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Cheap flights from Chicago O'Hare Intl Airport to Florida from $29

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 O'Hare Intl Airport to Florida departing on 9/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago O'Hare Intl Airport to Florida

Cheap round-trip flights

Spirit Airlines Logo
1:07 pm - 5:00 pmORD-RSW
2h 53mnonstop
Spirit Airlines Logo
7:00 am - 9:07 amRSW-ORD
3h 07mnonstop
$58Spirit Airlines
Find Deal
Tue, Aug 19 - Tue, Aug 26
Spirit Airlines Logo
1:07 pm - 5:00 pmORD-RSW
2h 53mnonstop
Spirit Airlines Logo
7:00 am - 9:07 amRSW-ORD
3h 07mnonstop
$59Spirit Airlines
Find Deal
Tue, Aug 19 - Tue, Aug 26
Frontier Logo
8:49 pm - 12:35 amORD-MCO
2h 46mnonstop
Frontier Logo
5:24 pm - 7:44 pmMCO-ORD
3h 20mnonstop
$75Frontier
Find Deal
Fri, Oct 3 - Sun, Oct 5
Frontier Logo
8:49 pm - 12:35 amORD-MCO
2h 46mnonstop
Frontier Logo
1:02 pm - 3:17 pmMCO-ORD
3h 15mnonstop
$77Frontier
Find Deal
Sun, Sep 28 - Sat, Oct 4
American Airlines Logo
8:10 am - 12:21 pmORD-MIA
3h 11mnonstop
American Airlines Logo
7:59 pm - 10:26 pmMIA-ORD
3h 27mnonstop
$137American Airlines
Find Deal
Sat, Sep 6 - Mon, Sep 8
American Airlines Logo
6:36 pm - 9:59 pmORD-JAX
2h 23mnonstop
American Airlines Logo
2:05 pm - 3:48 pmJAX-ORD
2h 43mnonstop
$181American Airlines
Find Deal
Wed, Sep 17 - Tue, Sep 23
United Airlines Logo
6:26 pm - 9:58 pmORD-JAX
2h 32mnonstop
United Airlines Logo
1:25 pm - 7:48 pmJAX-ORD
7h 23m1 stop
$191United Airlines
Find Deal
Wed, Aug 27 - Wed, Sep 3
United Airlines Logo
8:50 am - 2:56 pmORD-JAX
5h 06m1 stop
United Airlines Logo
11:31 am - 1:15 pmJAX-ORD
2h 44mnonstop
$209United Airlines
Find Deal
Sat, Sep 13 - Sat, Sep 20
Southwest Logo
7:00 am - 4:40 pmORD-JAX
8h 40m1 stop
Southwest Logo
8:15 am - 9:30 pmJAX-ORD
14h 15m2 stops
$212Southwest
Find Deal
Sat, Aug 30 - Wed, Sep 3
Southwest Logo
1:50 pm - 9:10 pmORD-JAX
6h 20m1 stop
Southwest Logo
7:45 am - 12:45 pmJAX-ORD
6h 00m1 stop
$256Southwest
Find Deal
Fri, Aug 29 - Mon, Sep 1

Spirit Airlines flights from Chicago O'Hare Intl Airport to Florida

Our best Spirit Airlines deals on Chicago O'Hare Intl Airport to Florida flight tickets
Spirit Airlines
Aug 19
ORD1:07 pmChicago O'Hare Intl
2h 53m
RSW5:00 pmFort Myers SW Florida Intl
Aug 26
RSW7:00 amFort Myers SW Florida Intl
3h 07m
ORD9:07 amChicago O'Hare Intl
$58
Find similar
Spirit Airlines
Aug 19
ORD1:07 pmChicago O'Hare Intl
2h 53m
RSW5:00 pmFort Myers SW Florida Intl
Aug 26
RSW7:00 amFort Myers SW Florida Intl
3h 07m
ORD9:07 amChicago O'Hare Intl
$59
Find similar
Spirit Airlines
Oct 3
ORD5:31 pmChicago O'Hare Intl
2h 53m
RSW9:24 pmFort Myers SW Florida Intl
Oct 5
RSW7:00 amFort Myers SW Florida Intl
3h 13m
ORD9:13 amChicago O'Hare Intl
$68
Find similar

American Airlines flights from Chicago O'Hare Intl Airport to Florida

Our best American Airlines deals on Chicago O'Hare Intl Airport to Florida flight tickets
American Airlines
Sep 6
ORD8:10 amChicago O'Hare Intl
3h 11m
MIA12:21 pmMiami
Sep 8
MIA7:59 pmMiami
3h 27m
ORD10:26 pmChicago O'Hare Intl
$137
Find similar
American Airlines
Sep 17
ORD6:36 pmChicago O'Hare Intl
2h 23m
JAX9:59 pmJacksonville
Sep 23
JAX2:05 pmJacksonville
2h 43m
ORD3:48 pmChicago O'Hare Intl
$181
Find similar
American Airlines
Aug 23
ORD8:32 amChicago O'Hare Intl
2h 18m
JAX11:50 amJacksonville
Aug 25
JAX7:12 amJacksonville
2h 39m
ORD8:51 amChicago O'Hare Intl
$202
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport 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 July 31, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Florida that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Tue 8/19

