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$120+ 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 7/20. Fares are subject to change and may not be available on all flights or dates of travel.
ATW — CHI
Jun 26 — Jul 31
Fri 6/26
Fri 7/3
1 adult, Economy
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Cheap 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 May 27, 2026.

This United Airlines deal was found by Cheapflights users on 5/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1912:24 pm
ATW
-
ORD
Nonstop1h 22m
United Airlines
Sun 6/218:45 am
ORD
-
ATW
Nonstop1h 18m
United Airlines
Deal found 5/23$239
This American Airlines deal was found by Cheapflights users on 5/26. 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 6/96:28 pm
ATW
-
ORD
Nonstop1h 35m
American Airlines
Wed 6/1710:45 pm
ORD
-
ATW
Nonstop1h 09m
American Airlines
Deal found 5/26$254
This Delta deal was found by Cheapflights users on 5/26. 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.
Tue 6/164:16 pm
ATW
-
ORD
1 stop5h 09m
Delta
Tue 6/235:57 pm
ORD
-
ATW
1 stop5h 01m
Delta
Deal found 5/26$259
This Delta deal was found by Cheapflights users on 5/24. 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.
Tue 8/46:00 am
ATW
-
MDW
2 stops6h 39m
Delta
Wed 8/269:24 am
MDW
-
ATW
1 stop4h 02m
Delta
Deal found 5/24$264
This American Airlines deal was found by Cheapflights users on 5/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1111:17 am
ATW
-
ORD
Nonstop1h 20m
American Airlines
Mon 6/1510:45 pm
ORD
-
ATW
Nonstop1h 09m
American Airlines
Deal found 5/27$269
This Delta deal was found by Cheapflights users on 5/24. 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.
Thu 7/302:05 pm
ATW
-
MDW
1 stop4h 20m
Delta
Wed 8/267:25 pm
MDW
-
ATW
1 stop3h 31m
Delta
Deal found 5/24$274
This Delta deal was found by Cheapflights users on 5/26. 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.
Fri 6/192:07 pm
ATW
-
ORD
1 stop6h 24m
Delta
Sun 6/216:30 am
ORD
-
ATW
1 stop4h 17m
Delta
Deal found 5/26$274
This Delta deal was found by Cheapflights users on 5/24. 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.
Tue 8/46:00 am
ATW
-
MDW
2 stops6h 39m
Delta
Thu 8/279:59 am
MDW
-
ATW
1 stop5h 31m
Delta
Deal found 5/24$279
This American Airlines deal was found by Cheapflights users on 5/26. 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 9/2511:36 am
ATW
-
ORD
Nonstop1h 23m
American Airlines
Sat 10/1010:00 pm
ORD
-
ATW
Nonstop1h 08m
American Airlines
Deal found 5/26$283
This American Airlines deal was found by Cheapflights users on 5/24. 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 6/211:12 am
ATW
-
ORD
Nonstop1h 17m
American Airlines
Tue 6/910:45 pm
ORD
-
ATW
Nonstop1h 09m
American Airlines
Deal found 5/24$284
This Kiwi.com deal was found by Cheapflights users on 5/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/229:41 am
ATW
-
ORD
1 stop26h 43m
Multiple Airlines
Wed 6/244:59 pm
ORD
-
ATW
1 stop28h 53m
Multiple Airlines
Deal found 5/23$288
This Delta deal was found by Cheapflights users on 5/25. 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.
Tue 6/97:00 am
ATW
-
MDW
1 stop5h 46m
Delta
Sat 6/139:54 am
MDW
-
ATW
1 stop5h 42m
Delta
Deal found 5/25$289

Find 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 May 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(United Airlines)

One-way from

$120
(Kiwi.com)

Popular in

November

Cheapest in

February

Average price

$317

Good round-trip deal

$370 or less

Good one-way deal

$268 or less
Provider with most accurate pricing for Appleton Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Appleton Intl-Chicago (CHI) flights.
Search Deals
From Appleton Intl to Chicago (CHI)
Search Deals
One-way flight from Appleton Intl to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Appleton Intl to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Appleton Intl to Chicago (CHI).
Search Deals

