Chicago

$45+ Cheap flights from Florida to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — CHI
Feb 25 — Mar 41
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Cheap flight deals from Florida to Chicago

Keep the following information in mind while searching for Florida to Chicago flight deals. Data was last updated February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$68
(Cheapflightsfares)

One-way from

$45
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$138

Good round-trip deal

$90 or less

Good one-way deal

$62 or less
Provider with most accurate pricing for Orlando (ORL)-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Orlando (ORL)-Chicago (CHI) flights.
From Florida to Chicago (CHI)
One-way flight from Florida to Chicago (CHI)
Highest demand for flights based on searches. 5% potential increase in price ($10 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in February 2025
Price to beat on a round-trip flight from Florida to Chicago (CHI).
Price to beat on a one-way flight from Florida to Chicago (CHI).

Find flight deals from Florida to Chicago

Cheapest flights from Florida to Chicago
Explore the most affordable flight options available from Florida to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/58:21 pmSRQ - ORD
Nonstop3h 13mFrontier
Wed 3/125:21 pmORD - SRQ
Nonstop2h 53mFrontier
Deal found 2/19$68
This Cheapflightsfares deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2511:13 amTPA - ORD
Nonstop3h 07mFrontier
Wed 2/267:25 amORD - TPA
Nonstop2h 48mFrontier
Deal found 2/19$79
This Cheapflightsfares deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/57:05 amMCO - ORD
Nonstop3h 22mMultiple Airlines
Sun 3/96:45 amORD - MCO
Nonstop2h 46mMultiple Airlines
Deal found 2/18$79
This Cheapflightsfares deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/287:05 amMCO - ORD
Nonstop3h 22mFrontier
Tue 3/43:14 pmORD - MCO
Nonstop3h 01mFrontier
Deal found 2/19$80
This Cheapflightsfares deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/127:20 amTPA - ORD
Nonstop3h 08mSpirit Airlines
Wed 3/197:45 pmORD - TPA
1 stop10h 25mSpirit Airlines
Deal found 2/19$81
This FlightHub deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/69:16 pmMCO - ORD
Nonstop3h 12mSpirit Airlines
Sun 3/96:45 amORD - MCO
Nonstop2h 46mSpirit Airlines
Deal found 2/18$82
This Cheapflightsfares deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1811:49 amPBI - ORD
Nonstop3h 28mFrontier
Mon 4/216:30 amORD - PBI
Nonstop3h 07mFrontier
Deal found 2/19$82
This Frontier deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/36:00 amRSW - ORD
Nonstop3h 21mFrontier
Tue 4/87:59 pmORD - RSW
Nonstop3h 00mFrontier
Deal found 2/20$86
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/239:32 pmTPA - ORD
Nonstop3h 05mMultiple Airlines
Mon 3/315:01 amORD - TPA
Nonstop2h 48mMultiple Airlines
Deal found 2/19$88
This Mytrip deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/35:52 amMIA - ORD
Nonstop3h 37mSpirit Airlines
Tue 4/84:32 pmORD - MIA
Nonstop3h 13mSpirit Airlines
Deal found 2/19$89
This FlightHub deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/510:45 amMIA - ORD
1 stop6h 46mMultiple Airlines
Tue 3/112:34 pmORD - MIA
Nonstop3h 13mMultiple Airlines
Deal found 2/19$91
This Trip.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/512:42 pmMIA - MDW
Nonstop3h 31mFrontier
Sun 3/97:25 amMDW - MIA
Nonstop3h 12mFrontier
Deal found 2/19$92

Find flights from Florida to Chicago within your budget

Customize your flight search to find flights from Florida to Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated February 20, 2025.

