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Cheap flights from Florida to Chicago from £68

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 27/5. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — CHI
5 Apr — 12 Apr1
1 adult

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 31 March 2025.

Round-trip from

£77

One-way from

£68

Popular in

December

Cheapest in

April

Average price

£168

Good round-trip deal

£70 or less

Good one-way deal

£153 or less
Frontier
  • Frontier
  • 11/4-13/4
  • Nonstop
  • 6h 11m total
  • Florida to Chicago
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United Airlines
  • United Airlines
  • 27/5
  • Nonstop
  • 3h 17m total
  • Florida to Chicago
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Highest demand for flights based on searches. 10% potential increase in price (£13 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (£3 potential savings vs. average return price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Florida to Chicago (CHI).
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Price to beat on a one-way flight from Florida to Chicago (CHI).
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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 31 March 2025.

Fri 11/406:30MCO - ORD
Nonstop3h 19mFrontier
Sun 13/411:25ORD - MCO
Nonstop2h 52mFrontier
Deal found 31/3£77
Fri 9/517:55MCO - ORD
Nonstop3h 08mSpirit Airlines
Sat 10/513:59ORD - MCO
1 stop6h 01mSpirit Airlines
Deal found 30/3£112
Wed 23/709:32MCO - ORD
Nonstop3h 07mUnited Airlines
Tue 29/711:02ORD - MCO
Nonstop2h 55mUnited Airlines
Deal found 30/3£140
Wed 21/511:00MCO - ORD
Nonstop3h 05mSouthwest
Sat 24/516:00ORD - MCO
Nonstop2h 50mSouthwest
Deal found 30/3£144
Wed 4/610:45TPA - ORD
1 stop6h 45mDelta
Wed 11/605:45ORD - TPA
1 stop7h 10mDelta
Deal found 30/3£152
Wed 14/506:00MCO - ORD
1 stop4h 51mDelta
Wed 28/515:57ORD - MCO
1 stop7h 27mDelta
Deal found 29/3£154
Tue 15/707:30TPA - ORD
1 stop6h 15mSouthwest
Sat 26/712:40ORD - TPA
1 stop9h 10mSouthwest
Deal found 31/3£172
Tue 20/506:00MCO - ORD
1 stop10h 04mJetBlue
Fri 30/516:03ORD - MCO
1 stop6h 50mJetBlue
Deal found 31/3£176
Sat 3/506:00JAX - ORD
1 stop7h 13mJetBlue
Thu 8/516:03ORD - JAX
1 stop6h 35mJetBlue
Deal found 31/3£206
Fri 25/412:15JAX - ORD
1 stop7h 24mSun Country Air
Sun 27/408:15ORD - JAX
1 stop26h 20mSun Country Air
Deal found 30/3£212
Sat 24/516:40JAX - ORD
Nonstop2h 45mUnited Airlines
Sat 31/518:20ORD - JAX
Nonstop2h 34mUnited Airlines
Deal found 30/3£214
Sat 10/507:20TPA - ORD
Nonstop3h 02mUnited Airlines
Mon 12/518:20ORD - TPA
Nonstop2h 53mUnited Airlines
Deal found 31/3£216

Cheapflights Fare Finder

Customise 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 858,174 searches. Data last updated 31 March 2025.
Use the filters below to find and compare flights from Florida to Chicago that are best for you.

