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Cheap flights from Florida to Chicago from $53

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 11/14. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
5:15 am - 7:26 amMCO-ORD
3h 11mnonstop
Frontier Logo
7:09 pm - 11:04 pmORD-MCO
2h 55mnonstop
$78Frontier
Find Deal
Fri, Nov 21 - Sun, Nov 23
Multiple Airlines Logo
9:00 pm - 11:06 pmMCO-ORD
3h 06mnonstop
Multiple Airlines Logo
6:23 pm - 10:27 pmORD-MCO
3h 04mnonstop
$79Multiple Airlines
Find Deal
Sat, Nov 22 - Thu, Nov 27
Multiple Airlines Logo
7:49 pm - 12:09 amMCO-ORD
5h 20m1 stop
Multiple Airlines Logo
2:26 pm - 6:31 pmORD-MCO
3h 05mnonstop
$80Multiple Airlines
Find Deal
Wed, Dec 10 - Sat, Dec 13
Frontier Logo
5:15 am - 7:26 amMCO-ORD
3h 11mnonstop
Frontier Logo
2:26 pm - 6:31 pmORD-MCO
3h 05mnonstop
$81Frontier
Find Deal
Fri, Nov 21 - Fri, Dec 12
Spirit Airlines Logo
9:00 pm - 11:06 pmMCO-ORD
3h 06mnonstop
Spirit Airlines Logo
6:48 am - 10:30 amORD-MCO
2h 42mnonstop
$95Spirit Airlines
Find Deal
Mon, Nov 24 - Tue, Dec 2
Spirit Airlines Logo
10:07 pm - 12:27 amFLL-ORD
3h 20mnonstop
Spirit Airlines Logo
5:00 am - 9:10 amORD-FLL
3h 10mnonstop
$96Spirit Airlines
Find Deal
Wed, Nov 19 - Tue, Jan 6
American Airlines Logo
1:51 pm - 4:20 pmRSW-ORD
3h 29mnonstop
American Airlines Logo
7:15 pm - 11:16 pmORD-RSW
3h 01mnonstop
$157American Airlines
Find Deal
Wed, Dec 10 - Wed, Dec 17
American Airlines Logo
6:16 am - 8:35 amRSW-ORD
3h 19mnonstop
American Airlines Logo
7:15 pm - 11:16 pmORD-RSW
3h 01mnonstop
$158American Airlines
Find Deal
Thu, Dec 4 - Wed, Dec 10
United Airlines Logo
9:20 am - 11:32 amRSW-ORD
3h 12mnonstop
United Airlines Logo
9:20 am - 1:26 pmORD-RSW
3h 06mnonstop
$177United Airlines
Find Deal
Sat, Dec 6 - Thu, Dec 11
United Airlines Logo
1:45 pm - 6:26 pmRSW-ORD
5h 41m1 stop
United Airlines Logo
3:55 pm - 7:56 pmORD-RSW
3h 01mnonstop
$187United Airlines
Find Deal
Thu, Nov 27 - Tue, Dec 16

Frontier flights from Florida to Chicago O'Hare Intl Airport

Our best Frontier deals on Florida to Chicago O'Hare Intl Airport flight tickets
Frontier
Nov 21
MCO5:15 amOrlando
3h 11m
ORD7:26 amChicago O'Hare Intl
Nov 23
ORD7:09 pmChicago O'Hare Intl
2h 55m
MCO11:04 pmOrlando
$78
Find similar
Frontier
Nov 21
MCO5:15 amOrlando
3h 11m
ORD7:26 amChicago O'Hare Intl
Dec 12
ORD2:26 pmChicago O'Hare Intl
3h 05m
MCO6:31 pmOrlando
$81
Find similar
Frontier
Nov 20
MCO3:00 pmOrlando
3h 13m
ORD5:13 pmChicago O'Hare Intl
Nov 28
ORD6:15 pmChicago O'Hare Intl
3h 04m
MCO10:19 pmOrlando
$82
Find similar

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 10
RSW1:51 pmFort Myers SW Florida Intl
3h 29m
ORD4:20 pmChicago O'Hare Intl
Dec 17
ORD7:15 pmChicago O'Hare Intl
3h 01m
RSW11:16 pmFort Myers SW Florida Intl
$157
Find similar
American Airlines
Dec 4
RSW6:16 amFort Myers SW Florida Intl
3h 19m
ORD8:35 amChicago O'Hare Intl
Dec 10
ORD7:15 pmChicago O'Hare Intl
3h 01m
RSW11:16 pmFort Myers SW Florida Intl
$158
Find similar
American Airlines
Dec 3
RSW6:10 amFort Myers SW Florida Intl
3h 19m
ORD8:29 amChicago O'Hare Intl
Dec 10
ORD8:05 amChicago O'Hare Intl
3h 00m
RSW12:05 pmFort Myers SW Florida Intl
$160
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 November 4, 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

Fri 11/21

5:15 am-7:26 am

Nonstop3h 11m

Chicago O'Hare Intl

Sun 11/23

7:09 pm-11:04 pm

Nonstop2h 55m

$78

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 11/22

9:00 pm-11:06 pm

Nonstop3h 06m

Chicago O'Hare Intl

Thu 11/27

6:23 pm-10:27 pm

Nonstop3h 04m

$79

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 12/10

7:49 pm-12:09 am

1 stop5h 20m

Chicago O'Hare Intl

Sat 12/13

2:26 pm-6:31 pm

Nonstop3h 05m

$80

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 11/21

5:15 am-7:26 am

Nonstop3h 11m

Chicago O'Hare Intl

Fri 12/12

2:26 pm-6:31 pm

Nonstop3h 05m

$81

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Mon 11/24

9:00 pm-11:06 pm

Nonstop3h 06m

Chicago O'Hare Intl

Tue 12/2

6:48 am-10:30 am

Nonstop2h 42m

$95

Fort LauderdaleChicago

FLL - ORD

FLLORD

Fort Lauderdale

Wed 11/19

10:07 pm-12:27 am

Nonstop3h 20m

Chicago O'Hare Intl

Tue 1/6

5:00 am-9:10 am

Nonstop3h 10m

$96

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Wed 12/10

1:51 pm-4:20 pm

Nonstop3h 29m

Chicago O'Hare Intl

Wed 12/17

7:15 pm-11:16 pm

Nonstop3h 01m

$157

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Thu 12/4

6:16 am-8:35 am

Nonstop3h 19m

Chicago O'Hare Intl

Wed 12/10

7:15 pm-11:16 pm

Nonstop3h 01m

$158

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Sat 12/6

9:20 am-11:32 am

Nonstop3h 12m

Chicago O'Hare Intl

Thu 12/11

9:20 am-1:26 pm

Nonstop3h 06m

$177

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Thu 11/27

1:45 pm-6:26 pm

1 stop5h 41m

Chicago O'Hare Intl

Tue 12/16

3:55 pm-7:56 pm

Nonstop3h 01m

$187

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 $219.

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 $306. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday 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 $509.

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 $320 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $397. 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 Orlando 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 $247 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 $180 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

$97

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 $97. The best round-trip flight deal from Florida to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $141.
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
3,116 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $71Free CancellationRating
6.3
8,113 reviews
Search Spirit Airlines flights
DeltaPriceFrom $108Free CancellationRating
7.9
8,002 reviews
Search Delta flights
SouthwestPriceFrom $143Free CancellationRating
8.0
4,237 reviews
Search Southwest flights
United AirlinesPriceFrom $143Free CancellationRating
7.4
8,998 reviews
Search United Airlines flights
American AirlinesPriceFrom $157Free CancellationRating
7.2
11,038 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
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
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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