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Cheap flights from Chicago to Florida from $83

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Florida departing on 9/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Florida

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
2:25 pm - 4:02 pm
ORD
-
FLL
24h 37m
1 stop
Frontier Logo
10:18 am - 12:50 pm
FLL
-
ORD
3h 32mnonstop
$114Frontier
Mon, Aug 24 - Wed, Sep 2
Frontier Logo
8:05 am - 12:28 pm
ORD
-
FLL
3h 23mnonstop
Frontier Logo
5:37 pm - 11:40 am
FLL
-
ORD
19h 03m
1 stop
$114Frontier
Wed, Sep 2 - Wed, Sep 9
Multiple Airlines Logo
8:05 am - 12:28 pm
ORD
-
FLL
3h 23mnonstop
Multiple Airlines Logo
9:05 pm - 11:44 pm
FLL
-
ORD
3h 39mnonstop
$115Multiple Airlines
Tue, Aug 18 - Thu, Aug 20
Multiple Airlines Logo
2:35 pm - 6:49 pm
ORD
-
FLL
3h 14mnonstop
Multiple Airlines Logo
12:53 pm - 3:20 pm
FLL
-
ORD
3h 27mnonstop
$118Multiple Airlines
Tue, Sep 8 - Tue, Sep 15
United Airlines Logo
11:00 am - 3:10 pm
ORD
-
FLL
3h 10mnonstop
United Airlines Logo
8:52 pm - 11:36 pm
FLL
-
ORD
3h 44mnonstop
$149United Airlines
Tue, Jan 19 - Tue, Jan 26
United Airlines Logo
8:57 am - 1:07 pm
ORD
-
FLL
3h 10mnonstop
United Airlines Logo
8:52 pm - 11:36 pm
FLL
-
ORD
3h 44mnonstop
$149United Airlines
Tue, Jan 19 - Tue, Jan 26
American Airlines Logo
7:13 pm - 11:23 pm
ORD
-
FLL
3h 10mnonstop
American Airlines Logo
7:00 am - 9:30 am
FLL
-
ORD
3h 30mnonstop
$149American Airlines
Tue, Jan 5 - Wed, Jan 6
American Airlines Logo
7:13 pm - 11:23 pm
ORD
-
FLL
3h 10mnonstop
American Airlines Logo
8:35 am - 11:05 am
FLL
-
ORD
3h 30mnonstop
$149American Airlines
Wed, Dec 16 - Wed, Dec 23
Southwest Logo
6:10 pm - 10:10 pm
MDW
-
FLL
3h 00mnonstop
Southwest Logo
4:55 pm - 7:05 pm
FLL
-
MDW
3h 10mnonstop
$149Southwest
Wed, Sep 23 - Wed, Sep 30
Southwest Logo
6:10 pm - 10:05 pm
MDW
-
FLL
2h 55mnonstop
Southwest Logo
4:55 pm - 7:00 pm
FLL
-
MDW
3h 05mnonstop
$149Southwest
Tue, Aug 25 - Wed, Aug 26

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Southwest flights from Chicago to Florida

Our best Southwest deals on Chicago to Florida flight tickets
Southwest
Sep 2
MDW6:10 pmChicago Midway
2h 55m
FLL10:05 pmFort Lauderdale
Sep 9
FLL7:20 amFort Lauderdale
3h 00m
MDW9:20 amChicago Midway
$149
Southwest
Sep 2
MDW8:35 amChicago Midway
3h 05m
FLL12:40 pmFort Lauderdale
Sep 9
FLL1:20 pmFort Lauderdale
7h 50m
1 stop
MDW8:10 pmChicago Midway
$159
Southwest
Aug 29
MDW6:15 amChicago Midway
2h 50m
FLL10:05 amFort Lauderdale
Sep 1
FLL4:55 pmFort Lauderdale
3h 05m
MDW7:00 pmChicago Midway
$160

Delta flights from Chicago to Florida

Our best Delta deals on Chicago to Florida flight tickets
Delta
Nov 7
MDW4:19 pmChicago Midway
7h 34m
1 stop
MIA12:53 amMiami
Nov 14
MIA8:00 amMiami
5h 35m
1 stop
MDW12:35 pmChicago Midway
$217
Delta
Aug 15
MDW9:24 amChicago Midway
5h 14m
1 stop
FLL3:38 pmFort Lauderdale
Aug 22
FLL4:15 pmFort Lauderdale
7h 21m
1 stop
MDW10:36 pmChicago Midway
$262
Delta
Aug 15
MDW6:11 amChicago Midway
7h 23m
1 stop
MCO2:34 pmOrlando
Aug 19
MCO9:04 amOrlando
4h 35m
1 stop
MDW12:39 pmChicago Midway
$316

momondo Fare Finder

 
Customize 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, momondo users made 832,500 searches. Data last updated August 2, 2026.
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

