$274+ Cheap flights from Chicago (CHI) to Wales
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 7/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CWL
Jun 6 — Jun 131
Round-trip
1 adult, Economy
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Cheapest flights from Chicago to WalesExplore the most affordable flight options available from Chicago to Wales. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 7, 2026.
Explore the most affordable flight options available from Chicago to Wales. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 7, 2026.
This KAYAK deal was found by Cheapflights users on 5/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/319:50 am
ORD
- BRS
2 stops16h 05m
Aer Lingus
Wed 9/308:25 am
BRS
- ORD
2 stops17h 23m
Aer Lingus
Deal found 5/6![Aer Lingus logo]()
$655
This Gurufare deal was found by Cheapflights users on 5/6. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/299:50 am
ORD
- BRS
2 stops16h 05m
Aer Lingus
Wed 9/98:25 am
BRS
- ORD
2 stops17h 23m
Aer Lingus
Deal found 5/6![Aer Lingus logo]()
$657
This CrystalTravel deal was found by Cheapflights users on 5/4. 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 CrystalTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:30 pm
ORD
- MAN
1 stop10h 15m
Icelandair
Wed 12/911:55 am
MAN
- ORD
1 stop11h 25m
Icelandair
Deal found 5/4![Icelandair logo]()
$716
This deal was found by Cheapflights users on 5/5. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/65:00 pm
ORD
- MAN
1 stop14h 10m
British Airways
Sun 5/107:45 am
MAN
- ORD
1 stop14h 10m
British Airways
Deal found 5/5![British Airways logo]()
$722
This Scandinavian Airlines deal was found by Cheapflights users on 5/6. 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.
Mon 11/167:15 pm
ORD
- MAN
2 stops35h 00m
Scandinavian Airlines
Thu 11/1910:10 am
MAN
- ORD
1 stop12h 35m
Scandinavian Airlines
Deal found 5/6![Scandinavian Airlines logo]()
$741
This Mytrip deal was found by Cheapflights users on 5/4. 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 12/36:30 pm
ORD
- MAN
1 stop10h 15m
Multiple Airlines
Wed 12/96:00 am
MAN
- ORD
2 stops17h 20m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$745
This Gotogate deal was found by Cheapflights users on 5/6. 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.
Sun 9/207:25 pm
ORD
- MAN
1 stop10h 15m
Icelandair
Fri 9/251:05 pm
MAN
- ORD
1 stop11h 10m
Icelandair
Deal found 5/6![Icelandair logo]()
$749
This deal was found by Cheapflights users on 5/4. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/157:05 pm
ORD
- MAN
1 stop14h 40m
British Airways
Sat 5/236:45 am
MAN
- ORD
1 stop13h 05m
British Airways
Deal found 5/4![British Airways logo]()
$763
This Gotogate deal was found by Cheapflights users on 5/6. 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.
Fri 10/23:45 pm
ORD
- MAN
1 stop9h 50m
Aer Lingus
Tue 10/139:10 am
MAN
- ORD
1 stop16h 05m
Aer Lingus
Deal found 5/6![Aer Lingus logo]()
$772
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 9/69:00 pm
ORD
- BRS
1 stop28h 35m
Multiple Airlines
Wed 11/48:50 pm
BRS
- ORD
2 stops26h 30m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$773
This KAYAK deal was found by Cheapflights users on 5/3. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1110:25 pm
ORD
- MAN
1 stop31h 15m
Icelandair
Sun 9/271:05 pm
MAN
- ORD
1 stop11h 10m
Icelandair
Deal found 5/3![Icelandair logo]()
$780
This KAYAK deal was found by Cheapflights users on 5/3. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1610:25 pm
ORD
- MAN
1 stop31h 15m
Icelandair
Fri 9/251:05 pm
MAN
- ORD
1 stop11h 10m
Icelandair
Deal found 5/3![Icelandair logo]()
$781
Best flights from Chicago to WalesDiscover carefully curated flight deals from Chicago to Wales that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 7, 2026.
Discover carefully curated flight deals from Chicago to Wales that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 7, 2026.
