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Moving from Chicago and Illinois to Florida

Every year, thousands of Chicagoland and Illinois residents trade lake-effect winters for Florida sunshine, from Naples and Fort Myers to Tampa, Orlando and Miami. Here's how to plan a smooth Midwest-to-Florida move.

By the FloridaMoveQuotes.com team · Published October 15, 2026

Illinois to Florida at a glance

From Chicago to…Approx. driving distanceApprox. drive time
Jacksonvilleabout 1,060 miles15–16 hours
Orlandoabout 1,150 miles17–18 hours
Tampaabout 1,160 miles17–18 hours
Sarasotaabout 1,220 miles18–19 hours
Naples / Fort Myersabout 1,300–1,330 miles19–20 hours
Miamiabout 1,380 miles20–21 hours

Most of the drive follows I-65 and I-75 south through Indiana, Kentucky, Tennessee and Georgia. From Springfield, Peoria or the Quad Cities, add or subtract a couple of hours.

Where Illinois movers are heading in Florida

Southwest Florida: Naples, Fort Myers and Cape Coral

A long-time favorite of Midwest retirees and snowbirds, with Gulf beaches, golf communities and canal homes. Many communities are HOAs with move rules, and many homes sit in flood zones, so look at flood insurance early.

Tampa Bay and Sarasota

Big-city amenities on the Gulf, popular with families and remote workers.

Orlando and Central Florida

Newer suburbs, strong job growth and easy access to both coasts.

Miami and South Florida

For Chicagoans who want to keep the big-city high-rise lifestyle, just warmer. Expect condo elevator rules and certificate-of-insurance requirements.

Chicago and suburban moving logistics

Leave the winter gear behind

Snow blowers, shovels, heavy coats, winter tires and salt spreaders add weight and won't get much use in Florida. Sell or donate them before moving day, and you'll pay less to ship what you'll actually use. Keep one jacket for the occasional cool Florida morning.

What affects the cost of an Illinois to Florida move

See our Florida moving cost guide for rough ranges by home size.

Becoming a Florida resident

Get your Illinois to Florida quote

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Other popular moving routes

Frequently Asked Questions

How long does it take to move from Chicago to Florida?

Most routes are 1,050 to 1,400 miles, or roughly 16 to 21 hours of driving. Household shipments commonly arrive within a few days to about two weeks after pickup, depending on whether you book a dedicated truck or a shared load.

How much does it cost to move from Illinois to Florida?

Price depends on shipment size, distance, dates and services. As a rough guide, many 2–3 bedroom moves from Chicagoland to Florida fall in the mid four figures to low five figures. An inventory-based quote gives you an accurate number.

Is it a good idea to move from Chicago to Florida in winter?

It can be. Winter is a slower season for many Midwest movers, but snow and ice can delay loading, and southbound snowbird demand into Florida is high from October through April. Book early and keep a backup date.

Do I need a permit for a moving truck in Chicago?

Many Chicago streets require reserved parking for a moving truck, often arranged with temporary no-parking signs through the city, and many buildings require a certificate of insurance and elevator reservation. Check city and building rules several weeks ahead.

Will I save on taxes moving from Illinois to Florida?

Florida has no state personal income tax, while Illinois has a flat state income tax. Property taxes and insurance also differ, so talk to a tax professional about your final Illinois part-year return.

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