$136+ Cheap flights from Chicago (CHI) to Oshkosh, WI
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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MKE
Sep 29 — Oct 61
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Oshkosh with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Oshkosh
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Cheapest flights from Chicago to OshkoshExplore the most affordable flight options available from Chicago to Oshkosh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 30, 2026.
Explore the most affordable flight options available from Chicago to Oshkosh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 30, 2026.
This American Airlines deal was found by Cheapflights users on 8/25. 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 10/910:45 pm -
Nonstop1h 12m
Fri 10/1611:33 am -
Nonstop1h 22m
Deal found 8/25![American Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:11 am -
1 stop9h 09m
Mon 9/215:56 pm -
1 stop21h 24m
Deal found 8/26![Multiple Airlines logo]()
$267
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Fri 9/189:51 am -
Nonstop1h 15m
Mon 9/216:31 pm -
Nonstop1h 42m
Deal found 8/26![American Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Sat 10/1010:45 pm -
Nonstop1h 12m
Sat 10/1711:33 am -
Nonstop1h 22m
Deal found 8/26![American Airlines logo]()
$270
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Sat 9/122:15 pm -
Nonstop1h 18m
Mon 9/145:00 pm -
Nonstop1h 31m
Deal found 8/25![United Airlines logo]()
$279
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Tue 9/811:00 pm -
Nonstop1h 10m
Sun 9/1311:36 am -
Nonstop1h 23m
Deal found 8/26![American Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 8/26. 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 10/105:29 pm -
1 stop3h 46m
Sat 10/175:34 pm -
1 stop3h 53m
Deal found 8/26![Delta logo]()
$304
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Thu 9/2410:44 pm -
Nonstop1h 11m
Sun 9/276:31 pm -
Nonstop1h 42m
Deal found 8/26![American Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:15 am -
1 stop11h 50m
Mon 9/145:56 pm -
1 stop21h 24m
Deal found 8/26![Multiple Airlines logo]()
$324
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Wed 9/2310:44 pm -
Nonstop1h 11m
Sun 9/276:31 pm -
Nonstop1h 42m
Deal found 8/26![American Airlines logo]()
$328
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Fri 9/45:45 pm -
Nonstop1h 16m
Sun 9/63:00 pm -
Nonstop1h 24m
Deal found 8/25![United Airlines logo]()
$329
Best flights from Chicago to OshkoshDiscover carefully curated flight deals from Chicago to Oshkosh that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 30, 2026.
Discover carefully curated flight deals from Chicago to Oshkosh that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 30, 2026.
This United Airlines deal was found by Cheapflights users on 8/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1010:25 am -
Nonstop1h 18m
Sat 10/172:36 pm -
Nonstop1h 25m
Deal found 8/27![United Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 8/26. 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 10/105:29 pm -
1 stop3h 46m
Sat 10/175:34 pm -
1 stop3h 53m
Deal found 8/26![Delta logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:11 am -
1 stop9h 09m
Mon 9/215:56 pm -
2 stops17h 55m
Deal found 8/26![Multiple Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Thu 9/2410:44 pm -
Nonstop1h 11m
Sun 9/276:31 pm -
Nonstop1h 42m
Deal found 8/26![American Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 8/28. 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.
Sun 9/2710:30 am -
Nonstop1h 18m
Sun 10/42:36 pm -
Nonstop1h 25m
Deal found 8/28![United Airlines logo]()
$269
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Sat 9/122:15 pm -
Nonstop1h 18m
Mon 9/145:00 pm -
Nonstop1h 31m
Deal found 8/25![United Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 8/25. 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.
Sat 9/267:05 am -
1 stop3h 23m
Sun 9/272:00 pm -
1 stop4h 26m
Deal found 8/25![Delta logo]()
$374
This American Airlines deal was found by Cheapflights users on 8/28. 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.
Mon 10/129:48 am -
Nonstop1h 15m
Mon 10/196:14 pm -
Nonstop1h 34m
Deal found 8/28![American Airlines logo]()
$404
This Delta deal was found by Cheapflights users on 8/28. 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.
Sun 9/276:10 am -
1 stop4h 07m
Sun 10/47:00 am -
1 stop3h 37m
Deal found 8/28![Delta logo]()
$382
This United Airlines deal was found by Cheapflights users on 8/29. 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.