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 May 27, 2026.
Use the filters below to find and compare flights from Appleton to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Wed 8/19

5:42 am-7:00 am

Nonstop1h 18m

Chicago O'Hare Intl

Wed 8/26

11:00 pm-12:10 am

Nonstop1h 10m

$239

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Fri 7/3

7:00 am-1:00 pm

1 stop6h 00m

Chicago O'Hare Intl

Mon 7/6

7:01 am-10:29 am

1 stop3h 28m

$259

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Tue 6/16

2:07 pm-6:29 pm

1 stop4h 22m

Chicago O'Hare Intl

Tue 6/23

2:07 pm-5:57 pm

1 stop3h 50m

$259

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Sat 6/20

11:27 am-5:27 pm

1 stop6h 00m

Chicago O'Hare Intl

Wed 6/24

7:01 am-10:29 am

1 stop3h 28m

$259

AppletonChicago

ATW - MDW

ATWMDW

Appleton Intl

Tue 6/9

7:00 am-12:46 pm

1 stop5h 46m

Chicago Midway

Sat 6/13

9:54 am-3:36 pm

1 stop5h 42m

$289

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Fri 6/19

11:09 am-4:26 pm

1 stop5h 17m

Chicago O'Hare Intl

Sun 6/21

6:30 am-10:47 am

1 stop4h 17m

$289

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Sat 8/29

7:30 am-9:00 am

Nonstop1h 30m

Chicago O'Hare Intl

Wed 9/2

2:10 pm-3:28 pm

Nonstop1h 18m

$309

AppletonChicago

ATW - MDW

ATWMDW

Appleton Intl

Mon 8/3

2:06 pm-6:33 pm

1 stop4h 27m

Chicago Midway

Wed 8/26

7:25 pm-10:56 pm

1 stop3h 31m

$338

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Fri 9/25

1:56 pm-8:22 pm

1 stop6h 26m

Chicago O'Hare Intl

Mon 9/28

6:15 am-10:17 am

1 stop4h 02m

$338

AppletonChicago

ATW - ORD

ATWORD

Appleton Intl

Tue 6/23

2:07 pm-8:31 pm

1 stop6h 24m

Chicago O'Hare Intl

Wed 6/24

6:30 am-10:47 am

1 stop4h 17m

$347

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/25

Showing 1-10 of 35 resultsSorted by cheapest first
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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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Appleton-Chicago flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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, January is the cheapest month in which you can book a flight from Appleton to Chicago (average of $179). Flying from Appleton to Chicago in January is currently the most expensive (average of $179). 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 May 27, 2026.

It’s optimal to fly from Appleton to Chicago in the evening. By choosing this option you can save up to 11% on the cost of your flight, compared to a flight in the morning.

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 May 27, 2026.

The most flights from ATW to CHI are scheduled on a Monday (23 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (15 on average).

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

What is the cheapest day to fly from Appleton to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Appleton to Chicago. Price data was last updated on May 23, 2026.

Travelers seeking maximum savings on their Appleton to Chicago 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.

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 May 27, 2026.
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
9,751 reviews

Overall

7.4

Entertainment

7.1

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,751 reviews
United Airlines
7.4
Good
9,751 reviews

Overall

7.4

Entertainment

7.1

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
American Airlines
7.1
Good
11,640 reviews
United Airlines
7.4
Good
9,751 reviews

Overall

7.4

Entertainment

7.1

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

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 19 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 $239, American Airlines can have you in Chicago from Appleton in 1h 18m. 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 29% 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 Envoy Air (74%), American Airlines (72%) or Qatar Airways (70%) 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 $515, our data indicates the cheapest price to be $198. The most popular route (Appleton Intl - Chicago O'Hare Intl), is priced around $239.

  • 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, January is the cheapest month in which you can book a flight from Appleton to Chicago (average of $179). Flying from Appleton to Chicago in January is currently the most expensive (average of $179). 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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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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 May 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$179Average$248FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$252FlexibilityNo cancel feeOn-time69%

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