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Cheap flights from Florida to Chicago from $28

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 12/18. 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 Florida to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Florida to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Florida to Chicago.

Cheap last minute flights

Planning a quick getaway from Florida to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Florida to Chicago

Find recent round-trip train or bus tickets from Florida to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
6:05 am - 8:24 amMCO-ORD
3h 19mnonstop
11:24 am - 3:18 pmORD-MCO
2h 54mnonstop
$72Frontier
Find Deal
Thu, Dec 12 - Tue, Dec 17
12:45 pm - 3:02 pmPBI-ORD
3h 17mnonstop
7:40 am - 11:45 amORD-PBI
3h 05mnonstop
$75Frontier
Find Deal
Wed, Dec 25 - Wed, Jan 1
4:46 pm - 6:50 pmMCO-ORD
3h 04mnonstop
10:59 am - 2:54 pmORD-MCO
2h 55mnonstop
Fri, Dec 6 - Mon, Dec 9
4:46 pm - 6:50 pmMCO-ORD
3h 04mnonstop
11:24 am - 3:18 pmORD-MCO
2h 54mnonstop
Thu, Dec 12 - Tue, Dec 17
7:35 am - 9:38 amTPA-ORD
3h 03mnonstop
11:25 am - 3:15 pmORD-TPA
2h 50mnonstop
$94Spirit Airlines
Find Deal
Sat, Dec 14 - Tue, Dec 17
4:46 pm - 6:50 pmMCO-ORD
3h 04mnonstop
7:45 pm - 11:50 pmORD-MCO
3h 05mnonstop
$95Spirit Airlines
Find Deal
Fri, Dec 6 - Sun, Dec 8
12:04 pm - 6:54 pmRSW-ORD
7h 50m1 stop
7:15 am - 11:21 amORD-RSW
3h 06mnonstop
$162United Airlines
Find Deal
Wed, Jan 15 - Tue, Jan 21
12:59 pm - 3:21 pmPBI-ORD
3h 22mnonstop
12:28 pm - 4:31 pmORD-PBI
3h 03mnonstop
$169American Airlines
Find Deal
Thu, Jan 9 - Mon, Jan 13
6:00 am - 8:29 amFLL-ORD
3h 29mnonstop
7:08 pm - 11:23 pmORD-FLL
3h 15mnonstop
$169American Airlines
Find Deal
Sat, Mar 1 - Mon, Mar 3
5:53 pm - 8:25 pmPBI-ORD
3h 32mnonstop
6:00 am - 1:24 pmORD-PBI
6h 24m1 stop
$184United Airlines
Find Deal
Fri, Jan 24 - Sat, Jan 25
12:55 pm - 3:12 pmPBI-ORD
3h 17mnonstop
$28Frontier
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Wed, Dec 18
12:55 pm - 3:12 pmPBI-ORD
3h 17mnonstop
$29Frontier
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Wed, Dec 18
6:11 pm - 8:15 pmMCO-ORD
3h 04mnonstop
$37Spirit Airlines
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Tue, Dec 17
4:46 pm - 6:50 pmMCO-ORD
3h 04mnonstop
$41Spirit Airlines
Find Deal
Fri, Dec 6
10:55 am - 1:14 pmRSW-ORD
3h 19mnonstop
$79United Airlines
Find Deal
Tue, Mar 4
4:10 pm - 6:16 pmMCO-ORD
3h 06mnonstop
$79United Airlines
Find Deal
Wed, Mar 5
5:55 pm - 7:45 pmTPA-MDW
2h 50mnonstop
$85Southwest
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Thu, Jan 9
1:05 pm - 3:00 pmMCO-MDW
2h 55mnonstop
$85Southwest
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Thu, Jan 23
