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$31 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 6/11. 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
Sat 6/29
Sat 7/6

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In the last 7 days travelers have searched 42,686,544 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

June

Cheapest flight

$31
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from Tampa to Chicago Midway Airport

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 round-trip 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 non-stop from Florida to Chicago?

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

Nonstop 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

Nonstop 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

Recent round-trip flight deals

6/11Tue
nonstopSpirit Airlines
3h 26mMIA-ORD
6/12Wed
nonstopSpirit Airlines
3h 18mORD-MIA
$40
8/21Wed
nonstopSpirit Airlines
3h 27mMIA-ORD
8/28Wed
nonstopSpirit Airlines
3h 17mORD-MIA
$43
6/11Tue
1 stop
6h 06mMIA-ORD
6/12Wed
nonstop
3h 18mORD-MIA
$76
6/12Wed
nonstop
3h 26mMIA-ORD
6/15Sat
1 stop
25h 49mORD-MIA
$78
9/4Wed
nonstopFrontier
2h 43mTPA-MDW
9/11Wed
nonstopFrontier
2h 36mMDW-TPA
$81
9/4Wed
nonstopFrontier
2h 43mTPA-MDW
9/11Wed
nonstopFrontier
2h 36mMDW-TPA
$83
9/20Fri
nonstopAmerican Airlines
3h 01mTPA-ORD
9/24Tue
nonstopAmerican Airlines
2h 57mORD-TPA
$139
7/25Thu
1 stopSun Country Air
14h 10mRSW-ORD
7/29Mon
1 stopSun Country Air
13h 47mORD-RSW
$182
7/5Fri
nonstopAmerican Airlines
3h 18mPBI-ORD
7/9Tue
nonstopAmerican Airlines
2h 58mORD-PBI
$194
7/1Mon
1 stopSun Country Air
7h 31mJAX-ORD
7/11Thu
1 stopSun Country Air
15h 23mORD-JAX
$226

Search by stops

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Recent one-way flight deals

6/11Tue
nonstopFrontier
2h 50mTPA-MDW
$31
6/11Tue
nonstopSpirit Airlines
3h 14mMCO-ORD
$31
8/31Sat
nonstopUnited Airlines
2h 59mTPA-ORD
$60
7/11Thu
1 stopSun Country Air
14h 00mRSW-ORD
$86
7/27Sat
nonstopAmerican Airlines
3h 01mTPA-ORD
$89
9/7Sat
1 stopUnited Airlines
7h 39mPBI-ORD
$95
6/4Tue
nonstopAmerican Airlines
3h 11mRSW-ORD
$95
7/8Mon
1 stopSun Country Air
6h 40mJAX-ORD
$96
9/4Wed
1 stopDelta
7h 49mTPA-MDW
$98
8/30Fri
1 stopDelta
6h 56mTPA-ORD
$98

Search by stops

Search by airline

Search by price

Last minute flights from Florida to Chicago

Last minute flight, train and bus deals

6/4Tue
multi-stop
6h 25mMIA-ORD
6/11Tue
nonstop
3h 18mORD-MIA
$73
6/4Tue
multi-stopSpirit Airlines
34h 24mMIA-ORD
6/11Tue
nonstopSpirit Airlines
3h 18mORD-MIA
$74
6/4Tue
nonstopFrontier
2h 47mTPA-MDW
6/13Thu
nonstopFrontier
2h 41mMDW-TPA
$103
6/4Tue
multi-stopFrontier
6h 10mTPA-ORD
6/6Thu
multi-stopFrontier
12h 02mORD-TPA
$109
6/4Tue
multi-stopDelta
4h 46mFLL-MDW
6/6Thu
multi-stopDelta
4h 51mMDW-FLL
$256
6/1Sat
multi-stopDelta
5h 05mPBI-ORD
6/5Wed
multi-stopDelta
6h 07mORD-PBI
$348
6/1Sat
nonstopAmerican Airlines
3h 17mPBI-ORD
6/5Wed
nonstopAmerican Airlines
2h 55mORD-PBI
$364
6/1Sat
nonstopAmerican Airlines
3h 17mPBI-ORD
6/5Wed
multi-stopAmerican Airlines
4h 49mORD-PBI
$372
6/4Tue
nonstopSouthwest
2h 40mTPA-MDW
6/6Thu
nonstopSouthwest
2h 30mMDW-TPA
$397
6/4Tue
multi-stopSouthwest
5h 45mTPA-MDW
6/6Thu
nonstopSouthwest
2h 30mMDW-TPA
$401

Search by stops

Search by airline

Search by price