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Vacation riviera maya cancun beach. The article is about cheapest places to fly from Florida. there is a beach with beautiful blue water and lots of brown umbrellas made out of tiki material along the beach. people are on the beach and in the water and the sky is blue with white clouds

11 Cheapest Places to Fly from Florida (Epic Trips That Won’t Break the Bank)

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July 19, 2025 //  by Florida Trippers

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Looking for cheapest places to fly from Florida? I’ve got you.

As someone based in Florida, I’ve learned this state is a goldmine for cheap flights. Between Miami, Orlando, Tampa, and Fort Lauderdale, you’ve got so many options. Whether you want big city vibes, tropical beaches, or a spontaneous trip abroad I’ve covered them all.

If you’re craving an affordable adventure, here are some of the cheapest places to fly from Florida right now. I’ve included average roundtrip prices, which airports offer the best deals, what to do once you land, and why each spot is worth it.

Let’s explore the cheapest places to fly from Florida that are worth the trip.

Portugal - Lisbon Cityscape - Colorful buildings at Lisbon old town. The article is about cheapest places to fly from Florida.

Cheapest Places to Fly from Florida -Epic Trips That Won’t Break the Bank

New York City, NY

A visit to New York is one of the easiest (and most exciting) city breaks from Florida. Whether you’re into theater, food, museums, or just walking through Central Park, NYC delivers.

  • Airports: MCO, FLL, TPA, MIA
  • Cost: Roundtrip from $110
  • Airlines: JetBlue, Spirit, Delta, Frontier
  • Best for: Urban energy, weekend escapes, solo travel
  • Top things to do: Visit the Met or MoMA, see a Broadway show, take the Staten Island Ferry for free skyline views, eat your way through Chinatown or Little Italy.

I’ve flown to NYC for less than what I spend on dinner out but it depends when you go obviously. A trip here makes a perfect weekend getaway. It remains one of the all-time cheapest places to fly from Florida.

A stunning view of New York City, showcasing iconic landmarks and the bustling urban atmosphere.

San Juan, Puerto Rico

For tropical vibes, Caribbean beaches, with no passport required Puerto Rico is the place to go. I think it’s one of the most underrated and accessible getaways from Florida.

  • Airports: MCO, FLL, TPA, MIA
  • Cost: Roundtrip from $219
  • Airlines: JetBlue, Southwest, Frontier
  • Best for: Beach breaks, history lovers, no-fuss travel
  • Top things to do: Wander Old San Juan’s colorful streets, explore El Yunque rainforest, relax at Condado Beach, try mofongo and local rum.

This is where I go when I want island energy with zero international hassle. Flights here frequently show up on lists of the cheapest places to fly from Florida.

Colorful houses line the hillside over looking the beach in San Juan, Puerto Rico. The article is about cheapest places to fly from Florida.

Chicago, IL

From rooftop bars and the Riverwalk to deep-dish pizza and world-class museums, Chicago is a fun, affordable city break.

  • Airports: MIA, MCO, TPA
  • Cost: Roundtrip from $120
  • Airlines: United, American, Frontier, Southwest
  • Best for: Foodies, architecture buffs, quick urban getaways
  • Top things to do: Stroll Millennium Park, take an architecture river cruise, eat at Lou Malnati’s or Giordano’s, visit the Art Institute or Field Museum.

Flights from Florida are usually cheap, and there’s a ton to do even in a short visit. If you’re watching your budget, it’s one of the cheapest places to fly from Florida year-round.

Chicago theatre lights at dusk.

Cancún, Mexico

This is my go-to when I want white sand, warm water, and all the tacos. Think beach clubs, cenotes, Mayan ruins, and epic sunsets.

  • Airports: MIA, MCO, TPA
  • Cost: Roundtrip from $314
  • Airlines: JetBlue, American, Spirit, Frontier
  • Best for: All-inclusive resorts, couples, beach lovers
  • Top things to do: Swim in cenotes, explore Chichen Itza or Tulum, snorkel off Isla Mujeres, or just chill poolside with a drink in hand.

Cancún feels like a luxury escape, but flights from Florida often make it a budget win. No surprise it’s one of the most consistent cheapest places to fly from Florida.

If you are wondering what to pack the weather is similar to Florida so this Floridian packing list will help.

Vacation riviera maya cancun beach.  The article is about cheapest places to fly from Florida. there is a beach with beautiful blue water and lots of brown umbrellas made out of tiki material along the beach. people are on the beach and in the water and the sky is blue with white clouds

Nassau, Bahamas

Just a short hop from South Florida, the Bahamas are perfect for a quick weekend luxury or a tropical reset.

  • Airports: MIA, FLL, MCO
  • Cost: Roundtrip from $228
  • Airlines: Bahamasair, JetBlue, American
  • Best for: Sunseekers, cruisers, passport stamps
  • Top things to do: Visit the Queen’s Staircase, snorkel with fish at Clifton Heritage Park, explore Paradise Island, relax on Junkanoo Beach.

This is one of those “I need to be on a beach now” kind of places. And yes, it’s regularly featured on lists of cheapest places to fly from Florida.

Harborside Villas aerial view at Nassau Harbour with Nassau downtown at the background, from Paradise Island, Bahamas.

