$32 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.

Sun, Nov 2 - Sat, Nov 15
MDW
Midway Intl.
MIA
Miami Intl.
$168 Roundtrip, found 1 hour ago
$168
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Nov 2 from Midway Intl. to Miami Intl., returning Sat, Nov 15, priced at $168 found 1 hour ago
Sat, Nov 1 - Mon, Nov 10
MDW
Midway Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Nov 1 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Mon, Nov 10, priced at $199 found 1 day ago
Fri, Oct 31 - Fri, Nov 7
ORD
O'Hare Intl.
MIA
Miami Intl.
$206 Roundtrip, just found
$206
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Oct 31 from O'Hare Intl. to Miami Intl., returning Fri, Nov 7, priced at $206 just found
Sun, Nov 2 - Tue, Nov 4
ORD
O'Hare Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$207 Roundtrip, just found
$207
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Nov 2 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Tue, Nov 4, priced at $207 just found

Airfares from $32 One Way, $57 Round Trip from Chicago to Weston

Prices starting at $57 for return flights and $32 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.

Sat, Dec 13 - Wed, Dec 24
MDW
Chicago
MIA
Miami
$57 Roundtrip, found 5 days ago
$57
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Dec 13 from Chicago to Miami, returning Wed, Dec 24, priced at $57 found 5 days ago
Tue, Nov 18 - Wed, Nov 19
ORD
Chicago
FLL
Fort Lauderdale
$63 Roundtrip, just found
$63
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Nov 18 from Chicago to Fort Lauderdale, returning Wed, Nov 19, priced at $63 just found
Sun, Dec 7 - Sat, Dec 13
ORD
Chicago
MIA
Miami
$84 Roundtrip, found 2 hours ago
$84
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Sun, Dec 7 from Chicago to Miami, returning Sat, Dec 13, priced at $84 found 2 hours ago
Thu, Nov 13 - Thu, Nov 20
MDW
Chicago
FLL
Fort Lauderdale
$122 Roundtrip, just found
$122
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Nov 13 from Chicago to Fort Lauderdale, returning Thu, Nov 20, priced at $122 just found
Mon, Dec 8 - Mon, Dec 15
ORD
Chicago
FLL
Fort Lauderdale
$131 Roundtrip, found 2 hours ago
$131
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Mon, Dec 8 from Chicago to Fort Lauderdale, returning Mon, Dec 15, priced at $131 found 2 hours ago

Weston economy flight packages

Price found within the past 48 hours. Click for updated prices.
President Villa
3.5-star property

President Villa

8.2/10 Very Good! (1,000 reviews)

Dec 9 - Dec 13

4 night stay

Chicago (CHI) to Miami (MIA)

Spirit Airlines • Coach

Miami (MIA) to Chicago (CHI)

Frontier Airlines • Coach
Price was $495, price is now $272 per person
$272
per person
found 1 day ago
Although we didn't take advantage of it enough the hotel served breakfast every morning. Front desk staff awesome and very accommodating. A few times we had minor issues in our room and front desk staff would have maintenance up to our room in a matter of minutes. Minor drawback. A lot of hotel staff seemed not to know how to speak english well but front desk would let maintenance know the exact problem we were having and when they would arrive to our room we didnt need to talk that much because front desk already gave them the run down. I think hotel is in the best section of south beach. Beach 1 block away and walgreens across the street.

Reviewed on Apr 11, 2025

The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

8/10 Very Good! (1 review)

Dec 11 - Dec 16

5 night stay

Chicago (CHI) to Miami (MIA)

Frontier Airlines • Coach

Miami (MIA) to Chicago (CHI)

Spirit Airlines • Coach
Price was $18,408, price is now $8,596 per person
$8,596
per person
found 22 hours ago
EAST Miami Residences
5.0-star property

EAST Miami Residences

9/10 Wonderful! (78 reviews)

Dec 11 - Dec 16

5 night stay

Chicago (CHI) to Miami (MIA)

Frontier Airlines • Coach

Miami (MIA) to Chicago (CHI)

Spirit Airlines • Coach
Price was $1,999, price is now $1,046 per person
$1,046
per person
found 22 hours ago
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Weston packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Diplomat Beach Resort Hollywood, Curio Collection by Hilton
4.5-star property

Diplomat Beach Resort Hollywood, Curio Collection by Hilton

8.4/10 Very Good! (3,151 reviews)

Dec 19 - Dec 22

3 night stay

Chicago (ORD) to Miami (MIA)

United • PremiumEconomy

Miami (MIA) to Chicago (ORD)

Delta • PremiumEconomy
Price was $1,132, price is now $870 per person
$870
per person
found 3 hours ago
Do not have food options or room service, no water for coffee on rooms. Staff not friendly

Reviewed on Oct 18, 2025

Pelican Grand Beach Resort - A Noble House Resort
4.0-star property

Pelican Grand Beach Resort - A Noble House Resort

8.6/10 Excellent! (1,273 reviews)

Dec 19 - Dec 22

3 night stay

Chicago (ORD) to Miami (MIA)

United • PremiumEconomy

Miami (MIA) to Chicago (ORD)

Delta • PremiumEconomy
Price was $1,493, price is now $1,103 per person
$1,103
per person
found 3 hours ago
Getting chairs at the pool was a mess. They valve the day pool resort pass guest over those staying over nights. Added our name to the pool chair wait list and had to wait hours for a chair around the pool.

Reviewed on May 12, 2025

Beach House Fort Lauderdale, a Hilton Resort
4.0-star property

Beach House Fort Lauderdale, a Hilton Resort

8.8/10 Excellent! (2,051 reviews)

Dec 19 - Dec 22

3 night stay

Chicago (ORD) to Miami (MIA)

United • PremiumEconomy

Miami (MIA) to Chicago (ORD)

Delta • PremiumEconomy
Price was $1,114, price is now $930 per person
$930
per person
found 3 hours ago
The star of this property is the employees. Welcoming, friendly, responsive and eager to help. The room was immaculately clean and well appointed. Nice views from the ocean view rooms. I can only imagine how great the oceanfront views are. My only complaint is that the towels at the pool area are flimsy and where they looked liked they tried to save some money. However, that didn't diminish my experience. This hotel is beautiful and has such a vibe and Instagram worthy photo opportunities. Stay here!

Reviewed on Oct 27, 2025

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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.