Chicago

$350+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — CHI
Feb 25 — Mar 41
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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 February 20, 2025.

Round-trip from

$547
(Mytrip)

One-way from

$350
(Kiwi.com)

Popular in

August

Cheapest in

October

Average price

$816
From Wales to Chicago (CHI)
One-way flight from Wales to Chicago (CHI)
Highest demand for flights based on searches. 15% potential increase in price ($165 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($49 potential savings vs. average RT price).
Average for round-trip flights in February 2025

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 February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/18. 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 3/48:05 pmMAN - ORD
2 stops27h 15mMultiple Airlines
Tue 3/117:30 pmORD - MAN
2 stops14h 05mMultiple Airlines
Deal found 2/18$547
This Expedia deal was found by Cheapflights users on 2/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/48:55 amMAN - ORD
1 stop11h 50mBritish Airways
Wed 3/264:27 pmORD - MAN
2 stops13h 33mBritish Airways
Deal found 2/20$580
This United Airlines deal was found by Cheapflights users on 2/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2611:35 amMAN - ORD
2 stops31h 40mUnited Airlines
Sun 4/2710:30 pmORD - MAN
1 stop12h 55mUnited Airlines
Deal found 2/20$588
This Gotogate deal was found by Cheapflights users on 2/20. 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.
Wed 4/231:05 pmMAN - ORD
1 stop14h 10mIcelandair
Mon 4/287:30 pmORD - MAN
1 stop10h 10mIcelandair
Deal found 2/20$589
This The Travel House deal was found by Cheapflights users on 2/19. 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 2/268:55 amMAN - ORD
1 stop14h 05mFinnair
Tue 3/44:16 pmORD - MAN
2 stops15h 44mFinnair
Deal found 2/19$623
This The Travel House deal was found by Cheapflights users on 2/20. 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 4/237:15 pmMAN - ORD
1 stop25h 00mIberia
Wed 4/306:30 pmORD - MAN
2 stops15h 05mIberia
Deal found 2/20$629
This EaseMyTrip deal was found by Cheapflights users on 2/20. 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 EaseMyTrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/212:00 pmMAN - ORD
1 stop24h 52mVirgin Atlantic
Mon 3/245:30 pmORD - MAN
1 stop33h 05mVirgin Atlantic
Deal found 2/20$635
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/289:00 amMAN - ORD
1 stop11h 45mAmerican Airlines
Tue 3/257:30 pmORD - MAN
1 stop10h 55mAmerican Airlines
Deal found 2/20$653
This Netflights deal was found by Cheapflights users on 2/19. 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 3/1912:00 pmMAN - MDW
1 stop15h 23mVirgin Atlantic
Wed 3/262:55 pmMDW - MAN
2 stops14h 00mVirgin Atlantic
Deal found 2/19$655
This TravelUp deal was found by Cheapflights users on 2/19. 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.
Fri 3/216:05 amMAN - ORD
1 stop15h 10mLufthansa
Mon 3/247:35 pmORD - MAN
1 stop11h 20mLufthansa
Deal found 2/19$656
This SWISS deal was found by Cheapflights users on 2/20. 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.
Thu 3/66:50 pmMAN - ORD
1 stop24h 05mSWISS
Sat 3/296:55 pmORD - MAN
1 stop17h 00mSWISS
Deal found 2/20$658
This Kiwi.com deal was found by Cheapflights users on 2/20. 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.
Mon 9/221:30 pmBRS - ORD
1 stop11h 30mMultiple Airlines
Mon 9/293:45 pmORD - BRS
1 stop12h 10mMultiple Airlines
Deal found 2/20$668

Find flights from Wales to Chicago within your budget

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 February 20, 2025.

Fly from

Wales

Fly to

Chicago

Route

Depart

Return

Price

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 3/4

8:05 pm-5:20 pm

2 stops27h 15m

Chicago O'Hare Intl

Tue 3/11

7:30 pm-2:35 pm

2 stops14h 05m

$547

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 3/4

8:55 am-2:45 pm

1 stop11h 50m

Chicago O'Hare Intl

Wed 3/26

4:27 pm-11:00 am

2 stops13h 33m

$580

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sat 4/26

11:35 am-1:15 pm

2 stops31h 40m

Chicago O'Hare Intl

Sun 4/27

10:30 pm-5:25 pm

1 stop12h 55m

$588

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 4/23

1:05 pm-9:15 pm

1 stop14h 10m

Chicago O'Hare Intl

Mon 4/28

7:30 pm-11:40 am

1 stop10h 10m

$589

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 3/9

10:10 am-6:50 pm

1 stop13h 40m

Chicago O'Hare Intl

Mon 3/31

8:05 pm-6:30 pm

1 stop16h 25m

$623

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 3/12

7:50 am-2:55 pm

1 stop12h 05m

Chicago O'Hare Intl

Sun 3/16

5:36 pm-3:30 pm

2 stops16h 54m

$624

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 4/23

7:15 pm-2:15 pm

1 stop25h 00m

Chicago O'Hare Intl

Wed 4/30

6:30 pm-3:35 pm

2 stops15h 05m

$629

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 3/21

2:00 pm-9:52 am

1 stop24h 52m

Chicago O'Hare Intl

Mon 3/24

5:30 pm-7:35 am

1 stop33h 05m

$635

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 3/2

7:55 am-1:55 pm

1 stop12h 00m

Chicago O'Hare Intl

Wed 3/26

7:30 pm-11:00 am

1 stop10h 30m

$653

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 3/19

12:00 pm-10:23 pm

1 stop15h 23m

Chicago Midway

Wed 3/26

2:55 pm-9:55 am

2 stops14h 00m

$655

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 41 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.

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 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 February 20, 2025.
Read through reviews of airlines operating flights from Wales to Chicago, such as Delta, KLM and Finnair. 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.
8.0
Very good

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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

8.0
Very good
8.0
Very good

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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

8.0
Very good

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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

8.0
Very good

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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

8.0
Very good

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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

8.0
Very good

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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?

    The cheapest airlines for a one-way flight from Wales to Chicago are Icelandair ($676), Aer Lingus ($747), and Finnair ($798).

  • What are the most popular routes 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 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 Wales?

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

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