$356+ Cheap flights from Wales 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — CHI
Sep 14 — Sep 211
Round-trip
1 adult, Economy
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Find cheap flights from Wales to Chicago with Cheapflights
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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 Wales to ChicagoExplore the most affordable flight options available from Wales to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 15, 2026.
Explore the most affordable flight options available from Wales to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 15, 2026.
This Mytrip deal was found by Cheapflights users on 8/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:55 am -
1 stop11h 05m
Tue 9/83:45 pm -
1 stop18h 50m
Deal found 8/11![Multiple Airlines logo]()
$655
This Mytrip deal was found by Cheapflights users on 8/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:20 pm -
2 stops32h 05m
Tue 9/810:25 pm -
2 stops18h 10m
Deal found 8/13![Multiple Airlines logo]()
$681
This FlightHub deal was found by Cheapflights users on 8/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/71:05 pm -
1 stop14h 20m
Sat 10/247:30 pm -
1 stop10h 15m
Deal found 8/13![Icelandair logo]()
$686
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 10/61:50 pm -
2 stops34h 00m
Tue 10/277:30 pm -
1 stop10h 15m
Deal found 8/13![Multiple Airlines logo]()
$687
This Mytrip deal was found by Cheapflights users on 8/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/91:50 pm -
1 stop11h 25m
Sun 9/133:45 pm -
1 stop18h 55m
Deal found 8/15![Multiple Airlines logo]()
$688
This Kissandfly.com deal was found by Cheapflights users on 8/14. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1912:25 pm -
1 stop12h 50m
Mon 10/53:45 pm -
1 stop16h 40m
Deal found 8/14![Aer Lingus logo]()
$688
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/134:30 pm -
2 stops32h 45m
Tue 10/207:25 pm -
1 stop10h 15m
Deal found 8/14![Multiple Airlines logo]()
$695
This Gotogate deal was found by Cheapflights users on 8/13. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2812:05 pm -
1 stop13h 10m
Sat 10/33:45 pm -
1 stop10h 55m
Deal found 8/13![Aer Lingus logo]()
$696
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Sat 9/267:30 am -
1 stop12h 30m
Sat 10/39:00 pm -
1 stop18h 20m
Deal found 8/12![Multiple Airlines logo]()
$700
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 10/11:05 pm -
1 stop11h 10m
Mon 10/57:25 pm -
1 stop10h 15m
Deal found 8/13![Icelandair logo]()
$706
This oojo deal was found by Cheapflights users on 8/12. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1211:55 am -
1 stop11h 25m
Fri 11/276:30 pm -
1 stop10h 15m
Deal found 8/12![Icelandair logo]()
$707
This Icelandair deal was found by Cheapflights users on 8/13. 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 Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/41:05 pm -
1 stop11h 10m
Mon 10/267:30 pm -
1 stop10h 15m
Deal found 8/13![Icelandair logo]()
$709
Best flights from Wales to ChicagoDiscover carefully curated flight deals from Wales to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 15, 2026.
Discover carefully curated flight deals from Wales to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 15, 2026.
This Mytrip deal was found by Cheapflights users on 8/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:55 am -
1 stop11h 05m
Tue 9/83:45 pm -
1 stop18h 50m
Deal found 8/11![Multiple Airlines logo]()
$655
This Scandinavian Airlines deal was found by Cheapflights users on 8/11. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1212:55 pm -
2 stops33h 50m
Fri 11/277:15 pm -
2 stops18h 25m
Deal found 8/11![Scandinavian Airlines logo]()
$768
This Kissandfly.com deal was found by Cheapflights users on 8/11. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:25 am -
1 stop16h 50m
Thu 9/173:45 pm -
1 stop18h 15m
Deal found 8/11![Aer Lingus logo]()
$788
This Icelandair deal was found by Cheapflights users on 8/11. 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 Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2511:55 am -
1 stop11h 25m
Sun 11/296:30 pm -
1 stop10h 15m
Deal found 8/11![Icelandair logo]()
$813
This TravelUp deal was found by Cheapflights users on 8/15. 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 TravelUp is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/29:20 am -
1 stop11h 10m
Sat 9/1211:30 am -
2 stops16h 45m
Deal found 8/15![KLM logo]()
$866
This Delta deal was found by Cheapflights users on 8/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:15 am -
1 stop14h 00m
Mon 10/58:25 am -
2 stops18h 25m
Deal found 8/14![Delta logo]()
$882
This TravelUp deal was found by Cheapflights users on 8/12. 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 TravelUp is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/165:55 am -
2 stops16h 44m
Sun 12/279:30 am -
2 stops25h 25m
Deal found 8/12![Virgin Atlantic logo]()
$1,118
This Mytrip deal was found by Cheapflights users on 8/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:45 am -
2 stops34h 15m
Wed 9/306:00 pm -
2 stops21h 55m