Fly from

Florida

Fly to

Chicago

Route

Depart

Return

Price

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Wed 3/5

8:21 pm-10:34 pm

Nonstop3h 13m

Chicago O'Hare Intl

Wed 3/12

5:21 pm-9:14 pm

Nonstop2h 53m

$68

TampaChicago

TPA - ORD

TPAORD

Tampa

Wed 3/5

7:20 am-9:28 am

Nonstop3h 08m

Chicago O'Hare Intl

Wed 3/12

12:02 pm-3:50 pm

Nonstop2h 48m

$79

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 3/5

7:05 am-9:27 am

Nonstop3h 22m

Chicago O'Hare Intl

Sun 3/9

6:45 am-10:31 am

Nonstop2h 46m

$79

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 2/28

7:05 am-9:27 am

Nonstop3h 22m

Chicago O'Hare Intl

Tue 3/4

3:14 pm-7:15 pm

Nonstop3h 01m

$80

TampaChicago

TPA - ORD

TPAORD

Tampa

Wed 3/12

7:20 am-9:28 am

Nonstop3h 08m

Chicago O'Hare Intl

Wed 3/19

7:45 pm-7:10 am

1 stop10h 25m

$81

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 3/6

9:16 pm-11:28 pm

Nonstop3h 12m

Chicago O'Hare Intl

Sun 3/9

6:45 am-10:31 am

Nonstop2h 46m

$82

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 3/20

1:03 pm-3:10 pm

Nonstop3h 07m

Chicago O'Hare Intl

Mon 3/31

5:01 am-8:49 am

Nonstop2h 48m

$82

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Fri 4/18

11:49 am-2:17 pm

Nonstop3h 28m

Chicago O'Hare Intl

Mon 4/21

6:30 am-10:37 am

Nonstop3h 07m

$82

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Thu 4/3

6:00 am-8:21 am

Nonstop3h 21m

Chicago O'Hare Intl

Tue 4/8

7:59 pm-11:59 pm

Nonstop3h 00m

$86

MiamiChicago

MIA - ORD

MIAORD

Miami

Thu 4/3

5:52 am-8:29 am

Nonstop3h 37m

Chicago O'Hare Intl

Tue 4/8

4:32 pm-8:45 pm

Nonstop3h 13m

$89

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 60 results
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Best time to book a flight from Florida to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Florida with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Florida to Chicago

Get recent, data-driven insights about flights from Florida to Chicago including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Florida to Chicago?

Currently, August is the cheapest month in which you can book a flight from Florida to Chicago (average of $245). Flying from Florida to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from FL to CHI?

Find hourly flight availability from Florida to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 20, 2025.

When flying from Florida to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Florida to Chicago

Explore weekly flight availability from Florida to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 20, 2025.

The most flights from USFL to CHI are scheduled on a Thursday (57 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (24 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated February 20, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and JetBlue from Florida to Chicago to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

8.0
Very good

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Florida to Chicago Travel Guide

If you fly into Chicago O’Hare International Airport you’ll be about 14 miles from the central Loop business district in the city. This airport took over as the primary one for the city some time ago. It used to be Midway. The airport serves more than 83 million travelers in a year, making it the sixth busiest one in the world.

The other place you might fly into is Midway International Airport. This one is closer to the Loop district at only eight miles away. The airport handles over 22 million passengers per year and is the second busiest airport in Illinois. The majority of flights going into Midway are operated by Southwest Airlines.

Southwest flies into Midway with stopovers in Baltimore, Atlanta, Birmingham, and Kansas City. You might also stop in Dallas, St. Louis, or Manchester in New Hampshire. None of the stopovers are much more than an hour and many of them are under that.

Related info for your journey

Find useful and relevant information for your journey from Florida to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airports serve Florida to Chicago flights?

    Flying from Florida to Chicago could involve a number of different airports. However, if you fly from the busiest airport in Florida, Orlando, you’ll find a lot of options going into Chicago O’Hare, as well as some that fly into Chicago Midway. You can find direct flights and some with short stopovers along the way.

  • Which airlines fly directly from Florida to Chicago?

    For direct flights into Chicago, you can book on Frontier Airlines, Spirit Airlines, or United. American Airlines also offers several direct flights into O’Hare. If you book on Southwest Airlines you’ll fly non-stop into Chicago Midway. The flights last about 2h 45m. Some of the low-cost carriers have fares offered between cities in Florida and Chicago.

  • What are the stopover options between Florida to Chicago?

