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£76 Find cheap flights from Florida to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 3/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Wed 3/7
Wed 10/7

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Good to know - Cheap tickets from Florida to Chicago

Low season

January

High season

June

Cheapest flight

£76
Best time to beat the crowds (11% less expensive on average)
Most popular time to fly (17% more expensive on average)
Flight from Orlando to Chicago

FAQs for booking flights from Florida to Chicago

  • How does KAYAK find such low prices on flights from Florida to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Florida to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Florida to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Florida is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Florida to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago with an airline and back to Florida with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Florida to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Florida up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly direct from Florida to Chicago?

Find which airlines fly direct from Florida to Chicago, which days they fly and book direct flights.

Direct departures

Florida to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

See more direct flights

Direct returns

Chicago to Florida

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

See more direct flights
See more direct flights

Book cheap flights from Florida to Chicago

Cheapest flights to Chicago from Florida found in 2024

Recent return flight deals

14/6Fri
directSpirit Airlines
3h 14mMCO-ORD
17/6Mon
1 stopSpirit Airlines
14h 00mORD-MCO
£98
14/6Fri
directSpirit Airlines
3h 14mMCO-ORD
17/6Mon
directSpirit Airlines
2h 56mORD-MCO
£102
14/6Fri
1 stopSpirit Airlines
19h 21mMCO-ORD
17/6Mon
1 stopSpirit Airlines
14h 00mORD-MCO
£111
27/9Fri
directFrontier
3h 00mMCO-ORD
1/10Tue
directFrontier
2h 58mORD-MCO
£117
15/11Fri
directFrontier
3h 00mMCO-ORD
17/11Sun
directFrontier
2h 58mORD-MCO
£134
15/11Fri
direct
3h 00mMCO-ORD
17/11Sun
1 stop
14h 52mORD-MCO
£147
24/10Thu
1 stopDelta
7h 21mTPA-ORD
26/10Sat
1 stopDelta
7h 00mORD-TPA
£154
29/8Thu
1 stopDelta
7h 17mMCO-ORD
31/8Sat
1 stopDelta
4h 48mORD-MCO
£154
28/7Sun
1 stopSun Country Air
28h 49mMCO-ORD
1/8Thu
2 stopsSun Country Air
16h 38mORD-MCO
£191
15/11Fri
1 stopSun Country Air
7h 49mMCO-ORD
17/11Sun
1 stopSun Country Air
14h 52mORD-MCO
£201

Search by stops

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Recent one-way flight deals

3/7Wed
directFrontier
3h 09mMCO-ORD
£76
2/8Fri
1 stopDelta
4h 55mTPA-ORD
£77
1/9Sun
1 stopDelta
6h 42mMCO-ORD
£77
17/9Tue
1 stopJetBlue
9h 18mJAX-ORD
£79
26/7Fri
2 stopsSun Country Air
21h 37mMCO-ORD
£90
2/8Fri
2 stopsSun Country Air
23h 59mMCO-ORD
£100
3/7Wed
1 stopAmerican Airlines
5h 48mMCO-ORD
£101
26/6Wed
1 stopJetBlue
7h 47mJAX-ORD
£106
17/9Tue
directUnited Airlines
2h 41mJAX-ORD
£113
11/10Fri
directUnited Airlines
2h 40mJAX-ORD
£125

Search by stops

Search by airline

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Last minute flights from Florida to Chicago

Last minute flight, train and bus deals

5/6Wed
multi-stopDelta
7h 11mJAX-ORD
17/7Wed
multi-stopDelta
4h 54mORD-JAX
£391
4/6Tue
multi-stopDelta
5h 40mTPA-ORD
6/6Thu
multi-stopDelta
5h 48mORD-TPA
£394
4/6Tue
multi-stopSouthwest
7h 25mTPA-ORD
6/6Thu
multi-stopSouthwest
8h 10mORD-TPA
£408
4/6Tue
multi-stopSouthwest
12h 20mTPA-ORD
6/6Thu
multi-stopSouthwest
8h 10mORD-TPA
£412
4/6Tue
multi-stopSouthwest
9h 55mTPA-ORD
6/6Thu
multi-stopSouthwest
9h 30mORD-TPA
£416
4/6Tue
multi-stopDelta
6h 57mJAX-ORD
18/6Tue
multi-stopDelta
4h 40mORD-JAX
£446
4/6Tue
directUnited Airlines
3h 01mTPA-ORD
6/6Thu
directUnited Airlines
2h 51mORD-TPA
£467
4/6Tue
directUnited Airlines
3h 01mTPA-ORD
6/6Thu
multi-stopUnited Airlines
6h 58mORD-TPA
£471
7/6Fri
multi-stopAlaska Airlines
16h 14mMCO-ORD
11/6Tue
multi-stopAlaska Airlines
15h 13mORD-MCO
£735
7/6Fri
multi-stopAlaska Airlines
16h 14mMCO-ORD
8/6Sat
multi-stopAlaska Airlines
22h 35mORD-MCO
£791

Search by stops

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Flights to Chicago, Illinois

Return flight deals:

Chicago - Florida

Cabin classes:

£1,057
£6,489
£1,428
£115

Browse origins:

  • Flights » 
  • Florida

Browse destinations:

  • Flights » 
  • Chicago