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Cheap flights from Chicago (CHI) to Florida (FL)

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How to find the cheapest flight from
Chicago (CHI) to Florida

How far in advance should I book a flight from Chicago to Florida?

Travelers have found it’s best to book a flight 61 days in advance to save up to 25% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 61 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago to Florida 1-2 weeks in advance for as low as $242, or $283 for flights within the next 24 hours.

What is the cheapest month to fly from Chicago to Florida?

September is one of the best times of the year to fly to Florida from Chicago. Prices for September average $230 per person but you can even find prices for as low as $147. The most expensive prices can be found in the month of December. Opting for a September flight can save you 35% on your journey compared to booking in September

Cheap flights from Chicago to Florida in July, August 2020

The best prices found for CHI to Florida flights for July, August
29 Jul - 5 Aug
$48pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
TPA
Tampa
TPA
Tampa
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
14 Jul - 18 Jul
$50pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
TPA
Tampa
TPA
Tampa
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
7 Jul - 14 Jul
$53pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
MCO
Orlando
MCO
Orlando
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Florida 2020 flight deals

Cheap flights to Florida from Chicago found for this year
4 Aug - 11 Aug
$48pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
TPA
Tampa
TPA
Tampa
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
4 Aug - 11 Aug
$49pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
TPA
Tampa
TPA
Tampa
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
8 Aug - 15 Aug
$50pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
TPA
Tampa
TPA
Tampa
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Non-stop flights to Florida from Chicago

Save time with Chicago to Florida direct flight deals
4 Aug - 11 Aug
$48pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
TPA
Tampa
TPA
Tampa
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
4 Aug - 11 Aug
$49pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
TPA
Tampa
TPA
Tampa
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
8 Aug - 15 Aug
$50pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
TPA
Tampa
TPA
Tampa
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Florida

Late deals on round-trip flights to Florida from Chicago, departing today and this week
27 Jun - 30 Jun
$101pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
MCO
Orlando
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
25 Jun - 8 Jul
$105pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
MCO
Orlando
MCO
Orlando
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
25 Jun - 8 Jul
$116pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
MCO
Orlando
MCO
Orlando
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl

One-way flights to Florida from Chicago

The cheapest one-way flights from Chicago to Florida
1:59 pm - 5:39 pm
Spirit Airlines
Nonstop
2h 40m
ORD - TPA
Spirit Airlines
$47
Kiwi.com
2:40 pm - 4:02 pm
Multiple Airlines
1 Stop
24h 22m
ORD - MCO
Multiple Airlines
$48
Kiwi.com

Related info for your journey

Useful info, stats and facts about Chicago to Florida flights.

Flight FAQs

From Chicago to Florida

Are flight prices decreasing from Chicago to Florida due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and Florida for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Chicago to Florida for under $100 on Cheapflights?

Yes, there are multiple flights from Chicago to Florida for under $100. The cheapest flight booked recently is on Spirit Airlines for just $48, but on average you can expect to pay $57.

Are there nonstop flights from Chicago to Florida for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Florida under $100. A good price for a nonstop flight from Chicago to Florida is less than $61.

Are there last-minute flights available from Chicago to Florida for under $200?

There are currently 20+ open flights from Chicago to Florida within the next 7 days for less than $200.

What days are nonstop flights available from Chicago to Florida?

You can find nonstop flights on the following days: Tuesday, Wednesday, Thursday, Friday, Saturday.

How popular is this flight route?

Flights from Chicago to Florida have been viewed 1,551 times in the past calendar month.

What are the most popular airlines that fly from Chicago to Florida?

The most popular airlines flying from Chicago to Florida are American Airlines, JetBlue and Delta. Something to consider prior to booking your flight.

What are the most popular routes from Chicago to Florida?

While some choose either Chicago O'Hare Intl - Tampa or Chicago O'Hare Intl - Fort Lauderdale, Chicago O'Hare Intl - Orlando is the most popular route from Chicago to Florida.

What are the cheapest Flights from Chicago to Florida?

The cheapest flight price from Chicago to Florida is $88. On average you can expect to pay $223. The most popular route, (Chicago O'Hare Intl - Orlando), can usually be booked for $31.

What are the most reliable airlines from Chicago to Florida?

No one likes to see their flight delayed. When booking a flight from Chicago to Florida consider choosing Japan Airlines (100%), United Airlines (100%) or Air New Zealand (100%) as they are the most reliable in getting you off to your destination on time.

Arrival points for flights from Chicago to Florida

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Destination information for Florida

Things to know before you go. Useful info for your trip from Chicago to Florida
Flight duration
2h 44m

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing

Destin (DSI)
Key West (EYW)
Fort Lauderdale (FLL)
Gainesville (GNV)
Jacksonville (JAX)