$141+ Cheap flights from Appleton (ATW) to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
ATW — CHI
Oct 24 — Oct 311
Round-trip
1 adult, Economy
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Find cheap flights from Appleton to Chicago 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
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Cheapest flights from Appleton to ChicagoExplore 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 24, 2026.
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 24, 2026.
This American Airlines deal was found by Cheapflights users on 9/20. 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 12/1211:23 am -
Nonstop1h 25m
Wed 12/239:45 am -
Nonstop1h 18m
Deal found 9/20![American Airlines logo]()
$289
This United Airlines deal was found by Cheapflights users on 9/21. 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 10/96:25 am -
Nonstop1h 27m
Mon 10/125:50 pm -
Nonstop1h 17m
Deal found 9/21![United Airlines logo]()
$304
This Delta deal was found by Cheapflights users on 9/23. 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 10/285:35 pm -
1 stop3h 52m
Fri 11/65:29 pm -
1 stop3h 46m
Deal found 9/23![Delta logo]()
$309
This United Airlines deal was found by Cheapflights users on 9/23. 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 10/912:28 pm -
Nonstop1h 27m
Sun 10/119:40 pm -
Nonstop1h 18m
Deal found 9/23![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 9/21. 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 10/95:35 pm -
1 stop3h 52m
Mon 10/125:30 pm -
1 stop4h 04m
Deal found 9/21![Delta logo]()
$324
This American Airlines deal was found by Cheapflights users on 9/19. 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 9/266:31 pm -
Nonstop1h 42m
Sat 10/34:45 pm -
Nonstop1h 16m
Deal found 9/19![American Airlines logo]()
$334
This Delta deal was found by Cheapflights users on 9/19. 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 10/310:57 am -
1 stop6h 02m
Mon 10/56:10 am -
1 stop4h 07m
Deal found 9/19![Delta logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 11/25:29 pm -
1 stop6h 52m
Wed 11/47:15 am -
2 stops39h 17m
Deal found 9/21![Multiple Airlines logo]()
$346
This Delta deal was found by Cheapflights users on 9/19. 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 9/264:19 pm -
1 stop5h 19m
Sat 10/36:10 am -
1 stop4h 07m
Deal found 9/19![Delta logo]()
$354
This American Airlines deal was found by Cheapflights users on 9/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:14 pm -
Nonstop1h 34m
Tue 11/109:40 am -
Nonstop1h 13m
Deal found 9/23![American Airlines logo]()
$368
This American Airlines deal was found by Cheapflights users on 9/22. 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 9/2611:36 am -
Nonstop1h 23m
Tue 9/2910:44 pm -
Nonstop1h 11m
Deal found 9/22![American Airlines logo]()
$378
This United Airlines deal was found by Cheapflights users on 9/22. 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 10/316:15 am -
Nonstop1h 37m
Wed 11/411:00 am -
Nonstop1h 15m
Deal found 9/22![United Airlines logo]()
$379
Best flights from Appleton to ChicagoDiscover carefully curated flight deals from Appleton to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 24, 2026.
Discover carefully curated flight deals from Appleton to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 24, 2026.
This United Airlines deal was found by Cheapflights users on 9/19. 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 10/106:25 am -
Nonstop1h 27m
Sun 10/114:40 pm -
Nonstop1h 20m
Deal found 9/19![United Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 9/24. 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.
Sat 12/1211:23 am -
Nonstop1h 25m
Wed 12/239:45 am -
Nonstop1h 18m
Deal found 9/24![American Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 9/20. 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 11/56:05 am -
1 stop5h 35m
Sun 11/87:00 am -
1 stop3h 27m
Deal found 9/20![Delta logo]()
$309
This United Airlines deal was found by Cheapflights users on 9/20. 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 12/238:00 am -
Nonstop1h 45m
Mon 12/289:50 pm -
Nonstop1h 24m
Deal found 9/20![United Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 9/23. 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.
