 18-20 hours, depending on traffic and rest stops along the way. Alternatively, you can hire a private car service or opt for ridesharing platforms for a more comfortable and personalized travel experience.
To travel from Chicago to Sarasota without a car, you can consider flying directly between the two cities. There are multiple airlines that operate flights connecting Chicago O'Hare International Airport and Sarasota-Bradenton International Airport. Another option is to take a Greyhound bus, which offers routes between Chicago and Sarasota, though it may take longer than flying. Additionally, Amtrak provides train services from Chicago to various destinations, but you may need to combine train and bus routes to reach Sarasota.
Yes, there is a direct link between Chicago and Sarasota primarily through flights. Several airlines, such as American Airlines, United Airlines, and Southwest Airlines, offer direct flights between Chicago O'Hare International Airport and Sarasota-Bradenton International Airport. These flights provide a convenient and efficient way to travel between the two cities without the need for layovers or connecting flights. Additionally, there are direct bus routes operated by Greyhound that connect Chicago to Sarasota, although the journey may take longer compared to flying.
The flight between Chicago and Sarasota typically takes around 2.5 to 3 hours, depending on the airline and specific flight route. The cost of a typical one-way flight between the two cities can range from $100 to $300 or more, depending on the time of booking, airline, and availability. It's advisable to book in advance or look for deals to secure the best prices for your flight.
There are numerous accommodation options near Sarasota ranging from luxury resorts to budget-friendly hotels and cozy bed and breakfasts. Some popular areas to consider for lodging include downtown Sarasota and Longboat Key, all offering a variety of accommodations to suit different preferences and budgets. Additionally, Airbnb and vacation rental options are also available for those looking for a more home-like stay. It's recommended to book your accommodation in advance, especially during peak travel seasons, to ensure availability and secure the best rates.

Trips from Chicago

Trips to Sarasota