Deal found 8/13![Multiple Airlines logo]()
$715
This Scandinavian Airlines deal was found by Cheapflights users on 8/13. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/269:35 am -
1 stop12h 35m
Sun 10/47:15 pm -
1 stop17h 15m
Deal found 8/13![Scandinavian Airlines logo]()
$802
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/28:25 am -
1 stop11h 35m
Sat 9/123:45 pm -
1 stop10h 10m
Deal found 8/15![Aer Lingus logo]()
$819
This Icelandair deal was found by Cheapflights users on 8/13. 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 Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:05 pm -
1 stop14h 20m
Wed 9/2310:25 pm -
1 stop31h 15m
Deal found 8/13![Icelandair logo]()
$841
This TravelUp deal was found by Cheapflights users on 8/13. 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 TravelUp is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/249:20 am -
2 stops14h 59m
Wed 9/307:01 pm -
2 stops15h 59m
Deal found 8/13![KLM logo]()
$873
This Delta deal was found by Cheapflights users on 8/11. 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 9/36:15 am -
2 stops17h 46m
Tue 9/85:37 pm -
2 stops17h 23m
Deal found 8/11![Delta logo]()
$888
This Mytrip deal was found by Cheapflights users on 8/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:30 am -
1 stop17h 45m
Sat 10/33:45 pm -
2 stops35h 30m
Deal found 8/12![Multiple Airlines logo]()
$816
This Scandinavian Airlines deal was found by Cheapflights users on 8/14. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1612:45 pm -
2 stops33h 25m
Wed 9/237:15 pm -
2 stops19h 15m
Deal found 8/14![Scandinavian Airlines logo]()
$839
This Delta deal was found by Cheapflights users on 8/11. 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 9/109:20 am -
2 stops18h 13m
Thu 9/174:15 pm -
1 stop10h 35m
Deal found 8/11![Delta logo]()
$888
This Expedia deal was found by Cheapflights users on 8/12. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/109:45 am -
2 stops17h 52m
Wed 9/166:00 am -
2 stops21h 15m
Deal found 8/12![KLM logo]()
$937
This Scandinavian Airlines deal was found by Cheapflights users on 8/14. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3112:30 pm -
2 stops34h 15m
Wed 11/47:15 pm -
1 stop17h 20m
Deal found 8/14![Scandinavian Airlines logo]()
$854
This Mytrip deal was found by Cheapflights users on 8/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:30 pm -
2 stops24h 45m
Sun 10/185:10 pm -
1 stop11h 30m
Deal found 8/11![Multiple Airlines logo]()
$871
This Delta deal was found by Cheapflights users on 8/15. 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.
Wed 9/29:20 am -
2 stops14h 41m
Sat 9/125:37 pm -
2 stops17h 23m
Deal found 8/15![Delta logo]()
$889
This Scandinavian Airlines deal was found by Cheapflights users on 8/14. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/79:35 am -
2 stops17h 56m
Wed 10/147:15 pm -
2 stops19h 15m
Deal found 8/14![Scandinavian Airlines logo]()
$865
This Mytrip deal was found by Cheapflights users on 8/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/168:05 am -
2 stops15h 15m
Sun 12/276:30 pm -
2 stops22h 25m
Deal found 8/12![Multiple Airlines logo]()
$924
This Scandinavian Airlines deal was found by Cheapflights users on 8/12. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:10 pm -
1 stop27h 00m
Sun 10/117:15 pm -
1 stop17h 15m
Deal found 8/12![Scandinavian Airlines logo]()
$873
This Delta deal was found by Cheapflights users on 8/12. 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 11/225:55 am -
2 stops18h 09m
Sun 11/299:30 am -
2 stops18h 45m
Deal found 8/12![Delta logo]()
$973
This Virgin Atlantic deal was found by Cheapflights users on 8/14. 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/171:00 pm -
1 stop15h 45m
Thu 9/249:29 am -
2 stops16h 56m
Deal found 8/14![Virgin Atlantic logo]()
$1,297
This Scandinavian Airlines deal was found by Cheapflights users on 8/11. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/159:35 am -
1 stop12h 35m
Tue 9/227:15 pm -
1 stop17h 15m
Deal found 8/11![Scandinavian Airlines logo]()
$874
This Mytrip deal was found by Cheapflights users on 8/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:35 am -
2 stops28h 40m
Wed 9/169:55 am -
3 stops41h 20m
Deal found 8/12![Multiple Airlines logo]()
$968
This Delta deal was found by Cheapflights users on 8/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:55 am -
2 stops15h 24m
Wed 9/237:01 pm -
2 stops15h 44m
Deal found 8/14![Delta logo]()
$997
This TravelUp deal was found by Cheapflights users on 8/11. 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 TravelUp is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/109:20 am -
2 stops14h 59m
Thu 9/171:19 pm -
2 stops13h 31m
Deal found 8/11![KLM logo]()
$1,269
This Virgin Atlantic deal was found by Cheapflights users on 8/13. 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:50 am -
2 stops17h 09m
Sun 9/2010:48 am -
1 stop14h 27m
Deal found 8/13![Virgin Atlantic logo]()
$1,434
Last-minute flights from Wales to ChicagoDiscover last-minute flight deals from Wales to Chicago. Data last updated August 15, 2026 and is based on user searches.
