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Oshkosh

$101+ Cheap flights from O'Hare Intl (ORD) to Oshkosh, WI

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 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MKE
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Oshkosh

Cheapest flights from O'Hare Intl to Oshkosh
Explore the most affordable flight options available from O'Hare Intl to Oshkosh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3010:30 pmORD - ATW
Nonstop1h 06mAmerican Airlines
Sat 1/37:27 pmATW - ORD
Nonstop1h 33mAmerican Airlines
Deal found 12/15$209
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/313:35 pmORD - ATW
Nonstop1h 13mUnited Airlines
Fri 1/26:15 amATW - ORD
Nonstop1h 42mUnited Airlines
Deal found 12/16$238
This American Airlines deal was found by Cheapflights users on 12/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/238:05 amORD - ATW
Nonstop1h 16mAmerican Airlines
Thu 12/259:51 amATW - ORD
Nonstop1h 24mAmerican Airlines
Deal found 12/15$239
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Fri 12/268:05 amORD - ATW
Nonstop1h 16mAmerican Airlines
Sun 12/285:35 amATW - ORD
Nonstop1h 32mAmerican Airlines
Deal found 12/16$241
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Wed 12/316:45 pmORD - ATW
Nonstop1h 15mAmerican Airlines
Thu 1/15:35 amATW - ORD
Nonstop1h 32mAmerican Airlines
Deal found 12/17$249
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Thu 12/252:22 pmORD - ATW
Nonstop1h 06mAmerican Airlines
Sun 12/285:35 amATW - ORD
Nonstop1h 32mAmerican Airlines
Deal found 12/17$286
This Delta deal was found by Cheapflights users on 12/16. 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.
Wed 12/316:35 amORD - ATW
1 stop4h 57mDelta
Fri 1/212:12 pmATW - ORD
1 stop5h 35mDelta
Deal found 12/16$294
This Delta deal was found by Cheapflights users on 12/17. 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.
Wed 12/316:35 amORD - ATW
1 stop4h 57mDelta
Thu 1/17:00 amATW - ORD
1 stop5h 54mDelta
Deal found 12/17$344
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Wed 12/311:20 pmORD - ATW
Nonstop1h 13mUnited Airlines
Thu 1/18:16 amATW - ORD
1 stop14h 44mUnited Airlines
Deal found 12/17$467
This Delta deal was found by Cheapflights users on 12/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:35 amORD - ATW
1 stop4h 57mDelta
Sat 1/312:12 pmATW - ORD
1 stop6h 12mDelta
Deal found 12/15$514
This Delta deal was found by Cheapflights users on 12/16. 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.
Wed 12/316:35 amORD - ATW
1 stop4h 57mDelta
Sun 1/46:00 amATW - ORD
1 stop5h 50mDelta
Deal found 12/16$534

Find flight deals from O'Hare Intl to Oshkosh

Keep the following information in mind while searching for O'Hare Intl to Oshkosh flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$179
(American Airlines)

One-way from

$101
(Kiwi.com)

Popular in

October

Cheapest in

May

Average price

$354
Provider with most accurate pricing for Chicago (CHI)-Appleton Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Appleton Intl flights.
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From Chicago O'Hare Intl to Oshkosh
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One-way flight from Chicago O'Hare Intl to Oshkosh
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Highest demand for flights based on searches. 5% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Oshkosh 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 December 18, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Oshkosh that are best for you.

