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Kissimmee

$149+ Cheap flights from Medford (MFR) to Kissimmee, FL

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
MFR — MCO
Jan 13 — Jan 201
Tue 1/13
Tue 1/20
1 adult, Economy
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Cheap flight deals from Medford to Kissimmee

Cheapest flights from Medford to Kissimmee
Explore the most affordable flight options available from Medford to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 14, 2025.

This Alaska Airlines deal was found by Cheapflights users on 12/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:00 amMFR - MCO
1 stop9h 35mAlaska Airlines
Sun 1/117:00 amMCO - MFR
1 stop8h 45mAlaska Airlines
Deal found 12/13$498
This American Airlines deal was found by Cheapflights users on 12/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:20 amMFR - MCO
1 stop7h 44mAmerican Airlines
Sun 1/115:00 amMCO - MFR
2 stops11h 07mAmerican Airlines
Deal found 12/12$533
This United Airlines deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:06 pmMFR - MCO
2 stops12h 05mUnited Airlines
Sun 1/116:30 amMCO - MFR
1 stop8h 44mUnited Airlines
Deal found 12/14$583
This United Airlines deal was found by Cheapflights users on 12/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/265:00 amMFR - MCO
1 stop8h 00mUnited Airlines
Sun 1/46:20 amMCO - MFR
1 stop8h 48mUnited Airlines
Deal found 12/13$678
This Kiwi.com deal was found by Cheapflights users on 12/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/289:39 pmMFR - MCO
1 stop29h 11mMultiple Airlines
Thu 1/112:15 pmMCO - MFR
2 stops27h 26mMultiple Airlines
Deal found 12/13$708
This Kiwi.com deal was found by Cheapflights users on 12/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/149:56 pmMFR - MCO
2 stops17h 57mMultiple Airlines
Thu 12/187:20 amMCO - MFR
1 stop10h 57mMultiple Airlines
Deal found 12/12$740

Find flight deals from Medford to Kissimmee

Keep the following information in mind while searching for Medford to Kissimmee flight deals. Data was last updated December 14, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$287
(Delta)

One-way from

$149
(United Airlines)

Popular in

December

Cheapest in

September

Average price

$693
Provider with most accurate pricing for Medford-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Medford-Orlando (ORL) flights.
Search Deals
From Medford to Kissimmee
Search Deals
One-way flight from Medford to Kissimmee
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Medford to Kissimmee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 14, 2025.
Use the filters below to find and compare flights from Medford to Kissimmee that are best for you.

Fly from

Medford

Fly to

Kissimmee

Route

Depart

Return

Price

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Sat 3/7

5:45 am-11:59 pm

1 stop15h 14m

Orlando

Mon 3/23

7:55 pm-11:12 am

1 stop18h 17m

$287

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Sun 3/8

6:00 am-7:39 am

1 stop22h 39m

Orlando

Tue 3/24

8:55 am-4:50 pm

1 stop10h 55m

$287

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Sun 2/22

6:45 pm-11:59 pm

1 stop26h 14m

Orlando

Wed 3/4

8:09 pm-11:59 pm

1 stop30h 50m

$290

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Tue 1/20

5:42 pm-7:35 am

1 stop10h 53m

Orlando

Mon 1/26

7:00 am-12:45 pm

1 stop8h 45m

$296

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Sun 1/25

1:22 pm-11:59 pm

1 stop7h 37m

Orlando

Thu 1/29

9:00 am-5:02 pm

1 stop11h 02m

$296

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Tue 1/20

5:42 pm-7:35 am

1 stop10h 53m

Orlando

Wed 1/28

7:00 am-12:45 pm

1 stop8h 45m

$296

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Wed 3/11

12:30 pm-6:05 am

2 stops14h 35m

Orlando

Wed 3/18

1:02 pm-11:05 pm

2 stops13h 03m

$298

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Sat 3/7

3:20 pm-6:11 am

2 stops11h 51m

Orlando

Wed 3/18

1:02 pm-11:05 pm

2 stops13h 03m

$298

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Thu 1/8

6:05 am-11:35 pm

2 stops14h 30m

Orlando

Sat 1/10

11:10 am-10:59 pm

2 stops14h 49m

$298

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Tue 3/10

5:30 pm-7:29 am

2 stops10h 59m

Orlando

Tue 3/24

7:00 am-4:50 pm

2 stops12h 50m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/12

Showing 1-10 of 21 results
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Best time to book a flight from Medford to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Medford with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Medford to Kissimmee

What is the cheapest month to book a flight from Medford to Kissimmee?

Currently, September is the cheapest month in which you can book a flight from Medford to Kissimmee (average of $196). Flying from Medford to Kissimmee in December is currently the most expensive (average of $467). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MFR to K1S?

Find hourly flight availability from Medford to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 14, 2025.

It’s typically best to fly out from Medford to Kissimmee in the afternoon. Doing so could potentially save you 24% on the flight price compared to flying in the evening, which is usually more expensive.

Reviews of airlines servicing Kissimmee

Get insights into the airlines that provide service to Kissimmee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kissimmee. Reviews last updated December 14, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Delta, and United Airlines from Medford to Kissimmee by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,450 reviews

Entertainment

7.0

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Alaska Airlines
8.0
Very good
11,450 reviews
Alaska Airlines
8.0
Very good
11,450 reviews

Entertainment

7.0

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Delta
7.9
Good
8,006 reviews
Alaska Airlines
8.0
Very good
11,450 reviews

Entertainment

7.0

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
United Airlines
7.4
Good
9,093 reviews
Alaska Airlines
8.0
Very good
11,450 reviews

Entertainment

7.0

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Related info for your journey

Find useful and relevant information for your journey from Medford to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Medford to Kissimmee?

    If you book a flight to Kissimmee from Medford, you will be flying from Medford, which is the city’s only airport. Medford (MFR) is located 3.0 mi from the center of Medford. There are 0 flights from Medford to Kissimmee per day from 4 different airlines.

  • How long is the flight from Medford to Kissimmee?

    There are many flights that can get you from Medford to Kissimmee in 22h 39m. Fly via Delta or Alaska Airlines to get the fastest option. Medford and Kissimmee are separated by a distance of 2499 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Medford to Kissimmee that include hotel bookings?

    Yes. In addition to deals on Medford to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Medford to Kissimmee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Medford to Kissimmee.

  • Can I find deals for business class flights from Medford to Kissimmee?

    Yes. Cheapflights offers flight deals from Medford to Kissimmee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Medford to Kissimmee?

    Currently, September is the cheapest month in which you can book a flight from Medford to Kissimmee (average of $196). Flying from Medford to Kissimmee in December is currently the most expensive (average of $467). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 4 airlines flying from Medford to Kissimmee

Discover the top 4 airlines that operate flights from Medford to Kissimmee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$219Average$444FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$298Average$526FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$316Average$545FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$332Average$405FlexibilityNo cancel feeOn-time71%

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