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$494+ 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 7/29. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — CHI
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
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 March 31, 2025.

Round-trip from

$634
(Kiwi.com)

One-way from

$494
(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 March 31, 2025.

This EaseMyTrip deal was found by Cheapflights users on 3/30. 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 EaseMyTrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/310:10 amMAN - ORD
1 stop12h 35mScandinavian Airlines
Sun 11/167:30 pmORD - MAN
1 stop17h 00mScandinavian Airlines
Deal found 3/30$626
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1510:50 amMAN - ORD
1 stop14h 10mMultiple Airlines
Thu 5/293:45 pmORD - MAN
1 stop11h 25mMultiple Airlines
Deal found 3/31$634
This TravelUp deal was found by Cheapflights users on 3/29. 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.
Fri 9/1210:30 amMAN - ORD
1 stop12h 30mBritish Airways
Fri 9/199:15 pmORD - MAN
1 stop12h 35mBritish Airways
Deal found 3/29$636
This lol.travel deal was found by Cheapflights users on 3/31. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/188:40 pmMAN - ORD
1 stop23h 30mVirgin Atlantic
Fri 5/24:20 pmORD - MAN
1 stop12h 00mVirgin Atlantic
Deal found 3/31$657
This World Air Fares deal was found by Cheapflights users on 3/30. 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 World Air Fares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/297:00 amMAN - ORD
2 stops16h 39mFinnair
Tue 5/68:30 pmORD - MAN
1 stop10h 40mFinnair
Deal found 3/30$658
This EaseMyTrip deal was found by Cheapflights users on 3/30. 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 EaseMyTrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/236:05 amMAN - ORD
2 stops14h 50mAir Canada
Wed 4/3011:30 amORD - MAN
2 stops16h 55mAir Canada
Deal found 3/30$661
This United Airlines deal was found by Cheapflights users on 3/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/206:05 amMAN - ORD
2 stops31h 57mUnited Airlines
Sun 4/272:55 pmORD - MAN
1 stop11h 30mUnited Airlines
Deal found 3/31$664
This American Airlines deal was found by Cheapflights users on 3/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/184:55 pmMAN - ORD
1 stop24h 50mAmerican Airlines
Fri 5/210:20 pmORD - MAN
1 stop13h 00mAmerican Airlines
Deal found 3/31$673
This TravelUp deal was found by Cheapflights users on 3/29. 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.
Fri 9/1212:35 pmMAN - MDW
1 stop15h 09mVirgin Atlantic
Fri 9/193:40 pmMDW - MAN
1 stop10h 55mVirgin Atlantic
Deal found 3/29$680
This EaseMyTrip deal was found by Cheapflights users on 3/31. 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 EaseMyTrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:55 amMAN - ORD
1 stop11h 25mIcelandair
Wed 12/106:30 pmORD - MAN
1 stop10h 15mIcelandair
Deal found 3/31$682
This Ovago deal was found by Cheapflights users on 3/30. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/77:15 pmMAN - ORD
1 stop25h 00mIberia
Sun 5/1810:25 pmORD - MAN
1 stop14h 25mIberia
Deal found 3/30$684
This Trip.com deal was found by Cheapflights users on 3/31. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/117:10 pmBRS - ORD
1 stop24h 50mAer Lingus
Mon 5/193:45 pmORD - BRS
1 stop18h 15mAer Lingus
Deal found 3/31$694

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 March 31, 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

Thu 5/15

10:50 am-7:00 pm

1 stop14h 10m

Chicago O'Hare Intl

Thu 5/29

3:45 pm-9:10 am

1 stop11h 25m

$634

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 9/12

10:30 am-5:00 pm

1 stop12h 30m

Chicago O'Hare Intl

Fri 9/19

9:15 pm-3:50 pm

1 stop12h 35m

$636

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 4/18

8:40 pm-2:10 pm

1 stop23h 30m

Chicago O'Hare Intl

Fri 5/2

4:20 pm-10:20 am

1 stop12h 00m

$657

ManchesterChicago

MAN - ORD

MANORD

Manchester

Tue 4/29

7:00 am-5:39 pm

2 stops16h 39m

Chicago O'Hare Intl

Tue 5/6

8:30 pm-1:10 pm

1 stop10h 40m

$658

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 4/23

6:05 am-2:55 pm

2 stops14h 50m

Chicago O'Hare Intl

Wed 4/30

11:30 am-10:25 am

2 stops16h 55m

$661

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sun 4/20

6:05 am-8:02 am

2 stops31h 57m

Chicago O'Hare Intl

Sun 4/27

2:55 pm-8:25 am

1 stop11h 30m

$664

ManchesterChicago

MAN - ORD

MANORD

Manchester

Sat 5/31

10:00 am-4:10 pm

1 stop12h 10m

Chicago O'Hare Intl

Tue 9/2

7:15 pm-6:30 pm

1 stop17h 15m

$667

ManchesterChicago

MAN - ORD

MANORD

Manchester

Fri 4/18

4:55 pm-11:45 am

1 stop24h 50m

Chicago O'Hare Intl

Fri 5/2

10:20 pm-5:20 pm

1 stop13h 00m

$673

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Fri 9/12

12:35 pm-9:44 pm

1 stop15h 09m

Chicago Midway

Fri 9/19

3:40 pm-8:35 am

1 stop10h 55m

$680

ManchesterChicago

MAN - ORD

MANORD

Manchester

Wed 5/7

7:15 pm-2:15 pm

1 stop25h 00m

Chicago O'Hare Intl

Sun 5/18

10:25 pm-6:50 pm

1 stop14h 25m

$684

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Showing 1-10 of 38 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

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 March 31, 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.
Delta
8.0
Very good
7,899 reviews

Food

7.3

Comfort

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

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
Delta
8.0
Very good
7,899 reviews
Delta
8.0
Very good
7,899 reviews

Food

7.3

Comfort

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

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
KLM
7.8
Good
1,321 reviews
Delta
8.0
Very good
7,899 reviews

Food

7.3

Comfort

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

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
Finnair
7.6
Good
1,267 reviews
Delta
8.0
Very good
7,899 reviews

Food

7.3

Comfort

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

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
Austrian Airlines
7.6
Good
770 reviews
Delta
8.0
Very good
7,899 reviews

Food

7.3

Comfort

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

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
SWISS
7.5
Good
1,570 reviews
Delta
8.0
Very good
7,899 reviews

Food

7.3

Comfort

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

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 Aer Lingus ($619), Icelandair ($907), and Delta ($1,098).

  • 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.

  • 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 $323). 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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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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