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$100+ Cheap flights from Oshkosh, WI to Orlando (ORL)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORL
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheapflights Tip: The best prices from Oshkosh to Orlando are usually found in July or September, booked 48 days in advance, depart on a Monday or Wednesday and return on a Thursday

Cheap flight deals from Oshkosh to Orlando

Keep the following information in mind while searching for Oshkosh to Orlando flight deals. Data was last updated September 15, 2025.

Round-trip from

$100
(Cheapflightsfares)

Popular in

March

Cheapest in

July

Average price

$244
From Oshkosh to Orlando (ORL)
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($55 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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Find flight deals from Oshkosh to Orlando

Cheapest flights from Oshkosh to Orlando
Explore the most affordable flight options available from Oshkosh to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/66:10 pmATW - SFB
Nonstop2h 56mAllegiant Air
Fri 12/191:16 pmSFB - ATW
Nonstop3h 03mAllegiant Air
Deal found 9/14$100
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/66:10 pmATW - SFB
Nonstop2h 56mAllegiant Air
Sat 12/2012:46 pmSFB - ATW
Nonstop3h 03mAllegiant Air
Deal found 9/15$136
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/74:14 pmATW - SFB
Nonstop2h 56mAllegiant Air
Thu 12/119:00 pmSFB - ATW
Nonstop3h 03mAllegiant Air
Deal found 9/14$141
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/234:14 pmATW - SFB
Nonstop2h 52mAllegiant Air
Thu 11/271:12 pmSFB - ATW
Nonstop3h 02mAllegiant Air
Deal found 9/13$151
This Lucky2Go deal was found by Cheapflights users on 9/15. 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 Lucky2Go is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/198:47 amATW - SFB
Nonstop2h 50mAllegiant Air
Fri 9/266:05 amSFB - ATW
Nonstop2h 52mAllegiant Air
Deal found 9/15$155
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/278:30 amATW - SFB
Nonstop2h 52mAllegiant Air
Fri 11/289:07 pmSFB - ATW
Nonstop3h 02mAllegiant Air
Deal found 9/14$182
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/109:10 amATW - SFB
Nonstop2h 47mAllegiant Air
Mon 10/139:00 amSFB - ATW
Nonstop2h 55mAllegiant Air
Deal found 9/14$183
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/110:35 amATW - SFB
Nonstop2h 47mAllegiant Air
Sat 11/88:05 amSFB - ATW
Nonstop3h 04mAllegiant Air
Deal found 9/14$191
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/109:10 amATW - SFB
Nonstop2h 47mAllegiant Air
Fri 10/176:25 amSFB - ATW
Nonstop2h 55mAllegiant Air
Deal found 9/14$195
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2011:45 amATW - SFB
Nonstop2h 47mAllegiant Air
Fri 10/247:00 amSFB - ATW
Nonstop2h 55mAllegiant Air
Deal found 9/14$198
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/105:03 pmATW - MCO
1 stop6h 40mMultiple Airlines
Wed 11/195:15 pmMCO - ATW
1 stop29h 16mMultiple Airlines
Deal found 9/14$226
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Mon 11/175:03 pmATW - MCO
1 stop6h 40mMultiple Airlines
Thu 11/206:55 amMCO - ATW
1 stop15h 36mMultiple Airlines
Deal found 9/15$228

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oshkosh to Orlando 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 September 15, 2025.
Use the filters below to find and compare flights from Oshkosh to Orlando that are best for you.

