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Cheap flights from Florida to Chicago from £60

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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — CHI
27 Apr — 4 May1
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 22 April 2025.

Round-trip from

£133

One-way from

£60

Popular in

March

Cheapest in

September

Average price

£140

Good one-way deal

£148 or less
Southwest
  • Southwest
  • 21/5-25/5
  • Nonstop
  • 5h 45m total
  • Florida to Chicago
Search Deals
United Airlines
  • United Airlines
  • 1/7
  • Nonstop
  • 3h 04m total
  • Florida to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (£8 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (£3 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 2025
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Price to beat on a one-way flight from Florida to Chicago (CHI).
Search Deals

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 22 April 2025.

Wed 21/511:00MCO - ORD
Nonstop3h 05mSouthwest
Sun 25/506:00ORD - MCO
Nonstop2h 40mSouthwest
Deal found 21/4£133
Wed 4/618:15TPA - ORD
Nonstop3h 05mAmerican Airlines
Wed 11/605:29ORD - TPA
1 stop4h 50mAmerican Airlines
Deal found 22/4£135
Tue 27/506:30TPA - ORD
1 stop7h 11mDelta
Wed 28/515:57ORD - TPA
1 stop4h 27mDelta
Deal found 22/4£147
Sat 24/514:00MCO - ORD
1 stop5h 48mDelta
Sun 25/510:30ORD - MCO
1 stop7h 24mDelta
Deal found 22/4£149
Wed 21/514:25MCO - ORD
Nonstop3h 10mUnited Airlines
Tue 27/517:50ORD - MCO
Nonstop2h 56mUnited Airlines
Deal found 22/4£155
Tue 20/514:20MCO - ORD
1 stop8h 34mJetBlue
Thu 29/506:15ORD - MCO
1 stop9h 26mJetBlue
Deal found 22/4£162
Tue 3/607:15TPA - ORD
1 stop5h 35mSouthwest
Tue 10/613:30ORD - TPA
2 stops8h 50mSouthwest
Deal found 22/4£181
Sat 26/421:35MCO - ORD
Nonstop3h 01mFrontier
Sat 3/516:15ORD - MCO
Nonstop3h 03mFrontier
Deal found 22/4£184
Fri 4/707:30TPA - ORD
Nonstop3h 04mUnited Airlines
Tue 8/717:55ORD - TPA
Nonstop2h 50mUnited Airlines
Deal found 22/4£186
Mon 24/1119:50TPA - ORD
1 stop15h 55mSun Country Air
Fri 28/1121:10ORD - TPA
1 stop12h 46mSun Country Air
Deal found 22/4£213
Mon 19/509:00MCO - ORD
1 stop11h 09mSun Country Air
Mon 16/618:20ORD - MCO
1 stop18h 50mSun Country Air
Deal found 22/4£213
Wed 30/709:55JAX - ORD
1 stop8h 01mJetBlue
Tue 5/808:40ORD - JAX
1 stop10h 12mJetBlue
Deal found 22/4£214

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 22 April 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

Wed 21/5

11:00-13:05

Nonstop3h 05m

Chicago O'Hare Intl

Sun 25/5

06:00-09:40

Nonstop2h 40m

£133

TampaChicago

TPA - ORD

TPAORD

Tampa

Wed 4/6

18:15-20:20

Nonstop3h 05m

Chicago O'Hare Intl

Wed 11/6

05:29-11:19

1 stop4h 50m

£135

TampaChicago

TPA - ORD

TPAORD

Tampa

Tue 27/5

06:30-12:41

1 stop7h 11m

Chicago O'Hare Intl

Wed 28/5

15:57-21:24

1 stop4h 27m

£147

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 24/5

14:00-18:48

1 stop5h 48m

Chicago O'Hare Intl

Sun 25/5

10:30-18:54

1 stop7h 24m

£149

TampaChicago

TPA - ORD

TPAORD

Tampa

Tue 3/6

07:15-11:50

1 stop5h 35m

Chicago O'Hare Intl

Tue 10/6

13:30-23:20

2 stops8h 50m

£181

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 7/6

14:20-21:54

1 stop8h 34m

Chicago O'Hare Intl

Thu 12/6

06:15-14:53

1 stop7h 38m

£185

TampaChicago

TPA - ORD

TPAORD

Tampa

Fri 4/7

07:30-09:34

Nonstop3h 04m

Chicago O'Hare Intl

Tue 8/7

17:55-21:45

Nonstop2h 50m

£186

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 31/5

07:30-09:37

Nonstop3h 07m

Chicago O'Hare Intl

Sat 31/5

13:55-17:53

Nonstop2h 58m

£200

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Wed 30/7

09:55-16:56

1 stop8h 01m

Chicago O'Hare Intl

Thu 7/8

08:40-19:52

1 stop10h 12m

£214

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Sat 24/5

12:56-16:45

1 stop4h 49m

Chicago O'Hare Intl

Sat 31/5

07:05-11:51

1 stop3h 46m

£222

Flights are sorted by cheapest return flights first.

Deals found on 22/4

Showing 1-10 of 35 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 22 April 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 22 April 2025.

The most flights from USFL to CHI are scheduled on a Monday (54 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 22 April 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
9,911 reviews
Check prices

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very Good
9,911 reviews
Alaska Airlines
8.0
Very Good
9,911 reviews
Check prices

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very Good
4,287 reviews
Alaska Airlines
8.0
Very Good
9,911 reviews
Check prices

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very Good
7,920 reviews
Alaska Airlines
8.0
Very Good
9,911 reviews
Check prices

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,683 reviews
Alaska Airlines
8.0
Very Good
9,911 reviews
Check prices

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
JetBlue
7.3
Good
2,923 reviews
Alaska Airlines
8.0
Very Good
9,911 reviews
Check prices

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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 £60. 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 Orlando - Chicago O'Hare Intl, Tampa - Chicago O'Hare Intl and Jacksonville - 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 (93%), Spirit Airlines (91%), Japan Airlines( 90%).

  • What are the cheapest flights from Florida to Chicago?

    The cheapest flight price from Florida to Chicago is £101. On average you can expect to pay £281. The most popular route, (Orlando - Chicago O'Hare Intl), can usually be booked for £235.

  • 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 22 April 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest£30Average£118FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
American AirlinesCheapest£210Average£248FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

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