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Oshkosh

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

ORD — MKE
Oct 30 — Nov 61
Fri 10/30
Fri 11/6
1 adult, Economy
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Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

September

Cheapest in

January

Average price

$607
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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Highest demand for flights based on searches. 33% potential increase in price ($199 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in September 2026
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Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Oshkosh

What is the cheapest time of day to fly from ORD to OS9?

It’s typically best to fly out from Chicago O'Hare Intl Airport to Oshkosh in the evening. Doing so could potentially save you 34% 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?

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 evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Oshkosh

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
10,261 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Boarding

7.7

Food

6.7

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible
United Airlines
7.4
Good
10,261 reviews
United Airlines
7.4
Good
10,261 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Boarding

7.7

Food

6.7

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible

Related info for your journey

  • 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 (92%), ANA (68%) or Copa Airlines (67%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Oshkosh?

    Looking for the cheapest flight from Chicago O'Hare Intl Airport to Oshkosh? While on average our users pay $309, our data indicates the cheapest price to be $163. The most popular route (Chicago O'Hare Intl - Appleton Intl), is priced around $289.

  • 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.

See more FAQs

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Top 2 airlines flying from O'Hare Intl to Oshkosh

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$179Average$343FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$420FlexibilityNo cancel feeOn-time69%

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