Bogotá, Colombia

A vibrant capital tucked into the Andes, Bogotá has amazing food, cool museums, and jaw-dropping views.

  • Airports: MIA, MCO
  • Cost: Roundtrip from $301
  • Airlines: Avianca, Copa, Spirit
  • Best for: Culture lovers, solo travelers, coffee fans
  • Top things to do: Ride the cable car to Monserrate, explore La Candelaria, tour the Gold Museum, and sip Colombian coffee at the source.

Bogotá was a surprise favorite for me. Affordable, energetic, and totally worth the flight—definitely one of the more unique and cheapest places to fly from Florida.

A view of the center of Bogota with the Andes in the background. The article is about cheapest places to fly from Florida.

Punta Cana, Dominican Republic

If your idea of a perfect trip is doing absolutely nothing except sipping something fruity by a pool this is your place.

  • Airports: MIA, FLL, MCO
  • Cost: Roundtrip from $316
  • Airlines: JetBlue, Frontier, American
  • Best for: Resort life, beach weddings, rest-and-reset weekends
  • Top things to do: Relax at Bavaro Beach, take a catamaran cruise, try ziplining or dune buggy rides, and explore Indigenous Eyes Ecological Park.

The water is ridiculously blue, and you can often score package deals with airfare and hotel included. That’s why it’s become one of the cheapest places to fly from Florida for beach lovers.

Bavaro Beach in Punta Cana at the Dominican Republic. The article is about cheapest places to fly from Florida.

Panama City, Panama

Skyline, jungle, history, and modern luxury, Panama City is one of Central America’s most underrated capitals.

  • Airports: MIA, MCO
  • Cost: Roundtrip from $338
  • Airlines: Copa, Spirit
  • Best for: Off-the-beaten-path adventurers, culture and nature mix
  • Top things to do: Visit the Panama Canal, walk the old quarter (Casco Viejo), hike in Soberanía National Park, or take a day trip to a rainforest village.

It’s like a tropical version of Miami with way cheaper prices. It’s a really interesting city-meets-jungle experience.

Aerial view of the modern skyline of Panama City , Panama with modern Highrise buildings. The article is about cheapest places to fly from Florida.

San José, Costa Rica

If you’re into waterfalls, volcanoes, and seeing sloths up close, this one’s for you. Costa Rica is a nature lover’s dream.

  • Airports: MIA, MCO
  • Cost: Roundtrip from $319
  • Airlines: Avianca, Spirit, JetBlue
  • Best for: Eco-travel, solo adventure, scenic road trips
  • Top things to do: Visit Poás Volcano, zipline through Monteverde Cloud Forest, relax in La Fortuna hot springs, or spot wildlife in Manuel Antonio.

You can get into the jungle in just a few hours from the city. It’s one of the more interesting places to fly from Florida if you want nature without the long-haul flight.

Urban scene with Braulio Carrillo Colina park and La Merced church, in the urban center of the city
Photo Credit: Salvador Aznar via Shutterstock.com

Lisbon, Portugal

Yes, it’s Europe. Yes, it’s still affordable (especially from Miami). Lisbon’s all about beautiful viewpoints, tiled streets, and world-class pastries.

  • Airports: MIA
  • Cost: Roundtrip from $465
  • Airlines: TAP Portugal, Norse Atlantic
  • Best for: First-time Europe, solo travel, wine and food
  • Top things to do: Ride Tram 28, eat pastel de nata, stroll Alfama, day trip to Sintra or Cascais.

If you’re dreaming of a European adventure that won’t drain your wallet, Lisbon’s a top pick.

Yellow tram on a street with colorful houses and flowers on the balconies - Bica Elevator going down the hill of Chiado Lisbon

Bonus: Paris, France

Because, well, Paris. Croissants, fashion, art, and romance all just a (surprisingly cheap) flight away.

  • Airports: MIA
  • Cost: Roundtrip from $492
  • Airlines: Norse, Play, Air France deals
  • Best for: Couples, dreamers, art lovers
  • Top things to do: See the Eiffel Tower sparkle, browse the Louvre, shop the Marais, enjoy wine along the Seine.

Under $500 to Paris? You won’t regret it.

Cityscape of Paris with Eiffel Tower. The article is about cheapest places to fly from Florida.

How to Score Cheap Flights from Florida

Here’s what I actually do when I’m trip-hunting:

  • Use Google Flights Explore, you can see cheap routes from your airport.
  • Set up price alerts on Skyscanner or Hopper.
  • Travel mid-week, Tuesday or Wednesday departures are almost always cheaper.
  • Be open to budget airlines, just double-check the baggage rules.
  • Book early, 4–6 weeks out for domestic, 2–3 months for international.

The key is flexibility and grabbing the offer when you find it.

Beautiful typical traditional vibrant street in San Juan, Puerto Rico.

Florida is seriously underrated when it comes to affordable places to travel. Whether you want beach vibes, historic charm, or a bucket-list adventure, there are so many cheap flights from Florida that open the door to epic trips without breaking the bank.

From tropical islands to global cities, this list highlights the absolute cheapest places to fly from Florida that are packed with adventure, culture, and value.

So… where are you flying next?

If you are flying from Miami and have some time to spare check out these Miami tours.

Category: Activities, Things To Do, Weekend Getaways

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