This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/12. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — CHI
9 Dec — 16 Dec1
Return
1 adult
Economy
Return
1 adult, Economy, 0 bags
Cheap flight deals from Wales to Chicago
Enter your travel dates to find the best prices.
Cheapest
Best
Last-minute
One-way
Cheapest flights from Wales to Chicago
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 9 November 2026.
Wed 9/1210:20 -
1 stop34h 05m
Tue 15/1213:35 -
2 stops14h 15m
Deal found 9/11£672
Mon 21/1208:35 -
1 stop15h 45m
Mon 28/1220:05 -
1 stop19h 35m
Deal found 6/11£675
Sun 6/1214:25 -
2 stops30h 30m
Sun 13/1215:55 -
1 stop10h 15m
Deal found 8/11£743
Sun 6/1210:20 -
2 stops18h 37m
Sun 13/1210:38 -
2 stops17h 12m
Deal found 8/11£755
Sun 6/1217:30 -
1 stop26h 55m
Sun 13/1216:25 -
1 stop11h 25m
Deal found 8/11£769
Wed 9/1217:30 -
1 stop26h 55m
Tue 15/1206:00 -
2 stops29h 00m
Deal found 9/11£807
Thu 24/1217:30 -
3 stops29h 15m
Thu 31/1219:10 -
3 stops32h 40m
Deal found 9/11£844
Best flights from Wales to Chicago
Discover carefully curated flight deals from Wales to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 9 November 2026.
Mon 21/1208:35 -
1 stop15h 45m
Mon 28/1220:05 -
1 stop19h 35m
Deal found 6/11£675
Sun 6/1210:20 -
2 stops18h 37m
Sun 13/1210:38 -
2 stops17h 12m
Deal found 8/11£755
Wed 9/1210:20 -
2 stops34h 29m
Tue 15/1213:35 -
2 stops21h 25m
Deal found 9/11£764
Wed 9/1210:20 -
2 stops19h 36m
Tue 15/1206:00 -
2 stops21h 50m
Deal found 9/11£764
Sun 6/1217:30 -
1 stop26h 55m
Sun 13/1216:25 -
1 stop11h 25m
Deal found 8/11£769
Fri 25/1210:20 -
2 stops15h 58m
Sun 27/1208:05 -
2 stops19h 45m
Deal found 9/11£974
Sun 6/1214:25 -
2 stops34h 20m
Sun 13/1220:05 -
3 stops33h 40m
Deal found 8/11£1,192
Last-minute flights from Wales to Chicago
Discover last-minute flight deals from Wales to Chicago. Data last updated 9 November 2026 and is based on user searches.
Sun 6/1214:25 -
2 stops30h 30m
Sun 13/1215:55 -
1 stop10h 15m
Deal found 8/11£743
Sun 6/1210:20 -
2 stops18h 37m
Sun 13/1210:38 -
2 stops17h 12m
Deal found 8/11£755
Sun 6/1217:30 -
1 stop26h 55m
Sun 13/1216:25 -
1 stop11h 25m
Deal found 8/11£769
Wed 9/1210:20 -
1 stop34h 05m
Tue 15/1213:35 -
2 stops14h 15m
Deal found 9/11£672
Wed 9/1210:20 -
2 stops19h 36m
Tue 15/1206:00 -
2 stops21h 50m
Deal found 9/11£764
Mon 21/1208:35 -
1 stop15h 45m
Mon 28/1220:05 -
1 stop19h 35m
Deal found 6/11£675
Thu 24/1217:30 -
3 stops29h 15m
Thu 31/1219:10 -
3 stops32h 40m
Deal found 9/11£844
One-way flights from Wales to Chicago
Search for one-way flight options from Wales to Chicago. Find affordable one-way fares based on user searches. Data last updated 9 November 2026.
Sun 6/1214:25 -
3 stops32h 55m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 8/11£397
Tue 16/310:20 -
2 stops15h 17m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 8/11£475
Tue 16/312:15 -
2 stops31h 30m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 8/11£592
Tue 16/312:15 -
3 stops24h 01m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 8/11£600
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 9 November 2026.
