Cheap flights from Chicago to Florida from £50
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 28/8. Fares are subject to change and may not be available on all flights or dates of travel.
Cheap flight deals from Chicago to Florida
Keep the following information in mind while searching for Chicago to Florida flight deals. Data was last updated 26 June 2025.
Round-trip from | £96 |
---|---|
One-way from | £50 |
Popular in | March |
Cheapest in | September |
Average price | £210 |
Good round-trip deal | £43 or less |
Good one-way deal | £58 or less |
Find flight deals from Chicago to Florida
Cheapest flights from Chicago to FloridaExplore the most affordable flight options available from Chicago to Florida. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 26 June 2025.
Explore the most affordable flight options available from Chicago to Florida. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 26 June 2025.
Cheapflights Fare Finder
Customise your flight search to find flights from Chicago to Florida that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 26 June 2025.
Use the filters below to find and compare flights from Chicago to Florida that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoFort Lauderdale
ORD - FLL
ORDFLL
Chicago O'Hare Intl
Sat 12/7
17:38-21:48
Nonstop3h 10m
Fort Lauderdale
Tue 15/7
06:40-08:55
Nonstop3h 15m
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Mon 25/8
07:25-11:42
Nonstop3h 17m
Miami
Thu 28/8
16:16-18:46
Nonstop3h 30m
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Wed 23/7
10:00-13:44
Nonstop2h 44m
Orlando
Tue 5/8
21:59-07:04
1 stop10h 05m
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Mon 21/7
08:09-12:23
Nonstop3h 14m
Miami
Tue 22/7
13:35-16:11
Nonstop3h 36m
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
Wed 3/9
11:12-15:02
Nonstop2h 50m
Tampa
Wed 3/9
16:15-18:18
Nonstop3h 03m
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Thu 21/8
06:00-11:50
1 stop4h 50m
Miami
Sun 24/8
07:00-13:05
1 stop7h 05m
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Sat 11/10
15:10-18:50
Nonstop2h 40m
Orlando
Tue 21/10
15:50-17:55
Nonstop3h 05m
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
Thu 30/10
07:30-14:05
1 stop5h 35m
Tampa
Tue 11/11
12:45-14:45
Nonstop3h 00m
ChicagoFort Lauderdale
ORD - FLL
ORDFLL
Chicago O'Hare Intl
Wed 8/10
16:20-20:27
Nonstop3h 07m
Fort Lauderdale
Sat 11/10
12:26-14:55
Nonstop3h 29m
ChicagoJacksonville
ORD - JAX
ORDJAX
Chicago O'Hare Intl
Sat 2/8
07:00-10:39
Nonstop2h 39m
Jacksonville
Tue 5/8
08:00-09:45
Nonstop2h 45m
Best time to book a flight from Chicago to Florida
Have a flexible travel schedule? Discover the best time to fly to Florida from Chicago with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Florida
What is the cheapest month to book a flight from Chicago to Florida?
Currently, January is the cheapest month in which you can book a flight from Chicago to Florida (average of £559). Flying from Chicago to Florida in July is currently the most expensive (average of £760). 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.
What is the cheapest time of day to fly from CHI to FL?
Find hourly flight availability from Chicago to Florida. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 26 June 2025.
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.
Weekly flight availability from Chicago to Florida
Explore weekly flight availability from Chicago to Florida. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 26 June 2025.
The most flights from CHI to USFL are scheduled on a Thursday (44 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (32 on average).
Reviews of airlines servicing Florida
Get insights into the airlines that provide service to Florida. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Florida. Reviews last updated 26 June 2025.
See what other customers who have flown with Alaska Airlines, Southwest, andDelta from Chicago to Florida have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
Boarding
Entertainment
Crew
Overall
Comfort
Reviews
James,Apr 2025
LAX - SFO
Food
Boarding
Entertainment
Crew
Overall
Comfort
Reviews
James,Apr 2025
LAX - SFO
Food
Boarding
Entertainment
Crew
Overall
Comfort
Reviews
James,Apr 2025
LAX - SFO
Food
Boarding
Entertainment
Crew
Overall
Comfort
Reviews
James,Apr 2025
LAX - SFO
Food
Boarding
Entertainment
Crew
Overall
Comfort
Reviews
James,Apr 2025
LAX - SFO
Food
Boarding
Entertainment
Crew
Overall
Comfort
Reviews
James,Apr 2025
LAX - SFO
Related info for your journey
Find useful and relevant information for your journey from Chicago to Florida. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Florida
See prices for flight routes from nearby airports that may be better suited for you.
Top 2 airlines flying from Chicago to Florida
Discover the top 2 airlines that operate flights from Chicago to Florida. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 26 June 2025.
Fly with Cheapflights
Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Chicago to Florida?
Cheapflights helps you search for flights from Chicago to Florida via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
Why should you use Cheapflights to find cheap flight tickets from Chicago to Florida?
It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago to Florida.
Can Cheapflights find flights from Chicago to Florida with no change fees?
Cheapflights does show flights with no change fees to all users. To see these options for flights from Chicago to Florida, users can toggle the no change fees filter when performing a flight search.
Can Cheapflights notify me if prices for flights from Chicago to Florida become cheaper?
Not ready to book yet? You can track prices for flights from Chicago to Florida on Cheapflights with our Price Alert feature and get notified when better prices are available.