12:59 pm - 3:21 pmPBI-ORD
3h 22mnonstop
$90American Airlines
Find Deal
Wed, Jan 15
6:10 am - 8:29 amPBI-ORD
3h 19mnonstop
$95American Airlines
Find Deal
Tue, Dec 24
8:59 pm - 1:10 pmMCO-MDW
17h 11m1 stop
12:36 pm - 1:43 amMDW-MCO
12h 07m1 stop
$235Frontier
Find Deal
Thu, Nov 28 - Thu, Dec 12
4:13 pm - 8:11 pmMCO-ORD
4h 58m1 stop
9:35 am - 1:30 pmORD-MCO
2h 55mnonstop
$250Frontier
Find Deal
Thu, Nov 28 - Thu, Dec 12
9:45 pm - 11:38 pmRSW-ORD
2h 53mnonstop
8:20 am - 12:23 pmORD-RSW
3h 03mnonstop
$253Spirit Airlines
Find Deal
Thu, Nov 28 - Wed, Dec 4
9:45 pm - 11:38 pmRSW-ORD
2h 53mnonstop
8:20 am - 12:23 pmORD-RSW
3h 03mnonstop
$255Spirit Airlines
Find Deal
Thu, Nov 28 - Thu, Dec 5
4:13 pm - 8:11 pmMCO-ORD
4h 58m1 stop
7:45 pm - 11:50 pmORD-MCO
3h 05mnonstop
Thu, Nov 28 - Thu, Dec 5
6:15 am - 11:18 pmMIA-ORD
18h 03m1 stop
8:02 pm - 12:20 amORD-MIA
3h 18mnonstop
Wed, Nov 27 - Mon, Dec 2
9:25 am - 7:54 amJAX-ORD
23h 29m2 stops
11:10 am - 2:35 pmORD-JAX
2h 25mnonstop
$348United Airlines
Find Deal
Thu, Nov 28 - Fri, Nov 29
4:15 pm - 6:33 pmPBI-ORD
3h 18mnonstop
5:30 am - 9:38 amORD-PBI
3h 08mnonstop
$449United Airlines
Find Deal
Wed, Nov 27 - Sat, Nov 30
4:56 pm - 7:19 pmPBI-ORD
3h 23mnonstop
8:19 am - 4:29 pmORD-PBI
7h 10m1 stop
$459American Airlines
Find Deal
Wed, Nov 27 - Mon, Dec 2
1:06 pm - 3:29 pmPBI-ORD
3h 23mnonstop
12:06 pm - 4:01 pmORD-PBI
2h 55mnonstop
$499American Airlines
Find Deal
Thu, Nov 28 - Sun, Dec 1
6:05 am - 8:24 amMCO-ORD
3h 19mnonstop
11:24 am - 3:18 pmORD-MCO
2h 54mnonstop
$72Frontier
Find Deal
Thu, Dec 12 - Tue, Dec 17
12:45 pm - 3:02 pmPBI-ORD
3h 17mnonstop
7:40 am - 11:45 amORD-PBI
3h 05mnonstop
$75Frontier
Find Deal
Wed, Dec 25 - Wed, Jan 1
4:46 pm - 6:50 pmMCO-ORD
3h 04mnonstop
10:59 am - 2:54 pmORD-MCO
2h 55mnonstop
Fri, Dec 6 - Mon, Dec 9
4:46 pm - 6:50 pmMCO-ORD
3h 04mnonstop
11:24 am - 3:18 pmORD-MCO
2h 54mnonstop
Thu, Dec 12 - Tue, Dec 17
7:35 am - 9:38 amTPA-ORD
3h 03mnonstop
11:25 am - 3:15 pmORD-TPA
2h 50mnonstop
$94Spirit Airlines
Find Deal
Sat, Dec 14 - Tue, Dec 17
4:46 pm - 6:50 pmMCO-ORD
3h 04mnonstop
7:45 pm - 11:50 pmORD-MCO
3h 05mnonstop
$95Spirit Airlines
Find Deal
Fri, Dec 6 - Sun, Dec 8
9:12 am - 11:40 amMIA-ORD
3h 28mnonstop
7:09 pm - 11:17 pmORD-MIA
3h 08mnonstop
$157American Airlines
Find Deal
Wed, Feb 26 - Sat, Mar 1
7:00 am - 9:05 amMCO-ORD
3h 05mnonstop
6:45 pm - 10:35 pmORD-MCO
2h 50mnonstop
$159American Airlines
Find Deal
Wed, Jan 15 - Sat, Jan 18
10:15 am - 12:00 pmTPA-MDW
2h 45mnonstop
11:30 am - 3:05 pmMDW-TPA
2h 35mnonstop
$164Southwest
Find Deal
Fri, Jan 24 - Sat, Jan 25
1:05 pm - 3:00 pmMCO-MDW
2h 55mnonstop
7:05 pm - 10:45 pmMDW-MCO
2h 40mnonstop
$170Southwest
Find Deal
Thu, Jan 9 - Sun, Jan 12

