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$328+ Cheap flights from Wales to Chicago (CHI)

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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — CHI
ago. 4 — ago. 111
lun. 8/4
lun. 8/11
1 adult, Economy
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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 julio 30, 2025.

Round-trip from

$578
(Mytrip)

One-way from

$328
(Kiwi.com)
From Wales to Chicago (CHI)
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One-way flight from Wales to Chicago (CHI)
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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 julio 30, 2025.

This Mytrip deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/139:00 amCWL - ORD
1 stop11h 00mMultiple Airlines
sáb. 9/203:45 pmORD - CWL
1 stop12h 50mMultiple Airlines
Deal found 7/30$578
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/121:30 pmBRS - ORD
1 stop11h 30mMultiple Airlines
vie. 9/193:45 pmORD - BRS
1 stop11h 50mMultiple Airlines
Deal found 7/29$588
This The Travel House deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure The Travel House is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/1910:10 amMAN - ORD
2 stops32h 06mScandinavian Airlines
sáb. 9/277:15 pmORD - MAN
2 stops35h 10mScandinavian Airlines
Deal found 7/30$651
This Icelandair deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/171:05 pmMAN - ORD
1 stop14h 10mIcelandair
lun. 10/67:25 pmORD - MAN
1 stop10h 15mIcelandair
Deal found 7/30$657
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/1710:15 pmMAN - ORD
2 stops21h 40mMultiple Airlines
mié. 9/243:45 pmORD - MAN
1 stop9h 50mMultiple Airlines
Deal found 7/30$662
This Booking.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/138:10 amMAN - ORD
1 stop11h 50mAer Lingus
sáb. 9/273:45 pmORD - MAN
1 stop11h 05mAer Lingus
Deal found 7/29$666
This Netflights deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Netflights is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/88:00 amMAN - ORD
1 stop11h 50mBritish Airways
jue. 10/25:00 pmORD - MAN
1 stop10h 45mBritish Airways
Deal found 7/29$678
This SWISS deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/76:45 pmMAN - ORD
1 stop27h 35mSWISS
dom. 11/236:50 pmORD - MAN
1 stop12h 25mSWISS
Deal found 7/30$704
This Ticket deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ticket is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/2411:55 amMAN - MDW
1 stop15h 41mVirgin Atlantic
mar. 9/3012:43 pmMDW - MAN
1 stop13h 52mVirgin Atlantic
Deal found 7/27$776
This Trip.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/312:25 pmBRS - ORD
1 stop12h 35mAer Lingus
dom. 10/129:15 pmORD - BRS
1 stop12h 45mAer Lingus
Deal found 7/29$777
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/172:15 pmMAN - MDW
2 stops25h 25mDelta
lun. 10/66:23 pmMDW - MAN
2 stops13h 02mDelta
Deal found 7/30$820
This TravelUp deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure TravelUp is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/35:15 pmCWL - ORD
2 stops34h 19mVirgin Atlantic
dom. 10/127:59 pmORD - CWL
2 stops55h 16mVirgin Atlantic
Deal found 7/29$866

Cheapflights Fare Finder

 
Customize 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 2,558,603 searches. Data last updated julio 30, 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

CardiffChicago

CWL - ORD

CWLORD

Cardiff Wales

sáb. 9/13

9:00 am-2:00 pm

1 stop11h 00m

Chicago O'Hare Intl

sáb. 9/20

3:45 pm-10:35 am

1 stop12h 50m

$578

BristolChicago

BRS - ORD

BRSORD

Bristol

vie. 9/12

1:30 pm-7:00 pm

1 stop11h 30m

Chicago O'Hare Intl

vie. 9/19

3:45 pm-9:35 am

1 stop11h 50m

$588

ManchesterChicago

MAN - ORD

MANORD

Manchester

vie. 9/19

10:10 am-12:16 pm

2 stops32h 06m

Chicago O'Hare Intl

sáb. 9/27

7:15 pm-12:25 pm

2 stops35h 10m

$651

ManchesterChicago

MAN - ORD

MANORD

Manchester

mié. 9/17

1:05 pm-6:15 pm

1 stop11h 10m

Chicago O'Hare Intl

lun. 10/6

7:25 pm-11:40 am

1 stop10h 15m

$657

ManchesterChicago

MAN - ORD

MANORD

Manchester

mié. 9/17

10:15 pm-1:55 pm

2 stops21h 40m

Chicago O'Hare Intl

mié. 9/24

3:45 pm-7:35 am

1 stop9h 50m

$662

ManchesterChicago

MAN - ORD

MANORD

Manchester

sáb. 9/13

8:10 am-2:00 pm

1 stop11h 50m

Chicago O'Hare Intl

sáb. 9/27

3:45 pm-8:50 am

1 stop11h 05m

$666

ManchesterChicago

MAN - ORD

MANORD

Manchester

lun. 9/8

8:00 am-1:50 pm

1 stop11h 50m

Chicago O'Hare Intl

jue. 10/2

5:00 pm-9:45 am

1 stop10h 45m

$678

ManchesterChicago

MAN - ORD

MANORD

Manchester

vie. 11/7

6:45 pm-4:20 pm

1 stop27h 35m

Chicago O'Hare Intl

dom. 11/23

6:50 pm-1:15 pm

1 stop12h 25m

$704

ManchesterChicago

MAN - MDW

MANMDW

Manchester

mié. 9/24

11:55 am-9:36 pm

1 stop15h 41m

Chicago Midway

mar. 9/30

12:43 pm-8:35 am

1 stop13h 52m

$776

BristolChicago

BRS - ORD

BRSORD

Bristol

vie. 10/3

12:25 pm-7:00 pm

1 stop12h 35m

Chicago O'Hare Intl

dom. 10/12

9:15 pm-4:00 pm

1 stop12h 45m

$777

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 32 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 round-trip 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 julio 30, 2025.
Get a feel of what it's like to fly with Delta, KLM, and SWISS from Wales to Chicago by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,980 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

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
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

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
1,383 reviews
Delta
8.0
Very good
7,980 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

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.
SWISS
7.5
Good
1,686 reviews
Delta
8.0
Very good
7,980 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

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.
Virgin Atlantic
7.4
Good
655 reviews
Delta
8.0
Very good
7,980 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

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.
Scandinavian Airlines
7.3
Good
1,453 reviews
Delta
8.0
Very good
7,980 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

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?

    The cheapest airlines for a one-way flight from Wales to Chicago are TAP AIR PORTUGAL ($459), Virgin Atlantic ($1,382), and Delta ($1,657).

  • What are the most popular routes from Wales to Chicago?

    The most popular route from Wales to Chicago is Manchester - Chicago O'Hare Intl. You may also consider Manchester - Chicago Midway or Bristol - Chicago Midway.

  • 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 vacation 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, August is the cheapest month in which you can book a flight from Wales to Chicago (average of $245). Flying from Wales to Chicago in March is currently the most expensive (average of $321). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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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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