1:07 pm-5:00 pm

Nonstop2h 53m

Fort Myers SW Florida Intl

Tue 8/26

7:00 am-9:07 am

Nonstop3h 07m

$58

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Tue 8/19

1:07 pm-5:00 pm

Nonstop2h 53m

Fort Myers SW Florida Intl

Tue 8/26

7:00 am-9:07 am

Nonstop3h 07m

$59

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Fri 10/3

8:49 pm-12:35 am

Nonstop2h 46m

Orlando

Sun 10/5

5:24 pm-7:44 pm

Nonstop3h 20m

$75

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Sun 9/28

8:49 pm-12:35 am

Nonstop2h 46m

Orlando

Sat 10/4

1:02 pm-3:17 pm

Nonstop3h 15m

$77

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Sat 9/6

8:10 am-12:21 pm

Nonstop3h 11m

Miami

Mon 9/8

7:59 pm-10:26 pm

Nonstop3h 27m

$137

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Wed 9/17

6:36 pm-9:59 pm

Nonstop2h 23m

Jacksonville

Tue 9/23

2:05 pm-3:48 pm

Nonstop2h 43m

$181

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Wed 8/27

6:26 pm-9:58 pm

Nonstop2h 32m

Jacksonville

Wed 9/3

1:25 pm-7:48 pm

1 stop7h 23m

$191

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Sat 9/13

8:50 am-2:56 pm

1 stop5h 06m

Jacksonville

Sat 9/20

11:31 am-1:15 pm

Nonstop2h 44m

$209

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Sat 8/30

7:00 am-4:40 pm

1 stop8h 40m

Jacksonville

Wed 9/3

8:15 am-9:30 pm

2 stops14h 15m

$212

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Fri 8/29

1:50 pm-9:10 pm

1 stop6h 20m

Jacksonville

Mon 9/1

7:45 am-12:45 pm

1 stop6h 00m

$256

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 O'Hare Intl Airport 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 O'Hare Intl Airport to Florida. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $193. If you’re not able to fly to Florida in September, then August is your next best option. Flight prices from Chicago O'Hare Intl Airport to Florida during August average around $209.

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

On average, the least expensive day to fly to Florida from Chicago O'Hare Intl Airport is on a Thursday. momondo users have found tickets for Thursday departures for as low as $432. 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 $453.

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

Flying to Florida from Chicago O'Hare Intl Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $239 when looking at flights departing in the evening. Flights to Florida are more costly in the morning, with an average ticket price of $474. 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 O'Hare Intl to Florida flight route?

Fly from Chicago O'Hare Intl to Fort Myers SW Florida Intl for the best Chicago O'Hare Intl - 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 O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Florida for around $270 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida from Chicago O'Hare Intl Airport for as low as $221 on momondo.

What cabin class options are available on Chicago O'Hare Intl to Florida flights?

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

Cheap Chicago O'Hare Intl Airport to Florida flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Florida

Best Price Found

$29

Fastest flight time

2h 18m

Direct flights

Every day

Airports in Florida

7 airports
The best one-way flight to Florida from Chicago O'Hare Intl Airport in the past 72 hours is $29. The best round-trip flight deal from Chicago O'Hare Intl Airport to Florida found on momondo in the last 72 hours is $58.
The fastest flight from Chicago O'Hare Intl Airport to Florida takes 2h 18m
Direct flights go from Chicago O'Hare Intl Airport to Florida every day.
There are 7 airports near Florida: Jacksonville (JAX), Miami (MIA), Tampa (TPA), Pensacola (PNS), Fort Myers SW Florida Intl (RSW), Fort Lauderdale (FLL), Orlando (MCO)
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  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Florida?

    Prices for flights from Chicago O'Hare Intl Airport to Florida are updated daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Florida?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Florida?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago O'Hare Intl Airport to Florida.

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

    The travel and health documents you'll need for your trip to Florida may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Florida. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to Florida?

Best airlines flying from Chicago O'Hare Intl Airport to Florida

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Florida with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $37Free CancellationRating
5.9
3,239 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $64Free CancellationRating
6.3
8,049 reviews
Search Spirit Airlines flights
Sun Country AirPriceFrom $69Free CancellationRating
6.9
334 reviews
Search Sun Country Air flights
SouthwestPriceFrom $112Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
DeltaPriceFrom $144Free CancellationRating
8.0
7,981 reviews
Search Delta flights
United AirlinesPriceFrom $158Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights
American AirlinesPriceFrom $158Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $176Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights
JetBluePriceFrom $233Free CancellationRating
7.2
2,914 reviews
Search JetBlue flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Florida from Chicago.

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

Yes. momondo allows you to filter the results for Chicago to Florida flights to just show those with flexible booking policies.

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

Once you have performed a search for Chicago to Florida flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are not ready to book a flight from Chicago to Florida now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Florida and let you know when they change.

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