Frontier flights from Florida to Chicago

Our best Frontier deals on Florida to Chicago flight tickets
Frontier
Dec 12
MCO6:05 amOrlando
3h 19m
ORD8:24 amChicago O'Hare Intl
Dec 17
ORD11:24 amChicago O'Hare Intl
2h 54m
MCO3:18 pmOrlando
Frontier
Dec 25
PBI12:45 pmPalm Beach Intl
3h 17m
ORD3:02 pmChicago O'Hare Intl
Jan 1
ORD7:40 amChicago O'Hare Intl
3h 05m
PBI11:45 amPalm Beach Intl
Frontier
Dec 25
PBI12:45 pmPalm Beach Intl
3h 17m
ORD3:02 pmChicago O'Hare Intl
Jan 1
ORD7:40 amChicago O'Hare Intl
3h 05m
PBI11:45 amPalm Beach Intl

Spirit Airlines flights from Florida to Chicago

Our best Spirit Airlines deals on Florida to Chicago flight tickets
Spirit Airlines
Dec 14
TPA7:35 amTampa
3h 03m
ORD9:38 amChicago O'Hare Intl
Dec 17
ORD11:25 amChicago O'Hare Intl
2h 50m
TPA3:15 pmTampa
Spirit Airlines
Dec 6
MCO4:46 pmOrlando
3h 04m
ORD6:50 pmChicago O'Hare Intl
Dec 8
ORD7:45 pmChicago O'Hare Intl
3h 05m
MCO11:50 pmOrlando
Spirit Airlines
Dec 25
MIA8:25 amMiami
3h 27m
ORD10:52 amChicago O'Hare Intl
Jan 1
ORD11:47 amChicago O'Hare Intl
3h 15m
MIA4:02 pmMiami

See travel insights to Chicago from

How to get the cheapest flight ticket from Florida to Chicago

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?

The month of February is, on average, the cheapest month to fly to Chicago from Florida, with most prices found around $134. If you’re not able to fly to Chicago in February, then April is your next best option. Flight prices from Florida to Chicago during April average around $146.

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

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $178. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Florida to Chicago for around $260.

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

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Florida to Chicago during this time can be as low as $167. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $218.

What is the cheapest Florida to Chicago flight route?

Fly from Miami to Chicago Midway for the best Florida - Chicago flight prices

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

The best time to book a flight to Chicago from Florida is 49 days out, which is when prices tend to be around $184. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $96.

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

There are 4 cabin classes available to choose from on Florida to Chicago 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 flights?

You could potentially save up to 71% on your flight if you consider stops on a Florida to Chicago flight.

Cheap Florida to Chicago flight deals and tips

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

Best Price Found

$28

Fastest flight time

2h 38m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Florida in the past 72 hours is $28. The best round-trip flight deal from Florida to Chicago found on momondo in the last 72 hours is $72.
The fastest flight from Florida to Chicago takes 2h 38m
Direct flights go from Florida to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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

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

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

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

    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 Florida to Chicago.

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

    The travel and health documents required for your trip to Chicago 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 Chicago. 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 Florida to Chicago?


Best airlines flying from Florida to Chicago

Compare and see reviews for airlines that fly from Florida to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $49Free CancellationRating
6.1
3,524 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $57Free CancellationRating
6.3
8,173 reviews
Search Spirit Airlines flights
Allegiant AirPriceFrom $109Free CancellationRating
7.3
844 reviews
Search Allegiant Air flights
American AirlinesPriceFrom $138Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $152Free CancellationRating
7.4
9,153 reviews
Search United Airlines flights
SouthwestPriceFrom $155Free CancellationRating
8.1
4,982 reviews
Search Southwest flights
DeltaPriceFrom $196Free CancellationRating
8.0
8,736 reviews
Search Delta flights

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?

Once you have performed a search for Florida to Chicago 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 Florida to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Florida and alert you when they change.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago