Cheap flights To Winter Park (ORL) from $125

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Cheap Flights to Winter Park from $125 One Way, $203 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Aug 16 - Wed, Aug 20
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$203 Roundtrip, found 3 days ago
$203
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sat, Aug 16 from Punta Cana Intl. to Orlando Intl., returning Wed, Aug 20, priced at $203 found 3 days ago
Tue, Aug 12 - Sat, Aug 16
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$205 Roundtrip, found 8 hours ago
$205
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Tue, Aug 12 from Punta Cana Intl. to Orlando Intl., returning Sat, Aug 16, priced at $205 found 8 hours ago
Sun, Oct 26 - Tue, Oct 28
PUJ
Punta Cana Intl.
SFB
Orlando Sanford Intl.
$228 Roundtrip, found 2 days ago
$228
Roundtrip
found 2 days ago
Select Arajet flight, departing Sun, Oct 26 from Punta Cana Intl. to Orlando Sanford Intl., returning Tue, Oct 28, priced at $228 found 2 days ago
Sat, Aug 2 - Sun, Aug 3
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$245 Roundtrip, found 4 days ago
$245
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Aug 2 from Punta Cana Intl. to Orlando Intl., returning Sun, Aug 3, priced at $245 found 4 days ago
Sat, Aug 2 - Fri, Aug 8
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$305 Roundtrip, found 1 day ago
$305
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Aug 2 from Punta Cana Intl. to Orlando Intl., returning Fri, Aug 8, priced at $305 found 1 day ago
Wed, Aug 27 - Sun, Aug 31
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$315 Roundtrip, found 3 days ago
$315
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Aug 27 from Punta Cana Intl. to Orlando Intl., returning Sun, Aug 31, priced at $315 found 3 days ago
Wed, Aug 27 - Sun, Aug 31
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$320 Roundtrip, found 3 days ago
$320
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Aug 27 from Punta Cana Intl. to Orlando Intl., returning Sun, Aug 31, priced at $320 found 3 days ago
Mon, Dec 29 - Tue, Jan 6
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$348 Roundtrip, found 11 hours ago
$348
Roundtrip
found 11 hours ago
Select Delta flight, departing Mon, Dec 29 from Punta Cana Intl. to Orlando Intl., returning Tue, Jan 6, priced at $348 found 11 hours ago
Wed, Aug 27 - Fri, Aug 29
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$372 Roundtrip, found 3 days ago
$372
Roundtrip
found 3 days ago
Select Copa flight, departing Wed, Aug 27 from Punta Cana Intl. to Orlando Intl., returning Fri, Aug 29, priced at $372 found 3 days ago
Tue, Oct 28 - Tue, Nov 4
GRU
Guarulhos - Governor André Franco Montoro Intl.
SFB
Orlando Sanford Intl.
$373 Roundtrip, found 1 day ago
$373
Roundtrip
found 1 day ago
Select Arajet flight, departing Tue, Oct 28 from Guarulhos - Governor André Franco Montoro Intl. to Orlando Sanford Intl., returning Tue, Nov 4, priced at $373 found 1 day ago

Winter Park Flight Information

Traveling To
Winter Park
Destination Airport IATA Code
ORL
Number of Airlines Serving
Airlines
Spirit Airlines, Arajet, JetBlue Airways, Frontier Airlines, Southwest Airlines, Copa, American Airlines, World Ticket Ltd, Delta
Flight Price
$203
Earliest Departing Flight
Latest Departing Flight

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Winter Park economy flight packages

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

Sep 7 - Sep 12

5 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

Sep 7 - Sep 12

5 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
per person
found 1 day ago
Westgate River Ranch Resort & Rodeo
3.5-star property

Westgate River Ranch Resort & Rodeo

Aug 28 - Sep 2

5 night stay

Chicago (ORD) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
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Winter Park premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

8.2/10 Very Good! (5,097 reviews)

Sep 11 - Sep 15

4 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • PremiumEconomy
per person
found 21 hours ago
Pros: Clean, beautiful grounds. There are pools throughout the property, and food/store options available onsite. Beds were comfortable. Nice patios. Able to get bus to Universal for free. Cons: Check in was awful. Took close to 1 hour. There is a shuttle that can take you from your building to the front as it's a long walk. However, we mostly had to walk because the shuttle was either parked up front or MIA. The property and rooms are dated. Plugs/outlets in the room were few and we had two just not even work in our room. The waterpark was fine, but requires additional paid entry for non-members. Pools on property are just open swimming..no attendants.