    You’ll find stopovers on Spirit Airlines in Denver, Myrtle Beach, and Fort Lauderdale. The range from 40m-7h 31m. JetBlue has flights serving this route that go through Boston. United offers stopovers in Fort Lauderdale and Houston. American Airlines will stop in Charlotte. Delta has many flights that stop in Atlanta for under an hour.

  • Do I need a passport or a visa to fly from Florida to Chicago?

    You will not need your passport or a visa for this flight. This is domestic only.

  • How can I reduce my carbon footprint when flying from Florida to Chicago?

    When traveling from Florida to Chicago, you can reduce your environmental impact by selecting the right flight. You can select a modern aircraft with the most up-to-date technology, which reduces emissions. Direct flights can also be beneficial as they require less fuel. You can fly during off-peak times when the flight is less populated and requires less fuel burn. Pick airlines that use alternative fuel sources such as biofuels, which can significantly decrease the carbon footprint. You can, as well, fly in economy class to ensure the lowest emissions per passenger.

  • What information should travelers be looking for when trying to determine if an airport or airline is sustainable when traveling from Florida to Chicago?

    When traveling from Florida to Chicago, passengers should look for airports and airlines that are certified by the FAA's "Green" program, the Carbon Disclosure Project (CDP), or the International Air Transport Association (IATA). Travelers should search for airlines and airports committed to using renewable energy sources, limiting waste, and controlling air and noise pollution. Travelers should also find out which airports and airlines are taking part in sustainability initiatives, such as offering eco-friendly transportation options or striving to reduce emissions and other environmental impacts.

  • What airlines operating from Florida to Chicago have sustainability practices in place and what are they?

    Alaska Airlines, American Airlines, Delta Airlines, JetBlue, and United Airlines have sustainability practices for flights from Florida to Chicago. These practices include fuel conservation initiatives, increased use of renewable energy sources, and recycled materials for their cabins and terminals. Other initiatives include the use of more efficient aircraft and the reduction of water and waste.

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $45. However, be on the lookout for offers from Frontier and Southwest, as they are both options that can get you from Florida to Chicago for a low price.

  • What are the most popular routes from Florida to Chicago?

  • What are the most reliable airlines from Florida to Chicago?

    The top 3 most reliable airlines when flying from Florida to Chicago are Emirates (100%), Japan Airlines (92%) and Royal Air Maroc (86%).

  • What are the cheapest flights from Florida to Chicago?

    Looking at all options, your cheapest flight can be booked for $67. While the most popular route (Fort Lauderdale - Chicago O'Hare Intl) can be booked for $83 on average our data indicates $1,102 when flying from Florida to Chicago.

  • Can I find deals for flights from Florida to Chicago that include hotel bookings?

    Yes. In addition to deals on Florida to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Florida to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Florida to Chicago.

  • Can I find deals for business class flights from Florida to Chicago?

    Yes. Cheapflights offers flight deals from Florida to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Florida to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Florida to Chicago (average of $245). Flying from Florida to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Florida?

Book flights to Florida if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Florida to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 7 airlines flying from Florida to Chicago

Discover the top 7 airlines that operate flights from Florida to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$29Average$145FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$58Average$154FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$112Average$194FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$138Average$303FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$149Average$350FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$155Average$370FlexibilityNo cancel feeOn-time63%
DeltaCheapest$195Average$413FlexibilityNo cancel feeOn-timeN/A

Helpful tips for your next trip to Chicago

Get useful tips and recommendations to enhance your travel experience on your next trip to Chicago. Learn about must-visit attractions, local customs, transportation options, weather conditions, and other valuable tips to make your trip more enjoyable and hassle-free.
  • To find out if a particular airport is sustainable, passengers traveling from Florida to Chicago can check the Airport Carbon Accreditation list to see if the airport is certified.
  • At Miami International Airport (MIA), efforts have been made to reduce energy and water consumption and advance waste management. Chicago O'Hare International Airport (ORD) has also implemented green building practices and a carbon offset program as part of its sustainability initiatives.
  • Flying on this route, Southwest Airlines has adopted alternative fuels like biofuels, as well as various operational changes, like utilizing more efficient flight paths and cutting down on aircraft taxi time.
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