$42 Find Cheap Flights from Illinois to Florida Keys

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Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$42
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from Chicago O'Hare Airport to Miami

FAQs for booking flights from Illinois to Florida Keys

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

    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 Illinois to Florida Keys.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Illinois to Florida Keys 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 Illinois to Florida Keys?

    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 from Illinois to Florida Keys with an airline and back with another airline.

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

    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 from Illinois to Florida Keys up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which is the cheapest airport to fly into in Florida Keys?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Florida Keys is Key West Airport (EYW), with an average flight price of $394.

  • What is the cheapest day to fly to Florida Keys?

    Based on KAYAK data, the cheapest day to fly to Florida Keys is Thursday where round-trip tickets can be as cheap as $428. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $461 on average.

  • What is the cheapest time of day to fly to Florida Keys?

    The cheapest time of day to fly to Florida Keys is generally at night, when round-trip flights cost $230 on average. Morning departures are around 10% more expensive than evening flights, on average. The most expensive time of day to fly to Florida Keys is generally in the morning, which is peak travel time and where the average cost of a ticket is $482.

  • What is the cheapest flight to Florida Keys?

    The cheapest ticket to Florida Keys from Illinois found in the last 72 hours was to Key West, at $329 round-trip. The most popular route is Chicago O'Hare Intl Airport (ORD) to Key West (EYW) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $329.

  • What is the cheapest month to fly from Illinois to Florida Keys?

    The cheapest month for flights from Illinois to Florida Keys is October, when tickets cost $225 (return) on average. On the other hand, the most expensive months are February and December, when the average cost of round-trip tickets is $593 and $592 respectively.

  • How far in advance should I book a flight from Illinois to Florida Keys?

    To get a below average price on the flight from Illinois to Florida Keys, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

  • How long is the flight to Florida Keys?

    An average nonstop flight from Illinois to Florida Keys takes 6h 22m, covering a distance of 1165 miles. The shortest route is St. Louis (STL) to Miami (MIA) with an average flight time of 2h 40m.

  • What are the most popular destinations in Florida Keys?

    Based on KAYAK flight searches, the most popular destination is Miami (88% of total searches to Florida Keys). The next most popular destination is Key West (12%).

Book cheap flights from Illinois to Florida Keys

Recent round-trip flight deals

7/8Tue
nonstopSpirit Airlines
3h 17mORD-MIA
7/9Wed
nonstopSpirit Airlines
3h 36mMIA-ORD
$79
7/8Tue
nonstopSpirit Airlines
3h 17mORD-MIA
7/9Wed
nonstopSpirit Airlines
3h 36mMIA-ORD
$80
11/12Wed
nonstopAmerican Airlines
3h 09mORD-MIA
11/12Wed
nonstopAmerican Airlines
3h 27mMIA-ORD
$132
8/21Thu
nonstopUnited Airlines
3h 17mORD-MIA
8/25Mon
nonstopUnited Airlines
3h 28mMIA-ORD
$137
8/21Thu
nonstopSouthwest
3h 00mMDW-MIA
8/25Mon
nonstopSouthwest
3h 10mMIA-MDW
$137
7/8Tue
nonstop
3h 17mORD-MIA
7/10Thu
1 stop
10h 22mMIA-ORD
$139
7/8Tue
nonstop
3h 17mORD-MIA
7/10Thu
1 stop
10h 22mMIA-ORD
$140
8/14Thu
nonstopAmerican Airlines
3h 08mORD-MIA
8/19Tue
nonstopAmerican Airlines
3h 31mMIA-ORD
$147
8/21Thu
nonstopSouthwest
3h 00mMDW-MIA
8/25Mon
1 stopSouthwest
6h 50mMIA-MDW
$147
7/4Fri
nonstopUnited Airlines
3h 20mORD-MIA
7/11Fri
nonstopUnited Airlines
3h 34mMIA-ORD
$240

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Recent one-way flight deals

7/8Tue
nonstopSpirit Airlines
3h 17mORD-MIA
$42
7/1Tue
nonstopSpirit Airlines
3h 17mORD-MIA
$44
9/15Mon
nonstopUnited Airlines
3h 17mORD-MIA
$69
9/4Thu
nonstopSouthwest
3h 00mMDW-MIA
$69
10/27Mon
nonstopAmerican Airlines
3h 07mORD-MIA
$70
8/27Wed
nonstopAmerican Airlines
3h 08mORD-MIA
$71
8/11Mon
nonstopSouthwest
3h 00mMDW-MIA
$79
6/24Tue
1 stopFrontier
5h 27mORD-MIA
$83
10/12Sun
nonstopUnited Airlines
3h 17mORD-MIA
$86
7/15Tue
1 stopFrontier
5h 19mORD-MIA
$90

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Last minute flights from Illinois to Florida Keys

Last minute flight, train and bus deals

6/17Tue
multi-stop
11h 14mORD-MIA
6/28Sat
nonstop
3h 36mMIA-ORD
$161
6/21Sat
nonstopSpirit Airlines
3h 17mORD-MIA
6/25Wed
nonstopSpirit Airlines
3h 36mMIA-ORD
$168
6/17Tue
multi-stopFrontier
11h 14mORD-MIA
6/19Thu
multi-stopFrontier
10h 14mMIA-ORD
$180
6/17Tue
multi-stopFrontier
11h 14mORD-MIA
6/28Sat
multi-stopFrontier
10h 35mMIA-ORD
$190
6/21Sat
multi-stopSouthwest
7h 15mMDW-MIA
6/28Sat
nonstopSouthwest
3h 05mMIA-MDW
$322
6/21Sat
multi-stopDelta
6h 46mMDW-MIA
6/28Sat
multi-stopDelta
5h 18mMIA-MDW
$327
6/21Sat
multi-stopDelta
4h 40mMDW-MIA
6/24Tue
multi-stopDelta
5h 18mMIA-MDW
$357
6/21Sat
nonstopAmerican Airlines
3h 14mORD-EYW
6/24Tue
multi-stopAmerican Airlines
6h 57mEYW-ORD
$361
6/21Sat
multi-stopAmerican Airlines
4h 53mORD-EYW
6/24Tue
multi-stopAmerican Airlines
6h 57mEYW-ORD
$371
6/21Sat
multi-stopSouthwest
7h 15mMDW-MIA
6/28Sat
multi-stopSouthwest
8h 45mMIA-MDW
$397

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Everything you need to know for your flight to Florida Keys

Cabin class types available on flights to Illinois

Cabin classes available on flights to Illinois. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Florida Keysfrom $280
Business Class flights to Florida Keysfrom $293
Prem Econ Class flights to Florida Keysfrom $108
Economy Class flights to Florida Keysfrom $25

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