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O'Hare Intl

$97+ 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 5/14. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
אפר' 29 — מאי 61
ד' 4/29
ד' 5/6
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 מרץ 30, 2026.

This American Airlines deal was found by Cheapflights users on 3/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ה' 5/76:00 am
ATW
-
ORD
Nonstop1h 29m
American Airlines
א' 5/109:02 am
ORD
-
ATW
Nonstop1h 12m
American Airlines
Deal found 3/26$239
This American Airlines deal was found by Cheapflights users on 3/25. 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.
ד' 4/810:57 am
ATW
-
ORD
Nonstop1h 22m
American Airlines
ו' 4/1710:32 pm
ORD
-
ATW
Nonstop1h 08m
American Airlines
Deal found 3/25$254
This Delta deal was found by Cheapflights users on 3/29. 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.
ה' 5/712:32 pm
ATW
-
ORD
1 stop4h 19m
Delta
א' 5/107:00 am
ORD
-
ATW
1 stop3h 28m
Delta
Deal found 3/29$259
This Delta deal was found by Cheapflights users on 3/29. 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.
ד' 5/2012:32 pm
ATW
-
ORD
2 stops7h 42m
Delta
א' 5/245:19 pm
ORD
-
ATW
1 stop3h 55m
Delta
Deal found 3/29$264
This United Airlines deal was found by Cheapflights users on 3/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ב' 4/65:00 am
ATW
-
ORD
Nonstop1h 26m
United Airlines
ב' 4/207:06 am
ORD
-
ATW
Nonstop1h 14m
United Airlines
Deal found 3/26$269
This Delta deal was found by Cheapflights users on 3/27. 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.
ו' 5/84:13 pm
ATW
-
ORD
1 stop5h 07m
Delta
ש' 5/96:24 am
ORD
-
ATW
1 stop5h 27m
Delta
Deal found 3/27$274
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ב' 4/204:59 pm
ATW
-
ORD
2 stops52h 18m
Multiple Airlines
ד' 5/203:55 pm
ORD
-
ATW
1 stop29h 57m
Multiple Airlines
Deal found 3/25$277
This Delta deal was found by Cheapflights users on 3/25. 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.
ה' 4/912:06 pm
ATW
-
ORD
1 stop5h 56m
Delta
ב' 4/135:04 pm
ORD
-
ATW
1 stop3h 33m
Delta
Deal found 3/25$289
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
ה' 4/233:17 pm
ATW
-
ORD
1 stop7h 50m
Multiple Airlines
א' 4/266:00 am
ORD
-
ATW
1 stop16h 17m
Multiple Airlines
Deal found 3/27$290
This Kiwi.com deal was found by Cheapflights users on 3/28. 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.
ה' 4/303:17 pm
ATW
-
ORD
1 stop7h 50m
Multiple Airlines
א' 5/35:05 am
ORD
-
ATW
1 stop8h 58m
Multiple Airlines
Deal found 3/28$297

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 מרץ 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(American Airlines)

One-way from

$97
(Kiwi.com)

Popular in

September

Cheapest in

May

Average price

$268
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. 10% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in March 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 מרץ 30, 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

ה' 4/30

8:00 am-9:27 am

Nonstop1h 27m

Chicago O'Hare Intl

ב' 5/4

10:40 am-11:54 am

Nonstop1h 14m

$239

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

ג' 5/26

5:30 pm-7:00 pm

Nonstop1h 30m

Chicago O'Hare Intl

א' 5/31

12:45 pm-2:05 pm

Nonstop1h 20m

$239

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

ו' 5/8

8:15 pm-9:42 pm

Nonstop1h 27m

Chicago O'Hare Intl

ב' 5/11

8:45 am-9:59 am

Nonstop1h 14m

$239

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

ד' 6/17

5:30 pm-7:00 pm

Nonstop1h 30m

Chicago O'Hare Intl

ה' 6/25

3:35 pm-4:54 pm

Nonstop1h 19m

$239

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

ו' 7/17

2:03 pm-8:31 pm

1 stop6h 28m

Chicago O'Hare Intl

א' 7/26

7:01 am-1:23 pm

1 stop6h 22m

$259

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

ה' 5/7

12:32 pm-7:20 pm

1 stop6h 48m

Chicago O'Hare Intl

א' 5/10

7:00 am-10:28 am

1 stop3h 28m

$259

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

ו' 5/8

4:13 pm-9:20 pm

1 stop5h 07m

Chicago O'Hare Intl

ש' 5/9

6:24 am-11:51 am

1 stop5h 27m

$274

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

ה' 4/9

12:06 pm-6:02 pm

1 stop5h 56m

Chicago O'Hare Intl

ב' 4/13

5:04 pm-8:37 pm

1 stop3h 33m

$289

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

ו' 5/1

11:12 am-4:18 pm

1 stop5h 06m

Chicago O'Hare Intl

ב' 5/4

5:04 pm-8:37 pm

1 stop3h 33m

$303

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

ו' 5/8

4:13 pm-9:20 pm

1 stop5h 07m

Chicago O'Hare Intl

ב' 5/11

5:41 pm-10:54 pm

1 stop5h 13m

$303

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 21 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 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 $182). 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 מרץ 30, 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 March 28, 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.

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 מרץ 30, 2026.

The most flights from OS9 to ORD are scheduled on a Monday (59 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (33 on average).

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

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 מרץ 30, 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
9,514 reviews

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,514 reviews
United Airlines
7.4
Good
9,514 reviews

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
American Airlines
7.1
Good
11,530 reviews
United Airlines
7.4
Good
9,514 reviews

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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 27m. The time it takes to get you to your destination can typically vary by up to 5h 01m. 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: Air Canada (67%), Air New Zealand (66%), Emirates( 64%).

  • 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 $1,155, our data shows the cheapest flight currently is $135. 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.

  • 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 $182). 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
Gurnee
Naperville
Lake Geneva
Hoffman Estates
Delavan
Downers Grove
Des Plaines
Elgin
Oakbrook Terrace
South Holland
Elk Grove Village
Libertyville
Warrenville
Oak Brook
Bridgeview
Beloit
Great Lakes
Lansing

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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 מרץ 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$179Average$253FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$290FlexibilityNo cancel feeOn-time69%

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