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$70+ Cheap flights from Oshkosh, WI to Orlando (ORL)

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 11/27. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORL
Dec 2 — Dec 91
Tue 12/2
Tue 12/9
1 adult, Economy
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Cheapflights Tip: The best prices from Oshkosh to Orlando are usually found in September or January, booked 48 days in advance, depart on a Monday or Wednesday and return on a Thursday

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 November 2, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/31. 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 12/198:30 amATW - SFB
Nonstop2h 56mAllegiant Air
Fri 12/268:51 pmSFB - ATW
Nonstop3h 03mAllegiant Air
Deal found 10/31$192
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Thu 12/114:14 pmATW - SFB
Nonstop2h 56mAllegiant Air
Sun 12/149:00 pmSFB - ATW
Nonstop3h 03mAllegiant Air
Deal found 11/2$195
This Cheapflightsfares deal was found by Cheapflights users on 11/2. 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 12/203:39 pmATW - SFB
Nonstop2h 56mAllegiant Air
Fri 12/268:51 pmSFB - ATW
Nonstop3h 03mAllegiant Air
Deal found 11/2$196
This Kiwi.com deal was found by Cheapflights users on 10/31. 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.
Thu 12/184:14 pmATW - SFB
Nonstop2h 56mAllegiant Air
Sat 12/208:25 pmSFB - ATW
Nonstop3h 03mAllegiant Air
Deal found 10/31$199
This Kiwi.com deal was found by Cheapflights users on 10/31. 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.
Thu 12/184:14 pmATW - SFB
Nonstop2h 56mAllegiant Air
Mon 12/228:00 amSFB - ATW
Nonstop3h 03mAllegiant Air
Deal found 10/31$200
This Mytrip deal was found by Cheapflights users on 10/31. 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.
Fri 11/143:53 pmATW - SFB
1 stop6h 45mAllegiant Air
Sun 11/238:56 pmSFB - ATW
Nonstop3h 02mAllegiant Air
Deal found 10/31$202
This Kiwi.com deal was found by Cheapflights users on 10/31. 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.
Sat 12/203:39 pmATW - SFB
Nonstop2h 56mAllegiant Air
Sun 12/219:00 pmSFB - ATW
Nonstop3h 03mAllegiant Air
Deal found 10/31$207
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Thu 12/114:14 pmATW - SFB
Nonstop2h 56mAllegiant Air
Sat 12/133:17 pmSFB - ATW
Nonstop3h 03mAllegiant Air
Deal found 11/2$210
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Thu 12/111:53 pmATW - MCO
1 stop16h 52mMultiple Airlines
Wed 12/179:01 pmMCO - ATW
1 stop25h 56mMultiple Airlines
Deal found 11/2$212
This Trip.com deal was found by Cheapflights users on 11/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1510:59 amATW - SFB
Nonstop2h 53mAllegiant Air
Thu 11/208:56 pmSFB - ATW
Nonstop3h 02mAllegiant Air
Deal found 11/2$213
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Thu 12/114:14 pmATW - SFB
Nonstop2h 56mAllegiant Air
Fri 12/1212:53 pmSFB - ATW
1 stop10h 00mAllegiant Air
Deal found 11/2$215
This Kiwi.com deal was found by Cheapflights users on 10/31. 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.
Sat 12/203:39 pmATW - SFB
Nonstop2h 56mAllegiant Air
Wed 12/2410:46 amSFB - ATW
Nonstop3h 03mAllegiant Air
Deal found 10/31$218

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 November 2, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$189
(Kiwi.com)

One-way from

$70
(Cheapflightsfares)

Popular in

March

Cheapest in

September

Average price

$301
Provider with most accurate pricing for Appleton Intl-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Appleton Intl-Orlando (ORL) flights.
Search Deals
From Oshkosh to Orlando (ORL)
Search Deals
One-way flight from Oshkosh to Orlando (ORL)
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 2, 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