Reviewed on Jun 23, 2025

Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

8.6/10 Excellent! (1,006 reviews)

Sep 11 - Sep 15

4 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 21 hours ago
Only thing that we complained was bed sheets were dirty and floor in one of the room full of hair.

Reviewed on Jul 3, 2025

Club Wyndham Bonnet Creek
3.5-star property

Club Wyndham Bonnet Creek

9.2/10 Wonderful! (1,001 reviews)

Sep 11 - Sep 15

4 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • PremiumEconomy
per person
found 21 hours ago
Check in 3 step process. Wait in line to check in. Then you get directed to a staff member who asks you for additional contact information to set you up for part 3: a sales pitch to convince you to buy into their timeshare. You can’t avoid the timeshare pitch as that person gives you the ‘security key’ to get you into the front gate. Of course, the check in person could give you this, but it’s part of the hard sell timeshare process. I won’t stay here again.

Reviewed on Oct 9, 2024

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Winter Park first class flight packages

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

8.2/10 Very Good! (5,097 reviews)

Aug 28 - Aug 31

3 night stay

Chicago (ORD) to Orlando (MCO)

United • Roundtrip • FirstClass
per person
found 12 hours ago
Pros: Clean, beautiful grounds. There are pools throughout the property, and food/store options available onsite. Beds were comfortable. Nice patios. Able to get bus to Universal for free. Cons: Check in was awful. Took close to 1 hour. There is a shuttle that can take you from your building to the front as it's a long walk. However, we mostly had to walk because the shuttle was either parked up front or MIA. The property and rooms are dated. Plugs/outlets in the room were few and we had two just not even work in our room. The waterpark was fine, but requires additional paid entry for non-members. Pools on property are just open swimming..no attendants.

Reviewed on Jun 23, 2025

Villatel Village at Solterra Resort
4.5-star property

Villatel Village at Solterra Resort

No reviews

Sep 7 - Sep 12

5 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • FirstClass
per person
found 12 hours ago
Margaritaville Cottages Orlando with H2O Waterpark by Vstays
4.0-star property

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

9/10 Wonderful! (1,003 reviews)

Sep 21 - Sep 25

4 night stay

Boston (BOS) to Orlando (MCO)

Delta • Non-stop roundtrip • FirstClass
per person
found 16 hours ago
We were very displeased with the cleanliness of our cottage upon arrival. I found multiple hairs on the ground and furniture, so vacuumed Before I even unpacked my suitcase. At the end of the night, our feet were so filthy dirty, we had to wash them before we could get into bed because the floors werent clean. The pool was gross, even had a used band aid in it. The kitchen barely had enough dishes and they left nothing to help with cooking coffee or anything. We've had many vrbo properties in the past, and this was one of the least desirable that we've stayed at.

Reviewed on Oct 7, 2024

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Frequently asked questions

Which airlines fly to Winter Park?
With 20 airlines offering services to Orlando Intl. Airport (MCO), the main entry point to Winter Park, the choice is all yours. Grab an incredible deal among these top international airlines that'll take you to this city:

  • Spirit Airlines - 274 flights to Winter Park per month
  • JetBlue - 148 flights to Winter Park per month
  • Frontier Airlines - 105 flights to Winter Park per month

What is the best airport to fly to in Winter Park?
Orlando Intl. Airport (MCO) is the entry point to the city, so your toughest decision will be the aisle seat or the window seat. Downtown Winter Park is around 12 miles away and where many visitors kick off their adventure.
How much is a flight to Winter Park?
Prices for return flights to Winter Park this last week fluctuated between $203 and $373. If you were flying one-way from Punta Cana (PUJ), you could have nabbed fares from just $125.
How to book the cheapest flight to Winter Park?
With Orbitz, you'll uncover some of the most affordable flight deals around from a great range of airlines. But if you'd love to heighten your chances of landing cheap flights to Winter Park, here are some tips to bear in mind:

  • Consider alternative airports to increase your savings. Enter your preferred departure and arrival airports in the form fields, then choose the 'Nearby airports' function below. It will list the available options.
  • If you're flexible with your plans, click on the 'Show flexible dates' option. It'll bring up flight deals for the days either side of your selected departure. Fares often vary depending on the day of the week.
  • To refine your results, hit 'Show options.' You can search based on airlines, seating class, nonstop flights and refundable flights. You can also select your preferred flight times under 'Sort & Filter' to the left.
  • If you've worked out your travel dates, don't waste time booking your flight. Fares normally get more expensive as the departure date gets closer.
  • Consider bundling your flights, hotels and car rental into a package deal with Orbitz — the more you book, the more you save.
  • Whenever possible, don't travel in peak seasons. Airfares often surge during summer, school breaks and other vacation periods like Thanksgiving and Christmas.

