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

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

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

Users have found that booking a flight from Florida to Chicago at least 20 days early can save you up to 10% on average compared to booking a flight this week. If booking 20 days before your flight isn’t an option for you, users have found flights from Florida to Chicago for as little as $137 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $157 for flights departing within the next 3 days.

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

April is one of the best times of the year to fly to Chicago from Florida. Prices for April average $135 per person but you can even find prices for as low as $33. The most expensive prices can be found in the month of December. Opting for a April flight can save you 49% on your journey compared to booking in April

Cheap flights from Florida to Chicago in January, February 2021

The best prices found for Florida to CHI flights for January, February
15 Jan - 20 Jan
$35pp
MCO
Orlando
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
13 Feb - 15 Feb
$36pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
15 Jan - 17 Jan
$37pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando

Florida to Chicago 2021 flight deals

Cheap flights to Chicago from Florida found for this year
15 Jan - 20 Jan
$35pp
MCO
Orlando
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
13 Feb - 15 Feb
$36pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
15 Jan - 17 Jan
$37pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando

Non-stop flights to Chicago from Florida

Save time with Florida to Chicago direct flight deals
13 Feb - 15 Feb
$36pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
21 Jan - 25 Jan
$37pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
4 Feb - 17 Feb
$38pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando

Last minute flights from Florida to Chicago

Late deals on round-trip flights to Chicago from Florida, departing today and this week
21 Jan - 25 Jan
$37pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
21 Jan - 24 Jan
$39pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
23 Jan - 25 Jan
$40pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando

One-way flights to Chicago from Florida

The cheapest one-way flights from Florida to Chicago
3:30 pm - 5:34 pm
JetBlue
Nonstop
3h 04m
FLL - ORD
JetBlue
4:39 pm - 7:14 pm
Frontier
Nonstop
3h 35m
MIA - ORD
Frontier
$34
Kiwi.com

Related info for your journey

Useful info, stats and facts about Florida to Chicago flights.

Flight FAQs

From Florida to Chicago

Are flight prices decreasing from Florida to Chicago 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 Florida and Chicago 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 Florida to Chicago to control the spread of COVID-19?

Delta is one of the many airlines that have implemented additional safety measures to control the spread of COVID-19. New policies for travelers booking flights from Florida to Chicago include masks being provided and required on board, daily cleaning and sanitization, use of HEPA filters, pre-flight testing for antibodies and symptoms, and socially distanced seating (for a limited time). Keep in mind that policies will vary by airline.

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

Due to the rapidly changing circumstances due to COVID-19, airlines like American Airlines, Spirit Airlines, and United Airlines flying from Florida to Chicago have implemented new flexible cancellation policies.

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

Yes, there are multiple flights from Florida to Chicago for under $100. The cheapest flight booked recently is on Frontier for just $36, but on average you can expect to pay $42.

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

Cheapflights has at least 20 direct flights from Florida to Chicago under $100. A good price for a nonstop flight from Florida to Chicago is less than $42.

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

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

What days are nonstop flights available from Florida to Chicago?

Nonstop flights can be found on the following days: Sunday.

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

Before booking your flight from Florida to Chicago check out the most popular airlines for this route: Major Airline, American Airlines or JetBlue.

What are the most popular routes from Florida to Chicago?

Most travelers choose Orlando - Chicago O'Hare Intl, Tampa - Chicago O'Hare Intl or Miami - Chicago O'Hare Intl when deciding on the best route from Florida to Chicago.

What are the cheapest Flights from Florida to Chicago?

Looking for the cheapest flight from Florida to Chicago? While on average our users pay $553, our data indicates the cheapest price to be $57. The most popular route (Orlando - Chicago O'Hare Intl), is priced around $39.

What are the most reliable airlines from Florida to Chicago?

Consider Austrian Airlines (100%), Aer Lingus (98%) or Royal Jordanian (97%) when booking your flight. These represent the most reliable airlines when flying from Florida to Chicago.

How long is the flight from Florida to Chicago?

For as low as $68, Spirit Airlines can have you in Chicago from Florida in 2h 37m. Generally, flights for this route are nonstop.

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

Our cheapest airline available from Florida to Chicago is Frontier. Our recent data shows that you can find tickets from as low as $36 on this airline. An additional option worth looking into is Spirit Airlines, starting at $42.

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

$18 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and JetBlue, with prices starting from $23 and $31, respectively.

Arrival points for flights from Florida to Chicago

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Destination information for Chicago

Things to know before you go. Useful info for your trip from Florida to Chicago
Flight duration
3h 02m
Average temperature for January in Chicago
33.8 °F
Avg rainfall for January in Chicago
0.7 ″

Airports servicing

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

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 7 airlines flying from Florida to Chicago

The chart below displays the airlines Cheapflights users traveling from Florida to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.

Airline Cheapest Average Flexibility On-time COVID-19 safety
Frontier
$28 $137 No cancel fee 62%
Spirit Airlines
$39 $180 No cancel fee 65%
JetBlue
$71 $192 No cancel fee 62%
American Airlines
$40 $220 No cancel fee 71%
United Airlines
$48 $237 No cancel fee 69%
Delta
$82 $274 No cancel fee N/A
Southwest
$214 $406 No cancel fee 63%
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