To save up to 250% on this flight, we recommend booking at least 57 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Florida to Chicago from $112 1-2 weeks out and tickets from $248 for flights departing within the next 72 hours.
Our data shows that October tends to be the cheapest month to fly to Chicago from Florida. Users have commonly found prices around $152 for the month, but tickets can be as low as $43. Due to multiple factors, prepare for potentially higher prices in June.
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.
Fly from
Fly to
Budget
$59 - $175
Route
Depart
Return
Price
MiamiChicago O'Hare Intl
MIA - ORD
MIAORD
Miami
Thu 8/22
Nonstop3h 22m
Chicago O'Hare Intl
Tue 8/27
Nonstop3h 14m
MiamiChicago O'Hare Intl
MIA - ORD
MIAORD
Miami
Tue 8/20
Nonstop3h 23m
Chicago O'Hare Intl
Tue 8/27
Nonstop3h 16m
Fort LauderdaleChicago O'Hare Intl
FLL - ORD
FLLORD
Fort Lauderdale
Thu 8/22
Nonstop3h 20m
Chicago O'Hare Intl
Tue 8/27
Nonstop3h 07m
Fort LauderdaleChicago O'Hare Intl
FLL - ORD
FLLORD
Fort Lauderdale
Tue 7/2
Nonstop3h 21m
Chicago O'Hare Intl
Tue 7/2
Nonstop3h 13m
TampaChicago Midway
TPA - MDW
TPAMDW
Tampa
Wed 9/4
Nonstop2h 43m
Chicago Midway
Wed 9/11
Nonstop2h 36m
OrlandoChicago O'Hare Intl
MCO - ORD
MCOORD
Orlando
Wed 6/12
Nonstop3h 09m
Chicago O'Hare Intl
Tue 6/18
Nonstop2h 52m
MiamiChicago O'Hare Intl
MIA - ORD
MIAORD
Miami
Wed 8/21
1 stop8h 35m
Chicago O'Hare Intl
Tue 8/27
Nonstop3h 14m
OrlandoChicago O'Hare Intl
MCO - ORD
MCOORD
Orlando
Fri 8/30
Nonstop3h 05m
Chicago O'Hare Intl
Sun 9/1
Nonstop2h 56m
Fort Myers SW Florida IntlChicago O'Hare Intl
RSW - ORD
RSWORD
Fort Myers SW Florida Intl
Thu 7/25
1 stop14h 10m
Chicago O'Hare Intl
Mon 7/29
1 stop13h 47m
No data available for this route at this time. Please check back soon.
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
No tray tables for food or drink not convenient nor comfortable
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
No tray tables for food or drink not convenient nor comfortable
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
No tray tables for food or drink not convenient nor comfortable
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
No tray tables for food or drink not convenient nor comfortable
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
No tray tables for food or drink not convenient nor comfortable
Comfort
Overall
Food
Boarding
Crew
Entertainment
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.
4%of flight departures | Early morningMidnight to 6 am |
---|---|
43%of flight departures | Morning6 am to noon |
49%of flight departures | AfternoonNoon to 6 pm |
4%of flight departures | Evening6 pm to midnight |
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