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Cheap flights from Wales to Chicago from £267

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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — CHI
27 janv. — 3 févr.1
1 adult
1 adult, Economy, 0 bags

Cheap 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 28 décembre 2025.

dim. 28/1208:05MAN - ORD
1 stop15h 50mAer Lingus
dim. 4/119:40ORD - MAN
1 stop17h 35mAer Lingus
Deal found 27/12£811
sam. 27/1219:20MAN - ORD
2 stops25h 25mMultiple Airlines
jeu. 1/118:50ORD - MAN
1 stop31h 30mMultiple Airlines
Deal found 27/12£838
dim. 28/1208:05MAN - ORD
1 stop15h 50mAer Lingus
ven. 2/119:40ORD - MAN
1 stop15h 00mAer Lingus
Deal found 27/12£851
dim. 28/1208:05MAN - ORD
2 stops29h 59mMultiple Airlines
dim. 4/119:40ORD - MAN
1 stop14h 20mMultiple Airlines
Deal found 27/12£886
sam. 27/1222:25MAN - ORD
1 stop17h 40mMultiple Airlines
ven. 30/118:30ORD - MAN
1 stop10h 30mMultiple Airlines
Deal found 27/12£920
sam. 27/1217:10MAN - ORD
1 stop30h 45mAer Lingus
sam. 3/119:40ORD - MAN
1 stop31h 30mAer Lingus
Deal found 26/12£954
sam. 27/1222:25MAN - ORD
1 stop17h 40mMultiple Airlines
mer. 28/118:30ORD - MAN
1 stop10h 15mMultiple Airlines
Deal found 27/12£959
sam. 27/1222:25MAN - ORD
1 stop17h 40mMultiple Airlines
jeu. 29/118:50ORD - MAN
1 stop17h 05mMultiple Airlines
Deal found 27/12£963
dim. 28/1220:45MAN - MDW
2 stops25h 35mVirgin Atlantic
dim. 4/112:45MDW - MAN
1 stop13h 55mVirgin Atlantic
Deal found 27/12£1,408
sam. 27/1211:05MAN - MDW
2 stops17h 17mVirgin Atlantic
sam. 3/116:25MDW - MAN
1 stop12h 05mVirgin Atlantic
Deal found 26/12£1,519
dim. 28/1207:25MAN - MDW
3 stops32h 40mMultiple Airlines
ven. 2/109:29MDW - MAN
2 stops27h 51mMultiple Airlines
Deal found 27/12£1,619
sam. 27/1205:50MAN - MDW
2 stops17h 29mDelta
sam. 3/109:29MDW - MAN
2 stops18h 41mDelta
Deal found 26/12£1,748

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 28 décembre 2025.

Round-trip from

£393

One-way from

£267
Scandinavian Airlines
  • Scandinavian Airlines
  • 14/2-18/2
  • 2 total stops
  • 29h 50m total
  • Wales to Chicago
Search Deals
11/3
  • 11/3
  • 2 total stops
  • 15h 05m total
  • Wales to Chicago
Search Deals

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 28 décembre 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

sam. 24/1

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

sam. 31/1

19:20-18:35

1 stop17h 15m

£396

ManchesterChicago

MAN - ORD

MANORD

Manchester

jeu. 29/1

10:10-16:55

1 stop12h 45m

Chicago O'Hare Intl

ven. 6/2

19:20-08:40

2 stops31h 20m

£405

ManchesterChicago

MAN - ORD

MANORD

Manchester

ven. 13/2

19:15-16:45

1 stop27h 30m

Chicago O'Hare Intl

mer. 18/2

19:20-18:35

1 stop17h 15m

£412

ManchesterChicago

MAN - ORD

MANORD

Manchester

mer. 4/2

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

dim. 8/2

19:10-12:15

2 stops35h 05m

£415

ManchesterChicago

MAN - ORD

MANORD

Manchester

mar. 28/4

13:05-18:15

1 stop11h 10m

Chicago O'Hare Intl

mar. 5/5

19:25-11:40

1 stop10h 15m

£474

ManchesterChicago

MAN - ORD

MANORD

Manchester

lun. 9/2

10:10-16:45

1 stop12h 35m

Chicago O'Hare Intl

lun. 16/2

19:20-12:15

2 stops34h 55m

£485

ManchesterChicago

MAN - ORD

MANORD

Manchester

mer. 29/4

13:05-18:15

1 stop11h 10m

Chicago O'Hare Intl

dim. 10/5

19:25-11:40

1 stop10h 15m

£499

ManchesterChicago

MAN - ORD

MANORD

Manchester

mer. 29/4

13:05-18:15

1 stop11h 10m

Chicago O'Hare Intl

dim. 17/5

19:25-11:40

1 stop10h 15m

£499

ManchesterChicago

MAN - MDW

MANMDW

Manchester

sam. 24/1

13:30-22:22

1 stop14h 52m

Chicago Midway

sam. 31/1

10:46-10:30

1 stop17h 44m

£500

ManchesterChicago

MAN - ORD

MANORD

Manchester

jeu. 5/2

09:50-20:04

2 stops16h 14m

Chicago O'Hare Intl

lun. 9/2

16:14-11:45

2 stops13h 31m

£500

Flights are sorted by cheapest return flights first.

Deals found on 25/12

Showing 1-10 of 55 results
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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 British Airways can get you from Wales to Chicago in just under 12h 35m. Your travel time can differ by up to 4h 20m. 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 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.

See more FAQs

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Alternative routes for Wales to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Heathrow to Peoria flights
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Stansted to St. Louis flights
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Inverness to O'Hare Intl flights
Glasgow Intl to Midway flights
Leeds to Midway flights
Belfast City to O'Hare Intl flights
Heathrow to Champaign flights
Exeter to O'Hare Intl flights
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Gatwick to Champaign flights
Glasgow Intl to St. Louis flights
Manchester to Peoria flights
Bristol to Midway flights
Edinburgh to Moline flights
Cardiff to O'Hare Intl flights
Heathrow to Moline flights
Darlington to Midway flights
London City to Midway flights
Darlington to O'Hare Intl flights
Newquay to O'Hare Intl flights
Norwich to O'Hare Intl flights
Luton to St. Louis flights
Cardiff to Midway flights
Southampton to Midway flights

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