Find flights
When to book
FAQs

Cheap flights from Wales to Chicago from £260

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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — CHI
11 Dec — 18 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Wales to Chicago

Keep the following information in mind while searching for Wales to Chicago flight deals. Data was last updated 11 November 2025.

Round-trip from

£428

One-way from

£260
Scandinavian Airlines
  • Scandinavian Airlines
  • 24/11-12/1
  • 2 total stops
  • 29h 50m total
  • Wales to Chicago
Search Deals
4/2
  • 4/2
  • 3 total stops
  • 36h 12m total
  • Wales to Chicago
Search Deals

Find flight deals from Wales to Chicago

Enter your travel dates to find the best prices.

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 11 November 2025.

Mon 24/1110:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Mon 12/119:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 10/11£428
Wed 26/1110:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Sun 11/119:10ORD - MAN
2 stops35h 05mScandinavian Airlines
Deal found 10/11£432
Mon 24/1108:05MAN - ORD
2 stops21h 01mMultiple Airlines
Mon 8/1212:09ORD - MAN
2 stops19h 16mMultiple Airlines
Deal found 10/11£433
Fri 5/1219:15MAN - ORD
1 stop27h 30mScandinavian Airlines
Mon 8/1219:20ORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 9/11£436
Sat 22/1107:25MAN - ORD
2 stops15h 55mMultiple Airlines
Mon 24/1118:30ORD - MAN
2 stops13h 35mMultiple Airlines
Deal found 10/11£438
Tue 25/1106:20MAN - ORD
2 stops38h 40mMultiple Airlines
Thu 8/118:30ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 10/11£441
Sat 22/1110:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Mon 24/1119:20ORD - MAN
2 stops34h 55mScandinavian Airlines
Deal found 10/11£442
Mon 24/1110:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Sat 10/119:20ORD - MAN
2 stops18h 25mScandinavian Airlines
Deal found 10/11£444
Mon 24/1110:10MAN - ORD
1 stop12h 35mScandinavian Airlines
Fri 9/119:20ORD - MAN
2 stops31h 20mScandinavian Airlines
Deal found 10/11£447
Sat 22/1112:10MAN - ORD
2 stops32h 35mMultiple Airlines
Thu 8/118:30ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 10/11£450
Tue 23/1209:00BRS - ORD
1 stop11h 00mMultiple Airlines
Tue 30/1215:50ORD - BRS
1 stop9h 45mMultiple Airlines
Deal found 8/11£544
Fri 14/1111:35BRS - ORD
1 stop12h 20mMultiple Airlines
Mon 17/1115:50ORD - BRS
1 stop10h 15mMultiple Airlines
Deal found 9/11£573

Cheapflights Fare Finder

 
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 858,174 searches. Data last updated 11 November 2025.
Use the filters below to find and compare flights from Wales to Chicago that are best for you.

Fly from

Wales

Fly to

Chicago

Route

Depart

Return

Price

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 26/11

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

Fri 9/1

19:20-08:40

2 stops31h 20m

£432

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 5/12

20:55-16:45

2 stops25h 50m

Chicago O'Hare Intl

Mon 8/12

19:20-18:35

1 stop17h 15m

£438

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 26/11

13:55-16:45

2 stops32h 50m

Chicago O'Hare Intl

Mon 12/1

19:20-12:15

2 stops58h 55m

£438

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 24/11

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

Fri 9/1

19:20-08:40

2 stops31h 20m

£447

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sat 22/11

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

Mon 12/1

19:20-18:35

1 stop17h 15m

£457

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 21/11

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

Mon 12/1

19:20-18:35

1 stop17h 15m

£457

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 24/4

20:25-16:10

2 stops25h 45m

Chicago O'Hare Intl

Tue 5/5

07:30-12:05

2 stops22h 35m

£457

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 26/11

19:15-16:45

1 stop27h 30m

Chicago O'Hare Intl

Thu 8/1

19:20-18:35

1 stop17h 15m

£457

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 23/11

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

Mon 12/1

19:20-12:15

2 stops58h 55m

£463

BristolChicago

BRS - ORD

BRSORD

Bristol

Tue 23/12

09:00-14:00

1 stop11h 00m

Chicago O'Hare Intl

Tue 30/12

15:50-07:35

1 stop9h 45m

£544

Flights are sorted by cheapest return flights first.

Deals found on 10/11

Showing 1-10 of 57 results
1
2
3
...
6

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.
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
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?

    Scandinavian Airlines, Virgin Atlantic, and Delta can get you from Wales to Chicago in just under 12h 35m. Your travel time can differ by up to 2h 44m. The distance from Wales to Chicago is about 3812 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 Midway, 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Wales to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Heathrow to O'Hare Intl flights
Heathrow to Midway flights
Gatwick to O'Hare Intl flights
London City to O'Hare Intl flights
Stansted to O'Hare Intl flights
Luton to O'Hare Intl flights
Gatwick to Midway flights
Heathrow to St. Louis flights
Manchester to O'Hare Intl flights
Manchester to Midway flights
Edinburgh to O'Hare Intl flights
Gatwick to St. Louis flights
London City to St. Louis flights
Edinburgh to Midway flights
Glasgow Intl to O'Hare Intl flights
London City to Midway flights
Birmingham to O'Hare Intl flights
Bristol to Midway flights
Bristol to O'Hare Intl flights
Belfast City to O'Hare Intl flights
Belfast Intl to O'Hare Intl flights
Leeds to O'Hare Intl flights
Manchester to St. Louis flights
Newcastle upon Tyne to O'Hare Intl flights
Leeds to Midway flights
Birmingham to Midway flights
Edinburgh to St. Louis flights
Cardiff to O'Hare Intl flights
Glasgow Intl to Midway flights
Cardiff to Midway flights
Southampton to O'Hare Intl flights
Heathrow to Peoria flights
Newcastle upon Tyne to Midway flights
Southend to O'Hare Intl flights
Heathrow to Springfield flights
Stansted to St. Louis flights
Grimsby to O'Hare Intl flights
Heathrow to Champaign flights
Exeter to O'Hare Intl flights
Luton to St. Louis flights
Glasgow Intl to St. Louis flights
Heathrow to Evansville flights
Birmingham to St. Louis flights
Glasgow Intl to Moline flights
Manchester to Peoria flights
Inverness to O'Hare Intl flights
Southampton to Midway flights
Newcastle upon Tyne to St. Louis flights
London City to Evansville flights
Leeds to St. Louis flights

Fly with Cheapflights

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.