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$248+ Cheap flights from Chicago (CHI) to Wales

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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CWL
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Chicago to Wales

Keep the following information in mind while searching for Chicago to Wales flight deals. Data was last updated September 17, 2025.

Round-trip from

$409
(oojo)

One-way from

$248
(Mytrip)
From Chicago (CHI) to Wales
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One-way flight from Chicago (CHI) to Wales
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Find flight deals from Chicago to Wales

Cheapest flights from Chicago to Wales
Explore the most affordable flight options available from Chicago to Wales. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This oojo deal was found by Cheapflights users on 9/15. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/98:25 pmORD - MAN
1 stop13h 50mTAP AIR PORTUGAL
Sat 11/155:10 pmMAN - ORD
1 stop27h 35mTAP AIR PORTUGAL
Deal found 9/15$409
This CrystalTravel deal was found by Cheapflights users on 9/16. 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 CrystalTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/96:30 pmORD - MAN
1 stop10h 15mIcelandair
Sat 1/1011:55 amMAN - ORD
1 stop11h 25mIcelandair
Deal found 9/16$480
This Scandinavian Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 11/147:20 pmORD - MAN
2 stops31h 20mScandinavian Airlines
Sun 11/165:25 pmMAN - ORD
2 stops29h 20mScandinavian Airlines
Deal found 9/16$494
This CrystalTravel deal was found by Cheapflights users on 9/16. 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 CrystalTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/127:25 pmORD - MAN
1 stop10h 15mIcelandair
Fri 10/1712:40 pmMAN - ORD
1 stop14h 35mIcelandair
Deal found 9/16$495
This Mytrip deal was found by Cheapflights users on 9/15. 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.
Tue 10/287:30 pmORD - BRS
2 stops14h 05mMultiple Airlines
Tue 11/49:00 amBRS - ORD
2 stops14h 20mMultiple Airlines
Deal found 9/15$498
This oojo deal was found by Cheapflights users on 9/14. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/106:30 pmORD - MAN
1 stop10h 15mIcelandair
Thu 11/2011:55 amMAN - ORD
1 stop11h 25mIcelandair
Deal found 9/14$498
This oojo deal was found by Cheapflights users on 9/16. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/256:30 pmORD - MAN
1 stop10h 15mIcelandair
Wed 12/311:55 amMAN - ORD
1 stop11h 25mIcelandair
Deal found 9/16$499
This oojo deal was found by Cheapflights users on 9/15. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/236:30 pmORD - MAN
1 stop10h 15mIcelandair
Mon 12/811:55 amMAN - ORD
1 stop11h 25mIcelandair
Deal found 9/15$500
This Mytrip deal was found by Cheapflights users on 9/15. 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.
Wed 11/56:30 pmORD - BRS
2 stops12h 55mMultiple Airlines
Thu 11/139:00 amBRS - ORD
2 stops14h 20mMultiple Airlines
Deal found 9/15$506
This Mytrip deal was found by Cheapflights users on 9/15. 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.
Fri 11/148:15 pmORD - BRS
2 stops19h 40mMultiple Airlines
Sat 11/224:40 pmBRS - ORD
2 stops28h 05mMultiple Airlines
Deal found 9/15$508
This Mytrip deal was found by Cheapflights users on 9/14. 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.
Wed 10/17:25 pmORD - MAN
1 stop9h 50mIcelandair
Tue 10/1412:40 pmMAN - ORD
1 stop11h 35mIcelandair
Deal found 9/14$513
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 11/76:30 pmORD - MAN
1 stop10h 15mIcelandair
Tue 11/1111:55 amMAN - ORD
1 stop11h 25mIcelandair
Deal found 9/15$515

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Wales 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 September 17, 2025.
Use the filters below to find and compare flights from Chicago to Wales that are best for you.

