Chicago

$52+ 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 12/17. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — CHI
Nov 26 — Dec 31
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Cheap flight deals from Florida to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Florida (USFL) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 21, 2024.

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 November 21, 2024.

This Frontier deal was found by Cheapflights users on 11/20. 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.
Tue 12/178:56 amTPA - ORD
1 stop8h 37mFrontier
Wed 12/1810:22 pmORD - TPA
1 stop8h 31mFrontier
Deal found 11/20$106
This CheapOair deal was found by Cheapflights users on 11/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/67:30 amMCO - ORD
Nonstop3h 24mMultiple Airlines
Mon 12/97:45 pmORD - MCO
Nonstop3h 05mMultiple Airlines
Deal found 11/21$106
This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/64:46 pmMCO - ORD
Nonstop3h 04mSpirit Airlines
Sun 12/89:58 amORD - MCO
1 stop11h 13mSpirit Airlines
Deal found 11/20$107
This Frontier deal was found by Cheapflights users on 11/20. 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.
Tue 12/178:46 pmTPA - MDW
Nonstop2h 47mFrontier
Wed 12/186:50 amMDW - TPA
Nonstop2h 46mFrontier
Deal found 11/20$108
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1211:07 amTPA - ORD
1 stop12h 00mMultiple Airlines
Tue 12/1711:25 amORD - TPA
Nonstop2h 50mMultiple Airlines
Deal found 11/20$110
This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/137:30 amMCO - ORD
Nonstop3h 24mFrontier
Mon 12/164:58 pmORD - MCO
1 stop7h 45mFrontier
Deal found 11/20$110
This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/139:10 pmRSW - ORD
Nonstop3h 01mSpirit Airlines
Tue 12/178:20 amORD - RSW
Nonstop3h 03mSpirit Airlines
Deal found 11/20$114
This Priceline deal was found by Cheapflights users on 11/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/171:08 pmTPA - ORD
Nonstop3h 05mSpirit Airlines
Wed 12/187:53 pmORD - TPA
Nonstop2h 55mSpirit Airlines
Deal found 11/20$116
This Frontier deal was found by Cheapflights users on 11/20. 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.
Fri 12/67:21 pmMCO - MDW
1 stop5h 59mFrontier
Mon 12/912:36 pmMDW - MCO
1 stop10h 22mFrontier
Deal found 11/20$118
This FlightHub deal was found by Cheapflights users on 11/21. 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.
Tue 12/174:38 pmMIA - ORD
Nonstop3h 29mMultiple Airlines
Thu 12/196:00 amORD - MIA
1 stop17h 13mMultiple Airlines
Deal found 11/21$122
This eDestinos deal was found by Cheapflights users on 11/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/124:38 pmMIA - ORD
Nonstop3h 29mSpirit Airlines
Mon 12/168:02 pmORD - MIA
Nonstop3h 18mSpirit Airlines
Deal found 11/21$123
This Frontier deal was found by Cheapflights users on 11/20. 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.
Fri 12/612:42 pmMIA - MDW
Nonstop3h 30mFrontier
Sun 12/86:30 amMDW - MIA
1 stop11h 12mFrontier
Deal found 11/20$123

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 2,659,078 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 2/15

11:03 am-1:10 pm

Nonstop3h 07m

Chicago O'Hare Intl

Sat 2/22

6:30 pm-5:23 am

1 stop9h 53m

$105

TampaChicago

TPA - MDW

TPAMDW

Tampa

Wed 2/19

9:08 pm-11:00 pm

Nonstop2h 52m

Chicago Midway

Wed 2/26

4:20 pm-8:03 pm

Nonstop2h 43m

$106

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 1/16

3:34 pm-10:27 pm

1 stop7h 53m

Chicago O'Hare Intl

Mon 1/20

3:56 pm-1:46 am

1 stop8h 50m

$106

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 12/6

4:46 pm-6:50 pm

Nonstop3h 04m

Chicago O'Hare Intl

Sun 12/8

9:58 am-10:11 pm

1 stop11h 13m

$107

OrlandoChicago

MCO - MDW

MCOMDW

Orlando

Thu 1/9

12:40 pm-6:37 pm

1 stop6h 57m

Chicago Midway

Mon 1/13

4:35 pm-12:40 am

1 stop7h 05m

$108

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 12/5

6:05 am-8:24 am

Nonstop3h 19m

Chicago O'Hare Intl

Sun 12/8

9:58 am-10:11 pm

1 stop11h 13m

$111

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Wed 1/22

10:34 am-12:39 pm

Nonstop3h 05m

Chicago O'Hare Intl

Sun 1/26

5:37 pm-9:38 pm

Nonstop3h 01m

$112

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 12/14

7:35 am-9:38 am

Nonstop3h 03m

Chicago O'Hare Intl

Wed 12/18

10:22 pm-7:53 am

1 stop8h 31m

$113

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 12/14

7:35 am-9:38 am

Nonstop3h 03m

Chicago O'Hare Intl

Tue 12/17

11:25 am-3:15 pm

Nonstop2h 50m

$114

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Tue 12/24

9:32 pm-11:57 pm

Nonstop3h 25m

Chicago O'Hare Intl

Thu 1/9

7:35 am-11:32 am

Nonstop2h 57m

$114

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

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, September is the cheapest month in which you can book a flight from Florida to Chicago (average of $232). Flying from Florida to Chicago in June is currently the most expensive (average of $308). 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 November 21, 2024.

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 November 21, 2024.

The most flights from USFL to CHI are scheduled on a Monday (45 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (25 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 November 21, 2024.
Peruse reviews from past customers who have flown with American Airlines, Spirit Airlines and Frontier 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.
8.1
Very good
5,015 reviews

Crew

8.7

Food

7.2

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

8.1
Very good
5,015 reviews
8.1
Very good
5,015 reviews

Crew

8.7

Food

7.2

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

8.0
Very good
9,458 reviews
8.1
Very good
5,015 reviews

Crew

8.7

Food

7.2

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

8.0
Very good
8,758 reviews
8.1
Very good
5,015 reviews

Crew

8.7

Food

7.2

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

7.8
Good
286 reviews
8.1
Very good
5,015 reviews

Crew

8.7

Food

7.2

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Avelo Airlines
7.5
Good
74 reviews
8.1
Very good
5,015 reviews

Crew

8.7

Food

7.2

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

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 Frontier, with whom users have recently found tickets for as low as $52. However, be on the lookout for offers from Spirit Airlines 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 Spirit Airlines (100%), Austrian Airlines (97%) and Japan Airlines (93%).

  • What are the cheapest flights from Florida to Chicago?

    Looking at all options, your cheapest flight can be booked for $77. While the most popular route (Orlando - Chicago O'Hare Intl) can be booked for $93 on average our data indicates $1,013 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, September is the cheapest month in which you can book a flight from Florida to Chicago (average of $232). Flying from Florida to Chicago in June is currently the most expensive (average of $308). 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

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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 2,659,078 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$49Average$169FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$56Average$154FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$109Average$196FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$138Average$295FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$153Average$349FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$155Average$375FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$417FlexibilityNo 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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