Find a great deal and save up to 27% by booking at least 31 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago to Florida within the next two weeks, with the cheapest ticket starting at $149.
May can be a great time to fly to Florida from Chicago with a flight ticket averaging about $230. Cheapflights users have found deals in the month of May for as cheap as $61. The most expensive prices can be found in the month of March.
When flying from Chicago to Florida, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$39 - $64
Route
Depart
Return
Price
Chicago O'Hare IntlFort Lauderdale
ORD - FLL
ORDFLL
Chicago O'Hare Intl
Wed 5/29
Nonstop3h 05m
Fort Lauderdale
Wed 6/5
Nonstop3h 21m
Chicago MidwayMiami
MDW - MIA
MDWMIA
Chicago Midway
Wed 5/29
Nonstop3h 11m
Miami
Wed 6/5
Nonstop3h 11m
Chicago O'Hare IntlFort Lauderdale
ORD - FLL
ORDFLL
Chicago O'Hare Intl
Wed 5/29
Nonstop3h 06m
Fort Lauderdale
Tue 6/4
Nonstop3h 13m
Chicago MidwayMiami
MDW - MIA
MDWMIA
Chicago Midway
Wed 5/29
Nonstop3h 11m
Miami
Wed 6/5
Nonstop3h 11m
Chicago O'Hare IntlMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Wed 6/5
Nonstop3h 18m
Miami
Wed 6/12
Nonstop3h 26m
Chicago MidwayMiami
MDW - MIA
MDWMIA
Chicago Midway
Wed 5/29
Nonstop3h 11m
Miami
Wed 6/5
Nonstop3h 11m
Chicago O'Hare IntlFort Lauderdale
ORD - FLL
ORDFLL
Chicago O'Hare Intl
Wed 5/29
Nonstop3h 06m
Fort Lauderdale
Wed 6/5
Nonstop3h 22m
Chicago MidwayMiami
MDW - MIA
MDWMIA
Chicago Midway
Wed 5/29
Nonstop3h 11m
Miami
Wed 6/5
Nonstop3h 11m
Chicago O'Hare IntlOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Wed 5/29
1 stop5h 09m
Orlando
Wed 6/5
Nonstop3h 08m
No data available for this route at this time. Please check back soon.
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Florida often provides a refuge for residents in Chicago looking to get away from bitterly cold winters. The state is home to some of the most popular beaches and tourist destinations in the country, making it a great option for singles, couples and families looking for a getaway. Between Disney World, Miami Beach and the Florida Keys, there's no shortage of fun to be had in Florida.
Both Florida and Chicago are home to fun, hardworking locals who know how to enjoy the best that their hometowns have to offer. However, the climates couldn't be more different. Summers in Florida are hot and humid, much more so than Chicago summers, and winters in Florida tend to be mild and enjoyable. Native Chicagoans visiting Florida will feel right at home in the bustling metropolis that is Miami, and they can get the world-famous theme park experiences in Orlando/Kissimmee. The white sandy beaches of Florida's coastline provides plenty of space for visitors to relax, and Chicagoans will feel right at home, as they have plenty of access to beautiful beaches in their fair city too.
Put our convenient smart engine to use, and find cheap flights from Chicago to any of Florida's most popular destination cities for your next vacation getaway.
6%of flight departures | Early morningMidnight to 6 am |
---|---|
51%of flight departures | Morning6 am to noon |
41%of flight departures | AfternoonNoon to 6 pm |
2%of flight departures | Evening6 pm to midnight |
Cheapflights helps you search for flights from Chicago to Florida via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
Cheapflights helps you find that perfect flight to Florida from Chicago by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!
Yes! Cheapflights helps users easily find flights from Chicago to Florida with no change fees.
Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Florida from Chicago today and book when prices fit your budget.