This Delta deal was found by Cheapflights users on 5/3. 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 11/39:30 am
MDW
- MAN
2 stops15h 10m
Delta
Thu 11/191:30 pm
MAN
- MDW
1 stop14h 15m
Delta
Deal found 5/3![Delta logo]()
$876
This KLM deal was found by Cheapflights users on 5/3. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2010:40 am
ORD
- CWL
2 stops16h 35m
KLM
Tue 11/310:20 am
CWL
- ORD
1 stop34h 10m
KLM
Deal found 5/3![KLM logo]()
$1,026
This British Airways deal was found by Cheapflights users on 5/3. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/215:00 pm
ORD
- MAN
1 stop10h 50m
British Airways
Thu 7/306:55 am
MAN
- ORD
1 stop15h 00m
British Airways
Deal found 5/3![British Airways logo]()
$1,030
This Virgin Atlantic deal was found by Cheapflights users on 5/3. 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.
Tue 7/284:20 pm
ORD
- CWL
1 stop10h 55m
Virgin Atlantic
Tue 8/185:15 pm
CWL
- ORD
1 stop27h 15m
Virgin Atlantic
Deal found 5/3![Virgin Atlantic logo]()
$1,076
This Air France deal was found by Cheapflights users on 5/4. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/281:18 pm
MDW
- CWL
2 stops13h 57m
Multiple Airlines
Tue 8/189:45 am
CWL
- MDW
2 stops18h 51m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$1,146
This oojo deal was found by Cheapflights users on 5/7. 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.
Sat 6/67:13 pm
MDW
- CWL
2 stops33h 02m
WestJet
Sat 6/1311:35 am
CWL
- MDW
2 stops27h 39m
WestJet
Deal found 5/7![WestJet logo]()
$1,287
This Delta deal was found by Cheapflights users on 5/5. 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 8/512:46 pm
MDW
- MAN
2 stops15h 19m
Delta
Fri 8/281:00 pm
MAN
- MDW
1 stop15h 36m
Delta
Deal found 5/5![Delta logo]()
$889
This KLM deal was found by Cheapflights users on 5/3. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/184:20 pm
ORD
- BRS
1 stop11h 55m
KLM
Wed 9/26:15 am
BRS
- ORD
1 stop14h 15m
KLM
Deal found 5/3![KLM logo]()
$1,029
This British Airways deal was found by Cheapflights users on 5/2. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/125:00 pm
ORD
- MAN
1 stop10h 50m
British Airways
Sat 5/166:45 am
MAN
- ORD
1 stop13h 05m
British Airways
Deal found 5/2![British Airways logo]()
$1,044
This Delta deal was found by Cheapflights users on 5/2. 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 5/103:47 pm
ORD
- MAN
2 stops16h 13m
Delta
Sun 5/1711:15 am
MAN
- ORD
1 stop15h 11m
Delta
Deal found 5/2![Delta logo]()
$974
This KLM deal was found by Cheapflights users on 5/6. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2811:30 am
ORD
- CWL
2 stops15h 45m
Multiple Airlines
Tue 8/189:45 am
CWL
- ORD
2 stops17h 01m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$1,146
This KLM deal was found by Cheapflights users on 5/4. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/284:20 pm
ORD
- CWL
1 stop18h 25m
KLM
Tue 8/185:15 pm
CWL
- ORD
1 stop27h 15m
KLM
Deal found 5/4![KLM logo]()
$1,076
This Delta deal was found by Cheapflights users on 5/4. 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 7/2411:05 am
MDW
- MAN
2 stops15h 20m
Delta
Fri 8/1411:00 am
MAN
- MDW
2 stops17h 36m
Delta
Deal found 5/4![Delta logo]()
$1,008
This Mytrip deal was found by Cheapflights users on 5/3. 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 6/109:00 pm
ORD
- BRS
1 stop19h 55m
Multiple Airlines
Sun 6/217:35 pm
BRS
- ORD
3 stops30h 41m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$1,171
This Virgin Atlantic deal was found by Cheapflights users on 5/7. 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 7/1511:05 am
MDW
- MAN
1 stop14h 10m
Virgin Atlantic
Fri 7/241:00 pm
MAN
- MDW
1 stop15h 15m
Virgin Atlantic
Deal found 5/7![Virgin Atlantic logo]()
$1,306
This Delta deal was found by Cheapflights users on 5/2. 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 5/1011:26 am
ORD
- MAN
1 stop13h 49m
Delta
Wed 6/108:55 am
MAN
- ORD
1 stop11h 35m
Delta
Deal found 5/2![Delta logo]()
$1,009
This KLM deal was found by Cheapflights users on 5/3. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/281:18 pm
MDW
- CWL
2 stops13h 57m
KLM
Tue 8/189:45 am
CWL
- MDW
2 stops18h 51m
KLM
Deal found 5/3![KLM logo]()
$1,146
This Mytrip deal was found by Cheapflights users on 5/5. 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.
