$38 Cheap flight deals from Chicago (CHI) to Weston (FLL)

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This Weekend's Flight Deals from Chicago to Weston

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Sep 12 - Tue, Sep 15
ORD
O'Hare Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$258 Roundtrip, found 2 hours ago
$258
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Sep 12 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Tue, Sep 15, priced at $258 found 2 hours ago
Fri, Sep 11 - Mon, Sep 14
MDW
Midway Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$314 Roundtrip, found 1 day ago
$314
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Sep 11 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Mon, Sep 14, priced at $314 found 1 day ago
Sun, Sep 13 - Sun, Sep 20
MDW
Midway Intl.
MIA
Miami Intl.
$320 Roundtrip, found 5 hours ago
$320
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sun, Sep 13 from Midway Intl. to Miami Intl., returning Sun, Sep 20, priced at $320 found 5 hours ago
Sun, Sep 13 - Sat, Sep 19
ORD
O'Hare Intl.
MIA
Miami Intl.
$320 Roundtrip, just found
$320
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Sep 13 from O'Hare Intl. to Miami Intl., returning Sat, Sep 19, priced at $320 just found

Airfares from $38 One Way, $76 Round Trip from Chicago to Weston

Prices starting at $76 for return flights and $38 for one-way flights to Weston were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Nov 1 - Thu, Nov 5
RFD
Rockford
FLL
Fort Lauderdale
$76 Roundtrip, found 5 days ago
$76
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Sun, Nov 1 from Rockford to Fort Lauderdale, returning Thu, Nov 5, priced at $76 found 5 days ago
Tue, Sep 29 - Wed, Sep 30
ORD
Chicago
FLL
Fort Lauderdale
$122 Roundtrip, found 5 hours ago
$122
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, Sep 29 from Chicago to Fort Lauderdale, returning Wed, Sep 30, priced at $122 found 5 hours ago
Sat, Nov 14 - Mon, Nov 16
MDW
Chicago
FLL
Fort Lauderdale
$180 Roundtrip, found 8 hours ago
$180
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Nov 14 from Chicago to Fort Lauderdale, returning Mon, Nov 16, priced at $180 found 8 hours ago
Wed, Oct 14 - Tue, Oct 20
ORD
Chicago
MIA
Miami
$212 Roundtrip, found 5 hours ago
$212
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Wed, Oct 14 from Chicago to Miami, returning Tue, Oct 20, priced at $212 found 5 hours ago
Sat, Oct 3 - Wed, Oct 7
MDW
Chicago
FLL
Fort Lauderdale
$217 Roundtrip, found 2 hours ago
$217
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Sat, Oct 3 from Chicago to Fort Lauderdale, returning Wed, Oct 7, priced at $217 found 2 hours ago

Weston economy flight packages

Price found within the past 48 hours. Click for updated prices.
Park Royal Miami Beach managed by Accor
2.5-star property

Park Royal Miami Beach managed by Accor

8.8/10 Excellent! (193 reviews)

Oct 16 - Oct 19

3 night stay

Chicago (CHI) to Miami (MIA)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $785, price is now $432 per person
$432
per person
found 19 hours ago
Had been to Ft. Lauderdale and wanted to check for a decent none night stay in Miami and found this hotel Thro Expedia . Expedia rated this high and happy that we chose this place . Nice location. 5 mins off the beach . The beach is just walkable from this hotel. Very good service . The guy in lobby was very helpful . There was a donminos pizza next door , which was very useful for kids. Amenities were decent . They had an outdoor swimming pool . Slightly smaller .. there were 2-3 families swimming and it was almost full :) washer dryer worked but it was good .. elevator was small and sometimes slow . We didn’t find a gym. No complimentary breakfast.. parking was a bit wierd and cramped ! They charged per night which was slightly expensive . The rooms were awesome ! It was good sized for the price . Also had a kitchen.. though we didn’t use the kitchen , it is very good to have , just incase . Bed was comfortable .. bathrooms were neat . Price wise I think this room was very good and value for money . Wanted to give 3 , but just for the room and pricing , I’m giving it a 4 . Good experience overall .

Reviewed on Sep 1, 2026

Carillon Miami Wellness Resort
5.0-star property

Carillon Miami Wellness Resort

8.8/10 Excellent! (828 reviews)

Oct 31 - Nov 7

7 night stay

Chicago (CHI) to Miami (MIA)

United • Roundtrip • Coach
Save 100% on your flight
Price was $2,417, price is now $1,423 per person
$1,423
per person
found 18 hours ago

PRAIA Hotel Hollywood
2.0-star property

PRAIA Hotel Hollywood

7.2/10 Good! (53 reviews)

Oct 25 - Oct 30

5 night stay

Chicago (CHI) to Miami (MIA)

United • Roundtrip • Coach
Save 100% on your flight
Price was $2,004, price is now $1,258 per person
$1,258
per person
found 9 hours ago

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Weston packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Barcelona Studios Guesthouse
2.0-star property

Barcelona Studios Guesthouse

9.4/10 Exceptional! (258 reviews)

Oct 8 - Oct 12

4 night stay

Chicago (ORD) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,102, price is now $771 per person
$771
per person
found 1 day ago

Fontainebleau Miami Beach
4.5-star property

Fontainebleau Miami Beach

8.4/10 Very Good! (8,874 reviews)

Oct 8 - Oct 12

4 night stay

Chicago (ORD) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,900, price is now $1,304 per person
$1,304
per person
found 1 day ago
Perfect for girls trips or family trips! Everything was near by that you would need or want during your travels! Love it and will return!

Reviewed on Sep 8, 2026

EAST Miami
5.0-star property

EAST Miami

9.2/10 Wonderful! (4,095 reviews)

Oct 8 - Oct 12

4 night stay

Chicago (ORD) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,727, price is now $1,264 per person
$1,264
per person
found 1 day ago
Great staff, clean room, exce

Reviewed on Sep 8, 2026

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More About Flying To Weston from Chicago

Route Information for Flights from Chicago to Weston

Origin Airport IATA Code
CHI
Destination Airport IATA Code
FLL
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Weston

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.