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$121+ 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
ATW — CHI
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 September 16, 2025.

Round-trip from

$179
(American Airlines)

One-way from

$121
(Kiwi.com)

Popular in

January

Cheapest in

July

Average price

$346

Good round-trip deal

$325 or less

Good one-way deal

$233 or less
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. 14% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 16, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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 10/119:53 amATW - ORD
Nonstop1h 15mAmerican Airlines
Sun 10/128:20 amORD - ATW
Nonstop1h 03mAmerican Airlines
Deal found 9/14$179
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/96:13 pmATW - ORD
Nonstop1h 25mAmerican Airlines
Sun 10/128:20 amORD - ATW
Nonstop1h 03mAmerican Airlines
Deal found 9/16$180
This American Airlines deal was found by Cheapflights users on 9/14. 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 9/306:18 pmATW - ORD
Nonstop1h 25mAmerican Airlines
Tue 10/148:20 amORD - ATW
Nonstop1h 03mAmerican Airlines
Deal found 9/14$184
This United Airlines deal was found by Cheapflights users on 9/16. 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 12/35:20 pmATW - ORD
Nonstop1h 29mUnited Airlines
Sun 12/712:45 pmORD - ATW
Nonstop1h 12mUnited Airlines
Deal found 9/16$188
This American Airlines deal was found by Cheapflights users on 9/15. 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 9/306:18 pmATW - ORD
Nonstop1h 25mAmerican Airlines
Sat 10/48:02 amORD - ATW
Nonstop1h 05mAmerican Airlines
Deal found 9/15$189
This American Airlines deal was found by Cheapflights users on 9/14. 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 9/256:19 pmATW - ORD
Nonstop1h 25mAmerican Airlines
Sun 10/58:01 amORD - ATW
Nonstop1h 05mAmerican Airlines
Deal found 9/14$194
This United Airlines deal was found by Cheapflights users on 9/15. 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 10/412:37 pmATW - ORD
Nonstop1h 24mUnited Airlines
Sat 10/118:10 pmORD - ATW
Nonstop1h 23mUnited Airlines
Deal found 9/15$198
This Delta deal was found by Cheapflights users on 9/15. 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 10/1111:11 amATW - ORD
1 stop5h 00mDelta
Thu 10/166:08 amORD - ATW
1 stop5h 17mDelta
Deal found 9/15$199
This Delta deal was found by Cheapflights users on 9/16. 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 9/307:00 amATW - ORD
1 stop3h 19mDelta
Tue 10/146:08 amORD - ATW
1 stop5h 17mDelta
Deal found 9/16$204
This United Airlines deal was found by Cheapflights users on 9/14. 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 11/75:21 pmATW - ORD
Nonstop1h 29mUnited Airlines
Sun 11/98:20 pmORD - ATW
Nonstop1h 13mUnited Airlines
Deal found 9/14$207
This Delta deal was found by Cheapflights users on 9/15. 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 9/304:16 pmATW - ORD
1 stop5h 05mDelta
Tue 10/76:08 amORD - ATW
1 stop5h 17mDelta
Deal found 9/15$214
This Delta deal was found by Cheapflights users on 9/15. 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 9/304:16 pmATW - ORD
1 stop5h 05mDelta
Sat 10/47:10 amORD - ATW
1 stop3h 18mDelta
Deal found 9/15$219

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 September 16, 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

Sat 10/11

9:53 am-11:08 am

Nonstop1h 15m

Chicago O'Hare Intl

Sun 10/12

8:20 am-9:23 am

Nonstop1h 03m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Sun 12/21

5:23 pm-6:55 pm

Nonstop1h 32m

Chicago O'Hare Intl

Sun 12/28

6:05 pm-7:19 pm

Nonstop1h 14m

$179

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Thu 10/2

6:19 pm-7:44 pm

Nonstop1h 25m

Chicago O'Hare Intl

Thu 10/16

8:20 am-9:23 am

Nonstop1h 03m

$184

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Wed 12/3

5:20 pm-6:49 pm

Nonstop1h 29m

Chicago O'Hare Intl

Sun 12/7

12:45 pm-1:57 pm

Nonstop1h 12m

$188

AppletonChicago

ATW - MDW

ATWMDW

Appleton Intl

Sat 2/28

12:06 pm-6:08 pm

1 stop6h 02m

Chicago Midway

Wed 3/4

1:00 pm-4:42 pm

1 stop3h 42m

$199

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Sat 10/11

11:11 am-4:11 pm

1 stop5h 00m

Chicago O'Hare Intl

Sat 10/18

7:10 am-10:31 am

1 stop3h 21m

$199

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Sat 2/28

12:06 pm-4:48 pm

1 stop4h 42m

Chicago O'Hare Intl

Wed 3/4

6:00 am-11:21 am

1 stop5h 21m

$199

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Tue 9/30

4:16 pm-9:21 pm

1 stop5h 05m

Chicago O'Hare Intl

Tue 10/14

7:10 am-10:31 am

1 stop3h 21m

$204

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Fri 11/7

5:21 pm-6:50 pm

Nonstop1h 29m

Chicago O'Hare Intl

Sun 11/9

8:20 pm-9:33 pm

Nonstop1h 13m

$207

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Tue 9/30

4:16 pm-9:21 pm

1 stop5h 05m

Chicago O'Hare Intl

Sat 10/4

7:10 am-10:28 am

1 stop3h 18m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 28 results
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2
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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, August is the cheapest month in which you can book a flight from Appleton to Chicago (average of $245). Flying from Appleton to Chicago in March is currently the most expensive (average of $321). 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 September 16, 2025.

It’s optimal to fly from Appleton to Chicago in the afternoon. By choosing this option you can save up to 29% on the cost of your flight, compared to a flight in the evening.

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 September 16, 2025.

The most flights from ATW to CHI are scheduled on a Monday (17 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (14 on average).

How much does it cost to fly round-trip from Appleton to Chicago?

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 September 16, 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
8,924 reviews

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Comfort

7.3

Boarding

7.7

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
8,924 reviews
United Airlines
7.4
Good
8,924 reviews

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Comfort

7.3

Boarding

7.7

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
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,924 reviews

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Comfort

7.3

Boarding

7.7

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 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 16 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 15m. 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 38% 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 GoJet (86%), United Airlines (77%) or Air New Zealand (75%) 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 $638, our data indicates the cheapest price to be $163. 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, August is the cheapest month in which you can book a flight from Appleton to Chicago (average of $245). Flying from Appleton to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Appleton to Chicago

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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$298FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$275FlexibilityNo cancel feeOn-time71%

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