Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $85 (FlightHub) |
One-way from | $46 (Cheapflightsfares) |
Popular in | March |
Cheapest in | September |
Average price | $193 |
Good round-trip deal | $102 or less |
Good one-way deal | $38 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
Tue 5/6
7:47 pm-8:24 am
1 stop11h 37m
Tampa
Tue 5/13
6:08 pm-8:08 pm
Nonstop3h 00m
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
Sat 5/17
6:30 am-10:08 am
Nonstop2h 38m
Tampa
Sat 5/24
5:43 pm-7:48 pm
Nonstop3h 05m
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Tue 5/6
7:00 pm-11:12 pm
Nonstop3h 12m
Miami
Wed 5/7
3:15 pm-5:41 pm
Nonstop3h 26m
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Mon 4/28
4:30 pm-8:30 pm
Nonstop3h 00m
Orlando
Fri 5/2
1:51 pm-3:59 pm
Nonstop3h 08m
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Tue 5/20
7:47 am-11:26 am
Nonstop2h 39m
Orlando
Fri 5/23
9:25 pm-11:29 pm
Nonstop3h 04m
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
Sat 5/3
9:19 am-1:05 pm
Nonstop2h 46m
Tampa
Sat 5/10
2:00 pm-4:03 pm
Nonstop3h 03m
ChicagoFort Lauderdale
ORD - FLL
ORDFLL
Chicago O'Hare Intl
Wed 5/28
12:41 pm-4:44 pm
Nonstop3h 03m
Fort Lauderdale
Tue 6/3
6:30 am-8:50 am
Nonstop3h 20m
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Mon 6/2
9:12 pm-12:53 am
Nonstop2h 41m
Orlando
Sat 6/7
5:30 pm-7:25 pm
Nonstop2h 55m
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Thu 5/8
4:15 pm-8:18 pm
Nonstop3h 03m
Orlando
Mon 5/12
9:23 pm-11:32 pm
Nonstop3h 09m
ChicagoFort Myers
ORD - RSW
ORDRSW
Chicago O'Hare Intl
Fri 5/9
12:26 pm-4:13 pm
Nonstop2h 47m
Fort Myers SW Florida Intl
Mon 5/12
9:15 am-11:31 am
Nonstop3h 16m
Currently, September is the cheapest month in which you can book a flight from Chicago to Florida (average of $229). Flying from Chicago to Florida in March is currently the most expensive (average of $289). 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 decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
The most flights from CHI to USFL are scheduled on a Wednesday (51 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (32 on average).
In terms of precipitation, rainfall in Florida ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Florida when rainfall is around 2.4 in.
If weather is an important factor for your trip to Florida, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).
Comfort
Food
Boarding
Entertainment
Crew
Overall
Reviews
Anonymous,Apr 2025
LAS - STS
Comfort
Food
Boarding
Entertainment
Crew
Overall
Reviews
Anonymous,Apr 2025
LAS - STS
Comfort
Food
Boarding
Entertainment
Crew
Overall
Reviews
Anonymous,Apr 2025
LAS - STS
Comfort
Food
Boarding
Entertainment
Crew
Overall
Reviews
Anonymous,Apr 2025
LAS - STS
Comfort
Food
Boarding
Entertainment
Crew
Overall
Reviews
Anonymous,Apr 2025
LAS - STS
Comfort
Food
Boarding
Entertainment
Crew
Overall
Reviews
Anonymous,Apr 2025
LAS - STS
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$37 | Average$181 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$42 | Average$184 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$89 | Average$195 | FlexibilityNo cancel fee | On-time88% | |
Cheapest$95 | Average$368 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$134 | Average$348 | FlexibilityNo cancel fee | On-time83% | |
Cheapest$144 | Average$362 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$159 | Average$347 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$180 | Average$417 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$233 | Average$356 | FlexibilityNo cancel fee | On-time62% |