Fly from

Florida

Fly to

Chicago

Route

Depart

Return

Price

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 11/4

06:30-08:49

Nonstop3h 19m

Chicago O'Hare Intl

Sun 13/4

11:25-15:17

Nonstop2h 52m

£77

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 9/5

17:55-20:03

Nonstop3h 08m

Chicago O'Hare Intl

Sat 10/5

13:59-21:00

1 stop6h 01m

£112

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 23/7

09:32-11:39

Nonstop3h 07m

Chicago O'Hare Intl

Tue 29/7

11:02-14:57

Nonstop2h 55m

£140

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 21/5

11:00-13:05

Nonstop3h 05m

Chicago O'Hare Intl

Sat 24/5

16:00-19:50

Nonstop2h 50m

£144

TampaChicago

TPA - ORD

TPAORD

Tampa

Wed 4/6

10:45-16:30

1 stop6h 45m

Chicago O'Hare Intl

Wed 11/6

05:45-13:55

1 stop7h 10m

£152

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 14/5

06:00-09:51

1 stop4h 51m

Chicago O'Hare Intl

Wed 28/5

15:57-00:24

1 stop7h 27m

£154

TampaChicago

TPA - ORD

TPAORD

Tampa

Tue 15/7

07:30-12:45

1 stop6h 15m

Chicago O'Hare Intl

Sat 26/7

12:40-22:50

1 stop9h 10m

£172

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Tue 20/5

06:00-15:04

1 stop10h 04m

Chicago O'Hare Intl

Fri 30/5

16:03-23:53

1 stop6h 50m

£176

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Sat 3/5

06:00-12:13

1 stop7h 13m

Chicago O'Hare Intl

Thu 8/5

16:03-23:38

1 stop6h 35m

£206

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Fri 25/4

12:15-18:39

1 stop7h 24m

Chicago O'Hare Intl

Sun 27/4

08:15-11:35

1 stop26h 20m

£212

Flights are sorted by cheapest return flights first.

Deals found on 31/3

Showing 1-10 of 34 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 return 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.

Cheapflights Insights

Everything you need to know about your flight from Florida to Chicago

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

Currently, January is the cheapest month in which you can book a flight from Florida to Chicago (average of £595). Flying from Florida to Chicago in July is currently the most expensive (average of £843). 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 31 March 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Florida to Chicago as you normally would.

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 31 March 2025.

The most flights from USFL to CHI are scheduled on a Monday (57 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 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

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 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 31 March 2025.
To help decide which airline to fly from Florida to Chicago, see what other customers have to say about Alaska Airlines, Southwest and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very Good
9,818 reviews
Check prices

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very Good
9,818 reviews
Alaska Airlines
8.0
Very Good
9,818 reviews
Check prices

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very Good
4,276 reviews
Alaska Airlines
8.0
Very Good
9,818 reviews
Check prices

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very Good
7,899 reviews
Alaska Airlines
8.0
Very Good
9,818 reviews
Check prices

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,614 reviews
Alaska Airlines
8.0
Very Good
9,818 reviews
Check prices

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
JetBlue
7.3
Good
2,924 reviews
Alaska Airlines
8.0
Very Good
9,818 reviews
Check prices

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as £68. However, be on the lookout for offers from Southwest and Delta, 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?

    The most popular flight routes from Florida to Chicago are Jacksonville - Chicago O'Hare Intl, Orlando - Chicago O'Hare Intl and Tampa - Chicago O'Hare Intl.

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

    Before booking your flight to Chicago from Florida, check out the most reliable airlines to get you to your destination on time: ANA (97%), Japan Airlines (95%), GOL( 90%).

  • What are the cheapest flights from Florida to Chicago?

    The cheapest flight price from Florida to Chicago is £204. On average you can expect to pay £284. The most popular route, (Jacksonville - Chicago O'Hare Intl), can usually be booked for £370.

  • 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 holiday 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, January is the cheapest month in which you can book a flight from Florida to Chicago (average of £595). Flying from Florida to Chicago in July is currently the most expensive (average of £843). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 2 airlines flying from Florida to Chicago

Discover the top 2 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 858,174 searches. Data last updated 31 March 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest£31Average£122FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
American AirlinesCheapest£217Average£257FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Florida to Chicago?

Cheapflights makes it easy to find Florida to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Florida to Chicago?

Millions of users choose and trust Cheapflights to book the best flight deals from Florida to Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Florida to Chicago with no change fees?

Need flexible booking options for your flight to Chicago from Florida? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Florida to Chicago become cheaper?

Not ready to book yet? You can track prices for flights from Florida to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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