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O'Hare Intl

$124+ Cheap flights from Oshkosh, WI to O'Hare Intl (ORD)

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 12/18. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheapflights Tip: The best prices from Oshkosh to Chicago O'Hare Intl are usually found in July or November, booked 90 days in advance, depart on a Wednesday or Tuesday and return on a Friday

Find flight deals from Oshkosh to O'Hare Intl

Cheapest flights from Oshkosh to O'Hare Intl
Explore the most affordable flight options available from Oshkosh to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/232:32 pmATW - ORD
Nonstop1h 28mUnited Airlines
Thu 11/2710:45 amORD - ATW
Nonstop1h 12mUnited Airlines
Deal found 10/29$179
This American Airlines deal was found by Cheapflights users on 10/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/209:46 amATW - ORD
Nonstop1h 17mAmerican Airlines
Sun 11/238:07 amORD - ATW
Nonstop1h 09mAmerican Airlines
Deal found 10/29$180
This United Airlines deal was found by Cheapflights users on 10/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/142:32 pmATW - ORD
Nonstop1h 28mUnited Airlines
Sat 11/223:35 pmORD - ATW
Nonstop1h 07mUnited Airlines
Deal found 10/28$194
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/237:00 amATW - ORD
1 stop6h 55mDelta
Thu 11/276:00 amORD - ATW
1 stop5h 33mDelta
Deal found 10/29$199
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:00 amATW - ORD
Nonstop1h 27mAmerican Airlines
Tue 11/188:07 amORD - ATW
Nonstop1h 09mAmerican Airlines
Deal found 10/30$209
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/277:00 amATW - ORD
1 stop6h 55mDelta
Sun 11/306:45 amORD - ATW
1 stop3h 43mDelta
Deal found 10/28$219
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/125:31 pmATW - ORD
Nonstop1h 19mUnited Airlines
Sat 11/158:20 pmORD - ATW
Nonstop1h 13mUnited Airlines
Deal found 10/29$220
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/69:46 amATW - ORD
Nonstop1h 17mAmerican Airlines
Thu 11/138:07 amORD - ATW
Nonstop1h 09mAmerican Airlines
Deal found 10/30$224
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/144:18 pmATW - ORD
1 stop5h 18mDelta
Sun 11/166:45 amORD - ATW
1 stop3h 43mDelta
Deal found 10/29$229
This Delta deal was found by Cheapflights users on 10/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/67:01 amATW - ORD
1 stop5h 39mDelta
Thu 11/136:45 amORD - ATW
1 stop3h 43mDelta
Deal found 10/30$244
This American Airlines deal was found by Cheapflights users on 10/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/43:48 pmATW - ORD
Nonstop1h 27mAmerican Airlines
Fri 12/56:00 pmORD - ATW
Nonstop1h 09mAmerican Airlines
Deal found 10/29$247

Cheap flight deals from Oshkosh to O'Hare Intl

Keep the following information in mind while searching for Oshkosh to O'Hare Intl flight deals. Data was last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$179
(United Airlines)

One-way from

$124
(American Airlines)

Popular in

January

Cheapest in

July

Average price

$287
Provider with most accurate pricing for Appleton Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Appleton Intl-Chicago (CHI) flights.
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From Oshkosh to Chicago O'Hare Intl
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One-way flight from Oshkosh to Chicago O'Hare Intl
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Highest demand for flights based on searches. 10% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Oshkosh to O'Hare Intl 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 October 30, 2025.
Use the filters below to find and compare flights from Oshkosh to Chicago O'Hare Intl Airport that are best for you.