Mon 6/2210:25 am
MDW
- BRS
3 stops30h 50m
Multiple Airlines
Thu 6/257:15 am
BRS
- MDW
3 stops37h 20m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$1,200
This Delta deal was found by Cheapflights users on 5/2. 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.
Mon 5/1112:59 pm
ORD
- MAN
1 stop13h 16m
Delta
Fri 6/125:55 am
MAN
- ORD
1 stop14h 20m
Delta
Deal found 5/2![Delta logo]()
$1,009
This Delta deal was found by Cheapflights users on 5/2. 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 5/108:10 am
ORD
- MAN
1 stop17h 05m
Delta
Tue 6/91:45 pm
MAN
- ORD
1 stop30h 45m
Delta
Deal found 5/2![Delta logo]()
$1,009
This Mytrip deal was found by Cheapflights users on 5/6. 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.
Sun 6/284:37 pm
ORD
- CWL
1 stop11h 38m
Multiple Airlines
Wed 7/111:30 pm
CWL
- ORD
2 stops21h 25m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$1,260
This Delta deal was found by Cheapflights users on 5/2. 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 5/122:59 pm
ORD
- MAN
1 stop11h 51m
Delta
Fri 6/125:55 am
MAN
- ORD
1 stop14h 20m
Delta
Deal found 5/2![Delta logo]()
$1,009
This KLM deal was found by Cheapflights users on 5/6. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/124:20 pm
ORD
- BRS
1 stop11h 55m
KLM
Fri 6/196:15 am
BRS
- ORD
1 stop14h 00m
KLM
Deal found 5/6![KLM logo]()
$1,391
This Mytrip deal was found by Cheapflights users on 5/4. 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 6/181:20 pm
ORD
- BRS
2 stops28h 05m
Multiple Airlines
Thu 6/257:15 am
BRS
- ORD
3 stops20h 50m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$1,286
This Delta deal was found by Cheapflights users on 5/5. 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 10/1110:35 am
MDW
- MAN
1 stop14h 40m
Delta
Sat 10/175:55 am
MAN
- MDW
2 stops18h 42m
Delta
Deal found 5/5![Delta logo]()
$1,020
This Mytrip deal was found by Cheapflights users on 5/4. 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 6/189:17 am
MDW
- BRS
3 stops28h 08m
Multiple Airlines
Thu 6/257:15 am
BRS
- MDW
3 stops37h 20m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$1,355
This Delta deal was found by Cheapflights users on 5/6. 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 9/66:45 pm
MDW
- BRS
2 stops16h 15m
Delta
Wed 11/46:00 am
BRS
- MDW
2 stops16h 25m
Delta
Deal found 5/6![Delta logo]()
$1,044
This Delta deal was found by Cheapflights users on 5/5. 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 5/2010:24 am
ORD
- MAN
1 stop15h 51m
Delta
Tue 6/98:55 am
MAN
- ORD
1 stop11h 20m
Delta
Deal found 5/5![Delta logo]()
$1,051
This Delta deal was found by Cheapflights users on 5/6. 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 5/206:07 am
ORD
- MAN
1 stop20h 08m
Delta
Tue 5/268:55 am
MAN
- ORD
1 stop11h 20m
Delta
Deal found 5/6![Delta logo]()
$1,051
This KLM deal was found by Cheapflights users on 5/5. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1912:45 pm
MDW
- CWL
2 stops14h 30m
KLM
Fri 6/269:45 am
CWL
- MDW
2 stops18h 32m
KLM
Deal found 5/5![KLM logo]()
$1,910
Last-minute flights from Chicago to WalesDiscover last-minute flight deals from Chicago to Wales. Data last updated May 7, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Wales. Data last updated May 7, 2026 and is based on user searches.
