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$105+ Cheap flights from Appleton (ATW) to Chicago (CHI)

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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
ATW — CHI
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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Cheap flight deals from Appleton to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Appleton (ATW) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$179
(American Airlines)

One-way from

$105
(Kiwi.com)

Popular in

January

Cheapest in

July

Average price

$344

Good round-trip deal

$315 or less

Good one-way deal

$243 or less
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 Appleton Intl to Chicago (CHI)
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One-way flight from Appleton Intl to Chicago (CHI)
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Highest demand for flights based on searches. 12% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Appleton Intl to Chicago (CHI).
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Price to beat on a one-way flight from Appleton Intl to Chicago (CHI).
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Find flight deals from Appleton to Chicago

Cheapest flights from Appleton to Chicago
Explore the most affordable flight options available from Appleton to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 26, 2025.

This American Airlines deal was found by Cheapflights users on 11/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/169:39 amATW - ORD
Nonstop1h 25mAmerican Airlines
Sat 12/208:05 amORD - ATW
Nonstop1h 16mAmerican Airlines
Deal found 11/24$179
This American Airlines deal was found by Cheapflights users on 11/25. 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.
Thu 12/183:58 pmATW - ORD
Nonstop1h 28mAmerican Airlines
Sun 12/218:05 amORD - ATW
Nonstop1h 16mAmerican Airlines
Deal found 11/25$194
This American Airlines deal was found by Cheapflights users on 11/25. 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.
Wed 12/105:10 amATW - ORD
Nonstop1h 24mAmerican Airlines
Sun 12/148:05 amORD - ATW
Nonstop1h 03mAmerican Airlines
Deal found 11/25$209
This Delta deal was found by Cheapflights users on 11/25. 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.
Wed 12/2411:00 amATW - ORD
1 stop6h 22mDelta
Wed 12/316:35 amORD - ATW
1 stop4h 57mDelta
Deal found 11/25$214
This Delta deal was found by Cheapflights users on 11/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/134:18 pmATW - ORD
1 stop5h 22mDelta
Sun 12/146:45 amORD - ATW
1 stop3h 48mDelta
Deal found 11/24$229
This American Airlines deal was found by Cheapflights users on 11/25. 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.
Sat 12/64:08 pmATW - ORD
Nonstop1h 26mAmerican Airlines
Sun 12/710:24 pmORD - ATW
Nonstop1h 10mAmerican Airlines
Deal found 11/25$239
This American Airlines deal was found by Cheapflights users on 11/25. 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.
Thu 12/259:51 amATW - ORD
Nonstop1h 24mAmerican Airlines
Sun 12/2810:30 pmORD - ATW
Nonstop1h 06mAmerican Airlines
Deal found 11/25$241
This Delta deal was found by Cheapflights users on 11/25. 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 12/611:13 amATW - ORD
1 stop5h 09mDelta
Sun 12/76:45 amORD - ATW
1 stop3h 48mDelta
Deal found 11/25$259
This American Airlines deal was found by Cheapflights users on 11/25. 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.
Thu 11/275:20 amATW - ORD
Nonstop1h 19mAmerican Airlines
Sat 11/298:10 amORD - ATW
Nonstop1h 06mAmerican Airlines
Deal found 11/25$262
This Delta deal was found by Cheapflights users on 11/26. 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.
Wed 12/1012:20 pmATW - MDW
1 stop5h 58mDelta
Sat 12/131:14 pmMDW - ATW
1 stop4h 15mDelta
Deal found 11/26$264
This Delta deal was found by Cheapflights users on 11/23. 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.
Wed 12/1011:13 amATW - ORD
1 stop5h 46mDelta
Sun 12/146:00 amORD - ATW
1 stop5h 40mDelta
Deal found 11/23$264
This United Airlines deal was found by Cheapflights users on 11/24. 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 12/103:42 pmATW - ORD
Nonstop1h 28mUnited Airlines
Sun 12/1412:45 pmORD - ATW
Nonstop1h 12mUnited Airlines
Deal found 11/24$269

Cheapflights Fare Finder

 
Customize your flight search to find flights from Appleton to Chicago 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 November 26, 2025.
Use the filters below to find and compare flights from Appleton to Chicago that are best for you.