Fly from

Chicago

Fly to

Wales

Route

Depart

Return

Price

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Fri 11/14

7:20 pm-8:40 am

2 stops31h 20m

Manchester

Sun 11/16

5:25 pm-4:45 pm

2 stops29h 20m

$494

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Mon 10/6

7:25 pm-11:40 am

1 stop10h 15m

Manchester

Wed 11/19

11:55 am-5:20 pm

1 stop11h 25m

$525

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Thu 12/4

7:20 pm-12:15 pm

2 stops34h 55m

Manchester

Sun 12/7

10:10 am-4:45 pm

1 stop12h 35m

$537

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 12/3

7:20 pm-5:25 pm

2 stops16h 05m

Manchester

Mon 12/8

10:10 am-4:45 pm

1 stop12h 35m

$567

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 10/8

3:45 pm-11:30 am

1 stop13h 45m

Manchester

Tue 10/14

8:10 am-2:00 pm

1 stop11h 50m

$575

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Sun 11/23

9:45 pm-2:00 pm

1 stop10h 15m

Manchester

Mon 12/8

8:05 pm-1:50 pm

1 stop23h 45m

$577

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Fri 10/31

8:20 pm-9:30 am

1 stop32h 10m

Manchester

Fri 11/7

7:15 pm-4:45 pm

1 stop27h 30m

$597

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 11/19

9:32 am-8:20 am

2 stops16h 48m

Manchester

Wed 12/10

1:30 pm-11:32 pm

1 stop16h 02m

$598

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 10/1

2:05 pm-10:20 am

2 stops14h 15m

Manchester

Tue 10/14

2:15 pm-9:39 pm

1 stop13h 24m

$609

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 10/8

1:26 pm-10:20 am

2 stops14h 54m

Manchester

Tue 10/14

2:15 pm-9:39 pm

1 stop13h 24m

$609

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 38 results
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Best time to book a flight from Chicago to Wales

Have a flexible travel schedule? Discover the best time to fly to Wales from Chicago 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 Chicago to Wales
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Wales

Get insights into the airlines that provide service to Wales. 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 Wales. Reviews last updated September 17, 2025.
Read through reviews of airlines operating flights from Chicago to Wales, such as KLM. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
KLM
7.8
Good
1,386 reviews

Boarding

7.8

Overall

7.8

Comfort

7.7

Crew

8.4

Entertainment

7.2

Food

7.3

Reviews

1 / 20
4.0
Okay

Mark,Sep 2025

AMS - BHX

Crew and snacks were good, boarding wasn't great as busses were used rather than boarding tunnels. Also endured a one hour delay.
KLM
7.8
Good
1,386 reviews
KLM
7.8
Good
1,386 reviews

Boarding

7.8

Overall

7.8

Comfort

7.7

Crew

8.4

Entertainment

7.2

Food

7.3

Reviews

1 / 20
4.0
Okay

Mark,Sep 2025

AMS - BHX

Crew and snacks were good, boarding wasn't great as busses were used rather than boarding tunnels. Also endured a one hour delay.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Wales. 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 Chicago to Wales?

    Scandinavian Airlines, Icelandair, and Aer Lingus can get you from Chicago to Wales in just under 10h 15m. Your travel time can differ by up to 21h 05m. The distance from Chicago to Wales is about 3812 mi. This flight may include one or multiple stops.

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

    Most travelers choose Chicago O'Hare Intl - Manchester, Chicago O'Hare Intl - Bristol or Chicago Midway - Manchester when deciding on the best route from Chicago to Wales.

  • Can I find deals for flights from Chicago to Wales that include hotel bookings?

    Yes. In addition to deals on Chicago to Wales flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Wales?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Wales.

  • Can I find deals for business class flights from Chicago to Wales?

    Yes. Cheapflights offers flight deals from Chicago to Wales 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 Chicago to Wales?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Wales (average of $773). Flying from Chicago to Wales in June is currently the most expensive (average of $1,622). 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 Chicago to Wales

See prices for flight routes from nearby airports that may be better suited for you.
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