
Keep the following information in mind while searching for Florida to Chicago flight deals. Data was last updated November 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $140 (CheapOair) |
One-way from | $80 (Super.com) |
Popular in | June |
Cheapest in | February |
Average price | $202 |
Good round-trip deal | $63 or less |
Good one-way deal | $68 or less |
Fly from
Fly to
Route
Depart
Return
Fort LauderdaleChicago
FLL Fort Lauderdale - ORD Chicago O'Hare Intl
FLLORD
Fort Lauderdale
Mon 11/16
7:03 pm-12:45 am
1 stop6h 42m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Fort LauderdaleChicago
FLL Fort Lauderdale - ORD Chicago O'Hare Intl
FLLORD
Fort Lauderdale
Tue 3/9
4:35 pm-10:20 pm
1 stop6h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Fort LauderdaleChicago
FLL Fort Lauderdale - ORD Chicago O'Hare Intl
FLLORD
Fort Lauderdale
Tue 12/29
7:35 pm-12:02 am
1 stop5h 27m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
MiamiChicago
MIA Miami - ORD Chicago O'Hare Intl
MIAORD
Miami
Tue 11/17
8:45 am-2:51 pm
1 stop7h 06m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Fort LauderdaleChicago
FLL Fort Lauderdale - ORD Chicago O'Hare Intl
FLLORD
Fort Lauderdale
Thu 11/12
7:35 am-12:20 pm
1 stop5h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Fort LauderdaleChicago
FLL Fort Lauderdale - ORD Chicago O'Hare Intl
FLLORD
Fort Lauderdale
Fri 11/13
11:21 am-5:17 pm
1 stop6h 56m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Fort LauderdaleChicago
FLL Fort Lauderdale - ORD Chicago O'Hare Intl
FLLORD
Fort Lauderdale
Tue 11/17
2:27 pm-8:14 pm
1 stop6h 47m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Fort LauderdaleChicago
FLL Fort Lauderdale - ORD Chicago O'Hare Intl
FLLORD
Fort Lauderdale
Wed 11/11
8:55 am-2:38 pm
1 stop6h 43m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Fort LauderdaleChicago
FLL Fort Lauderdale - ORD Chicago O'Hare Intl
FLLORD
Fort Lauderdale
Wed 11/11
6:35 am-12:20 pm
1 stop6h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
MiamiChicago
MIA Miami - ORD Chicago O'Hare Intl
MIAORD
Miami
Mon 12/7
9:00 am-11:36 am
Nonstop3h 36m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Everything you need to know about your flight from Florida to Chicago
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.
Find useful and relevant information for your journey from Florida to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$47 | Average$234 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$57 | Average$164 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$98 | Average$308 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$129 | Average$290 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$157 | Average$364 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$160 | Average$380 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$164 | Average$355 | FlexibilityNo cancel fee | On-time71% |