Fly from
Fly to
Route
Depart
Return
Price
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
Wed 2/19
6:50 am-5:23 am
1 stop21h 33m
Tampa
Wed 2/26
10:40 am-4:56 pm
1 stop7h 16m
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Wed 2/12
8:12 am-1:54 pm
1 stop4h 42m
Tampa
Wed 2/19
9:08 pm-11:00 pm
Nonstop2h 52m
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
Wed 12/18
10:22 pm-7:53 am
1 stop8h 31m
Tampa
Sun 12/22
5:49 am-7:47 am
Nonstop2h 58m
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
Thu 1/9
10:29 am-2:18 pm
Nonstop2h 49m
Tampa
Mon 1/13
3:13 pm-5:20 pm
Nonstop3h 07m
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Tue 12/10
8:02 pm-12:20 am
Nonstop3h 18m
Miami
Thu 12/12
6:00 am-2:00 pm
1 stop9h 00m
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Tue 12/10
8:15 am-11:23 pm
1 stop14h 08m
Miami
Thu 12/12
12:42 pm-3:12 pm
Nonstop3h 30m
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Tue 12/17
8:02 pm-12:20 am
Nonstop3h 18m
Miami
Wed 12/18
1:42 pm-4:12 pm
Nonstop3h 30m
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Tue 12/17
5:38 pm-11:59 pm
1 stop5h 21m
Miami
Wed 12/25
1:03 pm-9:45 pm
1 stop9h 42m
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Mon 12/16
3:25 pm-12:11 am
1 stop7h 46m
Orlando
Wed 12/18
4:11 pm-9:45 pm
1 stop6h 34m
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Fri 2/7
7:15 am-1:27 am
1 stop17h 12m
Orlando
Mon 2/10
6:20 am-12:17 am
1 stop18h 57m
Currently, September is the cheapest month in which you can book a flight from Chicago to Florida (average of $218). Flying from Chicago to Florida in March is currently the most expensive (average of $286). 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 Tuesday (38 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (18 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).
Entertainment
Comfort
Overall
Food
Boarding
Crew
Reviews
My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Entertainment
Comfort
Overall
Food
Boarding
Crew
Reviews
My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Entertainment
Comfort
Overall
Food
Boarding
Crew
Reviews
My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Entertainment
Comfort
Overall
Food
Boarding
Crew
Reviews
My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Entertainment
Comfort
Overall
Food
Boarding
Crew
Reviews
My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Entertainment
Comfort
Overall
Food
Boarding
Crew
Reviews
My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
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 |
---|---|---|---|---|
Spirit Airlines | Cheapest$23 | Average$166 | FlexibilityNo cancel fee | On-time65% |
Frontier | Cheapest$29 | Average$197 | FlexibilityNo cancel fee | On-time62% |
United Airlines | Cheapest$95 | Average$380 | FlexibilityNo cancel fee | On-time69% |
Allegiant Air | Cheapest$103 | Average$224 | FlexibilityNo cancel fee | On-time88% |
Sun Country Air | Cheapest$120 | Average$348 | FlexibilityNo cancel fee | On-time83% |
Southwest | Cheapest$143 | Average$390 | FlexibilityNo cancel fee | On-time63% |
Delta | Cheapest$144 | Average$380 | FlexibilityNo cancel fee | On-timeN/A |
American Airlines | Cheapest$154 | Average$322 | FlexibilityNo cancel fee | On-time71% |