Fri 10/305:35 pm -
1 stop3h 52m
Sat 10/316:20 am -
1 stop5h 18m
Deal found 9/23![Delta logo]()
$309
This United Airlines deal was found by Cheapflights users on 9/21. 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 10/236:25 am -
Nonstop1h 27m
Tue 10/2710:00 pm -
Nonstop1h 17m
Deal found 9/21![United Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 10/96:01 pm -
2 stops20h 34m
Sun 10/1111:38 am -
1 stop10h 22m
Deal found 9/22![Multiple Airlines logo]()
$653
This United Airlines deal was found by Cheapflights users on 9/20. 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 12/2612:22 pm -
Nonstop1h 32m
Mon 12/285:45 pm -
Nonstop1h 29m
Deal found 9/20![United Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 9/22. 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 11/65:35 pm -
1 stop3h 52m
Fri 11/139:59 am -
1 stop6h 32m
Deal found 9/22![Delta logo]()
$324
This United Airlines deal was found by Cheapflights users on 9/21. 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 10/96:25 am -
Nonstop1h 27m
Mon 10/125:50 pm -
Nonstop1h 17m
Deal found 9/21![United Airlines logo]()
$304
This Delta deal was found by Cheapflights users on 9/19. 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 10/107:00 am -
1 stop3h 24m
Sun 10/117:00 am -
1 stop3h 27m
Deal found 9/19![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 9/23. 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.
Sat 10/316:15 am -
Nonstop1h 37m
Wed 11/411:00 am -
Nonstop1h 15m
Deal found 9/23![United Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 9/21. 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 10/177:00 am -
1 stop5h 47m
Wed 10/211:27 pm -
1 stop3h 33m
Deal found 9/21![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 9/24. 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 12/1211:20 am -
1 stop4h 57m
Wed 12/236:23 am -
1 stop5h 33m
Deal found 9/24![Delta logo]()
$452
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 10/86:30 am -
2 stops11h 15m
Sun 10/1111:38 am -
1 stop10h 22m
Deal found 9/22![Multiple Airlines logo]()
$753
This Delta deal was found by Cheapflights users on 9/21. 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 10/612:30 pm -
1 stop4h 17m
Sat 10/105:31 pm -
1 stop4h 03m
Deal found 9/21![Delta logo]()
$494
This Delta deal was found by Cheapflights users on 9/22. 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 10/87:00 am -
1 stop5h 47m
Sun 10/1112:27 pm -
1 stop4h 14m
Deal found 9/22![Delta logo]()
$524
This Delta deal was found by Cheapflights users on 9/21. 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 10/2112:30 pm -
1 stop4h 17m
Wed 10/285:31 pm -
1 stop4h 03m
Deal found 9/21![Delta logo]()
$574
This Delta deal was found by Cheapflights users on 9/19. 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 10/107:00 am -
1 stop5h 47m
Sun 10/1112:27 pm -
1 stop4h 14m
Deal found 9/19![Delta logo]()
$574
This Delta deal was found by Cheapflights users on 9/19. 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 10/612:30 pm -
1 stop4h 17m
Sun 10/1112:27 pm -
1 stop4h 14m
Deal found 9/19![Delta logo]()
$589
This Delta deal was found by Cheapflights users on 9/23. 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.
Fri 10/97:00 am -
1 stop5h 47m
Sun 10/1112:27 pm -
1 stop4h 14m
Deal found 9/23![Delta logo]()
$694
This Delta deal was found by Cheapflights users on 9/22. 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 10/307:00 am -
1 stop5h 47m
Sat 10/3110:12 am -
1 stop6h 09m
Deal found 9/22![Delta logo]()
$809
This Delta deal was found by Cheapflights users on 9/19. 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 10/42:00 pm -
1 stop4h 33m
Thu 10/810:12 am -
1 stop6h 29m
Deal found 9/19![Delta logo]()
$843
This Delta deal was found by Cheapflights users on 9/20. 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 10/47:00 am -
1 stop5h 39m
Sun 10/47:13 pm -
1 stop3h 49m
Deal found 9/20![Delta logo]()
$913
Last-minute flights from Appleton to ChicagoDiscover last-minute flight deals from Appleton to Chicago. Data last updated September 24, 2026 and is based on user searches.
