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Kissimmee

$81+ Cheap flights from Oakland, CA (OAK) 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 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MCO
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
1 adult, Economy
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The best prices from Oakland to Kissimmee are usually found in May or January, booked 73 days in advance, depart on a Thursday or Monday and return on a Tuesday

Cheap flight deals from Oakland to Kissimmee

Keep the following information in mind while searching for Oakland to Kissimmee flight deals. Data was last updated February 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$158
(CheapOair)

One-way from

$81
(Cheapflightsfares)

Popular in

December

Cheapest in

May

Average price

$455
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From Oakland to Kissimmee
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One-way flight from Oakland to Kissimmee
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Highest demand for flights based on searches. 3% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Find flight deals from Oakland to Kissimmee

Cheapest flights from Oakland to Kissimmee
Explore the most affordable flight options available from Oakland to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 22, 2025.

This CheapOair deal was found by Cheapflights users on 2/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/241:06 pmOAK - MCO
2 stops13h 54mSpirit Airlines
Wed 3/269:16 pmMCO - OAK
2 stops17h 55mSpirit Airlines
Deal found 2/21$158
This Southwest deal was found by Cheapflights users on 2/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/257:30 pmOAK - MCO
1 stop6h 50mSouthwest
Sat 3/297:35 pmMCO - OAK
1 stop7h 55mSouthwest
Deal found 2/21$332
This Alaska Airlines deal was found by Cheapflights users on 2/21. 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 3/176:49 amOAK - MCO
1 stop14h 28mAlaska Airlines
Wed 3/194:39 pmMCO - OAK
1 stop10h 04mAlaska Airlines
Deal found 2/21$346
This Expedia deal was found by Cheapflights users on 2/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/185:52 pmOAK - MCO
1 stop9h 23mMultiple Airlines
Sat 3/224:30 pmMCO - OAK
1 stop10h 13mMultiple Airlines
Deal found 2/21$353

Find flights from Oakland to Kissimmee within your budget

Customize your flight search to find flights from Oakland 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 February 22, 2025.

Fly from

Oakland

Fly to

Kissimmee

Route

Depart

Return

Price

OaklandOrlando

OAK - MCO

OAKMCO

Oakland

Mon 3/24

6:55 pm-6:00 am

1 stop8h 05m

Orlando

Wed 3/26

9:16 pm-12:11 pm

2 stops17h 55m

$158

OaklandOrlando

OAK - MCO

OAKMCO

Oakland

Tue 3/25

7:30 pm-5:20 am

1 stop6h 50m

Orlando

Sat 3/29

7:35 pm-12:30 am

1 stop7h 55m

$332

OaklandOrlando

OAK - MCO

OAKMCO

Oakland

Mon 3/17

6:49 am-12:17 am

1 stop14h 28m

Orlando

Wed 3/19

4:39 pm-11:43 pm

1 stop10h 04m

$346

OaklandOrlando

OAK - MCO

OAKMCO

Oakland

Tue 3/18

5:52 pm-6:15 am

1 stop9h 23m

Orlando

Sat 3/22

4:30 pm-11:43 pm

1 stop10h 13m

$353

OaklandOrlando

OAK - MCO

OAKMCO

Oakland

Mon 3/24

6:55 pm-6:00 am

1 stop8h 05m

$81

OaklandOrlando

OAK - MCO

OAKMCO

Oakland

Mon 4/14

6:43 am-12:18 am

1 stop14h 35m

$164

OaklandOrlando

OAK - MCO

OAKMCO

Oakland

Sat 3/15

5:15 pm-5:59 am

1 stop9h 44m

$184

OaklandOrlando

OAK - MCO

OAKMCO

Oakland

Sat 6/7

6:40 am-7:45 pm

1 stop10h 05m

$189

OaklandOrlando

OAK - MCO

OAKMCO

Oakland

Thu 6/19

5:50 pm-1:05 pm

1 stop16h 15m

$272

OaklandOrlando

OAK - MCO

OAKMCO

Oakland

Tue 8/5

10:10 am-11:59 pm

1 stop10h 49m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Best time to book a flight from Oakland to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Oakland 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.

Travel insights for flights from Oakland to Kissimmee

Get recent, data-driven insights about flights from Oakland to Kissimmee including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Oakland, California to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Oakland to Kissimmee. Price data was last updated on February 14, 2025.

Booking 72 days in advance of your planned departure date is, on average, the best time to get cheap flights from Oakland, California to Kissimmee. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Oakland, California to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from Oakland, California to Kissimmee (average of $206). Flying from Oakland, California to Kissimmee in November is currently the most expensive (average of $289). 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 OAK to K1S?

Find hourly flight availability from Oakland 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 February 22, 2025.

When flying from Oakland, California to Kissimmee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Oakland, California to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Oakland to Kissimmee. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Oakland, California to Kissimmee flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.

Temperature in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

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 February 22, 2025.
To help decide which airline to fly from Oakland to Kissimmee, see what other customers have to say about Southwest, Alaska Airlines and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,396 reviews

Overall

8.1

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Southwest
8.1
Very good
4,396 reviews
Southwest
8.1
Very good
4,396 reviews

Overall

8.1

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Alaska Airlines
8.0
Very good
9,702 reviews
Southwest
8.1
Very good
4,396 reviews

Overall

8.1

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Delta
8.0
Very good
8,203 reviews
Southwest
8.1
Very good
4,396 reviews

Overall

8.1

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Hawaiian Airlines
7.9
Good
2,314 reviews
Southwest
8.1
Very good
4,396 reviews

Overall

8.1

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Sun Country Air
7.0
Good
373 reviews
Southwest
8.1
Very good
4,396 reviews

Overall

8.1

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Related info for your journey

Find useful and relevant information for your journey from Oakland 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 Oakland to Kissimmee?

    Oakland (OAK), located 7.0 mi from the city center, is the airport you fly out of when you book flights from Oakland to Kissimmee. 5 airlines have flights from Oakland to Kissimmee on a regular basis. Booking flights from Oakland to Kissimmee should not be difficult; the airport handles an average of 0 outbound flights to Kissimmee per day.

  • What are the cheapest airlines to fly from Oakland, California to Kissimmee one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $81. Users have also found prices from $164 and $184 on Alaska Airlines and Delta, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oakland 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 Oakland, California to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from Oakland, California to Kissimmee (average of $206). Flying from Oakland, California to Kissimmee in November is currently the most expensive (average of $289). 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 5 airlines flying from Oakland to Kissimmee

Discover the top 5 airlines that operate flights from Oakland 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 February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$163Average$308FlexibilityNo cancel feeOn-time65%
DeltaCheapest$261Average$529FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$278Average$477FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$335Average$558FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$366Average$499FlexibilityNo cancel feeOn-time63%
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