$29 Cheap flight deals from Chicago (CHI) to Deerfield Beach (FLL)

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This Weekend's Flight Deals from Chicago to Deerfield Beach

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, May 17 - Thu, May 28
MDW
Midway Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$280 Roundtrip, found 4 days ago
$280
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sun, May 17 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Thu, May 28, priced at $280 found 4 days ago
Sat, May 16 - Tue, May 19
MDW
Midway Intl.
MIA
Miami Intl.
$287 Roundtrip, found 6 days ago
$287
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, May 16 from Midway Intl. to Miami Intl., returning Tue, May 19, priced at $287 found 6 days ago
Sun, May 17 - Sun, May 17
ORD
O'Hare Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$314 Roundtrip, found 8 hours ago
$314
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sun, May 17 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sun, May 17, priced at $314 found 8 hours ago
Sun, May 17 - Thu, May 28
RFD
Greater Rockford
FLL
Fort Lauderdale - Hollywood Intl.
$350 Roundtrip, found 4 days ago
$350
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, May 17 from Greater Rockford to Fort Lauderdale - Hollywood Intl., returning Thu, May 28, priced at $350 found 4 days ago

Airfares from $29 One Way, $56 Round Trip from Chicago to Deerfield Beach

Prices starting at $56 for return flights and $29 for one-way flights to Deerfield Beach were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Aug 26 - Wed, Sep 2
ORD
Chicago
FLL
Fort Lauderdale
$56 Roundtrip, found 1 hour ago
$56
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Aug 26 from Chicago to Fort Lauderdale, returning Wed, Sep 2, priced at $56 found 1 hour ago
Wed, Jul 22 - Wed, Aug 12
MDW
Chicago
FLL
Fort Lauderdale
$184 Roundtrip, found 22 hours ago
$184
Roundtrip
found 22 hours ago
Select Southwest Airlines flight, departing Wed, Jul 22 from Chicago to Fort Lauderdale, returning Wed, Aug 12, priced at $184 found 22 hours ago
Tue, Jul 21 - Tue, Jul 28
RFD
Rockford
MIA
Miami
$199 Roundtrip, found 5 days ago
$199
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Jul 21 from Rockford to Miami, returning Tue, Jul 28, priced at $199 found 5 days ago
Tue, Jul 28 - Wed, Aug 5
MDW
Chicago
MIA
Miami
$199 Roundtrip, found 5 days ago
$199
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Jul 28 from Chicago to Miami, returning Wed, Aug 5, priced at $199 found 5 days ago
Tue, Jul 21 - Tue, Jul 28
ORD
Chicago
MIA
Miami
$199 Roundtrip, found 3 hours ago
$199
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Tue, Jul 21 from Chicago to Miami, returning Tue, Jul 28, priced at $199 found 3 hours ago

Deerfield Beach economy flight packages

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

President Hotel Villa

8.2/10 Very Good! (1,004 reviews)

Jun 11 - Jun 16

5 night stay

Chicago (CHI) to Miami (MIA)

Frontier Airlines • Non-stop • Coach

Miami (MIA) to Chicago (CHI)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,241, price is now $652 per person
$652
per person
found 1 day ago
Awesome welcome, very helpful. Nice rooms. Close to everything and safe

Reviewed on Mar 28, 2026

MirabileCondoDwntown MIA Brickell w PRKG
5.0-star property

MirabileCondoDwntown MIA Brickell w PRKG

2/10 (2 reviews)

Jun 25 - Jun 30

5 night stay

Chicago (CHI) to Miami (MIA)

United • Roundtrip • Coach
Price was $2,227, price is now $823 per person
$823
per person
found 10 hours ago
Prestige Retreat by Renzzi
3.0-star property

Prestige Retreat by Renzzi

7.8/10 Good! (17 reviews)

Jun 11 - Jun 17

6 night stay

Chicago (MDW) to Miami (MIA)

Frontier Airlines • Non-stop • Coach

Miami (MIA) to Chicago (MDW)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,692, price is now $969 per person
$969
per person
found 19 hours ago
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Deerfield Beach packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Fontainebleau Miami Beach
4.5-star property

Fontainebleau Miami Beach

8.4/10 Very Good! (8,167 reviews)

