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$41+ 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 4/12. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORL
Apr 29 — May 61
Wed 4/29
Wed 5/6
1 adult, Economy
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Cheapflights Tip: The best prices from Oshkosh to Orlando are usually found in May or September, booked 48 days in advance, depart on a Monday or Saturday and return on a Thursday

Cheap 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 March 30, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/29. 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 4/93:17 pm
ATW
-
MCO
Nonstop3h 01m
Multiple Airlines
Wed 4/1510:49 pm
MCO
-
ATW
1 stop16h 14m
Multiple Airlines
Deal found 3/29$215
This Cheapflightsfares deal was found by Cheapflights users on 3/27. 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 4/37:00 am
ATW
-
SFB
Nonstop2h 50m
Allegiant Air
Fri 4/1011:40 am
SFB
-
ATW
Nonstop3h 02m
Allegiant Air
Deal found 3/27$215
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 4/123:17 pm
ATW
-
MCO
Nonstop3h 01m
Multiple Airlines
Thu 4/167:38 pm
MCO
-
ATW
2 stops26h 40m
Multiple Airlines
Deal found 3/26$216
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 5/17:00 am
ATW
-
SFB
Nonstop2h 50m
Allegiant Air
Fri 5/811:34 am
SFB
-
ATW
1 stop10h 29m
Allegiant Air
Deal found 3/27$216
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 4/123:17 pm
ATW
-
MCO
Nonstop3h 01m
Multiple Airlines
Wed 4/152:40 pm
MCO
-
ATW
2 stops24h 23m
Multiple Airlines
Deal found 3/29$217
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 5/910:00 am
ATW
-
SFB
Nonstop2h 50m
Allegiant Air
Mon 5/1811:34 am
SFB
-
ATW
1 stop10h 29m
Allegiant Air
Deal found 3/26$217
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 4/134:59 pm
ATW
-
MCO
1 stop15h 08m
Multiple Airlines
Thu 4/168:08 pm
MCO
-
ATW
Nonstop3h 09m
Multiple Airlines
Deal found 3/30$218
This Trip.com deal was found by Cheapflights users on 3/28. 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.
Thu 4/237:45 am
ATW
-
SFB
Nonstop2h 50m
Allegiant Air
Fri 4/2411:40 am
SFB
-
ATW
Nonstop3h 02m
Allegiant Air
Deal found 3/28$219
This Cheapflightsfares deal was found by Cheapflights users on 3/28. 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 4/44:49 pm
ATW
-
SFB
Nonstop2h 50m
Allegiant Air
Sat 4/112:40 pm
SFB
-
ATW
Nonstop3h 02m
Allegiant Air
Deal found 3/28$220
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 4/26:00 am
ATW
-
MCO
Nonstop3h 01m
Allegiant Air
Sun 4/128:08 pm
MCO
-
ATW
Nonstop3h 09m
Allegiant Air
Deal found 3/25$221
This Cheapflightsfares deal was found by Cheapflights users on 3/29. 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 4/1110:00 am
ATW
-
SFB
Nonstop2h 50m
Allegiant Air
Fri 4/1711:40 am
SFB
-
ATW
Nonstop3h 02m
Allegiant Air
Deal found 3/29$221
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 4/93:17 pm
ATW
-
MCO
Nonstop3h 01m
Multiple Airlines
Thu 4/1610:49 pm
MCO
-
ATW
2 stops23h 29m
Multiple Airlines
Deal found 3/28$222

Find flight deals from Oshkosh to Orlando

Keep the following information in mind while searching for Oshkosh to Orlando flight deals. Data was last updated March 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$215
(Kiwi.com)

One-way from

$41
(Kiwi.com)

Popular in

March

Cheapest in

May

Average price

$392
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. 14% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 March 30, 2026.
Use the filters below to find and compare flights from Oshkosh to Orlando that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Wed 4/8

