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Cheap flights from Florida to Chicago from $49

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Florida to Chicago departing on 12/17. 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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0 bags

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Cheap round-trip flights

Frontier Logo
5:24 pm - 7:44 pmMCO-ORD
3h 20mnonstop
Frontier Logo
8:49 pm - 12:35 amORD-MCO
2h 46mnonstop
$86Frontier
Find Deal
vie., oct. 3 - lun., oct. 6
Frontier Logo
4:23 pm - 6:33 pmMCO-ORD
3h 10mnonstop
Frontier Logo
8:14 am - 12:02 pmORD-MCO
2h 48mnonstop
$87Frontier
Find Deal
sáb., oct. 11 - dom., oct. 12
Spirit Airlines Logo
7:50 pm - 9:58 pmMCO-ORD
3h 08mnonstop
Spirit Airlines Logo
6:00 am - 9:44 amORD-MCO
2h 44mnonstop
$89Spirit Airlines
Find Deal
vie., oct. 3 - dom., oct. 5
Spirit Airlines Logo
7:50 pm - 9:58 pmMCO-ORD
3h 08mnonstop
Spirit Airlines Logo
5:17 pm - 9:06 pmORD-MCO
2h 49mnonstop
$90Spirit Airlines
Find Deal
vie., sep. 26 - lun., sep. 29
Multiple Airlines Logo
5:25 am - 7:34 amMCO-ORD
3h 09mnonstop
Multiple Airlines Logo
6:00 am - 9:44 amORD-MCO
2h 44mnonstop
$94Multiple Airlines
Find Deal
vie., oct. 17 - dom., oct. 19
Multiple Airlines Logo
5:24 pm - 7:44 pmMCO-ORD
3h 20mnonstop
Multiple Airlines Logo
5:17 pm - 9:06 pmORD-MCO
2h 49mnonstop
$95Multiple Airlines
Find Deal
vie., oct. 3 - sáb., oct. 4
United Airlines Logo
9:30 am - 11:29 amTPA-ORD
2h 59mnonstop
United Airlines Logo
7:30 am - 11:20 amORD-TPA
2h 50mnonstop
$147United Airlines
Find Deal
sáb., nov. 8 - mar., nov. 11
Southwest Logo
12:45 pm - 2:45 pmTPA-ORD
3h 00mnonstop
Southwest Logo
11:55 am - 3:35 pmORD-TPA
2h 40mnonstop
$148Southwest
Find Deal
mié., nov. 12 - dom., nov. 16
United Airlines Logo
9:30 am - 11:29 amTPA-ORD
2h 59mnonstop
United Airlines Logo
6:00 pm - 9:52 pmORD-TPA
2h 52mnonstop
$157United Airlines
Find Deal
sáb., nov. 1 - sáb., nov. 15
Southwest Logo
7:40 am - 12:45 pmPNS-ORD
5h 05m1 stop
Southwest Logo
2:50 pm - 9:55 pmORD-PNS
7h 05m1 stop
$228Southwest
Find Deal
mié., oct. 15 - lun., oct. 20

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

Our best American Airlines deals on Florida to Chicago O'Hare Intl Airport flight tickets
American Airlines
Dec 3
TPA2:04 pmTampa
3h 01m
ORD4:05 pmChicago O'Hare Intl
Dec 8
ORD6:00 pmChicago O'Hare Intl
2h 51m
TPA9:51 pmTampa
$149
Find similar
American Airlines
Oct 22
MIA8:40 amMiami
3h 23m
ORD11:03 amChicago O'Hare Intl
Oct 26
ORD6:00 amChicago O'Hare Intl
3h 06m
MIA10:06 amMiami
$157
Find similar
American Airlines
Dec 4
RSW6:16 amFort Myers SW Florida Intl
3h 19m
ORD8:35 amChicago O'Hare Intl
Dec 9
ORD1:28 pmChicago O'Hare Intl
3h 02m
RSW5:30 pmFort Myers SW Florida Intl
$158
Find similar

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

Our best Spirit Airlines deals on Florida to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Sep 26
MCO7:50 pmOrlando
3h 08m
ORD9:58 pmChicago O'Hare Intl
Oct 5
ORD6:58 pmChicago O'Hare Intl
2h 52m
MCO10:50 pmOrlando
$89
Find similar
Spirit Airlines
Sep 26
MCO7:50 pmOrlando
3h 08m
ORD9:58 pmChicago O'Hare Intl
Sep 29
ORD5:17 pmChicago O'Hare Intl
2h 49m
MCO9:06 pmOrlando
$90
Find similar
Spirit Airlines
Sep 29
MCO7:50 pmOrlando
3h 08m
ORD9:58 pmChicago O'Hare Intl
Oct 3
ORD5:17 pmChicago O'Hare Intl
2h 49m
MCO9:06 pmOrlando
$91
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Florida to Chicago O'Hare Intl Airport 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 septiembre 16, 2025.
Use the filters below to find and compare flights from Florida to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

