Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Florida from $37

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 2/7. 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
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago to Florida

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
4:43 pm - 8:52 pm
ORD
-
FLL
3h 09mnonstop
Spirit Airlines Logo
8:54 am - 11:22 am
FLL
-
ORD
3h 28mnonstop
$84Spirit Airlines
Wed, Feb 25 - Sat, Feb 28
Multiple Airlines Logo
9:18 am - 8:51 pm
ORD
-
MIA
10h 33m
1 stop
Multiple Airlines Logo
7:15 am - 9:53 am
MIA
-
ORD
3h 38mnonstop
$84Multiple Airlines
Tue, Feb 24 - Sat, Mar 7
Frontier Logo
3:21 pm - 7:34 pm
ORD
-
FLL
3h 13mnonstop
Frontier Logo
2:59 pm - 5:35 pm
FLL
-
ORD
3h 36mnonstop
$86Frontier
Thu, Feb 26 - Fri, Mar 6
Frontier Logo
6:00 am - 10:13 am
MDW
-
MIA
3h 13mnonstop
Frontier Logo
11:13 am - 1:41 pm
MIA
-
MDW
3h 28mnonstop
$86Frontier
Fri, Mar 13 - Thu, Mar 19
Southwest Logo
5:35 pm - 9:30 pm
MDW
-
FLL
2h 55mnonstop
Southwest Logo
6:35 am - 8:50 am
FLL
-
MDW
3h 15mnonstop
$134Southwest
Tue, Mar 3 - Sat, Mar 7
United Airlines Logo
4:18 pm - 8:29 pm
ORD
-
PBI
3h 11mnonstop
United Airlines Logo
9:00 am - 11:26 am
PBI
-
ORD
3h 26mnonstop
$229United Airlines
Sat, Feb 28 - Wed, Mar 11
United Airlines Logo
10:58 am - 3:14 pm
ORD
-
PBI
3h 16mnonstop
United Airlines Logo
4:52 pm - 11:15 pm
PBI
-
ORD
7h 23m
1 stop
$235United Airlines
Wed, May 20 - Tue, May 26
American Airlines Logo
2:07 pm - 6:06 pm
ORD
-
PBI
2h 59mnonstop
American Airlines Logo
5:09 pm - 7:39 pm
PBI
-
ORD
3h 30mnonstop
$240American Airlines
Wed, Mar 18 - Wed, Mar 25
Southwest Logo
1:55 pm - 9:40 pm
ORD
-
SRQ
6h 45m
2 stops
Southwest Logo
6:25 am - 3:30 pm
SRQ
-
ORD
10h 05m
2 stops
$245Southwest
Sat, May 16 - Sat, May 23
American Airlines Logo
12:12 pm - 11:59 pm
ORD
-
SRQ
10h 47m
1 stop
American Airlines Logo
7:15 pm - 9:35 pm
SRQ
-
ORD
3h 20mnonstop
$282American Airlines
Wed, Mar 4 - Sat, Mar 7

Spirit Airlines flights from Chicago to Florida

Our best Spirit Airlines deals on Chicago to Florida flight tickets
Spirit Airlines
Mar 11
ORD9:18 amChicago O'Hare Intl
10h 33m
1 stop
MIA8:51 pmMiami
Mar 17
MIA6:00 amMiami
3h 25m
ORD8:25 amChicago O'Hare Intl
$85
Spirit Airlines
Mar 3
ORD9:18 amChicago O'Hare Intl
10h 33m
1 stop
MIA8:51 pmMiami
Mar 8
MIA7:12 amMiami
3h 27m
ORD9:39 amChicago O'Hare Intl
$86
Spirit Airlines
Feb 8
ORD6:57 pmChicago O'Hare Intl
3h 17m
MIA11:14 pmMiami
Feb 13
MIA7:12 amMiami
3h 27m
ORD9:39 amChicago O'Hare Intl
$87

Frontier flights from Chicago to Florida

Our best Frontier deals on Chicago to Florida flight tickets
Frontier
Mar 13
MDW6:00 amChicago Midway
3h 13m
MIA10:13 amMiami
Mar 19
MIA11:13 amMiami
3h 28m
MDW1:41 pmChicago Midway
$86
Frontier
Feb 8
ORD3:00 pmChicago O'Hare Intl
3h 13m
FLL7:13 pmFort Lauderdale
Feb 12
FLL8:48 pmFort Lauderdale
3h 36m
ORD11:24 pmChicago O'Hare Intl
$87
Frontier
Feb 14
ORD12:06 pmChicago O'Hare Intl
3h 13m
FLL4:19 pmFort Lauderdale
Feb 19
FLL8:48 pmFort Lauderdale
3h 36m
ORD11:24 pmChicago O'Hare Intl
$88

