$34 Find Cheap Flights from Illinois to Florida Keys

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Useful Info
Useful Info

Good to know

Low seasonSeptember
High seasonApril
Cheapest flight$34
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 12% 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 $427.

  • 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 $417. 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 $196 on average. Morning departures are around 20% 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 $492.

  • 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 $317 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 $317.

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

    The cheapest month for flights from Illinois to Florida Keys is September, when tickets cost $338 (return) on average. On the other hand, the most expensive months are April and February, when the average cost of round-trip tickets is $657 and $593 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 4 weeks before departure.

  • How long is the flight to Florida Keys?

    An average nonstop flight from Illinois to Florida Keys takes 6h 36m, 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 (89% of total searches to Florida Keys). The next most popular destination is Key West (11%).

Book cheap flights from Illinois to Florida Keys

Recent round-trip flight deals

6/2Mon
nonstopSpirit Airlines
3h 15mORD-MIA
6/4Wed
nonstopSpirit Airlines
3h 26mMIA-ORD
$75
5/20Tue
nonstopSpirit Airlines
3h 15mORD-MIA
5/27Tue
nonstopSpirit Airlines
3h 26mMIA-ORD
$76
6/2Mon
nonstop
3h 15mORD-MIA
6/9Mon
1 stop
5h 50mMIA-ORD
$148
6/2Mon
nonstop
3h 15mORD-MIA
6/9Mon
1 stop
5h 50mMIA-ORD
$150
6/4Wed
1 stopAmerican Airlines
4h 45mORD-MIA
6/4Wed
1 stopAmerican Airlines
6h 17mMIA-ORD
$184
6/4Wed
nonstopAmerican Airlines
3h 11mORD-MIA
6/4Wed
nonstopAmerican Airlines
3h 29mMIA-ORD
$193
6/4Wed
nonstopSouthwest
2h 55mMDW-MIA
6/7Sat
nonstopSouthwest
3h 05mMIA-MDW
$197
5/14Wed
1 stopFrontier
8h 07mSTL-MIA
5/20Tue
1 stopFrontier
28h 59mMIA-STL
$208
6/1Sun
nonstopSouthwest
3h 00mMDW-MIA
6/6Fri
nonstopSouthwest
3h 10mMIA-MDW
$209
5/16Fri
1 stopFrontier
9h 29mSTL-MIA
5/20Tue
1 stopFrontier
28h 59mMIA-STL
$218

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Recent one-way flight deals

5/20Tue
nonstopSpirit Airlines
3h 15mORD-MIA
$34
5/27Tue
nonstopSpirit Airlines
3h 15mORD-MIA
$37
5/9Fri
1 stopFrontier
9h 29mSTL-MIA
$89
7/1Tue
nonstopSouthwest
3h 05mMDW-MIA
$90
6/1Sun
1 stop
6h 30mORD-EYW
$94
7/30Wed
1 stopFrontier
6h 51mMDW-MIA
$97
6/1Sun
nonstopSouthwest
3h 00mMDW-MIA
$99
8/12Tue
nonstopUnited Airlines
3h 20mORD-MIA
$99
6/21Sat
1 stop
23h 33mORD-EYW
$124
7/1Tue
nonstopUnited Airlines
3h 20mORD-MIA
$130

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Last minute flights from Illinois to Florida Keys

Last minute flight, train and bus deals

5/6Tue
nonstopSpirit Airlines
3h 12mORD-MIA
5/10Sat
multi-stopSpirit Airlines
6h 38mMIA-ORD
$145
5/6Tue
nonstopSpirit Airlines
3h 12mORD-MIA
5/7Wed
nonstopSpirit Airlines
3h 26mMIA-ORD
$147
5/6Tue
nonstop
3h 12mORD-MIA
5/11Sun
multi-stop
8h 34mMIA-ORD
$163
5/6Tue
nonstop
3h 12mORD-MIA
5/9Fri
multi-stop
8h 34mMIA-ORD
$168
5/3Sat
multi-stopFrontier
8h 07mSTL-MIA
5/9Fri
multi-stopFrontier
28h 59mMIA-STL
$198
5/2Fri
multi-stopFrontier
10h 21mORD-MIA
5/9Fri
multi-stopFrontier
9h 45mMIA-ORD
$218
5/6Tue
multi-stopDelta
4h 40mMLI-EYW
5/13Tue
multi-stopDelta
5h 32mEYW-MLI
$349
5/6Tue
multi-stopAmerican Airlines
10h 52mMLI-EYW
5/13Tue
multi-stopAmerican Airlines
5h 50mEYW-MLI
$354
5/6Tue
multi-stopAmerican Airlines
10h 52mMLI-EYW
5/13Tue
multi-stopAmerican Airlines
11h 17mEYW-MLI
$359
5/3Sat
multi-stopDelta
6h 22mORD-EYW
5/10Sat
multi-stopDelta
5h 52mEYW-ORD
$371

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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.

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