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O'Hare Intl

$116+ 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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
Jul 29 — Aug 51
Wed 7/29
Wed 8/5
1 adult, Economy
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Cheap 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 June 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/28. 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.
Mon 8/244:04 pm
ATW
-
ORD
1 stop20h 46m
Multiple Airlines
Wed 9/164:49 pm
ORD
-
ATW
1 stop30h 16m
Multiple Airlines
Deal found 6/28$235
This United Airlines deal was found by Cheapflights users on 6/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/302:39 pm
ATW
-
ORD
Nonstop1h 20m
United Airlines
Sat 8/112:45 pm
ORD
-
ATW
Nonstop1h 20m
United Airlines
Deal found 6/25$239
This United Airlines deal was found by Cheapflights users on 6/24. 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 9/238:00 am
ATW
-
ORD
Nonstop1h 30m
United Airlines
Thu 10/85:50 pm
ORD
-
ATW
Nonstop1h 17m
United Airlines
Deal found 6/24$248
This American Airlines deal was found by Cheapflights users on 6/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:36 am
ATW
-
ORD
Nonstop1h 23m
American Airlines
Sat 10/1011:00 pm
ORD
-
ATW
Nonstop1h 12m
American Airlines
Deal found 6/28$254
This Delta deal was found by Cheapflights users on 6/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/302:05 pm
ATW
-
ORD
1 stop4h 24m
Delta
Sat 8/111:10 am
ORD
-
ATW
1 stop5h 28m
Delta
Deal found 6/25$259
This American Airlines deal was found by Cheapflights users on 6/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/107:15 pm
ATW
-
ORD
Nonstop1h 40m
American Airlines
Tue 7/145:03 pm
ORD
-
ATW
Nonstop1h 15m
American Airlines
Deal found 6/25$269
This United Airlines deal was found by Cheapflights users on 6/24. 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 7/243:44 pm
ATW
-
ORD
Nonstop1h 21m
United Airlines
Sun 8/28:45 am
ORD
-
ATW
Nonstop1h 16m
United Airlines
Deal found 6/24$276
This United Airlines deal was found by Cheapflights users on 6/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/23:44 pm
ATW
-
ORD
Nonstop1h 21m
United Airlines
Thu 7/96:00 pm
ORD
-
ATW
Nonstop1h 22m
United Airlines
Deal found 6/25$284
This Delta deal was found by Cheapflights users on 6/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/114:10 pm
ATW
-
ORD
1 stop5h 42m
Delta
Wed 7/156:30 am
ORD
-
ATW
1 stop4h 17m
Delta
Deal found 6/26$289
This American Airlines deal was found by Cheapflights users on 6/29. 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.
Sat 12/126:02 am
ATW
-
ORD
Nonstop1h 28m
American Airlines
Wed 12/234:15 pm
ORD
-
ATW
Nonstop1h 20m
American Airlines
Deal found 6/29$298

Find 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 June 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$235
(Kiwi.com)

One-way from

$116
(Kiwi.com)

Popular in

February

Cheapest in

November

Average price

$263
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
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
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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 June 29, 2026.
Use the filters below to find and compare flights from Oshkosh to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Wed 9/23

8:00 am-9:30 am

Nonstop1h 30m

Chicago O'Hare Intl

Thu 10/8

5:50 pm-7:07 pm

Nonstop1h 17m

$248

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Thu 7/30

2:05 pm-6:29 pm

1 stop4h 24m

Chicago O'Hare Intl

Sun 8/2

6:30 am-10:47 am

1 stop4h 17m

$259

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Wed 8/19

11:00 am-5:41 pm

1 stop6h 41m

Chicago O'Hare Intl

Wed 8/26

7:00 am-10:29 am

1 stop3h 29m

$259

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Thu 8/27

2:06 pm-8:30 pm

1 stop6h 24m

Chicago O'Hare Intl

Sun 8/30

6:00 am-10:20 am

1 stop4h 20m

$259

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Thu 7/30

2:05 pm-6:29 pm

1 stop4h 24m

Chicago O'Hare Intl

Tue 8/4

6:00 am-10:20 am

1 stop4h 20m

$259

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Mon 8/17

7:00 am-12:54 pm

1 stop5h 54m

Chicago O'Hare Intl

Sat 8/29

6:59 am-10:29 am

1 stop3h 30m

$259
Quickest round-trip

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Sat 7/11

2:40 pm-4:00 pm

Nonstop1h 20m

Chicago O'Hare Intl

Wed 7/15

10:25 am-11:43 am

Nonstop1h 18m

$269

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Thu 8/27

9:10 am-10:39 am

Nonstop1h 29m

Chicago O'Hare Intl

Sun 8/30

10:00 pm-11:18 pm

Nonstop1h 18m

$284

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Sat 7/25

7:00 am-1:46 pm

1 stop6h 46m

Chicago O'Hare Intl

Sat 8/1

11:10 am-4:38 pm

1 stop5h 28m

$289

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Fri 7/10

5:29 pm-6:58 pm

Nonstop1h 29m

Chicago O'Hare Intl

Tue 7/14

8:45 am-10:01 am

Nonstop1h 16m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/28

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

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

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 June 29, 2026.

It’s typically best to fly out from Oshkosh to Chicago O'Hare Intl Airport in the morning. Doing so could potentially save you 22% on the flight price compared to flying in the evening, which is usually more expensive.

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

Explore weekly flight availability from Oshkosh to O'Hare Intl. 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 June 29, 2026.

The most flights from OS9 to ORD are scheduled on a Friday (54 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (18 on average).

How much does it cost to fly round-trip from Oshkosh to Chicago O'Hare Intl Airport?

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 June 20, 2026.

Travelers seeking maximum savings on their Oshkosh to Chicago O'Hare Intl Airport flight should consider departing on Friday evenings when fares are most often at their lowest. Saturday evenings 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 June 29, 2026.
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
9,894 reviews

Comfort

7.3

Crew

8.1

Food

6.6

Boarding

7.7

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
9,894 reviews
United Airlines
7.4
Good
9,894 reviews

Comfort

7.3

Crew

8.1

Food

6.6

Boarding

7.7

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.1
Good
11,768 reviews
United Airlines
7.4
Good
9,894 reviews

Comfort

7.3

Crew

8.1

Food

6.6

Boarding

7.7

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

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 Delta fly from Oshkosh to Chicago O'Hare Intl Airport in about 1h 30m. The time it takes to get you to your destination can typically vary by up to 2h 54m. The distance between Oshkosh and Chicago O'Hare Intl Airport is about 160 mi. This flight may include one or multiple stops.

  • 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: Japan Airlines (72%), Aer Lingus (70%), American Airlines( 69%).

  • 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 $1,686, our data shows the cheapest flight currently is $133. When looking at the most popular route, (Appleton Intl - Chicago O'Hare Intl), you can expect to pay $239 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.

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
Benton Harbor
Rosemont
Schaumburg
Naperville
Lake Geneva
Oak Brook
Gurnee
Delavan
Oakbrook Terrace
Downers Grove
Des Plaines
South Holland
Libertyville
Hoffman Estates
Warrenville
Rockford
Racine
Great Lakes
Northbrook
Waukegan

Browse thousands of different options on Cheapflights for your next trip

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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 June 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$179Average$282FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$274FlexibilityNo cancel feeOn-time69%

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