Discover last-minute flight deals from Appleton to Chicago. Data last updated September 24, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/19. 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 9/266:31 pm -
Nonstop1h 42m
Sat 10/34:45 pm -
Nonstop1h 16m
Deal found 9/19![American Airlines logo]()
$334
This Delta deal was found by Cheapflights users on 9/19. 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 9/264:19 pm -
1 stop5h 19m
Sat 10/36:10 am -
1 stop4h 07m
Deal found 9/19![Delta logo]()
$354
This American Airlines deal was found by Cheapflights users on 9/22. 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 9/2611:36 am -
Nonstop1h 23m
Tue 9/2910:44 pm -
Nonstop1h 11m
Deal found 9/22![American Airlines logo]()
$378
This Delta deal was found by Cheapflights users on 9/19. 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 10/310:57 am -
1 stop6h 02m
Mon 10/56:10 am -
1 stop4h 07m
Deal found 9/19![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 9/21. 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.
Tue 10/612:28 pm -
Nonstop1h 27m
Fri 10/164:40 pm -
Nonstop1h 21m
Deal found 9/21![United Airlines logo]()
$396
This United Airlines deal was found by Cheapflights users on 9/21. 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 10/96:25 am -
Nonstop1h 27m
Mon 10/125:50 pm -
Nonstop1h 17m
Deal found 9/21![United Airlines logo]()
$304
This United Airlines deal was found by Cheapflights users on 9/23. 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 10/912:28 pm -
Nonstop1h 27m
Sun 10/119:40 pm -
Nonstop1h 18m
Deal found 9/23![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 9/21. 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 10/95:35 pm -
1 stop3h 52m
Mon 10/125:30 pm -
1 stop4h 04m
Deal found 9/21![Delta logo]()
$324
This American Airlines deal was found by Cheapflights users on 9/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:14 pm -
Nonstop1h 34m
Tue 11/109:40 am -
Nonstop1h 13m
Deal found 9/23![American Airlines logo]()
$368
This American Airlines deal was found by Cheapflights users on 9/19. 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 10/246:14 pm -
Nonstop1h 34m
Thu 10/294:15 pm -
Nonstop1h 20m
Deal found 9/19![American Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 9/23. 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 10/285:35 pm -
1 stop3h 52m
Fri 11/65:29 pm -
1 stop3h 46m
Deal found 9/23![Delta logo]()
$309
This United Airlines deal was found by Cheapflights users on 9/22. 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 10/316:15 am -
Nonstop1h 37m
Wed 11/411:00 am -
Nonstop1h 15m
Deal found 9/22![United Airlines logo]()
$379
One-way flights from Appleton to ChicagoSearch for one-way flight options from Appleton to Chicago. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
Search for one-way flight options from Appleton to Chicago. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 10/55:45 pm -
1 stop21h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 10/197:11 pm -
1 stop20h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 9/23. 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.
Fri 11/136:03 pm -
1 stop21h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 11/165:44 pm -
2 stops19h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 9/22. 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.
Tue 11/2411:21 am -
1 stop25h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 10/127:11 pm -
1 stop20h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Multiple Airlines logo]()
$184
This American Airlines deal was found by Cheapflights users on 9/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/276:28 pm -
Nonstop1h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![American Airlines logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:11 pm -
2 stops28h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 10/55:45 pm -
2 stops24h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 9/22. 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.
Sun 10/46:00 am -
2 stops30h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Allegiant Air logo]()
$346
This Delta deal was found by Cheapflights users on 9/24. 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.
