
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $90 (Spirit) |
One-way from | $40 (Spirit) |
Popular in | March |
Cheapest in | August |
Average price | $293 |
Good round-trip deal | $101 or less |
Good one-way deal | $42 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoFort Lauderdale
ORD - FLL
ORDFLL
Chicago O'Hare Intl
Mon 4/27
11:28 am-9:03 pm
1 stop8h 35m
Fort Lauderdale
Tue 4/28
6:15 am-10:23 am
1 stop5h 08m
ChicagoFort Lauderdale
ORD - FLL
ORDFLL
Chicago O'Hare Intl
Sat 4/25
7:15 pm-11:24 pm
Nonstop3h 09m
Fort Lauderdale
Tue 4/28
6:15 am-10:23 am
1 stop5h 08m
ChicagoFort Lauderdale
ORD - FLL
ORDFLL
Chicago O'Hare Intl
Sat 4/18
9:16 am-6:40 pm
1 stop8h 24m
Fort Lauderdale
Sat 4/25
12:25 pm-9:12 pm
1 stop9h 47m
ChicagoFort Lauderdale
ORD - FLL
ORDFLL
Chicago O'Hare Intl
Wed 5/27
7:45 pm-11:54 pm
Nonstop3h 09m
Fort Lauderdale
Tue 6/2
10:07 pm-12:27 am
Nonstop3h 20m
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Fri 5/15
11:51 am-11:29 pm
1 stop10h 38m
Miami
Wed 5/20
6:44 am-5:11 pm
1 stop11h 27m
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Sat 5/2
3:30 pm-7:05 pm
Nonstop2h 35m
Tampa
Sat 5/9
7:00 am-12:10 pm
1 stop6h 10m
ChicagoFort Lauderdale
MDW - FLL
MDWFLL
Chicago Midway
Sat 5/9
11:40 am-3:35 pm
Nonstop2h 55m
Fort Lauderdale
Sat 5/16
7:00 am-9:10 am
Nonstop3h 10m
ChicagoFort Lauderdale
MDW - FLL
MDWFLL
Chicago Midway
Sat 4/25
11:40 am-3:35 pm
Nonstop2h 55m
Fort Lauderdale
Tue 4/28
6:50 am-9:00 am
Nonstop3h 10m
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Tue 4/28
11:10 am-3:55 pm
1 stop3h 45m
Tampa
Sat 5/2
6:55 am-8:40 am
Nonstop2h 45m
ChicagoFort Lauderdale
ORD - FLL
ORDFLL
Chicago O'Hare Intl
Thu 5/14
11:51 am-9:51 pm
1 stop9h 00m
Fort Lauderdale
Sun 5/17
9:30 am-5:11 pm
1 stop8h 41m
Currently, October is the cheapest month in which you can book a flight from Chicago to Florida (average of $49). Flying from Chicago to Florida in July is currently the most expensive (average of $92). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
When flying from Chicago to Florida, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 3% versus a flight in the evening.
Travelers seeking maximum savings on their Chicago to Florida flight should consider departing on Wednesday at noon when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to USFL are scheduled on a Monday (60 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (38 on average).
Boarding
Food
Comfort
Overall
Crew
Entertainment
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Food
Comfort
Overall
Crew
Entertainment
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Food
Comfort
Overall
Crew
Entertainment
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Food
Comfort
Overall
Crew
Entertainment
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Food
Comfort
Overall
Crew
Entertainment
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Food
Comfort
Overall
Crew
Entertainment
Reviews
Scott,Feb 2026
HOU - FLL
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.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$56 | Average$191 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$67 | Average$190 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$84 | Average$202 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$89 | Average$273 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$98 | Average$362 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$119 | Average$353 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$154 | Average$355 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$156 | Average$336 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$176 | Average$249 | FlexibilityNo cancel fee | On-time75% |