Fly from
Fly to
Route
Depart
Return
Price
TampaChicago
TPA - ORD
TPAORD
Tampa
Tue 11/19
10:46 am-12:35 pm
Nonstop2h 49m
TampaChicago
TPA - ORD
TPAORD
Tampa
Sat 11/23
2:35 pm-11:18 pm
1 stop9h 43m
TampaChicago
TPA - MDW
TPAMDW
Tampa
Wed 11/20
7:25 am-9:10 am
Nonstop2h 45m
TampaChicago
TPA - ORD
TPAORD
Tampa
Fri 12/6
9:45 am-11:41 am
Nonstop2h 56m
Fort MyersChicago
RSW - ORD
RSWORD
Fort Myers SW Florida Intl
Tue 1/21
12:52 pm-3:08 pm
Nonstop3h 16m
Fort LauderdaleChicago
FLL - MDW
FLLMDW
Fort Lauderdale
Tue 12/24
5:00 pm-10:33 pm
1 stop6h 33m
Fort LauderdaleChicago
FLL - ORD
FLLORD
Fort Lauderdale
Thu 1/9
11:30 am-5:18 pm
1 stop6h 48m
TampaChicago
TPA - MDW
TPAMDW
Tampa
Fri 1/17
6:15 am-12:33 pm
1 stop7h 18m
MiamiChicago
MIA - ORD
MIAORD
Miami
Thu 11/14
2:39 pm-9:12 pm
1 stop7h 33m
Fort LauderdaleChicago
FLL - MDW
FLLMDW
Fort Lauderdale
Thu 11/7
7:19 pm-7:42 am
1 stop13h 23m
Currently, September is the cheapest month in which you can book a flight from Florida to Chicago (average of $232). Flying from Florida to Chicago in June is currently the most expensive (average of $308). 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 Florida to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
If weather is an important factor for your trip to Chicago, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Boarding
Overall
Entertainment
Crew
Comfort
Food
Reviews
No tray tables for food or drink not convenient nor comfortable
Boarding
Overall
Entertainment
Crew
Comfort
Food
Reviews
No tray tables for food or drink not convenient nor comfortable
Boarding
Overall
Entertainment
Crew
Comfort
Food
Reviews
No tray tables for food or drink not convenient nor comfortable
Boarding
Overall
Entertainment
Crew
Comfort
Food
Reviews
No tray tables for food or drink not convenient nor comfortable
Boarding
Overall
Entertainment
Crew
Comfort
Food
Reviews
No tray tables for food or drink not convenient nor comfortable
If you fly into Chicago O’Hare International Airport you’ll be about 14 miles from the central Loop business district in the city. This airport took over as the primary one for the city some time ago. It used to be Midway. The airport serves more than 83 million travelers in a year, making it the sixth busiest one in the world.
The other place you might fly into is Midway International Airport. This one is closer to the Loop district at only eight miles away. The airport handles over 22 million passengers per year and is the second busiest airport in Illinois. The majority of flights going into Midway are operated by Southwest Airlines.
Southwest flies into Midway with stopovers in Baltimore, Atlanta, Birmingham, and Kansas City. You might also stop in Dallas, St. Louis, or Manchester in New Hampshire. None of the stopovers are much more than an hour and many of them are under that.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Frontier | Cheapest$49 | Average$149 | FlexibilityNo cancel fee | On-time62% |
Spirit Airlines | Cheapest$59 | Average$147 | FlexibilityNo cancel fee | On-time65% |
Allegiant Air | Cheapest$100 | Average$196 | FlexibilityNo cancel fee | On-time88% |
American Airlines | Cheapest$138 | Average$296 | FlexibilityNo cancel fee | On-time71% |
United Airlines | Cheapest$151 | Average$343 | FlexibilityNo cancel fee | On-time69% |
Southwest | Cheapest$155 | Average$341 | FlexibilityNo cancel fee | On-time63% |
Delta | Cheapest$176 | Average$384 | FlexibilityNo cancel fee | On-timeN/A |