Fly from

Oshkosh

Fly to

O'Hare Intl

Route

Depart

Return

Price

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Fri 12/12

5:20 pm-6:49 pm

Nonstop1h 29m

Chicago O'Hare Intl

Mon 12/15

8:20 pm-9:32 pm

Nonstop1h 12m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Fri 12/12

7:43 pm-9:14 pm

Nonstop1h 31m

Chicago O'Hare Intl

Sun 12/14

8:05 am-9:08 am

Nonstop1h 03m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Thu 11/27

5:20 am-6:39 am

Nonstop1h 19m

Chicago O'Hare Intl

Fri 12/5

10:24 pm-11:34 pm

Nonstop1h 10m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Thu 11/27

8:15 am-9:43 am

Nonstop1h 28m

Chicago O'Hare Intl

Sun 11/30

12:45 pm-1:57 pm

Nonstop1h 12m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Wed 1/14

5:23 pm-6:55 pm

Nonstop1h 32m

Chicago O'Hare Intl

Sat 1/17

12:55 pm-2:09 pm

Nonstop1h 14m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Sun 11/23

5:20 am-6:39 am

Nonstop1h 19m

Chicago O'Hare Intl

Thu 11/27

8:07 am-9:16 am

Nonstop1h 09m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Sun 11/23

2:32 pm-4:00 pm

Nonstop1h 28m

Chicago O'Hare Intl

Thu 11/27

10:45 am-11:57 am

Nonstop1h 12m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Fri 11/14

2:32 pm-4:00 pm

Nonstop1h 28m

Chicago O'Hare Intl

Sat 11/22

3:35 pm-4:42 pm

Nonstop1h 07m

$194

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Wed 1/14

12:03 pm-5:56 pm

1 stop5h 53m

Chicago O'Hare Intl

Sat 1/17

8:50 am-3:40 pm

1 stop6h 50m

$199

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Sun 11/23

7:00 am-1:55 pm

1 stop6h 55m

Chicago O'Hare Intl

Tue 12/2

10:45 am-5:14 pm

1 stop6h 29m

$199

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 20 results
1
2

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

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

How far ahead should I book a flight from Oshkosh to Chicago O'Hare Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Oshkosh to O'Hare Intl. Price data was last updated on October 24, 2025.

Booking 30 days in advance of your planned departure date is, on average, the best time to get cheap flights from Oshkosh to Chicago O'Hare Intl Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, August is the cheapest month in which you can book a flight from Oshkosh to Chicago O'Hare Intl Airport (average of $155). Flying from Oshkosh to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $216). 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 ORD?

Find hourly flight availability from Oshkosh to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

It’s typically best to fly out from Oshkosh to Chicago O'Hare Intl Airport in the morning. Doing so could potentially save you 18% on the flight price compared to flying in the evening, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Oshkosh to O'Hare Intl. Price data was last updated on October 26, 2025.

Travelers seeking maximum savings on their Oshkosh to Chicago O'Hare Intl Airport flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated October 30, 2025.
See what other customers who have flown with United Airlines and American Airlines from Oshkosh to Chicago O'Hare Intl Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,998 reviews

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
8,998 reviews
United Airlines
7.4
Good
8,998 reviews

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,035 reviews
United Airlines
7.4
Good
8,998 reviews

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Related info for your journey

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

    Airlines like United Airlines and American Airlines fly from Oshkosh to Chicago O'Hare Intl Airport in about 1h 29m. The time it takes to get you to your destination is usually consistent. The distance between Oshkosh and Chicago O'Hare Intl Airport is about 160 mi. All flights are typically nonstop.

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

    Before booking your flight to Chicago O'Hare Intl Airport from Oshkosh, check out the most reliable airlines to get you to your destination on time: Avianca (79%), Copa Airlines (76%), United Airlines( 75%).

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

    While on average a flight from Oshkosh to Chicago O'Hare Intl Airport is generally $871, our data shows the cheapest flight currently is $107. When looking at the most popular route, (Appleton Intl - Chicago O'Hare Intl), you can expect to pay $179 for that flight.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Oshkosh to Chicago O'Hare Intl Airport (average of $155). Flying from Oshkosh to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $216). 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

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Skokie
Des Plaines
Gurnee
Hoffman Estates
Beloit
Elgin
Oak Brook
Elk Grove Village
Naperville
Racine
Downers Grove
Rockford
Orland Park
Merrillville
Bridgeview
Warrenville
Waukegan
Aurora

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Top 2 airlines flying from Oshkosh to O'Hare Intl

Discover the top 2 airlines that operate flights from Oshkosh to O'Hare Intl. 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$295FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$280FlexibilityNo cancel feeOn-time71%

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