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Kissimmee

$177+ 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
MFR — MCO
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
1 adult, Economy
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Cheap flight deals from Medford to Kissimmee

Keep the following information in mind while searching for Medford to Kissimmee flight deals. Data was last updated October 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$310
(Alaska Airlines)

One-way from

$177
(American Airlines)

Popular in

March

Cheapest in

January

Average price

$494
Provider with most accurate pricing for Medford-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Medford-Orlando (ORL) flights.
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From Medford to Kissimmee
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One-way flight from Medford to Kissimmee
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Highest demand for flights based on searches. 7% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 23, 2025.

This Alaska Airlines deal was found by Cheapflights users on 10/21. 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.
Mon 12/13:49 pmMFR - MCO
1 stop11h 13mAlaska Airlines
Wed 12/107:15 amMCO - MFR
2 stops15h 51mAlaska Airlines
Deal found 10/21$331
This Alaska Airlines deal was found by Cheapflights users on 10/21. 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.
Tue 12/95:14 amMFR - MCO
1 stop7h 16mAlaska Airlines
Tue 12/167:00 amMCO - MFR
1 stop9h 16mAlaska Airlines
Deal found 10/21$332
This Mytrip deal was found by Cheapflights users on 10/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/19:33 pmMFR - MCO
2 stops18h 36mMultiple Airlines
Wed 12/108:55 pmMCO - MFR
3 stops27h 11mMultiple Airlines
Deal found 10/21$333
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Tue 12/95:20 amMFR - MCO
2 stops10h 32mAmerican Airlines
Tue 12/161:00 pmMCO - MFR
2 stops10h 11mAmerican Airlines
Deal found 10/21$343
This United Airlines deal was found by Cheapflights users on 10/22. 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 11/282:05 pmMFR - MCO
2 stops12h 09mUnited Airlines
Wed 12/33:40 pmMCO - MFR
1 stop8h 49mUnited Airlines
Deal found 10/22$348
This Delta deal was found by Cheapflights users on 10/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/316:00 amMFR - MCO
1 stop8h 14mDelta
Wed 11/126:35 pmMCO - MFR
1 stop8h 21mDelta
Deal found 10/22$351
This Alaska Airlines deal was found by Cheapflights users on 10/21. 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.
Mon 12/13:49 pmMFR - MCO
1 stop11h 13mAlaska Airlines
Sun 12/77:15 amMCO - MFR
1 stop8h 38mAlaska Airlines
Deal found 10/21$353
This United Airlines deal was found by Cheapflights users on 10/22. 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 10/316:00 amMFR - MCO
2 stops11h 15mUnited Airlines
Wed 11/129:47 amMCO - MFR
2 stops11h 05mUnited Airlines
Deal found 10/22$361

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 October 23, 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

Mon 12/1

3:49 pm-6:02 am

1 stop11h 13m

Orlando

Wed 12/10

7:15 am-8:06 pm

2 stops15h 51m

$331

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Tue 3/10

11:45 am-11:59 pm

1 stop9h 14m

Orlando

Wed 3/11

7:20 am-3:00 pm

1 stop10h 40m

$332

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Tue 12/9

5:14 am-3:30 pm

1 stop7h 16m

Orlando

Tue 12/16

7:00 am-1:16 pm

1 stop9h 16m

$332

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Mon 12/1

9:33 pm-7:09 pm

2 stops18h 36m

Orlando

Wed 12/10

8:55 pm-9:06 pm

3 stops27h 11m

$333

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Tue 3/10

6:05 am-12:03 am

2 stops14h 58m

Orlando

Wed 3/11

9:20 am-4:44 pm

1 stop10h 24m

$338

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Mon 1/12

1:20 pm-5:40 am

1 stop13h 20m

Orlando

Sat 1/24

7:00 am-12:43 pm

1 stop8h 43m

$342

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Tue 1/20

1:22 pm-11:59 pm

1 stop7h 37m

Orlando

Mon 1/26

7:00 am-12:45 pm

1 stop8h 45m

$342

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Tue 1/13

6:00 am-4:46 pm

1 stop7h 46m

Orlando

Tue 2/10

6:30 am-12:14 pm

1 stop8h 44m

$343

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Fri 11/28

2:05 pm-5:14 am

2 stops12h 09m

Orlando

Wed 12/3

3:40 pm-9:29 pm

1 stop8h 49m

$348

MedfordOrlando

MFR - MCO

MFRMCO

Medford

Tue 12/9

5:00 am-8:20 pm

2 stops12h 20m

Orlando

Tue 12/16

3:40 pm-9:29 pm

1 stop8h 49m

$348

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

Showing 1-10 of 17 results
1
2

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 $469). 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 October 23, 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.

How much does it cost to fly round-trip from Medford to Kissimmee?

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 October 23, 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
11,155 reviews

Overall

8.0

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,155 reviews
Alaska Airlines
8.0
Very good
11,155 reviews

Overall

8.0

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
7,981 reviews
Alaska Airlines
8.0
Very good
11,155 reviews

Overall

8.0

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
8,991 reviews
Alaska Airlines
8.0
Very good
11,155 reviews

Overall

8.0

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

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 9h 14m. Fly via Alaska Airlines or Hawaiian 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.

  • What are the cheapest airlines to fly from Medford to Kissimmee one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $177. However, be on the lookout for offers from United Airlines and Alaska Airlines, as they are both options that can get you from Medford to Kissimmee for a low price.

  • 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 $469). 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 October 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$219Average$419FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$298Average$526FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$316Average$570FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$336Average$412FlexibilityNo cancel feeOn-time71%

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