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£48 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
Thu 27/6
Thu 4/7

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Good to know - Cheap tickets from Florida to Chicago

Low season

January

High season

June

Cheapest flight

£48
Best time to beat the crowds (11% less expensive on average)
Most popular time to fly (18% 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, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 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, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 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

27/9Fri
directFrontier
3h 00mMCO-ORD
1/10Tue
directFrontier
2h 58mORD-MCO
£118
9/6Sun
directSpirit Airlines
3h 04mTPA-ORD
10/6Mon
1 stopSpirit Airlines
19h 39mORD-TPA
£135
27/7Sat
1 stopDelta
7h 10mTPA-ORD
10/8Sat
1 stopDelta
7h 01mORD-TPA
£154
7/8Wed
1 stopDelta
7h 23mMCO-ORD
10/8Sat
1 stopDelta
5h 00mORD-MCO
£154
10/9Tue
1 stopJetBlue
9h 18mJAX-ORD
18/9Wed
1 stopJetBlue
5h 43mORD-JAX
£158
29/10Tue
1 stopJetBlue
9h 56mTPA-ORD
2/11Sat
1 stopJetBlue
6h 08mORD-TPA
£174
8/7Mon
2 stopsSun Country Air
28h 01mMCO-ORD
11/7Thu
1 stopSun Country Air
13h 24mORD-MCO
£182
8/7Mon
2 stopsSun Country Air
28h 01mMCO-ORD
11/7Thu
2 stopsSun Country Air
16h 38mORD-MCO
£186
2/9Mon
directUnited Airlines
3h 06mMCO-ORD
4/9Wed
directUnited Airlines
2h 49mORD-MCO
£223
31/8Sat
directUnited Airlines
2h 41mJAX-ORD
2/9Mon
directUnited Airlines
2h 28mORD-JAX
£259

Search by stops

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Search by price

Recent one-way flight deals

3/7Wed
directFrontier
3h 09mMCO-ORD
£48
16/7Tue
1 stopSpirit Airlines
13h 03mMCO-ORD
£50
1/9Sun
1 stopDelta
6h 42mMCO-ORD
£77
26/7Fri
1 stopSun Country Air
23h 04mTPA-ORD
£90
28/7Sun
1 stopSun Country Air
25h 19mMCO-ORD
£90
8/10Tue
1 stopDelta
5h 34mJAX-ORD
£92
3/7Wed
directUnited Airlines
3h 04mMCO-ORD
£97
3/7Wed
1 stopAmerican Airlines
4h 55mMCO-ORD
£100
29/6Sat
directUnited Airlines
2h 43mJAX-ORD
£110
29/6Sat
2 stopsAmerican Airlines
8h 15mMCO-ORD
£227

Search by stops

Search by airline

Search by price

Last minute flights from Florida to Chicago

Last minute flight, train and bus deals

29/5Wed
multi-stopSpirit Airlines
11h 28mMCO-ORD
29/5Wed
directSpirit Airlines
2h 49mORD-MCO
£355
30/5Thu
multi-stopDelta
6h 50mTPA-ORD
30/5Thu
multi-stopDelta
4h 35mORD-TPA
£390
30/5Thu
directSouthwest
2h 55mTPA-ORD
30/5Thu
multi-stopSouthwest
4h 30mORD-TPA
£408
30/5Thu
multi-stopSouthwest
6h 05mTPA-ORD
30/5Thu
multi-stopSouthwest
11h 25mORD-TPA
£419
30/5Thu
multi-stopSouthwest
7h 05mTPA-ORD
30/5Thu
multi-stopSouthwest
11h 25mORD-TPA
£423
29/5Wed
multi-stopDelta
6h 27mTPA-ORD
2/7Tue
multi-stopDelta
6h 38mORD-TPA
£438
30/5Thu
directUnited Airlines
3h 01mTPA-ORD
30/5Thu
directUnited Airlines
2h 50mORD-TPA
£495
29/5Wed
directUnited Airlines
2h 43mJAX-ORD
31/5Fri
directUnited Airlines
2h 39mORD-JAX
£562
1/6Sat
multi-stopAlaska Airlines
20h 59mMCO-ORD
6/6Thu
multi-stopAlaska Airlines
30h 34mORD-MCO
£802
1/6Sat
multi-stopAlaska Airlines
20h 59mMCO-ORD
6/6Thu
multi-stopAlaska Airlines
15h 13mORD-MCO
£864

Search by stops

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Search by price

Flights to Chicago, Illinois

Return flight deals:

Chicago - Florida

Cabin classes:

£1,056
£6,483
£1,427
£138

Browse origins:

  • Flights » 
  • Florida

Browse destinations:

  • Flights » 
  • Chicago