Cheap flights from Chicago (CHI) to Florida (FL)

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How to find the cheapest flight from
Chicago (CHI) to Florida

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

Travelers have found it’s best to book a flight 21 days in advance to save up to 13% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 21 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago to Florida 1-2 weeks in advance for as low as $197, or $229 for flights within the next 24 hours.

What is the cheapest month to fly from Chicago to Florida?

August is one of the best times of the year to fly to Florida from Chicago. Prices for August average $202 per person but you can even find prices for as low as $76. The most expensive prices can be found in the month of December. Opting for a August flight can save you 54% on your journey compared to booking in August

Cheap flights from Chicago to Florida in February, March 2021

9 Mar - 17 Mar
$29pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
7 Mar - 11 Mar
$29pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
TPA
Tampa
TPA
Tampa
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
8 Mar - 10 Mar
$34pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl

Chicago to Florida 2021 flight deals

19 Apr - 22 Apr
$27pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
11 Apr - 14 Apr
$28pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
7 Mar - 11 Mar
$29pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
TPA
Tampa
TPA
Tampa
Frontier
Non-Stop
ORD
Chicago O'Hare Intl

Non-stop flights to Florida from Chicago

19 Apr - 22 Apr
$27pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
11 Apr - 14 Apr
$28pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
9 Mar - 17 Mar
$29pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Florida

6 Mar - 18 Mar
$34pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
TPA
Tampa
TPA
Tampa
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
2 Mar - 4 Mar
$37pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
2 Mar - 10 Mar
$38pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

One-way flights to Florida from Chicago

12:39 pm - 4:26 pm
Frontier
Nonstop
2h 47m
ORD - MCO
Frontier
10:57 am - 2:52 pm
Frontier
Nonstop
2h 55m
ORD - TPA
Frontier
3:15 am - 7:22 am
Frontier
Nonstop
3h 07m
ORD - RSW
Frontier

Related info for your journey

Flight FAQs

From Chicago to Florida

Are flight prices decreasing from Chicago to Florida due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and Florida for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Chicago to Florida to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Delta is one of them. Some of the new policies that have been implemented to accommodate travelers flying from Chicago to Florida are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

Which airlines flying from Chicago to Florida have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Chicago to Florida that may be offering flexible cancellation policies are Spirit Airlines, American Airlines, and United Airlines. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Chicago to Florida for under $100 on Cheapflights?

Yes, there are multiple flights from Chicago to Florida for under $100. The cheapest flight booked recently is on Frontier for just $27, but on average you can expect to pay $34.

Are there nonstop flights from Chicago to Florida for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Florida under $100. A good price for a nonstop flight from Chicago to Florida is less than $34.

Are there last-minute flights available from Chicago to Florida for under $100?

There are currently 20+ open flights from Chicago to Florida within the next 7 days for less than $100.

What days are nonstop flights available from Chicago to Florida?

You can find nonstop flights on the following days: Monday, Tuesday, Thursday, Friday, Saturday.

What are the most popular airlines that fly from Chicago to Florida?

The most popular airlines flying from Chicago to Florida are Major Airline, American Airlines and JetBlue. Something to consider prior to booking your flight.

What are the most popular routes from Chicago to Florida?

While some choose either Chicago O'Hare Intl - Miami or Chicago O'Hare Intl - Orlando, Chicago O'Hare Intl - Fort Lauderdale is the most popular route from Chicago to Florida.

What are the cheapest Flights from Chicago to Florida?

The cheapest flight price from Chicago to Florida is $53. On average you can expect to pay $527. The most popular route, (Chicago O'Hare Intl - Fort Lauderdale), can usually be booked for $38.

What are the most reliable airlines from Chicago to Florida?

No one likes to see their flight delayed. When booking a flight from Chicago to Florida consider choosing Aer Lingus (100%), ANA (100%) or Copa Airlines (88%) as they are the most reliable in getting you off to your destination on time.

How long is the flight from Chicago to Florida?

For as low as $40, Spirit Airlines can have you in Florida from Chicago in 2h 30m. Most flights are nonstop.

What are the cheapest airlines flying from Chicago to Florida round-trip?

Flying on Frontier is currently your cheapest option to Florida, with prices starting at $27. Another option worth looking into is Spirit Airlines, starting at $38 round trip.

What are the cheapest airlines to fly from Chicago to Florida one-way?

The cheapest airlines for a one-way flight from Chicago to Florida are Frontier ($14) and Spirit Airlines ($18).

Destination points for flights from Chicago to Florida

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Destination information for Florida

Flight duration
3h 00m

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing

Destin (DSI)
Key West (EYW)
Fort Lauderdale (FLL)
Gainesville (GNV)
Jacksonville (JAX)

Top 8 airlines flying from Chicago to Florida

Airline Cheapest Average Flexibility On-time COVID-19 safety
Frontier
$28 $170 No cancel fee 62%
Spirit Airlines
$46 $211 No cancel fee 65%
American Airlines
$48 $255 No cancel fee 71%
JetBlue
$81 $266 No cancel fee 62%
United Airlines
$48 $289 No cancel fee 69%
Allegiant Air
$131 $292 No cancel fee 88%
Delta
$82 $296 No cancel fee N/A
Southwest
$292 $402 No cancel fee 63%
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