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 February 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

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Wed 2/25

4:43 pm-8:52 pm

Nonstop3h 09m

Fort Lauderdale

Sat 2/28

8:54 am-11:22 am

Nonstop3h 28m

$84

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 2/24

9:18 am-8:51 pm

1 stop10h 33m

Miami

Sat 3/7

7:15 am-9:53 am

Nonstop3h 38m

$84

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Thu 2/26

3:21 pm-7:34 pm

Nonstop3h 13m

Fort Lauderdale

Fri 3/6

2:59 pm-5:35 pm

Nonstop3h 36m

$86

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Fri 3/13

6:00 am-10:13 am

Nonstop3h 13m

Miami

Thu 3/19

11:13 am-1:41 pm

Nonstop3h 28m

$86

ChicagoFort Lauderdale

MDW - FLL

MDWFLL

Chicago Midway

Tue 3/3

5:35 pm-9:30 pm

Nonstop2h 55m

Fort Lauderdale

Sat 3/7

6:35 am-8:50 am

Nonstop3h 15m

$134

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Sat 2/28

4:18 pm-8:29 pm

Nonstop3h 11m

Palm Beach Intl

Wed 3/11

9:00 am-11:26 am

Nonstop3h 26m

$229

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Wed 5/20

10:58 am-3:14 pm

Nonstop3h 16m

Palm Beach Intl

Tue 5/26

4:52 pm-11:15 pm

1 stop7h 23m

$235

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Wed 3/18

2:07 pm-6:06 pm

Nonstop2h 59m

Palm Beach Intl

Wed 3/25

5:09 pm-7:39 pm

Nonstop3h 30m

$240

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Sat 5/16

1:55 pm-9:40 pm

2 stops6h 45m

Sarasota Bradenton Intl

Sat 5/23

6:25 am-3:30 pm

2 stops10h 05m

$245

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Wed 3/4

12:12 pm-11:59 pm

1 stop10h 47m

Sarasota Bradenton Intl

Sat 3/7

7:15 pm-9:35 pm

Nonstop3h 20m

$282

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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, September 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 $215. If you’re not able to fly to Florida in September, then January is your next best option. Flight prices from Chicago to Florida during January average around $238.

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 Monday. momondo users have found tickets for Monday departures for as low as $369. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Florida on Tuesday is $424.

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 $318 when looking at flights departing in the evening. Flights to Florida are more costly in the morning, with an average ticket price of $412. 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 O'Hare Intl to Fort Lauderdale for the best Chicago - Florida flight prices

How far in advance should I book a flight 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 $265 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 $208 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

$58

Fastest flight time

2h 05m

Direct flights

Every day

Airports in Florida

256 airports
The best one-way flight to Florida from Chicago in the past 72 hours is $58. The best round-trip flight deal from Chicago to Florida found on momondo in the last 72 hours is $93.
The fastest flight from Chicago to Florida takes 2h 05m
Direct flights go from Chicago to Florida every day.
There are 256 airports in Florida. From Chicago there are direct flights to Sarasota Bradenton Intl (SRQ), Tampa (TPA), Fort Myers SW Florida Intl (RSW), Orlando (MCO).
Search flight deals

  • 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 $32Free CancellationRating
5.7
3,051 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $35Free CancellationRating
6.3
8,398 reviews
Search Spirit Airlines flights
Allegiant AirPriceFrom $83Free CancellationRating
7.2
708 reviews
Search Allegiant Air flights
DeltaPriceFrom $98Free CancellationRating
7.9
8,135 reviews
Search Delta flights
JetBluePriceFrom $119Free CancellationRating
7.2
2,892 reviews
Search JetBlue flights
United AirlinesPriceFrom $119Free CancellationRating
7.4
9,231 reviews
Search United Airlines flights
SouthwestPriceFrom $151Free CancellationRating
8.0
4,272 reviews
Search Southwest flights
American AirlinesPriceFrom $153Free CancellationRating
7.2
11,212 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $176Free CancellationRating
8.0
11,831 reviews
Search Alaska 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.

An easier way to manage your Florida trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 3/4
Wed 3/11
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Florida

Popular cities in Florida

Popular flights according to clicks in the last 7 days on momondo
Flights to New Yorkfrom $49
Flights to Los Angelesfrom $46
Flights to Miamifrom $27
Flights to Chicagofrom $49
Flights to Orlandofrom $49
Flights to San Franciscofrom $54
Flights to Las Vegasfrom $49
Flights to Washington, D.C.from $51
Flights to Bostonfrom $51
Flights to Atlantafrom $42
Flights to Dallasfrom $51
Flights to Seattlefrom $73