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Cheap flights from Wales to Chicago from £311

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 20/3. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — CHI
22 Jan — 29 Jan1
1 adult

Cheap flight deals from Wales to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Wales (GBWLS) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 17 January 2025.

Round-trip from

£420

One-way from

£311
8/2-16/2
  • 8/2-16/2
  • 4 total stops
  • 51h 45m total
  • Wales to Chicago
Search Deals
20/3
  • 20/3
  • 2 total stops
  • 46h 09m 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 17 January 2025.

Sat 8/214:35BRS - ORD
2 stops30h 55mMultiple Airlines
Sun 16/220:25ORD - BRS
2 stops20h 50mMultiple Airlines
Deal found 16/1£420
Thu 13/206:00MAN - ORD
2 stops17h 20mMultiple Airlines
Thu 27/218:30ORD - MAN
3 stops21h 30mMultiple Airlines
Deal found 17/1£447
Wed 19/219:15MAN - ORD
1 stop28h 35mScandinavian Airlines
Mon 3/319:40ORD - MAN
1 stop16h 55mScandinavian Airlines
Deal found 17/1£448
Sun 16/219:50MAN - ORD
1 stop24h 55mBritish Airways
Sun 23/220:25ORD - MAN
1 stop17h 45mBritish Airways
Deal found 17/1£452
Wed 23/413:05MAN - ORD
1 stop14h 10mIcelandair
Wed 30/419:30ORD - MAN
1 stop10h 10mIcelandair
Deal found 17/1£457
Thu 20/213:55MAN - ORD
1 stop11h 20mAer Lingus
Tue 25/221:00ORD - MAN
1 stop16h 15mAer Lingus
Deal found 17/1£458
Tue 28/117:15MAN - ORD
1 stop28h 15mTAP AIR PORTUGAL
Wed 19/219:15ORD - MAN
1 stop15h 00mTAP AIR PORTUGAL
Deal found 16/1£471
Wed 29/107:50MAN - ORD
1 stop12h 05mFinnair
Thu 20/218:26ORD - MAN
1 stop10h 34mFinnair
Deal found 16/1£499
Wed 29/106:00MAN - ORD
2 stops19h 55mUnited Airlines
Thu 20/207:30ORD - MAN
2 stops19h 20mUnited Airlines
Deal found 16/1£514
Wed 23/406:05MAN - ORD
2 stops18h 25mLufthansa
Wed 30/414:55ORD - MAN
1 stop13h 45mLufthansa
Deal found 17/1£518
Wed 29/109:05MAN - ORD
1 stop11h 25mVirgin Atlantic
Wed 19/213:40ORD - MAN
2 stops14h 15mVirgin Atlantic
Deal found 16/1£519
Mon 27/108:55MAN - ORD
1 stop11h 50mAmerican Airlines
Thu 20/218:26ORD - MAN
1 stop10h 34mAmerican Airlines
Deal found 16/1£521

Find flights from Wales to Chicago within your budget

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 17 January 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BristolChicago

BRS - ORD

BRSORD

Bristol

Sat 8/2

14:35-15:30

2 stops30h 55m

Chicago O'Hare Intl

Sun 16/2

20:25-23:15

2 stops20h 50m

£420

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 13/2

06:00-17:20

2 stops17h 20m

Chicago O'Hare Intl

Thu 27/2

18:30-22:00

3 stops21h 30m

£447

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 19/2

19:15-17:50

1 stop28h 35m

Chicago O'Hare Intl

Mon 3/3

19:40-18:35

1 stop16h 55m

£448

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 16/2

19:50-14:45

1 stop24h 55m

Chicago O'Hare Intl

Sun 23/2

20:25-20:10

1 stop17h 45m

£452

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 23/4

13:05-21:15

1 stop14h 10m

Chicago O'Hare Intl

Wed 30/4

19:30-11:40

1 stop10h 10m

£457

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 20/2

13:55-19:15

1 stop11h 20m

Chicago O'Hare Intl

Tue 25/2

21:00-19:15

1 stop16h 15m

£458

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 28/1

17:15-15:30

1 stop28h 15m

Chicago O'Hare Intl

Wed 19/2

19:15-16:15

1 stop15h 00m

£471

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 29/1

07:50-13:55

1 stop12h 05m

Chicago O'Hare Intl

Thu 20/2

18:26-11:00

1 stop10h 34m

£499

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 29/1

06:00-19:55

2 stops19h 55m

Chicago O'Hare Intl

Thu 20/2

07:30-08:50

2 stops19h 20m

£514

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 23/4

06:05-18:30

2 stops18h 25m

Chicago O'Hare Intl

Wed 30/4

14:55-10:40

1 stop13h 45m

£518

Flights are sorted by cheapest return flights first.

Deals found on 16/1

Showing 1-10 of 40 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.

Travel insights for flights from Wales to Chicago

Get recent, data-driven insights about flights from Wales to Chicago including ideal travel times, pricing trends, and more.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 17 January 2025.
Read through reviews of airlines operating flights from Wales to Chicago, such as British Airways, Virgin Atlantic and KLM. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very Good
8,513 reviews
Check prices

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very Good
8,513 reviews
Delta
8.0
Very Good
8,513 reviews
Check prices

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

KLM
7.8
Good
1,339 reviews
Delta
8.0
Very Good
8,513 reviews
Check prices

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Finnair
7.6
Good
1,285 reviews
Delta
8.0
Very Good
8,513 reviews
Check prices

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

SWISS
7.5
Good
1,598 reviews
Delta
8.0
Very Good
8,513 reviews
Check prices

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Virgin Atlantic
7.5
Good
664 reviews
Delta
8.0
Very Good
8,513 reviews
Check prices

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

8.0

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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 Icelandair. According to our data, you can fly for as low as £365. Users have also found prices from £486 and £549 on Aer Lingus and TAP AIR PORTUGAL, 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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Gatwick to O'Hare Intl flights
Heathrow to Midway flights
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Manchester to Midway flights
Glasgow Intl to O'Hare Intl flights
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Gatwick to St. Louis flights
Glasgow Intl to Midway flights
Birmingham to Midway flights
London City to St. Louis flights
Manchester to St. Louis flights
London City to Midway flights
Belfast Intl to O'Hare Intl flights
Belfast City to O'Hare Intl flights
Newcastle upon Tyne to Midway flights
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Gatwick to Midway flights
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Leeds to Midway flights
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Edinburgh to St. Louis flights
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Bristol to O'Hare Intl flights
Heathrow to Peoria flights
Stansted to St. Louis flights
Southend to O'Hare Intl flights
Bristol to Midway flights
Heathrow to Evansville flights
Southampton to Midway flights
Newcastle upon Tyne to St. Louis flights
Cardiff to O'Hare Intl flights
Darlington to O'Hare Intl flights
Norwich to O'Hare Intl flights
Darlington to Midway flights
Doncaster to O'Hare Intl flights
Heathrow to Champaign flights
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Birmingham to St. Louis flights

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 17 January 2025.
AirlineCheapestAverageFlexibilityOn-time
KLMCheapest£676Average£953FlexibilityNo cancel feeOn-time75%
Search KLM flights

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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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