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

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

All the information you need to plan the best null to CHI flight in 2021: compare Florida to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
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 May, June 2021

The best prices found for Florida to CHI flights for May, June
21 May - 23 May
$42pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
21 May - 23 May
$43pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
19 May - 22 May
$47pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl

Florida to Chicago 2021 flight deals

Cheap flights to Chicago from Florida found for this year
21 May - 23 May
$42pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
21 May - 23 May
$43pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
19 May - 22 May
$47pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl

Non-stop flights to Chicago from Florida

Save time with Florida to Chicago direct flight deals
21 May - 23 May
$42pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
21 May - 23 May
$43pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
19 May - 22 May
$47pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl

Last minute flights from Florida to Chicago

Late deals on round-trip flights to Chicago from Florida, departing today and this week
21 May - 23 May
$42pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
21 May - 23 May
$43pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
19 May - 22 May
$47pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl

One-way flights to Chicago from Florida

The cheapest one-way flights from Florida to Chicago
5:45 am - 7:45 am
Spirit Airlines
Nonstop
3h 00m
RSW - ORD
Spirit Airlines
$20
FlightNetwork
5:45 am - 7:45 am
Spirit Airlines
Nonstop
3h 00m
RSW - ORD
Spirit Airlines
$24
CheapTickets.com
12:02 pm - 1:58 pm
Spirit Airlines
Nonstop
2h 56m
TPA - ORD
Spirit Airlines
$27
Gotogate

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Florida</span> to <span class="emphasized">Chicago</span> 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.

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 Spirit Airlines for just $42, but on average you can expect to pay $59.

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 $59.

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: Wednesday, Thursday, Friday, Saturday.

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 Fort Lauderdale - 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 $536, our data indicates the cheapest price to be $52. The most popular route (Fort Lauderdale - Chicago O'Hare Intl), is priced around $63.

What are the most reliable airlines from Florida to Chicago?

Consider Austrian Airlines (100%), Republic Airways (100%) or Japan Airlines (96%) 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 $241, United Airlines can have you in Chicago from Florida in 2h 29m. 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 Spirit Airlines. Our recent data shows that you can find tickets from as low as $42 on this airline. An additional option worth looking into is Frontier, starting at $63.

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

$20 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier, with prices from $32.

Departure points for flights from Florida to Chicago

Select to see more specific information for flights to Chicago from all departure points in Florida.
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Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Florida to Chicago.
Flight duration
2h 58m
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

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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