$40 Cheap flight deals from Washington (WAS) to Winter Park (ORL)

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This Weekend's Flight Deals from Washington to Winter Park

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.

Sat, Oct 4 - Tue, Oct 7
BWI
Baltimore Washington Intl. Thurgood Marshall
MCO
Orlando Intl.
$92 Roundtrip, just found
$92
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Oct 4 from Baltimore Washington Intl. Thurgood Marshall to Orlando Intl., returning Tue, Oct 7, priced at $92 just found
Fri, Oct 3 - Fri, Oct 10
IAD
Washington Dulles Intl.
MCO
Orlando Intl.
$178 Roundtrip, just found
$178
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Oct 3 from Washington Dulles Intl. to Orlando Intl., returning Fri, Oct 10, priced at $178 just found
Sat, Oct 4 - Tue, Oct 7
DCA
Ronald Reagan Washington National
MCO
Orlando Intl.
$296 Roundtrip, just found
$296
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Oct 4 from Ronald Reagan Washington National to Orlando Intl., returning Tue, Oct 7, priced at $296 just found

Airfares from $40 One Way, $64 Round Trip from Washington to Winter Park

Prices starting at $64 for return flights and $40 for one-way flights to Winter Park were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Nov 9 - Thu, Nov 13
BWI
Baltimore
MCO
Orlando
$64 Roundtrip, just found
$64
Roundtrip
just found
Select Southwest Airlines flight, departing Sun, Nov 9 from Baltimore to Orlando, returning Thu, Nov 13, priced at $64 just found
Mon, Nov 17 - Wed, Nov 19
BWI
Baltimore
MCO
Orlando
$80 Roundtrip, found 1 hour ago
$80
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Nov 17 from Baltimore to Orlando, returning Wed, Nov 19, priced at $80 found 1 hour ago
Tue, Feb 3 - Sat, Feb 7
BWI
Baltimore
MCO
Orlando
$80 Roundtrip, just found
$80
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Feb 3 from Baltimore to Orlando, returning Sat, Feb 7, priced at $80 just found
Mon, Oct 6 - Sat, Oct 11
IAD
Washington
MCO
Orlando
$95 Roundtrip, just found
$95
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Oct 6 from Washington to Orlando, returning Sat, Oct 11, priced at $95 just found
Fri, Jan 9 - Mon, Jan 12
IAD
Washington
MCO
Orlando
$132 Roundtrip, found 1 day ago
$132
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jan 9 from Washington to Orlando, returning Mon, Jan 12, priced at $132 found 1 day ago

Winter Park economy flight packages

Price found within the past 48 hours. Click for updated prices.
Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

8.8/10 Excellent! (1,012 reviews)

Nov 8 - Nov 10

2 night stay

Baltimore (BWI) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $439, price is now $237 per person
$237
per person
found 1 day ago
The location is conveniently close to Universal, with a nearby 7-Eleven and several restaurants. The room is clean and pleasant, and parking is easily accessible.

Reviewed on Aug 6, 2025

Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

8.2/10 Very Good! (5,346 reviews)

Nov 24 - Nov 28

4 night stay

Baltimore (BWI) to Orlando (MCO)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $766, price is now $396 per person
$396
per person
found 1 day ago
It was ok for the price

Reviewed on Sep 27, 2025

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
3.0-star property

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

8/10 Very Good! (122 reviews)

Nov 1 - Nov 5

4 night stay

Baltimore (BWI) to Orlando (MCO)

Spirit Airlines • Coach

Orlando (MCO) to Baltimore (BWI)

Southwest Airlines • Coach
Save 100% on your flight
Price was $530, price is now $291 per person
$291
per person
found 1 hour ago
The staff were super nice especially the lady at the front desk and the lady around the cocktail area. The hotel was nice and clean with a nice view it was walkable to Icon park and restaurants. Will stay there again.

Reviewed on Jul 31, 2025

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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! (5,346 reviews)

Nov 3 - Nov 7

4 night stay

Washington (WAS) to Orlando (MCO)

American Airlines • Roundtrip • FirstClass
Price was $962, price is now $681 per person
$681
per person
found 23 hours ago
It was ok for the price

Reviewed on Sep 27, 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays
4.0-star property

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

9/10 Wonderful! (1,001 reviews)

Nov 3 - Nov 7

4 night stay

Washington (WAS) to Orlando (MCO)

American Airlines • Roundtrip • FirstClass
Price was $1,502, price is now $1,150 per person
$1,150
per person
found 23 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

Hilton Grand Vacations Club Las Palmeras Orlando
4.0-star property

Hilton Grand Vacations Club Las Palmeras Orlando

9/10 Wonderful! (1,004 reviews)

Nov 3 - Nov 7

4 night stay

Washington (WAS) to Orlando (MCO)

American Airlines • Roundtrip • FirstClass
Price was $1,142, price is now $895 per person
$895
per person
found 23 hours ago
I liked this Hotel, had things to do and was secluded and had nice landscaping. Bar and dinning room had good service. Housekeeping didn't replace my bathmat or towels, but I notified Houskeeper the next day and she took care of it.

Reviewed on Jun 17, 2025

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More About Flying To Winter Park from Washington

Route Information for Flights from Washington to Winter Park

Origin Airport IATA Code
WAS
Destination Airport IATA Code
ORL
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Washington to Winter Park

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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.