Cheapest round-trip

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Mon 8/24

2:25 pm-4:02 pm

1 stop24h 37m

Fort Lauderdale

Wed 9/2

10:18 am-12:50 pm

Nonstop3h 32m

$114

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Wed 9/2

8:05 am-12:28 pm

Nonstop3h 23m

Fort Lauderdale

Wed 9/9

5:37 pm-11:40 am

1 stop19h 03m

$114

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Tue 8/18

8:05 am-12:28 pm

Nonstop3h 23m

Fort Lauderdale

Thu 8/20

9:05 pm-11:44 pm

Nonstop3h 39m

$115

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Tue 9/8

2:35 pm-6:49 pm

Nonstop3h 14m

Fort Lauderdale

Tue 9/15

12:53 pm-3:20 pm

Nonstop3h 27m

$118

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Tue 1/19

11:00 am-3:10 pm

Nonstop3h 10m

Fort Lauderdale

Tue 1/26

8:52 pm-11:36 pm

Nonstop3h 44m

$149

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Tue 1/19

8:57 am-1:07 pm

Nonstop3h 10m

Fort Lauderdale

Tue 1/26

8:52 pm-11:36 pm

Nonstop3h 44m

$149

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Tue 1/5

7:13 pm-11:23 pm

Nonstop3h 10m

Fort Lauderdale

Wed 1/6

7:00 am-9:30 am

Nonstop3h 30m

$149

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Wed 12/16

7:13 pm-11:23 pm

Nonstop3h 10m

Fort Lauderdale

Wed 12/23

8:35 am-11:05 am

Nonstop3h 30m

$149

ChicagoFort Lauderdale

MDW - FLL

MDWFLL

Chicago Midway

Wed 9/23

6:10 pm-10:10 pm

Nonstop3h 00m

Fort Lauderdale

Wed 9/30

4:55 pm-7:05 pm

Nonstop3h 10m

$149
Quickest round-trip

ChicagoFort Lauderdale

MDW - FLL

MDWFLL

Chicago Midway

Tue 8/25

6:10 pm-10:05 pm

Nonstop2h 55m

Fort Lauderdale

Wed 8/26

4:55 pm-7:00 pm

Nonstop3h 05m

$149

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Florida from

How to get the cheapest flight ticket from Chicago to Florida

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Florida?

In general, January is the cheapest month to fly from Chicago to Florida. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $227. If you’re not able to fly to Florida in January, then October is your next best option. Flight prices from Chicago to Florida during October average around $240.

What is the cheapest day to depart on your flight to Florida?

On average, the least expensive day to fly to Florida from Chicago is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $283. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Florida on Sunday is $343.

What is the cheapest time of day to depart on your flight to Florida?

Flying to Florida from Chicago in the evening is the least expensive time of day to depart. momondo users have found prices as low as $258 when looking at flights departing in the evening. Flights to Florida are more costly in the morning, with an average ticket price of $330. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago to Florida flight route?

Fly from Chicago Greater Rockford to Fort Lauderdale for the best Chicago - Florida flight prices

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

You are more likely to see cheaper flights to Florida from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Florida for around $291 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida from Chicago for as low as $243 on momondo.

What cabin class options are available on Chicago to Florida flights?

There are 4 cabin classes available to choose from on Chicago to Florida flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Florida flights?

No. A direct flight is the cheapest option for a flight between Chicago to Florida.

Cheap Chicago to Florida flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Florida

Best Price Found

$44

Fastest flight time

2h 05m

Direct flights

Every day

Airports in Florida

257 airports
The best one-way flight to Florida from Chicago in the past 72 hours is $44. The best round-trip flight deal from Chicago to Florida found on momondo in the last 72 hours is $101.
The fastest flight from Chicago to Florida takes 2h 05m
Direct flights go from Chicago to Florida every day.
There are 257 airports in Florida. From Chicago there are direct flights to Tampa (TPA), Orlando (MCO).
Search flight deals

Frequently asked questions about flying from Chicago to Florida

  • When did momondo last update prices for flights from Chicago to Florida?

    Prices for flights from Chicago to Florida were last updated today.

  • How many operators does momondo search for flights from Chicago to Florida?

  • How old do you have to be to fly from Chicago to Florida?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Florida.

  • What documentation or ID do you need to fly to Florida?

    The travel and health documents required for your trip to Florida can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Florida. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago to Florida?

Best airlines flying from Chicago to Florida

Compare and see reviews for airlines that fly from Chicago to Florida with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $56Free CancellationRating
5.6
2,741 reviews
Search Frontier flights
DeltaPriceFrom $83Free CancellationRating
7.8
8,492 reviews
Search Delta flights
Allegiant AirPriceFrom $84Free CancellationRating
7.3
679 reviews
Search Allegiant Air flights
JetBluePriceFrom $89Free CancellationRating
7.1
3,029 reviews
Search JetBlue flights
American AirlinesPriceFrom $157Free CancellationRating
7.1
11,845 reviews
Search American Airlines flights
SouthwestPriceFrom $157Free CancellationRating
8.0
4,229 reviews
Search Southwest flights
United AirlinesPriceFrom $160Free CancellationRating
7.4
10,062 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Florida?

It is quick and easy to find Chicago to Florida flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Florida that suits you.

Can I find flights from Chicago to Florida with flexible booking policies on momondo?

Yes. All flights to Florida from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Florida?

Once all potential Chicago to Florida flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Florida right now. Can momondo alert me if prices change?

Price alerts on flights to Florida from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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