Thu 10/294:40 pm -
Nonstop1h 16m
Mon 11/24:55 pm -
Nonstop1h 42m
Deal found 8/29![United Airlines logo]()
$369
Last-minute flights from Chicago to OshkoshDiscover last-minute flight deals from Chicago to Oshkosh. Data last updated August 30, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Oshkosh. Data last updated August 30, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Fri 9/45:45 pm -
Nonstop1h 16m
Sun 9/63:00 pm -
Nonstop1h 24m
Deal found 8/25![United Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Tue 9/811:00 pm -
Nonstop1h 10m
Sun 9/1311:36 am -
Nonstop1h 23m
Deal found 8/26![American Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:15 am -
1 stop11h 50m
Mon 9/145:56 pm -
1 stop21h 24m
Deal found 8/26![Multiple Airlines logo]()
$324
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Sat 9/122:15 pm -
Nonstop1h 18m
Mon 9/145:00 pm -
Nonstop1h 31m
Deal found 8/25![United Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Thu 9/1711:15 am -
1 stop11h 50m
Sun 9/204:10 pm -
1 stop30h 49m
Deal found 8/27![Multiple Airlines logo]()
$335
This United Airlines deal was found by Cheapflights users on 8/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/172:15 pm -
Nonstop1h 18m
Sun 9/202:55 pm -
Nonstop1h 25m
Deal found 8/27![United Airlines logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:11 am -
1 stop9h 09m
Mon 9/215:56 pm -
1 stop21h 24m
Deal found 8/26![Multiple Airlines logo]()
$267
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Fri 9/189:51 am -
Nonstop1h 15m
Mon 9/216:31 pm -
Nonstop1h 42m
Deal found 8/26![American Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Wed 9/2310:44 pm -
Nonstop1h 11m
Sun 9/276:31 pm -
Nonstop1h 42m
Deal found 8/26![American Airlines logo]()
$328
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Thu 9/2410:44 pm -
Nonstop1h 11m
Sun 9/276:31 pm -
Nonstop1h 42m
Deal found 8/26![American Airlines logo]()
$319
One-way flights from Chicago to OshkoshSearch for one-way flight options from Chicago to Oshkosh. Find affordable one-way fares based on user searches. Data last updated August 30, 2026.
Search for one-way flight options from Chicago to Oshkosh. Find affordable one-way fares based on user searches. Data last updated August 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Fri 9/257:11 am -
1 stop9h 09m
Deal found 8/25![Multiple Airlines logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Fri 10/238:04 am -
1 stop10h 18m
Deal found 8/27![Multiple Airlines logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Thu 9/1711:15 am -
1 stop11h 50m
Deal found 8/27![Multiple Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 9/287:11 am -
1 stop9h 55m
Deal found 8/28![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:04 am -
1 stop10h 17m
Deal found 8/26![Multiple Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Wed 9/233:50 pm -
1 stop31h 15m
Deal found 8/25![Multiple Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Thu 9/247:25 am -
2 stops32h 55m
Deal found 8/27![Multiple Airlines logo]()
$160
Find flight deals from Chicago to Oshkosh
Keep the following information in mind while searching for Chicago to Oshkosh flight deals. Data was last updated August 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $250 (American Airlines) |
One-way from | $136 (Kiwi.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Oshkosh 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 7,457,451 searches. Data last updated August 30, 2026.
