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$368+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — CHI
Dec 1 — Dec 81
Mon 12/1
Mon 12/8
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 November 1, 2025.

Round-trip from

$561
(Scandinavian Airlines)

One-way from

$368
(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 November 1, 2025.

This Scandinavian Airlines deal was found by Cheapflights users on 10/30. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/31:55 pmMAN - ORD
2 stops32h 50mScandinavian Airlines
Mon 12/87:20 pmORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 10/30$561
This Cheapflightsfares deal was found by Cheapflights users on 11/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1510:10 amMAN - ORD
1 stop12h 35mScandinavian Airlines
Sun 11/237:20 pmORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 11/1$566
This Cheapflightsfares deal was found by Cheapflights users on 10/31. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2110:10 amMAN - ORD
1 stop12h 35mScandinavian Airlines
Wed 12/37:20 pmORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 10/31$568
This The Travel House deal was found by Cheapflights users on 10/30. 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.
Wed 11/1210:10 amMAN - ORD
1 stop12h 35mScandinavian Airlines
Mon 12/87:20 pmORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 10/30$573
This Mytrip deal was found by Cheapflights users on 10/30. 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.
Sat 11/157:25 amMAN - ORD
2 stops15h 20mMultiple Airlines
Sun 11/237:20 pmORD - MAN
3 stops22h 35mMultiple Airlines
Deal found 10/30$586
This Mytrip deal was found by Cheapflights users on 10/30. 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.
Thu 11/139:00 amBRS - ORD
1 stop14h 55mMultiple Airlines
Sun 11/163:50 pmORD - BRS
1 stop9h 45mMultiple Airlines
Deal found 10/30$591
This lastminute.com deal was found by Cheapflights users on 10/30. 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1310:10 amMAN - ORD
1 stop12h 35mScandinavian Airlines
Sun 11/167:20 pmORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 10/30$602
This Scandinavian Airlines deal was found by Cheapflights users on 10/31. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2310:10 amMAN - ORD
1 stop12h 35mScandinavian Airlines
Wed 11/267:20 pmORD - MAN
1 stop32h 10mScandinavian Airlines
Deal found 10/31$605
This Gotogate deal was found by Cheapflights users on 10/30. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1010:10 amMAN - ORD
1 stop12h 35mScandinavian Airlines
Thu 11/137:20 pmORD - MAN
1 stop17h 15mScandinavian Airlines
Deal found 10/30$625
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Fri 12/198:00 amBRS - ORD
1 stop12h 00mMultiple Airlines
Mon 12/223:50 pmORD - BRS
1 stop10h 15mMultiple Airlines
Deal found 10/30$714
This TravelUp deal was found by Cheapflights users on 10/29. 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.
Wed 12/31:30 pmMAN - MDW
1 stop16h 17mVirgin Atlantic
Sun 12/712:50 pmMDW - MAN
1 stop11h 40mVirgin Atlantic
Deal found 10/29$825
This Netflights deal was found by Cheapflights users on 10/29. 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.
Wed 11/191:30 pmMAN - MDW
1 stop16h 10mVirgin Atlantic
Tue 11/251:15 pmMDW - MAN
2 stops26h 15mVirgin Atlantic
Deal found 10/29$832

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 November 1, 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

Sat 11/15

10:10 am-4:45 pm

1 stop12h 35m

Chicago O'Hare Intl

Sun 11/23

7:20 pm-6:35 pm

1 stop17h 15m

$566

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 11/21

10:10 am-4:45 pm

1 stop12h 35m

Chicago O'Hare Intl

Wed 12/3

7:20 pm-5:25 pm

2 stops16h 05m

$575

BristolChicago

BRS - ORD

BRSORD

Bristol

Thu 11/13

9:00 am-5:55 pm

1 stop14h 55m

Chicago O'Hare Intl

Sun 11/16

3:50 pm-7:35 am

1 stop9h 45m

$591

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sat 4/25

10:40 am-4:10 pm

2 stops59h 30m

Chicago O'Hare Intl

Sat 5/9

7:15 pm-7:45 pm

2 stops42h 30m

$598

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 11/13

10:10 am-4:45 pm

1 stop12h 35m

Chicago O'Hare Intl

Sun 11/16

7:20 pm-6:35 pm

1 stop17h 15m

$602

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 11/23

10:10 am-4:45 pm

1 stop12h 35m

Chicago O'Hare Intl

Wed 11/26

7:20 pm-9:30 am

1 stop32h 10m

$605

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 2/13

8:55 pm-4:45 pm

2 stops25h 50m

Chicago O'Hare Intl

Wed 2/18

7:20 pm-12:15 pm

2 stops34h 55m

$627

ManchesterChicago

MAN - ORD

MANORD

Manchester

Thu 11/27

11:55 am-5:20 pm

1 stop11h 25m

Chicago O'Hare Intl

Thu 12/4

6:30 pm-11:00 am

1 stop10h 30m

$702

BristolChicago

BRS - ORD

BRSORD

Bristol

Fri 12/19

8:00 am-2:00 pm

1 stop12h 00m

Chicago O'Hare Intl

Mon 12/22

3:50 pm-8:05 am

1 stop10h 15m

$714

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 12/19

12:55 pm-4:45 pm

2 stops57h 50m

Chicago O'Hare Intl

Sun 1/4

7:20 pm-8:05 pm

2 stops18h 45m

$731

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/31

Showing 1-10 of 59 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.

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?

    A quick flight from Wales to Chicago can take about 12h 35m. Scandinavian Airlines provides one of the quickest options available for as low as $566. The distance from Wales to Chicago is about 3812 mi. This flight may include one or multiple stops.

  • 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 O'Hare Intl.

  • 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.

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
Porter
Benton Harbor

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Alternative routes for Wales to Chicago

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