We Rounded Up the Cheapest Flights to the Florida This Winter, With Deals Starting at $27

Score flights to Miami, Orlando, Tampa, and more.

By Michael Cappetta Michael Cappetta

Michael Cappetta is a travel writer with over 10 years of experience in journalism and television news. Travel + Leisure Editorial Guidelines Published on December 17, 2024

Palm trees in Crandon Park, Key Biscayne, Florida . Photo:

Abhishek Kumar/Getty Images

As the temperatures drop, you can bet that interest in a sunny getaway to Florida rises. Snowbirds heading for the sunshine is a long-standing travel tradition, and airlines plan for the southern surge with extra flight loads. Despite the volume of passengers, it is still possible to find great deals. 

Travel + Leisure spotted dozens of flight deals to Florida, with many under $100. Florida is home to popular destinations, and large airports, in Miami, Fort Lauderdale, Orlando, and Tampa that welcome millions of visitors a year. All of the examples below are one-way fares, and include the flight number we spotted with the discount at the time of publication. Due to the low prices for flights, it might be time to book a winter getaway to Florida. 

American Airlines

• Boston (BOS) to Miami (MIA) on Feb. 8 from $64 — AA1397
• Charlotte (CLT) to Tallahassee (TLH) on Jan. 22 from $130 — AA5028
• Chicago (ORD) to Miami (MIA) on Jan. 8 from $79 — AA3056
• Cleveland (CLE) to Miami (MIA) on Jan. 21 from $95 — AA2887
• New York (LGA) to Miami (MIA) on Feb. 3 from $64 — AA3191
• Newark (EWR) to Miami (MIA) on Feb. 1 from $64 — AA2933
• Philadelphia (PHL) to Orlando (MCO) on Jan. 21 from $85 — AA1684

Delta Air Lines

• Atlanta (ATL) to Orlando (MCO) on Jan. 30 from $104 —DL2035
• Boston (BOS) to Jacksonville (JAX) on Feb. 3 from $84 — DL681
• Detroit (DTW) to Miami (MIA) on Jan. 21 from $110 — DL1468
• Minneapolis (MSP) to Miami (MIA) on Feb. 18 from $115 — DL1172
• New York (JFK) to Miami (MIA) on Jan. 14 from $69 — DL1528
• Salt Lake City (SLC) to Orlando (MCO) on Jan. 27 from $269 — DL1691

Frontier Airlines

• Atlanta (ATL) to Orlando (MCO) on Feb. 9 from $29 — F94556
• Boston (BOS) to Miami (MIA) on Feb. 2 from $38 — F91435
• Chicago (MDW) to Miami (MIA) on Feb. 12 from $49 — F92456
• Detroit (DTW) to Miami (MIA) on Jan. 7 from $58 — F93442
• Philadelphia (PHL) to Jacksonville (JAX) on Jan. 25 from $27 — F93479
• Philadelphia (PHL) to Orlando (MCO) on Jan. 21 from $46 — F92507
• Salt Lake City (SLC) to Miami (MIA) on Jan. 22 from $84 — F93982 / F94584 (layover in Denver) 

JetBlue Airlines

• Boston (BOS) to Fort Lauderdale (FLL) on Jan. 11 from $84 — B6109
• Chicago (ORD) to Tampa (TPA) on Jan. 21 from $98 — B6312 / B61291 (layover in Boston) 
• Chicago (ORD) to Miami (MIA) on Jan. 6 from $98 — B6906 / B61993 (layover in New York) 
• Dallas (DFW) to Orlando (MCO) on Feb. 18 from $110 — B61214 / B6651 (layover in Boston)
• Detroit (DTW) to Fort Lauderdale (FLL) on Jan. 8 from $106 — B62036 / B61269 (layover in Boston) 
• Las Vegas (LAS) to Fort Lauderdale (FLL) on Jan. 15 from $134 — B61708
• New York (LGA) to Fort Lauderdale (FLL) on Jan. 6 from $89 — B61471

Spirit Airlines

• Boston (BOS) to Fort Lauderdale (FLL) on Jan. 14 from $32 — NK867
• Boston (BOS) to Orlando (MCO) on Jan. 14 from $48 — NK2990
• Detroit (DTW) to Tampa (TPA) on Jan. 14 from $59 — NK1771
• Detroit (DTW) to Fort Lauderdale (FLL) on Jan. 25 from $99 — NK436
• New York (LGA) to Fort Lauderdale (FLL) on Jan. 14 from $59 — NK171
• New York (LGA) to Orlando (MCO) on Jan. 14 from $39 — NK1350
• New York (LGA) to Tampa (TPA) on Jan. 29 from $96 — NK3930 / NK287 (layover in Fort Lauderdale) 

United Airlines

• Chicago (ORD) to Key West (EYW) on Jan. 14 from $100 — UA2070
• Chicago (ORD) to Miami (MIA) on Jan. 22 from $79 — UA2731
• Chicago (ORD) to Tampa (TPA) on Jan. 8 from $79 — UA2735
• Cleveland (CLE) to Orlando (MCO) on Jan. 15 from $79 — UA2042
• Newark (EWR) to Miami (MIA) on Jan. 14 from $64 — UA368
• Newark (EWR) to Tampa (TPA) on Feb. 3 from $79 — UA2074
• Washington, DC (IAD) to Jacksonville (JAX) on Jan. 22 from $90 — UA2084

Whether you are looking for a last-minute beach vacation in Miami, or a thrill-seeking vacation at Orlando’s theme parks, these flight deals can provide a cost-effective way to plan a vacation. A helpful travel tip is to explore nearby airports. For example, if you want to enjoy Miami’s South Beach or Wynwood District, it can be cheaper to fly into Fort Lauderdale (FLL) versus Miami (MIA) depending on the date and airline. 

As a reminder, all of the airfares present above were all found directly on the airline's sites, unless otherwise noted. Individual airlines also have low-fare calendars which can be helpful tools in finding the best deals.