Use the filters below to find and compare flights from Chicago to Oshkosh that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoAppleton
ORD Chicago O'Hare Intl - ATW Appleton Intl
ORDATW
Chicago O'Hare Intl
Sat 10/10
10:25 am-11:43 am
Nonstop1h 18m
Appleton Intl
Sat 10/17
2:36 pm-4:01 pm
Nonstop1h 25m
$269
ChicagoAppleton
ORD Chicago O'Hare Intl - ATW Appleton Intl
ORDATW
Chicago O'Hare Intl
Sun 9/27
10:30 am-11:48 am
Nonstop1h 18m
Appleton Intl
Sun 10/4
2:36 pm-4:01 pm
Nonstop1h 25m
$269
ChicagoAppleton
ORD Chicago O'Hare Intl - ATW Appleton Intl
ORDATW
Chicago O'Hare Intl
Sat 9/12
2:15 pm-3:33 pm
Nonstop1h 18m
Appleton Intl
Mon 9/14
5:00 pm-6:31 pm
Nonstop1h 31m
$279
ChicagoAppleton
ORD Chicago O'Hare Intl - ATW Appleton Intl
ORDATW
Chicago O'Hare Intl
Sat 10/10
5:29 pm-9:15 pm
1 stop3h 46m
Appleton Intl
Sat 10/17
5:34 pm-9:27 pm
1 stop3h 53m
$304
ChicagoAppleton
ORD Chicago O'Hare Intl - ATW Appleton Intl
ORDATW
Chicago O'Hare Intl
Fri 9/18
7:11 am-4:20 pm
1 stop9h 09m
Appleton Intl
Mon 9/21
5:56 pm-11:51 am
2 stops17h 55m
$305
ChicagoAppleton
ORD Chicago O'Hare Intl - ATW Appleton Intl
ORDATW
Chicago O'Hare Intl
Thu 9/24
10:44 pm-11:55 pm
Nonstop1h 11m
Appleton Intl
Sun 9/27
6:31 pm-8:13 pm
Nonstop1h 42m
$319
ChicagoAppleton
ORD Chicago O'Hare Intl - ATW Appleton Intl
ORDATW
Chicago O'Hare Intl
Thu 10/29
4:40 pm-5:56 pm
Nonstop1h 16m
Appleton Intl
Mon 11/2
4:55 pm-6:37 pm
Nonstop1h 42m
$369
ChicagoAppleton
ORD Chicago O'Hare Intl - ATW Appleton Intl
ORDATW
Chicago O'Hare Intl
Sat 9/26
7:05 am-10:28 am
1 stop3h 23m
Appleton Intl
Sun 9/27
2:00 pm-6:26 pm
1 stop4h 26m
$374
ChicagoAppleton
ORD Chicago O'Hare Intl - ATW Appleton Intl
ORDATW
Chicago O'Hare Intl
Sun 9/27
6:10 am-10:17 am
1 stop4h 07m
Appleton Intl
Sun 10/4
7:00 am-10:37 am
1 stop3h 37m
$382
ChicagoAppleton
ORD Chicago O'Hare Intl - ATW Appleton Intl
ORDATW
Chicago O'Hare Intl
Mon 10/12
9:48 am-11:03 am
Nonstop1h 15m
Appleton Intl
Mon 10/19
6:14 pm-7:48 pm
Nonstop1h 34m
$404
Showing 1-10 of 20 resultsSorted by cheapest first
Best time to book a flight from Chicago to Oshkosh
Have a flexible travel schedule? Discover the best time to fly to Oshkosh from Chicago with our price prediction graph.
ORD-ATW
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 Chicago to Oshkosh
CHI-OS9
ORD-ATW
What is the cheapest time of day to fly from CHI to OS9?
Find hourly flight availability from Chicago to Oshkosh. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 30, 2026.
It’s optimal to fly from Chicago to Oshkosh in the evening. By choosing this option you can save up to 39% on the cost of your flight, compared to a flight at noon.
Weekly flight availability from Chicago to Oshkosh
Explore weekly flight availability from Chicago to Oshkosh. 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 August 30, 2026.
The most flights from CHI to OS9 are scheduled on a Friday (55 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (32 on average).
What is the cheapest day to fly from Chicago to Oshkosh?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Oshkosh. Price data was last updated on August 22, 2026.
Travelers seeking maximum savings on their Chicago to Oshkosh flight should consider departing on Thursday at noon when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Oshkosh
Get insights into the airlines that provide service to Oshkosh. 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 Oshkosh. Reviews last updated August 30, 2026.
Get a feel of what it's like to fly with United Airlines from Chicago to Oshkosh by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.1
Food
6.7
Overall
7.4
Boarding
7.7
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Crew
8.1
Food
6.7
Overall
7.4
Boarding
7.7
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Oshkosh. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Oshkosh
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Complete your trip
Complete your trip to Oshkosh by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Chicago to Oshkosh, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Oshkosh flights
Browse other Chicago and Oshkosh flight options. Last updated on August 30, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on August 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Oshkosh flights
Consider these flights traveling from Chicago to Oshkosh.
Top 2 airlines flying from Chicago to Oshkosh
Discover the top 2 airlines that operate flights from Chicago to Oshkosh. 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 7,457,451 searches. Data last updated August 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$334 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$406 | FlexibilityNo cancel fee | On-time69% |