Customise 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 7,457,451 searches. Data last updated 9 November 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
Price
Cheapest return flight
CardiffChicago
CWL Cardiff Wales - ORD Chicago O'Hare Intl
CWLORD
Cardiff Wales
Sun 6/12
14:25-17:20
3 stops32h 55m
Chicago O'Hare Intl
Wed 31/12
00:00-07:00
Nonstop0h 00m
£397
CardiffChicago
CWL Cardiff Wales - ORD Chicago O'Hare Intl
CWLORD
Cardiff Wales
Tue 16/3
17:30-15:25
1 stop26h 55m
Chicago O'Hare Intl
Wed 31/12
00:00-07:00
Nonstop0h 00m
£475
Fastest return journey
CardiffChicago
CWL Cardiff Wales - ORD Chicago O'Hare Intl
CWLORD
Cardiff Wales
Tue 16/3
10:20-20:37
2 stops15h 17m
Chicago O'Hare Intl
Wed 31/12
00:00-07:00
Nonstop0h 00m
£475
CardiffChicago
CWL Cardiff Wales - ORD Chicago O'Hare Intl
CWLORD
Cardiff Wales
Tue 16/3
12:15-14:45
2 stops31h 30m
Chicago O'Hare Intl
Wed 31/12
00:00-07:00
Nonstop0h 00m
£592
CardiffChicago
CWL Cardiff Wales - ORD Chicago O'Hare Intl
CWLORD
Cardiff Wales
Mon 21/12
08:35-18:20
1 stop15h 45m
Chicago O'Hare Intl
Mon 28/12
20:05-21:40
1 stop19h 35m
£675
CardiffChicago
CWL Cardiff Wales - ORD Chicago O'Hare Intl
CWLORD
Cardiff Wales
Sun 6/12
10:20-22:57
2 stops18h 37m
Chicago O'Hare Intl
Sun 13/12
10:38-09:50
2 stops17h 12m
£755
CardiffChicago
CWL Cardiff Wales - ORD Chicago O'Hare Intl
CWLORD
Cardiff Wales
Wed 9/12
10:20-14:49
2 stops34h 29m
Chicago O'Hare Intl
Tue 15/12
13:35-17:00
2 stops21h 25m
£764
CardiffChicago
CWL Cardiff Wales - ORD Chicago O'Hare Intl
CWLORD
Cardiff Wales
Wed 9/12
10:20-23:56
2 stops19h 36m
Chicago O'Hare Intl
Tue 15/12
06:00-09:50
2 stops21h 50m
£764
CardiffChicago
CWL Cardiff Wales - ORD Chicago O'Hare Intl
CWLORD
Cardiff Wales
Sun 6/12
17:30-14:25
1 stop26h 55m
Chicago O'Hare Intl
Sun 13/12
16:25-09:50
1 stop11h 25m
£769
CardiffChicago
CWL Cardiff Wales - ORD Chicago O'Hare Intl
CWLORD
Cardiff Wales
Fri 25/12
10:20-20:18
2 stops15h 58m
Chicago O'Hare Intl
Sun 27/12
08:05-09:50
2 stops19h 45m
£974
Flights are sorted by cheapest return flights first.
Deals found on 8/11
Showing 1-10 of 11 resultsSorted by cheapest first
1
2
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.
CWL-ORD
Estimated return 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
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.
How long is the flight from Wales to Chicago?
Delta and KLM can get you from Wales to Chicago in just under 18h 37m. Your travel time can differ by up to 15h 52m. The distance from Wales to Chicago is about 3831 mi. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.
What are the most popular routes from Wales to Chicago?
While some choose either Manchester - Chicago Midway or Bristol - Chicago O'Hare Intl, Manchester - Chicago O'Hare Intl is the most popular route from Wales to Chicago.
Can I find deals for flights from Wales to Chicago that include hotel bookings?
Yes. In addition to deals on Wales to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.
How can I find direct flights from Wales to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wales to Chicago.
Can I find deals for business class flights from Wales to Chicago?
Yes. Cheapflights offers flight deals from Wales to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 9 November 2026.
Discover the top airline that operate flights from Wales 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 9 November 2026.
Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Wales to Chicago?
Deals for Wales to Chicago flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
Why should you use Cheapflights to find cheap flight tickets from Wales to Chicago?
Cheapflights simply makes it quick and affordable to book flights from Wales to Chicago by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.
Can Cheapflights find flights from Wales to Chicago with no change fees?
Users can book flights with no change fees policies with our dedicated filters. Book flights from Wales to Chicago flexibly with Cheapflights today.
Can Cheapflights notify me if prices for flights from Wales to Chicago become cheaper?
Of course! You can now track prices for flights from Wales to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
We value your privacy
Cheapflights and its partners wish to use cookies or similar technologies to store and/or access information on and about your device and process personal data such as your IP address, device identifiers etc., in order to improve your experience on the site, to analyse navigation, to offer and measure personalised advertising, and to facilitate sharing on social networks. We also allow the use of third-party cookies (including those from our advertising partners) on our sites.
By clicking 'Accept', you consent to your data being processed by 0 vendors on this web site for the purposes described in this notice. You can review the vendors and their individual processing purposes on the .
To review individual processing purposes and cookie categories, please click ’Select individual purposes’. You can review your choices and withdraw your consent at any time by clicking the ’Privacy Preferences’ link in the page side navigation.