10:22 am-2:12 pm

Nonstop2h 50m

Orlando Sanford Intl

Sat 4/18

2:40 pm-4:42 pm

Nonstop3h 02m

$229

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Fri 4/17

7:00 am-10:50 am

Nonstop2h 50m

Orlando Sanford Intl

Sat 4/25

2:40 pm-4:42 pm

Nonstop3h 02m

$236

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Sat 5/9

10:00 am-1:50 pm

Nonstop2h 50m

Orlando Sanford Intl

Thu 5/21

10:38 am-8:46 am

2 stops23h 08m

$238

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Fri 4/3

7:00 am-10:50 am

Nonstop2h 50m

Orlando Sanford Intl

Fri 4/10

11:40 am-1:42 pm

Nonstop3h 02m

$238

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Sun 4/5

6:10 pm-10:00 pm

Nonstop2h 50m

Orlando Sanford Intl

Sat 4/11

2:40 pm-4:42 pm

Nonstop3h 02m

$239

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Sat 4/11

10:00 am-1:50 pm

Nonstop2h 50m

Orlando Sanford Intl

Sat 4/18

2:40 pm-4:42 pm

Nonstop3h 02m

$246

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Mon 4/27

7:00 am-10:50 am

Nonstop2h 50m

Orlando Sanford Intl

Sat 5/2

12:20 pm-2:03 pm

2 stops26h 43m

$265

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Mon 4/13

7:00 am-10:50 am

Nonstop2h 50m

Orlando Sanford Intl

Mon 4/20

11:34 am-9:18 pm

1 stop10h 44m

$270

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Sat 5/16

6:18 pm-12:05 am

1 stop4h 47m

Orlando

Wed 5/20

6:05 am-11:51 am

1 stop6h 46m

$283

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Fri 4/10

7:00 am-10:50 am

Nonstop2h 50m

Orlando Sanford Intl

Fri 4/17

11:34 am-9:18 pm

1 stop10h 44m

$284

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/26

Showing 1-10 of 42 resultsSorted by cheapest first
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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 March 13, 2026.

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, January is the cheapest month in which you can book a flight from Oshkosh to Orlando (average of $73). Flying from Oshkosh to Orlando in November is currently the most expensive (average of $158). 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 March 30, 2026.

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 27% 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 March 28, 2026.

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

How much does it cost to fly round-trip from Oshkosh to Orlando?

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 March 30, 2026.
Read through reviews of airlines operating flights from Oshkosh to Orlando, such as Delta,United Airlines, andAllegiant Air. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,358 reviews

Food

7.2

Comfort

7.9

Entertainment

7.8

Overall

7.9

Boarding

8.1

Crew

8.5

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
8,358 reviews
Delta
7.9
Good
8,358 reviews

Food

7.2

Comfort

7.9

Entertainment

7.8

Overall

7.9

Boarding

8.1

Crew

8.5

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
9,514 reviews
Delta
7.9
Good
8,358 reviews

Food

7.2

Comfort

7.9

Entertainment

7.8

Overall

7.9

Boarding

8.1

Crew

8.5

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
7.3
Good
709 reviews
Delta
7.9
Good
8,358 reviews

Food

7.2

Comfort

7.9

Entertainment

7.8

Overall

7.9

Boarding

8.1

Crew

8.5

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
7.1
Good
11,531 reviews
Delta
7.9
Good
8,358 reviews

Food

7.2

Comfort

7.9

Entertainment

7.8

Overall

7.9

Boarding

8.1

Crew

8.5

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 $229, Allegiant Air can have you in Orlando from Oshkosh in 2h 50m. 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?

    $60 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 United Airlines, with prices starting from $158 and $181, respectively.

  • What are the most reliable airlines from Oshkosh to Orlando?

    Before booking your flight to Orlando from Oshkosh, check out the most reliable airlines to get you to your destination on time: Frontier (77%), Volaris (71%), Southwest( 60%).

  • What are the cheapest flights from Oshkosh to Orlando?

    While on average a flight from Oshkosh to Orlando is generally $296, our data shows the cheapest flight currently is $84. When looking at the most popular route, (Appleton Intl - Orlando), you can expect to pay $109 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, January is the cheapest month in which you can book a flight from Oshkosh to Orlando (average of $73). Flying from Oshkosh to Orlando in November is currently the most expensive (average of $158). 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 March 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$83Average$258FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$95Average$176FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$111Average$271FlexibilityNo cancel feeOn-time88%
Sun Country AirCheapest$116Average$271FlexibilityNo cancel feeOn-time83%
DeltaCheapest$125Average$444FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$138Average$244FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$150Average$387FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$200Average$413FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$253Average$419FlexibilityNo cancel feeOn-time63%

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