Fly from

Appleton

Fly to

Chicago

Route

Depart

Return

Price

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Wed 12/24

7:25 am-8:55 am

Nonstop1h 30m

Chicago O'Hare Intl

Wed 12/31

8:05 am-9:21 am

Nonstop1h 16m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Fri 1/9

12:35 pm-2:07 pm

Nonstop1h 32m

Chicago O'Hare Intl

Sat 1/24

6:01 pm-7:15 pm

Nonstop1h 14m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Fri 1/9

6:32 pm-8:11 pm

Nonstop1h 39m

Chicago O'Hare Intl

Tue 1/20

4:53 pm-6:01 pm

Nonstop1h 08m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Sat 2/7

5:04 pm-6:39 pm

Nonstop1h 35m

Chicago O'Hare Intl

Sat 2/14

9:05 am-10:13 am

Nonstop1h 08m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Tue 12/16

9:39 am-11:04 am

Nonstop1h 25m

Chicago O'Hare Intl

Sat 12/20

8:05 am-9:21 am

Nonstop1h 16m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Wed 2/18

3:45 pm-5:10 pm

Nonstop1h 25m

Chicago O'Hare Intl

Sun 2/22

3:35 pm-4:44 pm

Nonstop1h 09m

$194

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Fri 2/20

6:31 pm-7:59 pm

Nonstop1h 28m

Chicago O'Hare Intl

Mon 3/9

10:20 pm-11:25 pm

Nonstop1h 05m

$194

AppletonChicago

ATW - MDW

ATWMDW

Appleton Intl

Fri 1/9

6:45 am-12:48 pm

1 stop6h 03m

Chicago Midway

Sat 1/24

11:45 am-3:40 pm

1 stop3h 55m

$199

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Fri 1/9

12:03 pm-9:05 pm

2 stops9h 02m

Chicago O'Hare Intl

Tue 1/20

1:58 pm-8:49 pm

1 stop6h 51m

$204

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Wed 12/10

5:10 am-6:34 am

Nonstop1h 24m

Chicago O'Hare Intl

Sun 12/14

8:05 am-9:08 am

Nonstop1h 03m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

Showing 1-10 of 35 results
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Compare providers for flights from Appleton to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Appleton to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Appleton-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Appleton-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Appleton-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Appleton-Chicago flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Appleton-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Appleton to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Appleton 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 Appleton to Chicago

What is the cheapest month to book a flight from Appleton to Chicago?

Currently, February is the cheapest month in which you can book a flight from Appleton to Chicago (average of $179). Flying from Appleton to Chicago in March is currently the most expensive (average of $215). 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 ATW to CHI?

Find hourly flight availability from Appleton to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 26, 2025.

It’s optimal to fly from Appleton to Chicago in the afternoon. By choosing this option you can save up to 27% on the cost of your flight, compared to a flight at noon.

Weekly flight availability from Appleton to Chicago

Explore weekly flight availability from Appleton to Chicago. 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 November 26, 2025.

The most flights from ATW to CHI are scheduled on a Wednesday (19 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (3 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated November 26, 2025.
Read through reviews of airlines operating flights from Appleton to Chicago, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,050 reviews

Overall

7.4

Entertainment

7.1

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.6

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
9,050 reviews
United Airlines
7.4
Good
9,050 reviews

Overall

7.4

Entertainment

7.1

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.6

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
11,038 reviews
United Airlines
7.4
Good
9,050 reviews

Overall

7.4

Entertainment

7.1

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.6

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 Appleton to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Appleton to Chicago?

    For a flight from Appleton to Chicago, you will be flying from Appleton Intl. Appleton Intl (ATW) is just 5.1 mi from the center of the city. Appleton Intl is the only Appleton airport and it handles 13 outbound flights to Chicago per day. 2 airlines have flights to Chicago from Appleton Intl on a regular basis.

  • How long is the flight from Appleton to Chicago?

    For as low as $179, American Airlines can have you in Chicago from Appleton in 1h 30m. The distance from Appleton to Chicago is about 160 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Appleton to Chicago round-trip?

    Currently priced at $179, American Airlines will fly you from Appleton to Chicago and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on United Airlines for as low as $179. These flights start at 36% lower than the current average price 3 months from now.

  • What are the most reliable airlines from Appleton to Chicago?

    No one likes to see their flight delayed. When booking a flight from Appleton to Chicago consider choosing Air New Zealand (83%), SkyWest Airlines (75%) or United Airlines (73%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Appleton to Chicago?

    Looking for the cheapest flight from Appleton to Chicago? While on average our users pay $607, our data indicates the cheapest price to be $157. The most popular route (Appleton Intl - Chicago O'Hare Intl), is priced around $179.

  • Can I find deals for flights from Appleton to Chicago that include hotel bookings?

    Yes. In addition to deals on Appleton to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Appleton to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Appleton to Chicago.

  • Can I find deals for business class flights from Appleton to Chicago?

    Yes. Cheapflights offers flight deals from Appleton to Chicago 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 Appleton to Chicago?

    Currently, February is the cheapest month in which you can book a flight from Appleton to Chicago (average of $179). Flying from Appleton to Chicago in March is currently the most expensive (average of $215). 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?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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Top 2 airlines flying from Appleton to Chicago

Discover the top 2 airlines that operate flights from Appleton to Chicago. 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 November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$256FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$276FlexibilityNo cancel feeOn-time71%

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