Fri 10/97:00 am -
1 stop5h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 9/22. 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 10/47:00 am -
1 stop5h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Delta logo]()
$385
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 September 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $289 (American Airlines) |
One-way from | $141 (Kiwi.com) |
Popular in | September |
Cheapest in | February |
Average price | $388 |
Good round-trip deal | $373 or less |
Good one-way deal | $297 or less |
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 7,457,451 searches. Data last updated September 24, 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
Cheapest round-trip
AppletonChicago
ATW Appleton Intl - ORD Chicago O'Hare Intl
ATWORD
Appleton Intl
Fri 12/25
6:00 am-11:53 am
1 stop5h 53m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$220
AppletonChicago
ATW Appleton Intl - ORD Chicago O'Hare Intl
ATWORD
Appleton Intl
Tue 12/22
12:27 pm-1:59 pm
Nonstop1h 32m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$259
AppletonChicago
ATW Appleton Intl - ORD Chicago O'Hare Intl
ATWORD
Appleton Intl
Sun 3/21
10:34 am-11:57 am
Nonstop1h 23m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$259
AppletonChicago
ATW Appleton Intl - ORD Chicago O'Hare Intl
ATWORD
Appleton Intl
Wed 11/18
12:32 pm-9:33 pm
1 stop9h 01m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$267
AppletonChicago
ATW Appleton Intl - ORD Chicago O'Hare Intl
ATWORD
Appleton Intl
Tue 12/15
6:00 am-11:44 am
1 stop5h 44m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
AppletonChicago
ATW Appleton Intl - ORD Chicago O'Hare Intl
ATWORD
Appleton Intl
Sun 10/18
7:00 am-10:29 am
1 stop3h 29m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
AppletonChicago
ATW Appleton Intl - ORD Chicago O'Hare Intl
ATWORD
Appleton Intl
Wed 10/21
5:35 pm-9:27 pm
1 stop3h 52m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
AppletonChicago
ATW Appleton Intl - ORD Chicago O'Hare Intl
ATWORD
Appleton Intl
Wed 12/16
6:45 am-10:59 am
1 stop4h 14m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
AppletonChicago
ATW Appleton Intl - ORD Chicago O'Hare Intl
ATWORD
Appleton Intl
Tue 3/23
7:00 am-4:49 pm
2 stops9h 49m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$274
Quickest round-trip
AppletonChicago
ATW Appleton Intl - ORD Chicago O'Hare Intl
ATWORD
Appleton Intl
Thu 3/18
8:20 am-9:40 am
Nonstop1h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$289
Showing 1-10 of 41 resultsSorted by cheapest first
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 September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
ATW-CHI
ATW-ORD
ATW-MDW
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
ATW-CHI
ATW-ORD
ATW-MDW
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 $189). Flying from Appleton to Chicago in August is currently the most expensive (average of $379). 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 24, 2026.
It’s optimal to fly from Appleton to Chicago in the evening. By choosing this option you can save up to 8% 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 September 24, 2026.
The most flights from ATW to CHI are scheduled on a Tuesday (18 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (6 on average).
How much does it cost to fly round-trip from Appleton to Chicago?
Airfare is typical for this route at the moment.
Appleton to Chicago flights typically cost between $284 and $398 in December.The cheapest round-trip price found within the last 5 days was $289 on American Airlines (Dec 12-Dec 23).
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 September 19, 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 September 24, 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.
Comfort
7.3
Food
6.7
Crew
8.1
Boarding
7.7
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Comfort
7.3
Food
6.7
Crew
8.1
Boarding
7.7
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Comfort
7.3
Food
6.7
Crew
8.1
Boarding
7.7
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Chicago
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Appleton and Chicago flights
Browse other Appleton and Chicago flight options. Last updated on September 24, 2026.
Other flights from Appleton
Browse through other flights departing from Appleton. Flights are based on user searches made on Cheapflights and were last updated on September 24, 2026.
Popular flight searches
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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 7,457,451 searches. Data last updated September 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$279 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$179 | Average$249 | FlexibilityNo cancel fee | On-time71% |