OrlandoChicago

MCO - ORD

MCOORD

Orlando

vie. 10/3

5:24 pm-7:44 pm

Nonstop3h 20m

Chicago O'Hare Intl

lun. 10/6

8:49 pm-12:35 am

Nonstop2h 46m

$86

OrlandoChicago

MCO - ORD

MCOORD

Orlando

sáb. 10/11

4:23 pm-6:33 pm

Nonstop3h 10m

Chicago O'Hare Intl

dom. 10/12

8:14 am-12:02 pm

Nonstop2h 48m

$87

OrlandoChicago

MCO - ORD

MCOORD

Orlando

vie. 10/3

7:50 pm-9:58 pm

Nonstop3h 08m

Chicago O'Hare Intl

dom. 10/5

6:00 am-9:44 am

Nonstop2h 44m

$89

OrlandoChicago

MCO - ORD

MCOORD

Orlando

vie. 9/26

7:50 pm-9:58 pm

Nonstop3h 08m

Chicago O'Hare Intl

lun. 9/29

5:17 pm-9:06 pm

Nonstop2h 49m

$90

OrlandoChicago

MCO - ORD

MCOORD

Orlando

vie. 10/17

5:25 am-7:34 am

Nonstop3h 09m

Chicago O'Hare Intl

dom. 10/19

6:00 am-9:44 am

Nonstop2h 44m

$94

OrlandoChicago

MCO - ORD

MCOORD

Orlando

vie. 10/3

5:24 pm-7:44 pm

Nonstop3h 20m

Chicago O'Hare Intl

sáb. 10/4

5:17 pm-9:06 pm

Nonstop2h 49m

$95

TampaChicago

TPA - ORD

TPAORD

Tampa

sáb. 11/8

9:30 am-11:29 am

Nonstop2h 59m

Chicago O'Hare Intl

mar. 11/11

7:30 am-11:20 am

Nonstop2h 50m

$147

TampaChicago

TPA - ORD

TPAORD

Tampa

mié. 11/12

12:45 pm-2:45 pm

Nonstop3h 00m

Chicago O'Hare Intl

dom. 11/16

11:55 am-3:35 pm

Nonstop2h 40m

$148

TampaChicago

TPA - ORD

TPAORD

Tampa

sáb. 11/1

9:30 am-11:29 am

Nonstop2h 59m

Chicago O'Hare Intl

sáb. 11/15

6:00 pm-9:52 pm

Nonstop2h 52m

$157

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

mié. 10/15

7:40 am-12:45 pm

1 stop5h 05m

Chicago O'Hare Intl

lun. 10/20

2:50 pm-9:55 pm

1 stop7h 05m

$228

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 Chicago from

How to get the cheapest flight ticket from Florida to Chicago O'Hare Intl Airport

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 Chicago O'Hare Intl Airport?

The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Florida averaging around $218.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $308. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Florida because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $496.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Florida in the evening is the least expensive time of day to depart. momondo users have found prices as low as $296 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $394. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Florida to Chicago O'Hare Intl flight route?

Fly from Miami to Chicago O'Hare Intl for the best Florida - Chicago O'Hare Intl flight prices

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Florida when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $248 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Florida for as low as $197 on momondo.

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

There are 4 cabin classes available to choose from on Florida to Chicago O'Hare Intl 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 Florida to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Florida to Chicago O'Hare Intl Airport.

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

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

Best Price Found

$111

Fastest flight time

2h 30m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Florida in the past 72 hours is $111. The best round-trip flight deal from Florida to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $138.
The fastest flight from Florida to Chicago O'Hare Intl Airport takes 2h 30m
Direct flights go from Florida to Chicago O'Hare Intl Airport every day.
Search flight deals

  • When did momondo last update prices for flights from Florida to Chicago O'Hare Intl Airport?

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

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Florida to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

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

Compare and see reviews for airlines that fly from Florida to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $46Free CancellationRating
5.8
3,174 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $67Free CancellationRating
6.3
8,019 reviews
Search Spirit Airlines flights
DeltaPriceFrom $128Free CancellationRating
7.9
7,957 reviews
Search Delta flights
SouthwestPriceFrom $143Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
United AirlinesPriceFrom $158Free CancellationRating
7.4
8,924 reviews
Search United Airlines flights
American AirlinesPriceFrom $158Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Rockford
Schaumburg
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Orland Park
Tinley Park
Elgin
Aurora
Janesville
Benton Harbor

Why use momondo?

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

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 Chicago from Florida.

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

momondo does allow users to show only those flights to Chicago from Florida which offer a flexible booking policy as well as other useful filters and features.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Florida to Chicago.

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

Of course. momondo tracks the price of Florida to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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