How long is a flight to Winter Park?
The length of your flight will depend on where you're jetting in from, whether that's the East Coast, the West Coast or someplace else. Listed below are three of the busiest routes to Winter Park and average flight times:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Orlando Intl. Airport (MCO) - 1 hour and 46 minutes
  • Newark, NJ (EWR-Liberty Intl.) to Orlando Intl. Airport (MCO) - 2 hours and 50 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Orlando Intl. Airport (MCO) - 2 hours and 38 minutes

What is the best time to book a flight to Winter Park?
Generally speaking, the cheapest time to book a seat is January. This is followed by February then August. When searching for a cheap flight to Winter Park, it's worth being ready to book. Cheap deals pop up suddenly and don't hang around!
What day of the week is the cheapest to book a flight to Winter Park?
If you're after inexpensive fares to Winter Park, the best days of the week to make a booking are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), a terrific flight deal will be all yours.
What is the cheapest day of the week to fly to Winter Park?
Look into going early in the week if you want to score cheap flights to Winter Park. Orbitz data from 2020 shows Monday is generally the cheapest day to set off, followed by Tuesday. Saturday was found to have the most expensive ticket fares. This is probably because most passengers choose to begin their getaway when the weekend rolls around.
What is the cheapest month to fly to Winter Park?
To secure cheap flights to Winter Park, you should depart in August. If saving on your ticket is your number one priority, Orbitz data shows that this is generally an excellent month to take a trip. June is when fares are at their peak.
Which airlines allow free cancellation?
When searching for flights on Orbitz, click on "Filter by flexible change policies." This filter will quickly find all the carriers offering free cancellation and no change fees. Relax knowing that if your travel dates change, your reservation can too.
What do I need for the flight to Winter Park?
Flying doesn't have to be a drag. In fact it can be fun if you're well prepared! Make your journey a total breeze with these practical tips:

  • Before you step foot on the plane, you'll need to show proof of identification, like your passport. You'll also need your ticket. If you're traveling with the kids, check with your airline about which documents they may need.
  • Take some activities to pass the time on your trip to Winter Park. Books, magazines and electronic devices like e-readers and tablets should do the trick. Be sure to take a refillable water bottle too. Even on a short flight, it's important to keep well-hydrated.
  • It can get cool on the plane. If you'd rather not shiver your way through the flight, pack an extra layer.

How many direct flights are there to Winter Park?
There are 1,109 flights that travel straight to Winter Park every month, which means you won't have to stress over long stopovers. Reserve a fare with Southwest Airlines or Spirit Airlines and then settle back and enjoy the flight. Frontier Airlines, Delta Air Lines, JetBlue Airways and American Airlines also provide nonstop flights to Winter Park.
How do I get cheap first-class/business deals to Winter Park?
Savvy travelers have a way of finding first or business-class fares to Winter Park that don't cost an arm and a leg. Take their lead with these useful hints:

  • Flexibility isn't just useful for your yoga. Avoid locking in your travel dates so you can snap up cheaper airfares when a big sale drops.
  • Budget airlines offer business-class seats at a fraction of the normal price. Ditch the full-service carriers and go with one of these cheaper options.
  • Take advantage of your airline's flight rewards program and upgrade your seat. You can also bid for an upgrade in an online auction.

How to get into Winter Park from the airport?
Make things easier with an Orlando Intl. Airport (MCO) car rental. Arrive at Orlando Intl. Airport (MCO) and then collect a set of wheels from one of the two outlets on-site. Enterprise and EZ Rent-A-Car both have a terrific variety of vehicles to choose from. After you've buckled up, you'll need to travel approximately 12 miles to the north to make it to the excitement of central Winter Park. Renting a car from the city center is another popular option with unbeatable deals available from Winter Park car rentals.
What is the best time to go to Winter Park?
People come from every direction to visit Winter Park in March, July and August. So if you want to discover this exciting destination in the tourist season, this is the time to go. Like most places in the Northern Hemisphere, the summer begins June 20 in Winter Park, with average daily temperatures between 75 ºF and 90 ºF.

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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.