Fly from

Oshkosh

Fly to

Orlando

Route

Depart

Return

Price

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Sun 12/7

4:14 pm-8:10 pm

Nonstop2h 56m

Orlando Sanford Intl

Thu 12/11

9:00 pm-11:03 pm

Nonstop3h 03m

$141

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Sun 11/23

4:14 pm-8:06 pm

Nonstop2h 52m

Orlando Sanford Intl

Thu 11/27

1:12 pm-3:14 pm

Nonstop3h 02m

$151

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Thu 11/27

8:30 am-12:22 pm

Nonstop2h 52m

Orlando Sanford Intl

Fri 11/28

9:07 pm-11:09 pm

Nonstop3h 02m

$182

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Fri 10/10

9:10 am-12:57 pm

Nonstop2h 47m

Orlando Sanford Intl

Fri 10/17

6:25 am-8:20 am

Nonstop2h 55m

$195

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Mon 10/27

10:30 am-2:17 pm

Nonstop2h 47m

Orlando Sanford Intl

Thu 11/27

1:12 pm-3:14 pm

Nonstop3h 02m

$197

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Fri 9/19

8:47 am-12:37 pm

Nonstop2h 50m

Orlando Sanford Intl

Wed 9/24

3:43 pm-5:35 pm

Nonstop2h 52m

$199

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Sat 11/1

10:35 am-2:22 pm

Nonstop2h 47m

Orlando Sanford Intl

Sat 11/8

8:05 am-10:09 am

Nonstop3h 04m

$211

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Wed 10/22

9:45 am-1:32 pm

Nonstop2h 47m

Orlando Sanford Intl

Wed 11/26

7:56 pm-9:58 pm

Nonstop3h 02m

$212

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Mon 11/10

9:54 am-1:47 pm

Nonstop2h 53m

Orlando Sanford Intl

Sat 11/15

8:05 am-10:09 am

Nonstop3h 04m

$214

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Fri 11/14

6:30 am-10:23 am

Nonstop2h 53m

Orlando Sanford Intl

Mon 11/17

7:00 am-9:04 am

Nonstop3h 04m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 43 results
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Best time to book a flight from Oshkosh to Orlando

Have a flexible travel schedule? Discover the best time to fly to Orlando from Oshkosh 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 Oshkosh to Orlando

How far ahead should I book a flight from Oshkosh to Orlando?

Use this chart to determine the optimal time to book a round-trip flight from Oshkosh to Orlando. Price data was last updated on September 12, 2025.

The price you pay for your flight from Oshkosh to Orlando may vary depending on when you book. For the best chance of a lower fare, look to book 48 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Oshkosh to Orlando?

Currently, May is the cheapest month in which you can book a flight from Oshkosh to Orlando (average of $206). Flying from Oshkosh to Orlando 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 OS9 to ORL?

Find hourly flight availability from Oshkosh to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from Oshkosh to Orlando, 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 Oshkosh to Orlando?

Use this chart to determine the cheapest time to fly round-trip from Oshkosh to Orlando. Price data was last updated on September 14, 2025.

Travelers seeking maximum savings on their Oshkosh to Orlando flight should consider departing on Sunday afternoons when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Orlando

Get insights into the airlines that provide service to Orlando. 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 Orlando. Reviews last updated September 15, 2025.
Read through reviews of airlines operating flights from Oshkosh to Orlando, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
United Airlines
7.4
Good
8,929 reviews
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Allegiant Air
7.2
Good
699 reviews
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

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

  • How long is the flight from Oshkosh to Orlando?

    For as low as $141, Allegiant Air can have you in Orlando from Oshkosh in 2h 56m. Oshkosh and Orlando are separated by a distance of 1141 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Oshkosh to Orlando one-way?

    $131 is the cheapest one-way deal found within the past few days, from Allegiant Air. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $149 and $160, respectively.

  • What are the cheapest flights from Oshkosh to Orlando?

    While on average a flight from Oshkosh to Orlando is generally $246, our data shows the cheapest flight currently is $63. When looking at the most popular route, (Appleton Intl - Orlando), you can expect to pay $170 for that flight.

  • Can I find deals for flights from Oshkosh to Orlando that include hotel bookings?

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

  • How can I find direct flights from Oshkosh to Orlando?

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

  • Can I find deals for business class flights from Oshkosh to Orlando?

    Yes. Cheapflights offers flight deals from Oshkosh to Orlando 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 Oshkosh to Orlando?

    Currently, May is the cheapest month in which you can book a flight from Oshkosh to Orlando (average of $206). Flying from Oshkosh to Orlando 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.

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Alternative routes for Oshkosh to Orlando

See prices for flight routes from nearby airports that may be better suited for you.
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Top 9 airlines flying from Oshkosh to Orlando

Discover the top 9 airlines that operate flights from Oshkosh to Orlando. 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$95Average$183FlexibilityNo cancel feeOn-time65%
FrontierCheapest$105Average$268FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$110Average$283FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$119Average$223FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$138Average$272FlexibilityNo cancel feeOn-time83%
DeltaCheapest$193Average$434FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$209Average$456FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$216Average$456FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$266Average$441FlexibilityNo cancel feeOn-time63%

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