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Cheap Flights from Illinois to Florida - Compare Flight Deals & Schedules

With plenty of flights available from Illinois to Florida, travelers have a wide range of choices to plan their journey more conveniently. Browse one-way fares from $51.99, round-trip fares from $93.98, and other affordable flight options that fit different budgets and preferences. Explore available schedules, compare airline services and choose the most suitable flights from Illinois to Florida for your travel plans.

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Cheap Flights from Illinois to Florida from from $51.99

Find cheap flights from Illinois to Florida and compare the latest fares across popular routes such as Illinois to Florida. Book affordable flight deals with CheapOair and save on your next trip. Call us for phone only deals at 
One Way Round Trip
CHI Chicago Tue, Aug 18
FLL Fort Lauderdale
from $52
Book Now
CHI Chicago Mon, Nov 16
ORL Orlando
from $62
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CHI Chicago Thu, Oct 29
TPA Tampa
from $94
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CHI Chicago Tue, Aug 4
MIA Miami
from $100
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CHI Chicago Tue, Aug 11
SRQ Sarasota
from $126
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CHI Chicago Mon, Sep 7
PBI West Palm Beach
from $143
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SPI Springfield Sat, Aug 8
ORL Orlando
from $152
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CHI Chicago Tue, Aug 11
FMY Fort Myers
from $155
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CHI Chicago Wed, Sep 2
PNS Pensacola
from $156
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*All fares above were last found on:
Fares are one way/round trip. Fares incl. all fuel surcharges, taxes & fees and our service fees. Displayed fares are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions. 202607~Ref:CvbbSkkvsk6cLiZE3u20uA

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Better deals are one call away Call us Say and save Expires July 31, 2026. Where applicable discount applies to service fees for qualified airline tickets. Amount of service fee discount varies: maximum savings of $10 per person applied to bookings from one (1) traveler up to five (5) travelers; the maximum discount applied is $50. Promo Code and Instant Savings offers can be combined up to the amount of our service fees but cannot be used or combined with any other coupons, promotions or special offers. May be withdrawn at any time without notice. Promo code only applicable for bookings created over the phone through our call center.