This deal was found by Cheapflights users on 5/5. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/65:00 pm
ORD
- MAN
1 stop14h 10m
British Airways
Sun 5/107:45 am
MAN
- ORD
1 stop14h 10m
British Airways
Deal found 5/5![British Airways logo]()
$722
This Delta deal was found by Cheapflights users on 5/5. 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 5/810:59 am
MDW
- MAN
1 stop15h 51m
Delta
Sun 5/1711:15 am
MAN
- MDW
1 stop15h 54m
Delta
Deal found 5/5![Delta logo]()
$960
This Virgin Atlantic deal was found by Cheapflights users on 5/3. 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.
Sat 5/96:23 am
MDW
- MAN
1 stop20h 27m
Virgin Atlantic
Tue 5/191:00 pm
MAN
- MDW
1 stop14h 09m
Virgin Atlantic
Deal found 5/3![Virgin Atlantic logo]()
$968
This deal was found by Cheapflights users on 5/4. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/157:05 pm
ORD
- MAN
1 stop14h 40m
British Airways
Sat 5/236:45 am
MAN
- ORD
1 stop13h 05m
British Airways
Deal found 5/4![British Airways logo]()
$763
This Mytrip deal was found by Cheapflights users on 5/6. 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.
Tue 5/269:55 am
ORD
- MAN
3 stops28h 10m
Multiple Airlines
Thu 5/288:55 pm
MAN
- ORD
2 stops25h 05m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$836
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 5/263:20 pm
MDW
- MAN
1 stop14h 20m
Multiple Airlines
Thu 5/287:30 pm
MAN
- MDW
2 stops44h 15m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$956
This Mytrip deal was found by Cheapflights users on 5/2. 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 5/279:55 am
ORD
- MAN
3 stops24h 50m
Multiple Airlines
Wed 6/37:00 pm
MAN
- ORD
2 stops24h 05m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$814
This Mytrip deal was found by Cheapflights users on 5/2. 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 6/39:55 am
ORD
- MAN
2 stops30h 00m
Multiple Airlines
Wed 6/177:55 am
MAN
- ORD
2 stops17h 30m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$797
This Mytrip deal was found by Cheapflights users on 5/7. 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 6/39:55 am
ORD
- MAN
3 stops22h 05m
Multiple Airlines
Fri 6/125:10 pm
MAN
- ORD
2 stops28h 55m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$880
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 6/410:15 am
MDW
- MAN
1 stop19h 25m
Multiple Airlines
Mon 6/85:10 pm
MAN
- MDW
2 stops46h 25m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$907
This Mytrip deal was found by Cheapflights users on 5/3. 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.
Tue 6/910:43 am
ORD
- MAN
3 stops25h 47m
Multiple Airlines
Mon 6/1510:35 pm
MAN
- ORD
3 stops29h 30m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$811
This Mytrip deal was found by Cheapflights users on 5/6. 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 6/139:55 am
ORD
- MAN
2 stops30h 05m
Multiple Airlines
Tue 6/1610:45 pm
MAN
- ORD
3 stops26h 40m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$813
One-way flights from Chicago to WalesSearch for one-way flight options from Chicago to Wales. Find affordable one-way fares based on user searches. Data last updated May 7, 2026.
Search for one-way flight options from Chicago to Wales. Find affordable one-way fares based on user searches. Data last updated May 7, 2026.
This Mytrip deal was found by Cheapflights users on 5/2. 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.