Jun 22 - Jun 25

3 night stay

Chicago (CHI) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,879, price is now $1,506 per person
$1,506
per person
found 4 hours ago
Great room was very clean, Beach amenities were very good as was the service on the beach. Got VIP that upon arrival. Not a fan of valet parking to start with (too restrictive and feel like you have to tip both in and out) but was surprised first with $78 dollar a night and then even more surprised by a $107 CHARGE FOR A SUPPOSED OVERSIZED VEHICLE I received the first day. Not only was that tacked on I was told I had to pay it before I left the property on day one, I would think that would be settled upon check out

Reviewed on May 9, 2026

1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,501 reviews)

Jun 22 - Jun 25

3 night stay

Chicago (CHI) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $3,567, price is now $2,403 per person
$2,403
per person
found 4 hours ago
The best hotel I have ever stayed in!

Reviewed on Jan 17, 2026

Kompose Boutique Hotel Miami Airport
3.0-star property

Kompose Boutique Hotel Miami Airport

9/10 Wonderful! (3,535 reviews)

Jun 22 - Jun 25

3 night stay

Chicago (CHI) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $2,148, price is now $1,578 per person
$1,578
per person
found 4 hours ago
This is one of the cleanest hotels I’ve ever stayed in. The beds were exceptionally comfortable, and the air felt fresh and well-maintained throughout. The space has a sleek, modern design, and the staff were consistently friendly and welcoming.

Reviewed on Apr 29, 2026

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Deerfield Beach business class flight packages

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

President Hotel

8.4/10 Very Good! (2,302 reviews)

Jul 2 - Jul 9

7 night stay

Chicago (CHI) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $2,147, price is now $1,259 per person
$1,259
per person
found 1 day ago
the location and breakfast and some of the staff are clearly a great value. However the bathroom in general are not at par with a 2* star hotel. The closet door was broken. The shower only had a curtain and floor corners had signs of aging and sticky. On second day while I was on a work call, the house keeping lady comes in and even if I told her to come later as I’m in a call, she didn’t bother she kept coming in and dumped towels on my luggage and was checking the closet door. I told her to go and come back. She have a look and left and that day they didn’t clean the room. The bathroom soap gel was not refilled on day 2 as the lady decided not to come. And you are given only 1 travel size gel. The 3rd day was pleasant. But overall for what I paid I was tad upset. In short I will have marked it as very good if the housekeeping didn’t mess up and bathroom has more soap and was not sticky.

Reviewed on Apr 17, 2026

The Penguin Hotel
3.5-star property

The Penguin Hotel

8.2/10 Very Good! (1,830 reviews)

Jul 2 - Jul 9

7 night stay

Chicago (CHI) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $2,170, price is now $1,281 per person
$1,281
per person
found 1 day ago
Room was clean , Staff very Nice and helpful air conditioning was working!!

Reviewed on May 10, 2026

1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,501 reviews)

Jul 2 - Jul 9

7 night stay

Chicago (CHI) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $6,125, price is now $3,664 per person
$3,664
per person
found 1 day ago
The best hotel I have ever stayed in!

Reviewed on Jan 17, 2026

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Deerfield Beach first class flight packages

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach
3.5-star property

Cavalier Hotel South Beach

8.6/10 Excellent! (1,003 reviews)

Jun 18 - Jun 21

3 night stay

Chicago (CHI) to Miami (MIA)

United • FirstClass

Miami (MIA) to Chicago (CHI)

Delta • FirstClass
Price was $1,642, price is now $1,247 per person
$1,247
per person
found 20 hours ago
Staff was great, elevator is tired, but I loved the proximity to everything

Reviewed on Jan 3, 2026

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)

Jun 18 - Jun 21

3 night stay

Chicago (CHI) to Miami (MIA)

United • FirstClass

Miami (MIA) to Chicago (CHI)

Delta • FirstClass
Save 100% on your flight
Price was $16,056, price is now $9,136 per person
$9,136
per person
found 20 hours ago
1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,501 reviews)

Jun 18 - Jun 21

3 night stay

Chicago (CHI) to Miami (MIA)

United • FirstClass

Miami (MIA) to Chicago (CHI)

Delta • FirstClass
Price was $2,928, price is now $2,132 per person
$2,132
per person
found 20 hours ago
The best hotel I have ever stayed in!

Reviewed on Jan 17, 2026

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More About Flying To Deerfield Beach from Chicago

Route Information for Flights from Chicago to Deerfield Beach

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

Chicago to Deerfield Beach

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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.