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Cheap flights from Wales to Chicago from £214

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 30/9. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — CHI
16 Jul — 23 Jul1
1 adult

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 July 2025.

Round-trip from

£478

One-way from

£214
23/9-29/9
  • 23/9-29/9
  • 5 total stops
  • 70h 40m total
  • Wales to Chicago
Search Deals
30/9
  • 30/9
  • 3 total stops
  • 55h 18m total
  • Wales to Chicago
Search Deals

Find flight deals from Wales to Chicago

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 July 2025.

Tue 23/909:00MAN - ORD
2 stops35h 40mMultiple Airlines
Mon 29/917:10ORD - MAN
3 stops35h 00mMultiple Airlines
Deal found 10/7£478
Tue 30/910:10MAN - ORD
1 stop12h 00mScandinavian Airlines
Sun 12/1019:15ORD - MAN
2 stops18h 30mScandinavian Airlines
Deal found 10/7£480
Mon 1/1211:55MAN - ORD
1 stop11h 25mIcelandair
Tue 9/1218:30ORD - MAN
1 stop10h 15mIcelandair
Deal found 9/7£487
Wed 27/811:00MAN - ORD
1 stop31h 50mTAP AIR PORTUGAL
Mon 1/918:10ORD - MAN
1 stop17h 00mTAP AIR PORTUGAL
Deal found 10/7£509
Mon 15/908:00MAN - ORD
1 stop11h 50mAmerican Airlines
Wed 8/1020:35ORD - MAN
1 stop10h 35mAmerican Airlines
Deal found 9/7£523
Sun 14/919:50MAN - ORD
1 stop22h 00mBritish Airways
Mon 13/1021:15ORD - MAN
1 stop11h 55mBritish Airways
Deal found 10/7£525
Mon 25/812:35MAN - MDW
1 stop15h 09mVirgin Atlantic
Mon 6/1013:05MDW - MAN
1 stop13h 30mVirgin Atlantic
Deal found 11/7£525
Sat 22/1106:10MAN - ORD
2 stops14h 45mAir Canada
Wed 26/1112:50ORD - MAN
2 stops15h 30mAir Canada
Deal found 10/7£530
Thu 18/911:50MAN - ORD
1 stop13h 39mUnited Airlines
Wed 8/1012:55ORD - MAN
2 stops15h 45mUnited Airlines
Deal found 10/7£534
Sun 24/819:00BRS - ORD
2 stops27h 40mMultiple Airlines
Sun 31/818:00ORD - BRS
2 stops21h 05mMultiple Airlines
Deal found 10/7£535
Tue 26/813:00MAN - ORD
2 stops15h 37mVirgin Atlantic
Wed 10/914:00ORD - MAN
2 stops14h 20mVirgin Atlantic
Deal found 9/7£536
Mon 1/905:55MAN - MDW
2 stops18h 42mDelta
Wed 24/918:15MDW - MAN
2 stops13h 10mDelta
Deal found 10/7£549

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 July 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

Tue 23/9

09:00-14:40

2 stops35h 40m

Chicago O'Hare Intl

Mon 29/9

17:10-10:10

3 stops35h 00m

£478

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 30/9

10:10-16:10

1 stop12h 00m

Chicago O'Hare Intl

Sun 12/10

19:15-19:45

2 stops18h 30m

£480

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 1/12

11:55-17:20

1 stop11h 25m

Chicago O'Hare Intl

Tue 9/12

18:30-10:45

1 stop10h 15m

£487

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 27/8

11:00-12:50

1 stop31h 50m

Chicago O'Hare Intl

Mon 1/9

18:10-17:10

1 stop17h 00m

£509

ManchesterChicago

MAN - ORD

MANORD

Manchester

Mon 15/9

08:55-14:50

1 stop11h 55m

Chicago O'Hare Intl

Wed 15/10

17:45-09:50

1 stop10h 05m

£523

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 14/9

19:50-11:50

1 stop22h 00m

Chicago O'Hare Intl

Mon 13/10

21:15-15:10

1 stop11h 55m

£525

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 25/8

12:35-21:44

1 stop15h 09m

Chicago Midway

Mon 6/10

13:05-08:35

1 stop13h 30m

£525

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sat 22/11

06:10-14:55

2 stops14h 45m

Chicago O'Hare Intl

Wed 26/11

12:50-10:20

2 stops15h 30m

£530

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 18/9

11:50-19:29

1 stop13h 39m

Chicago O'Hare Intl

Wed 8/10

12:55-10:40

2 stops15h 45m

£534

BristolChicago

BRS - ORD

BRSORD

Bristol

Sun 24/8

19:00-16:40

2 stops27h 40m

Chicago O'Hare Intl

Sun 31/8

18:00-21:05

2 stops21h 05m

£535

Flights are sorted by cheapest return flights first.

Deals found on 10/7

Showing 1-10 of 34 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.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 11 July 2025.
See what other customers who have flown with Delta, KLM, andAir Transat from Wales to Chicago have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very Good
7,951 reviews
Check prices

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Delta
8.0
Very Good
7,951 reviews
Delta
8.0
Very Good
7,951 reviews
Check prices

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
KLM
7.8
Good
1,372 reviews
Delta
8.0
Very Good
7,951 reviews
Check prices

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Air Transat
7.8
Good
412 reviews
Delta
8.0
Very Good
7,951 reviews
Check prices

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Air France
7.5
Good
1,467 reviews
Delta
8.0
Very Good
7,951 reviews
Check prices

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
United Airlines
7.4
Good
8,848 reviews
Delta
8.0
Very Good
7,951 reviews
Check prices

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

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.

  • What are the cheapest airlines to fly from Wales to Chicago one-way?

    For one-way options, check prices for TAP AIR PORTUGAL. According to our data, you can fly for as low as £450. Users have also found prices from £537 and £620 on Aer Lingus and Air Transat, respectively.

  • 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.

  • What is the cheapest month to book a flight from Wales to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Wales to Chicago (average of £595). Flying from Wales to Chicago in July is currently the most expensive (average of £843). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 Midway flights
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Edinburgh to Midway flights
Birmingham to Midway flights
Glasgow Intl to O'Hare Intl flights
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Glasgow Intl to St. Louis flights
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Stansted to St. Louis flights
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Heathrow to Springfield flights
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Birmingham to St. Louis flights
Cardiff to Midway flights
Gatwick to Evansville flights
Darlington to O'Hare Intl flights
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Top airline flying from Wales to Chicago

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 858,174 searches. Data last updated 11 July 2025.
AirlineCheapestAverageFlexibilityOn-time
KLMCheapest£541Average£759FlexibilityNo cancel feeOn-time75%
Search KLM flights

Fly with Cheapflights

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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?

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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.

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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.

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