Sun 7/197:25 pm
ORD
- MAN
1 stop10h 15m
Icelandair
Deal found 5/2![Icelandair logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 7/217:25 pm
ORD
- MAN
1 stop10h 15m
Icelandair
Deal found 5/5![Icelandair logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 7/2210:25 pm
ORD
- MAN
1 stop31h 15m
Icelandair
Deal found 5/5![Icelandair logo]()
$292
This Cheapflightsfares deal was found by Cheapflights users on 5/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/59:15 pm
ORD
- MAN
1 stop12h 15m
British Airways
Deal found 5/5![British Airways logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 6/310:15 am
MDW
- CWL
3 stops30h 10m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$322
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 7/2710:25 pm
ORD
- MAN
1 stop31h 15m
Icelandair
Deal found 5/5![Icelandair logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 6/110:15 am
MDW
- CWL
2 stops30h 35m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 7/127:25 pm
ORD
- MAN
1 stop10h 15m
Icelandair
Deal found 5/2![Icelandair logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 7/47:25 pm
ORD
- MAN
1 stop10h 15m
Icelandair
Deal found 5/4![Icelandair logo]()
$337
This Delta deal was found by Cheapflights users on 5/5. 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 8/55:20 pm
ORD
- MAN
2 stops14h 40m
Delta
Deal found 5/5![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 5/5. 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 8/512:46 pm
MDW
- MAN
2 stops15h 19m
Delta
Deal found 5/5![Delta logo]()
$338
This Trip.com deal was found by Cheapflights users on 5/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/208:40 pm
ORD
- CWL
1 stop31h 35m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$338
Find flight deals from Chicago to Wales
Keep the following information in mind while searching for Chicago to Wales flight deals. Data was last updated May 7, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $655 (KAYAK) |
One-way from | $274 (Mytrip) |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Wales 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 7, 2026.
Use the filters below to find and compare flights from Chicago to Wales that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoManchester
MDW - MAN
MDWMAN
Chicago Midway
Tue 11/3
9:30 am-6:40 am
2 stops15h 10m
Manchester
Thu 11/19
1:30 pm-9:45 pm
1 stop14h 15m
$876
ChicagoManchester
MDW - MAN
MDWMAN
Chicago Midway
Wed 8/5
12:46 pm-10:05 am
2 stops15h 19m
Manchester
Fri 8/28
1:00 pm-10:36 pm
1 stop15h 36m
$889
ChicagoManchester
ORD - MAN
ORDMAN
Chicago O'Hare Intl
Sun 5/10
3:47 pm-2:00 pm
2 stops16h 13m
Manchester
Sun 5/17
11:15 am-8:26 pm
1 stop15h 11m
$974
ChicagoManchester
MDW - MAN
MDWMAN
Chicago Midway
Fri 7/24
11:05 am-8:25 am
2 stops15h 20m
Manchester
Fri 8/14
11:00 am-10:36 pm
2 stops17h 36m
$1,008
ChicagoManchester
ORD - MAN
ORDMAN
Chicago O'Hare Intl
Sun 5/10
11:26 am-7:15 am
1 stop13h 49m
Manchester
Wed 6/10
8:55 am-2:30 pm
1 stop11h 35m
$1,009
ChicagoManchester
ORD - MAN
ORDMAN
Chicago O'Hare Intl
Mon 5/11
12:59 pm-8:15 am
1 stop13h 16m
Manchester
Fri 6/12
5:55 am-2:15 pm
1 stop14h 20m
$1,009
ChicagoManchester
ORD - MAN
ORDMAN
Chicago O'Hare Intl
Sun 5/10
8:10 am-7:15 am
1 stop17h 05m
Manchester
Tue 6/9
1:45 pm-2:30 pm
1 stop30h 45m
$1,009
ChicagoManchester
ORD - MAN
ORDMAN
Chicago O'Hare Intl
Tue 5/12
2:59 pm-8:50 am
1 stop11h 51m
Manchester
Fri 6/12
5:55 am-2:15 pm
1 stop14h 20m
$1,009
ChicagoManchester
MDW - MAN
MDWMAN
Chicago Midway
Sun 10/11
10:35 am-7:15 am
1 stop14h 40m
Manchester
Sat 10/17
5:55 am-6:37 pm
2 stops18h 42m
$1,020
ChicagoCardiff
ORD - CWL
ORDCWL
Chicago O'Hare Intl
Tue 10/20
10:40 am-9:15 am
2 stops16h 35m
Cardiff Wales
Tue 11/3
10:20 am-2:30 pm
1 stop34h 10m
$1,026
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Chicago to Wales
Have a flexible travel schedule? Discover the best time to fly to Wales from Chicago with our price prediction graph.
ORD-BRS
ORD-MAN
MDW-CWL
MDW-MAN
ORD-CWL
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 Chicago to Wales
CHI-GBWLS
ORD-BRS
ORD-MAN
MDW-CWL
MDW-MAN
No data available for this route at this time. Please check back soon.
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