Sat 1/31

5:46 pm-9:47 pm

Nonstop3h 01m

Orlando Sanford Intl

Mon 2/9

8:52 pm-11:01 pm

Nonstop3h 09m

$196

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Sat 12/20

3:39 pm-7:35 pm

Nonstop2h 56m

Orlando Sanford Intl

Fri 12/26

8:51 pm-10:54 pm

Nonstop3h 03m

$196

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Thu 1/29

3:54 pm-7:55 pm

Nonstop3h 01m

Orlando Sanford Intl

Thu 2/12

8:30 pm-10:35 pm

Nonstop3h 05m

$198

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Fri 11/14

3:53 pm-11:38 pm

1 stop6h 45m

Orlando Sanford Intl

Sun 11/23

8:56 pm-10:58 pm

Nonstop3h 02m

$202

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Thu 1/29

3:54 pm-7:55 pm

Nonstop3h 01m

Orlando Sanford Intl

Wed 2/11

4:48 pm-6:53 pm

Nonstop3h 05m

$207

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Mon 1/5

4:05 pm-8:01 pm

Nonstop2h 56m

Orlando Sanford Intl

Fri 1/9

2:25 pm-10:31 am

2 stops21h 06m

$211

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Mon 2/2

4:01 pm-8:02 pm

Nonstop3h 01m

Orlando Sanford Intl

Mon 2/16

12:18 pm-2:23 pm

Nonstop3h 05m

$211

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Mon 2/2

4:01 pm-8:02 pm

Nonstop3h 01m

Orlando Sanford Intl

Fri 2/13

12:18 pm-2:23 pm

Nonstop3h 05m

$211

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Thu 1/1

4:50 pm-8:46 pm

Nonstop2h 56m

Orlando Sanford Intl

Mon 1/12

8:52 pm-11:01 pm

Nonstop3h 09m

$213

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Sat 1/24

5:46 pm-9:47 pm

Nonstop3h 01m

Orlando Sanford Intl

Sat 2/7

2:47 pm-4:56 pm

Nonstop3h 09m

$222

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 41 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 October 31, 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, December is the cheapest month in which you can book a flight from Oshkosh to Orlando (average of $76). Flying from Oshkosh to Orlando in October is currently the most expensive (average of $150). 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 November 2, 2025.

A simple way to save on the total cost of your ticket is to fly from Oshkosh to Orlando in the afternoon. If you’re flexible enough to do this you can expect to save up to 21% on your trip compared to booking a flight at noon.

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 November 2, 2025.

Travelers seeking maximum savings on their Oshkosh to Orlando flight should consider departing on Wednesday evenings when fares are most often at their lowest. Saturday at noon 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 November 2, 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
7.9
Good
8,001 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.3

Boarding

8.2

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
7.9
Good
8,001 reviews
Delta
7.9
Good
8,001 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.3

Boarding

8.2

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
8,997 reviews
Delta
7.9
Good
8,001 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.3

Boarding

8.2

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
11,034 reviews
Delta
7.9
Good
8,001 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.3

Boarding

8.2

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
694 reviews
Delta
7.9
Good
8,001 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.3

Boarding

8.2

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 $188, Allegiant Air can have you in Orlando from Oshkosh in 3h 01m. 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 flights from Oshkosh to Orlando?

    While on average a flight from Oshkosh to Orlando is generally $273, our data shows the cheapest flight currently is $85. 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, December is the cheapest month in which you can book a flight from Oshkosh to Orlando (average of $76). Flying from Oshkosh to Orlando in October is currently the most expensive (average of $150). 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 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 November 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$97Average$185FlexibilityNo cancel feeOn-time65%
FrontierCheapest$106Average$279FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$110Average$258FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$119Average$229FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$138Average$265FlexibilityNo cancel feeOn-time83%
United AirlinesCheapest$150Average$429FlexibilityNo cancel feeOn-time69%
DeltaCheapest$193Average$442FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$209Average$462FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$268Average$440FlexibilityNo cancel feeOn-time63%

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