Discover last-minute flight deals from Wales to Chicago. Data last updated August 15, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/21:05 pm -
1 stop11h 10m
Sun 9/137:25 pm -
1 stop10h 15m
Deal found 8/15![Icelandair logo]()
$717
This Mytrip deal was found by Cheapflights users on 8/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:55 am -
1 stop11h 05m
Tue 9/83:45 pm -
1 stop18h 50m
Deal found 8/11![Multiple Airlines logo]()
$655
This Mytrip deal was found by Cheapflights users on 8/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:20 pm -
2 stops32h 05m
Tue 9/810:25 pm -
2 stops18h 10m
Deal found 8/13![Multiple Airlines logo]()
$681
This Mytrip deal was found by Cheapflights users on 8/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/91:50 pm -
1 stop11h 25m
Sun 9/133:45 pm -
1 stop18h 55m
Deal found 8/15![Multiple Airlines logo]()
$688
This Booking.com deal was found by Cheapflights users on 8/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1212:50 pm -
1 stop12h 25m
Sat 9/193:45 pm -
1 stop13h 15m
Deal found 8/12![Aer Lingus logo]()
$713
This Kissandfly.com deal was found by Cheapflights users on 8/14. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1912:25 pm -
1 stop12h 50m
Mon 10/53:45 pm -
1 stop16h 40m
Deal found 8/14![Aer Lingus logo]()
$688
This Mytrip deal was found by Cheapflights users on 8/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:45 am -
2 stops34h 15m
Wed 9/306:00 pm -
2 stops21h 55m
Deal found 8/13![Multiple Airlines logo]()
$715
This Icelandair deal was found by Cheapflights users on 8/13. 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 Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/251:05 pm -
1 stop11h 10m
Mon 10/57:25 pm -
1 stop10h 15m
Deal found 8/13![Icelandair logo]()
$714
This FlightHub deal was found by Cheapflights users on 8/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2512:50 pm -
1 stop12h 25m
Sat 10/33:45 pm -
1 stop10h 55m
Deal found 8/13![Aer Lingus logo]()
$718
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Sat 9/267:30 am -
1 stop12h 30m
Sat 10/39:00 pm -
1 stop18h 20m
Deal found 8/12![Multiple Airlines logo]()
$700
This Gotogate deal was found by Cheapflights users on 8/13. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2812:05 pm -
1 stop13h 10m
Sat 10/33:45 pm -
1 stop10h 55m
Deal found 8/13![Aer Lingus logo]()
$696
This Icelandair deal was found by Cheapflights users on 8/13. 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 Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:05 pm -
1 stop11h 10m
Sun 10/410:25 pm -
1 stop31h 15m
Deal found 8/13![Icelandair logo]()
$715
One-way flights from Wales to ChicagoSearch for one-way flight options from Wales to Chicago. Find affordable one-way fares based on user searches. Data last updated August 15, 2026.
