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O'Hare Intl

$112+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
Mar 7 — Mar 141
Sat 3/7
Sat 3/14
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 Saturday and return on a Friday

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 February 5, 2026.

This American Airlines deal was found by Cheapflights users on 2/3. 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 4/810:47 am
ATW
-
ORD
Nonstop1h 22m
American Airlines
Fri 4/1710:32 pm
ORD
-
ATW
Nonstop1h 08m
American Airlines
Deal found 2/3$179
This American Airlines deal was found by Cheapflights users on 2/4. 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 2/276:40 pm
ATW
-
ORD
Nonstop1h 20m
American Airlines
Sun 3/18:00 am
ORD
-
ATW
Nonstop1h 06m
American Airlines
Deal found 2/4$180
This American Airlines deal was found by Cheapflights users on 2/2. 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 5/76:30 pm
ATW
-
ORD
Nonstop1h 32m
American Airlines
Sun 5/1010:32 pm
ORD
-
ATW
Nonstop1h 08m
American Airlines
Deal found 2/2$183
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/206:40 pm
ATW
-
ORD
Nonstop1h 20m
American Airlines
Mon 3/911:45 am
ORD
-
ATW
Nonstop1h 04m
American Airlines
Deal found 2/3$194
This Delta deal was found by Cheapflights users on 2/5. 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 6/111:26 pm
ATW
-
ORD
1 stop5h 15m
Delta
Sat 7/46:00 am
ORD
-
ATW
1 stop5h 11m
Delta
Deal found 2/5$199
This United Airlines deal was found by Cheapflights users on 2/2. 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.
Tue 2/1712:34 pm
ATW
-
ORD
Nonstop1h 31m
United Airlines
Sat 2/218:15 pm
ORD
-
ATW
Nonstop1h 17m
United Airlines
Deal found 2/2$209
This United Airlines deal was found by Cheapflights users on 2/2. 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.
Sat 3/2810:20 am
ATW
-
ORD
Nonstop1h 31m
United Airlines
Sat 4/49:15 pm
ORD
-
ATW
Nonstop1h 13m
United Airlines
Deal found 2/2$213
This Delta deal was found by Cheapflights users on 2/5. 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 2/204:22 pm
ATW
-
ORD
1 stop5h 08m
Delta
Mon 3/91:57 pm
ORD
-
ATW
1 stop3h 33m
Delta
Deal found 2/5$214
This United Airlines deal was found by Cheapflights users on 2/5. 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.
Sat 8/82:35 pm
ATW
-
ORD
Nonstop1h 20m
United Airlines
Mon 8/179:20 pm
ORD
-
ATW
Nonstop1h 23m
United Airlines
Deal found 2/5$221
This American Airlines deal was found by Cheapflights users on 2/5. 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 2/121:25 pm
ATW
-
ORD
Nonstop1h 16m
American Airlines
Thu 2/194:49 pm
ORD
-
ATW
Nonstop1h 03m
American Airlines
Deal found 2/5$224
This Delta deal was found by Cheapflights users on 2/2. 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 2/1711:22 am
ATW
-
ORD
1 stop5h 19m
Delta
Sat 2/212:05 pm
ORD
-
ATW
1 stop3h 40m
Delta
Deal found 2/2$229
This United Airlines deal was found by Cheapflights users on 2/2. 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.
Mon 6/85:00 am
ATW
-
ORD
Nonstop1h 28m
United Airlines
Tue 6/161:55 pm
ORD
-
ATW
Nonstop1h 17m
United Airlines
Deal found 2/2$239

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 February 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$179
(American Airlines)

One-way from

$112
(Kiwi.com)

Popular in

August

Cheapest in

July

Average price

$285
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
Search Deals
One-way flight from Oshkosh to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($2 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 5, 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

Oshkosh

Fly to

O'Hare Intl

Route

Depart

Return

Price

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Thu 3/5

6:39 pm-7:59 pm

Nonstop1h 20m

Chicago O'Hare Intl

Mon 3/9

11:45 am-12:49 pm

Nonstop1h 04m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Thu 3/19

5:23 pm-6:49 pm

Nonstop1h 26m

Chicago O'Hare Intl

Sun 3/22

7:10 am-8:21 am

Nonstop1h 11m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Sun 3/1

1:25 pm-2:41 pm

Nonstop1h 16m

Chicago O'Hare Intl

Sun 3/8

8:00 am-9:06 am

Nonstop1h 06m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Thu 4/16

5:00 am-6:26 am

Nonstop1h 26m

Chicago O'Hare Intl

Sun 4/19

9:15 pm-10:28 pm

Nonstop1h 13m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Thu 4/16

1:30 pm-2:57 pm

Nonstop1h 27m

Chicago O'Hare Intl

Sun 4/19

10:32 pm-11:40 pm

Nonstop1h 08m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Thu 4/16

12:34 pm-2:00 pm

Nonstop1h 26m

Chicago O'Hare Intl

Wed 4/22

8:25 pm-9:45 pm

Nonstop1h 20m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Wed 4/8

10:47 am-12:09 pm

Nonstop1h 22m

Chicago O'Hare Intl

Fri 4/17

10:32 pm-11:40 pm

Nonstop1h 08m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Sun 3/1

2:39 pm-4:05 pm

Nonstop1h 26m

Chicago O'Hare Intl

Sun 3/8

3:35 pm-4:44 pm

Nonstop1h 09m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Mon 4/20

1:30 pm-2:57 pm

Nonstop1h 27m

Chicago O'Hare Intl

Mon 5/4

10:32 pm-11:40 pm

Nonstop1h 08m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Fri 2/27

6:40 pm-8:00 pm

Nonstop1h 20m

Chicago O'Hare Intl

Sun 3/1

8:00 am-9:06 am

Nonstop1h 06m

$180

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Showing 1-10 of 23 results
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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 January 30, 2026.

Booking 21 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, January is the cheapest month in which you can book a flight from Oshkosh to Chicago O'Hare Intl Airport (average of $179). Flying from Oshkosh to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $209). 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 February 5, 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 21% 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 January 31, 2026.

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

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 February 5, 2026.

The most flights from OS9 to ORD are scheduled on a Friday (54 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (41 on average).

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 February 5, 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
9,240 reviews

Overall

7.4

Comfort

7.3

Food

6.6

Crew

8.1

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,240 reviews
United Airlines
7.4
Good
9,240 reviews

Overall

7.4

Comfort

7.3

Food

6.6

Crew

8.1

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
American Airlines
7.2
Good
11,237 reviews
United Airlines
7.4
Good
9,240 reviews

Overall

7.4

Comfort

7.3

Food

6.6

Crew

8.1

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 American Airlines and United Airlines fly from Oshkosh to Chicago O'Hare Intl Airport in about 1h 20m. 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 (71%), United Airlines (67%), ANA( 66%).

  • 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 $877, our data shows the cheapest flight currently is $125. 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, January is the cheapest month in which you can book a flight from Oshkosh to Chicago O'Hare Intl Airport (average of $179). Flying from Oshkosh to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $209). 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
Naperville
Gurnee
Elgin
Hoffman Estates
Beloit
Delavan
Oak Brook
Des Plaines
Downers Grove
Elk Grove Village
Skokie
Libertyville
Lake Geneva
Waukegan
Bridgeview
Kenosha
Warrenville
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 February 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$272FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$273FlexibilityNo cancel feeOn-time71%

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