Fly from

O'Hare Intl

Fly to

Oshkosh

Route

Depart

Return

Price

ChicagoAppleton

ORD - ATW

ORDATW

Chicago O'Hare Intl

Thu 1/8

7:40 pm-8:49 pm

Nonstop1h 09m

Appleton Intl

Sun 1/11

6:32 pm-8:11 pm

Nonstop1h 39m

$179

ChicagoAppleton

ORD - ATW

ORDATW

Chicago O'Hare Intl

Tue 1/13

9:46 am-10:55 am

Nonstop1h 09m

Appleton Intl

Tue 1/20

6:31 pm-8:10 pm

Nonstop1h 39m

$179

ChicagoAppleton

ORD - ATW

ORDATW

Chicago O'Hare Intl

Fri 2/13

6:40 pm-7:42 pm

Nonstop1h 02m

Appleton Intl

Mon 2/16

6:31 pm-7:59 pm

Nonstop1h 28m

$179

ChicagoAppleton

ORD - ATW

ORDATW

Chicago O'Hare Intl

Wed 12/31

3:35 pm-4:48 pm

Nonstop1h 13m

Appleton Intl

Fri 1/2

6:15 am-7:57 am

Nonstop1h 42m

$238

ChicagoAppleton

ORD - ATW

ORDATW

Chicago O'Hare Intl

Wed 12/31

6:45 pm-8:00 pm

Nonstop1h 15m

Appleton Intl

Thu 1/1

5:35 am-7:07 am

Nonstop1h 32m

$249

ChicagoAppleton

ORD - ATW

ORDATW

Chicago O'Hare Intl

Tue 1/13

8:08 pm-9:05 am

1 stop12h 57m

Appleton Intl

Tue 1/20

2:59 pm-11:46 pm

2 stops32h 47m

$251

ChicagoAppleton

ORD - ATW

ORDATW

Chicago O'Hare Intl

Fri 1/2

8:20 pm-9:37 pm

Nonstop1h 17m

Appleton Intl

Tue 1/6

5:23 pm-6:55 pm

Nonstop1h 32m

$254

ChicagoAppleton

ORD - ATW

ORDATW

Chicago O'Hare Intl

Thu 1/8

8:50 am-3:40 pm

1 stop6h 50m

Appleton Intl

Sun 1/11

6:05 pm-7:58 am

2 stops13h 53m

$302

ChicagoAppleton

ORD - ATW

ORDATW

Chicago O'Hare Intl

Wed 12/31

6:35 am-11:32 am

1 stop4h 57m

Appleton Intl

Thu 1/1

7:00 am-12:54 pm

1 stop5h 54m

$344

ChicagoAppleton

ORD - ATW

ORDATW

Chicago O'Hare Intl

Tue 1/13

10:40 am-8:50 pm

1 stop10h 10m

Appleton Intl

Tue 1/20

5:23 pm-6:55 pm

Nonstop1h 32m

$375

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 20 results
1
2

Best time to book a flight from O'Hare Intl to Oshkosh

Have a flexible travel schedule? Discover the best time to fly to Oshkosh from O'Hare Intl 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 Chicago O'Hare Intl Airport to Oshkosh

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Oshkosh?

Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Oshkosh (average of $178). Flying from Chicago O'Hare Intl Airport to Oshkosh in March is currently the most expensive (average of $268). 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 ORD to OS9?

Find hourly flight availability from O'Hare Intl to Oshkosh. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

It’s typically best to fly out from Chicago O'Hare Intl Airport to Oshkosh in the evening. Doing so could potentially save you 19% on the flight price compared to flying at noon, which is usually more expensive.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Oshkosh?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Oshkosh. Price data was last updated on December 13, 2025.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Oshkosh flight should consider departing on Thursday at noon 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.

Weekly flight availability from Chicago O'Hare Intl Airport to Oshkosh

Explore weekly flight availability from O'Hare Intl to Oshkosh. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 18, 2025.

The most flights from ORD to OS9 are scheduled on a Thursday (48 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (14 on average).

Reviews of airlines servicing Oshkosh

Get insights into the airlines that provide service to Oshkosh. 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 Oshkosh. Reviews last updated December 18, 2025.
Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to Oshkosh, such as United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,091 reviews

Overall

7.4

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability
United Airlines
7.4
Good
9,091 reviews
United Airlines
7.4
Good
9,091 reviews

Overall

7.4

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Oshkosh. 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 Chicago O'Hare Intl Airport to Oshkosh?

    There are many flights that can get you from Chicago O'Hare Intl Airport to Oshkosh in 1h 09m. Fly via American Airlines or United Airlines to get the fastest option. There are 160 mi between Chicago O'Hare Intl Airport and Oshkosh. Generally, flights for this route are nonstop.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Oshkosh?

    No one likes to see their flight delayed. When booking a flight from Chicago O'Hare Intl Airport to Oshkosh consider choosing Republic Airways (75%), United Airlines (66%) or Air Canada (66%) as they are the most reliable in getting you off to your destination on time.

  • Can I find deals for flights from O'Hare Intl to Oshkosh that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Oshkosh flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Oshkosh?

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

  • Can I find deals for business class flights from O'Hare Intl to Oshkosh?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Oshkosh 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 Chicago O'Hare Intl Airport to Oshkosh?

    Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Oshkosh (average of $178). Flying from Chicago O'Hare Intl Airport to Oshkosh in March is currently the most expensive (average of $268). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from O'Hare Intl to Oshkosh

Discover the top 2 airlines that operate flights from O'Hare Intl to Oshkosh. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$179Average$280FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$199Average$320FlexibilityNo cancel feeOn-time69%

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