Search for one-way flight options from Wales to Chicago. Find affordable one-way fares based on user searches. Data last updated August 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 10/58:30 pm -
3 stops27h 20m
Deal found 8/13![Multiple Airlines logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 11/128:00 am -
2 stops15h 20m
Deal found 8/12![Multiple Airlines logo]()
$400
This Kissandfly.com deal was found by Cheapflights users on 8/12. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:00 am -
1 stop14h 25m
Deal found 8/12![Aer Lingus logo]()
$411
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/78:55 pm -
2 stops24h 35m
Deal found 8/15![Multiple Airlines logo]()
$427
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/73:25 pm -
3 stops32h 25m
Deal found 8/13![Multiple Airlines logo]()
$438
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/87:40 pm -
2 stops26h 20m
Deal found 8/11![Multiple Airlines logo]()
$444
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:40 pm -
3 stops37h 19m
Deal found 8/14![Multiple Airlines logo]()
$446
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 10/65:35 pm -
3 stops54h 15m
Deal found 8/11![Multiple Airlines logo]()
$451
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 12/176:10 am -
2 stops39h 20m
Deal found 8/12![Multiple Airlines logo]()
$457
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 8/309:45 pm -
3 stops46h 50m
Deal found 8/12![Multiple Airlines logo]()
$484
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/287:10 pm -
2 stops45h 50m
Deal found 8/12![Multiple Airlines logo]()
$490
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 8/276:00 am -
2 stops33h 45m
Deal found 8/11![Multiple Airlines logo]()
$512
Find flight deals from Wales to Chicago
Keep the following information in mind while searching for Wales to Chicago flight deals. Data was last updated August 15, 2026.
Round-trip from | $655 (Mytrip) |
|---|---|
One-way from | $356 (Kiwi.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Wales 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 August 15, 2026.
Use the filters below to find and compare flights from Wales to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BristolChicago
BRS Bristol - ORD Chicago O'Hare Intl
BRSORD
Bristol
Thu 9/3
8:55 am-2:00 pm
1 stop11h 05m
Chicago O'Hare Intl
Tue 9/8
3:45 pm-4:35 pm
1 stop18h 50m
$655
BristolChicago
BRS Bristol - ORD Chicago O'Hare Intl
BRSORD
Bristol
Thu 9/24
11:45 am-4:00 pm
2 stops34h 15m
Chicago O'Hare Intl
Wed 9/30
6:00 pm-9:55 pm
2 stops21h 55m
$715
ManchesterChicago
MAN Manchester - ORD Chicago O'Hare Intl
MANORD
Manchester
Thu 11/12
12:55 pm-4:45 pm
2 stops33h 50m
Chicago O'Hare Intl
Fri 11/27
7:15 pm-7:40 pm
2 stops18h 25m
$768
BristolChicago
BRS Bristol - ORD Chicago O'Hare Intl
BRSORD
Bristol
Thu 9/10
8:25 am-7:15 pm
1 stop16h 50m
Chicago O'Hare Intl
Thu 9/17
3:45 pm-4:00 pm
1 stop18h 15m
$788
ManchesterChicago
MAN Manchester - ORD Chicago O'Hare Intl
MANORD
Manchester
Sat 9/26
9:35 am-4:10 pm
1 stop12h 35m
Chicago O'Hare Intl
Sun 10/4
7:15 pm-6:30 pm
1 stop17h 15m
$802
Quickest round-trip
ManchesterChicago
MAN Manchester - ORD Chicago O'Hare Intl
MANORD
Manchester
Wed 11/25
11:55 am-5:20 pm
1 stop11h 25m
Chicago O'Hare Intl
Sun 11/29
6:30 pm-10:45 am
1 stop10h 15m
$813
CardiffChicago
CWL Cardiff Wales - ORD Chicago O'Hare Intl
CWLORD
Cardiff Wales
Sat 9/26
7:30 am-7:15 pm
1 stop17h 45m
Chicago O'Hare Intl
Sat 10/3
3:45 pm-9:15 am
2 stops35h 30m
$816
BristolChicago
BRS Bristol - ORD Chicago O'Hare Intl
BRSORD
Bristol
Wed 9/2
8:25 am-2:00 pm
1 stop11h 35m
Chicago O'Hare Intl
Sat 9/12
3:45 pm-7:55 am
1 stop10h 10m
$819
ManchesterChicago
MAN Manchester - ORD Chicago O'Hare Intl
MANORD
Manchester
Wed 9/16
12:45 pm-4:10 pm
2 stops33h 25m
Chicago O'Hare Intl
Wed 9/23
7:15 pm-8:30 pm
2 stops19h 15m
$839
ManchesterChicago
MAN Manchester - ORD Chicago O'Hare Intl
MANORD
Manchester
Fri 9/4
1:05 pm-9:25 pm
1 stop14h 20m
Chicago O'Hare Intl
Wed 9/23
10:25 pm-11:40 am
1 stop31h 15m
$841
Showing 1-10 of 58 resultsSorted by cheapest first
Best time to book a flight from Wales to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Wales with our price prediction graph.
BRS-ORD
MAN-ORD
BRS-MDW
CWL-ORD
MAN-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 Wales to Chicago
GBWLS-CHI
BRS-ORD
MAN-ORD
BRS-MDW
CWL-ORD
No data available for this route at this time. Please check back soon.
Related info for your journey
Find useful and relevant information for your journey from Wales 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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