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Cheap flights from Wales to Chicago from $555

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wales to Chicago departing on 10/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

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Virgin Atlantic Logo
1:30 pm - 11:40 pmMAN-MDW
16h 10m1 stop
Virgin Atlantic Logo
5:34 pm - 10:30 amMDW-MAN
10h 56m1 stop
$816Virgin Atlantic
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Wed, Nov 19 - Wed, Nov 26
Virgin Atlantic Logo
5:50 am - 6:18 pmMAN-MDW
18h 28m2 stops
Virgin Atlantic Logo
5:34 pm - 10:30 amMDW-MAN
10h 56m1 stop
$825Virgin Atlantic
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Wed, Nov 19 - Wed, Nov 26
Virgin Atlantic Logo
5:50 am - 6:18 pmMAN-MDW
18h 28m2 stops
Virgin Atlantic Logo
5:34 pm - 4:05 pmMDW-MAN
16h 31m2 stops
$826Virgin Atlantic
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Wed, Nov 19 - Wed, Nov 26
Virgin Atlantic Logo
1:30 pm - 10:14 pmMAN-MDW
14h 44m1 stop
Virgin Atlantic Logo
5:34 pm - 4:35 pmMDW-MAN
17h 01m2 stops
$829Virgin Atlantic
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Wed, Nov 5 - Mon, Nov 17
Delta Logo
1:30 pm - 10:14 pmMAN-MDW
14h 44m1 stop
Delta Logo
1:15 pm - 10:10 amMDW-MAN
14h 55m2 stops
$845Delta
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Tue, Nov 4 - Mon, Nov 17
Delta Logo
5:50 am - 6:25 pmMAN-MDW
18h 35m2 stops
Delta Logo
1:15 pm - 10:10 amMDW-MAN
14h 55m2 stops
$846Delta
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Tue, Nov 4 - Tue, Nov 11
KLM Logo
10:20 am - 11:40 pmCWL-MDW
19h 20m2 stops
KLM Logo
1:15 pm - 9:50 amMDW-CWL
14h 35m2 stops
$851KLM
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Tue, Nov 18 - Tue, Nov 25
KLM Logo
1:00 pm - 10:14 pmMAN-MDW
15h 14m2 stops
KLM Logo
1:15 pm - 10:10 amMDW-MAN
14h 55m2 stops
$888KLM
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Wed, Nov 5 - Mon, Nov 17
Multiple Airlines Logo
1:30 pm - 10:14 pmMAN-MDW
13h 44m1 stop
Multiple Airlines Logo
1:47 pm - 10:10 amMDW-MAN
14h 23m2 stops
$948Multiple Airlines
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Tue, Oct 28 - Wed, Nov 12
Multiple Airlines Logo
5:50 am - 5:43 pmMAN-MDW
16h 53m2 stops
Multiple Airlines Logo
1:47 pm - 10:10 amMDW-MAN
14h 23m2 stops
$949Multiple Airlines
Find Deal
Tue, Oct 28 - Wed, Nov 12

Virgin Atlantic flights from Wales to Chicago Midway Airport

Our best Virgin Atlantic deals on Wales to Chicago Midway Airport flight tickets
Virgin Atlantic
Nov 19
MAN1:30 pmManchester
16h 10m
1 stop
MDW11:40 pmChicago Midway
Nov 26
MDW5:34 pmChicago Midway
10h 56m
1 stop
MAN10:30 amManchester
$816
Find similar
Virgin Atlantic
Nov 19
MAN5:50 amManchester
18h 28m
2 stops
MDW6:18 pmChicago Midway
Nov 26
MDW5:34 pmChicago Midway
10h 56m
1 stop
MAN10:30 amManchester
$825
Find similar
Virgin Atlantic
Nov 19
MAN5:50 amManchester
18h 28m
2 stops
MDW6:18 pmChicago Midway
Nov 26
MDW5:34 pmChicago Midway
16h 31m
2 stops
MAN4:05 pmManchester
$826
Find similar

Delta flights from Wales to Chicago Midway Airport

Our best Delta deals on Wales to Chicago Midway Airport flight tickets
Delta
Nov 4
MAN1:30 pmManchester
14h 44m
1 stop
MDW10:14 pmChicago Midway
Nov 17
MDW1:15 pmChicago Midway
14h 55m
2 stops
MAN10:10 amManchester
$845
Find similar
Delta
Nov 4
MAN5:50 amManchester
18h 35m
2 stops
MDW6:25 pmChicago Midway
Nov 11
MDW1:15 pmChicago Midway
14h 55m
2 stops
MAN10:10 amManchester
$846
Find similar
Delta
Nov 19
MAN1:30 pmManchester
16h 10m
1 stop
MDW11:40 pmChicago Midway
Nov 26
MDW5:34 pmChicago Midway
10h 56m
1 stop
MAN10:30 amManchester
$849
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Wales to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated October 5, 2025.
Use the filters below to find and compare flights from Wales to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 11/19

1:30 pm-11:40 pm

1 stop16h 10m

Chicago Midway

Wed 11/26

5:34 pm-10:30 am

1 stop10h 56m

$816

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 11/19

5:50 am-6:18 pm

2 stops18h 28m

Chicago Midway

Wed 11/26

5:34 pm-10:30 am

1 stop10h 56m

$825

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 11/19

5:50 am-6:18 pm

2 stops18h 28m

Chicago Midway

Wed 11/26

5:34 pm-4:05 pm

2 stops16h 31m

$826

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 11/5

1:30 pm-10:14 pm

1 stop14h 44m

Chicago Midway

Mon 11/17

5:34 pm-4:35 pm

2 stops17h 01m

$829

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 11/4

1:30 pm-10:14 pm

1 stop14h 44m

Chicago Midway

Mon 11/17

1:15 pm-10:10 am

2 stops14h 55m

$845

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 11/4

5:50 am-6:25 pm

2 stops18h 35m

Chicago Midway

Tue 11/11

1:15 pm-10:10 am

2 stops14h 55m

$846

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Tue 11/18

10:20 am-11:40 pm

2 stops19h 20m

Chicago Midway

Tue 11/25

1:15 pm-9:50 am

2 stops14h 35m

$851

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 11/5

1:00 pm-10:14 pm

2 stops15h 14m

Chicago Midway

Mon 11/17

1:15 pm-10:10 am

2 stops14h 55m

$888

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 10/28

1:30 pm-10:14 pm

1 stop13h 44m

Chicago Midway

Wed 11/12

1:47 pm-10:10 am

2 stops14h 23m

$948

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 10/28

5:50 am-5:43 pm

2 stops16h 53m

Chicago Midway

Wed 11/12

1:47 pm-10:10 am

2 stops14h 23m

$949

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Wales to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Wales to Chicago Midway?

Delta and Virgin Atlantic are the most popular carriers operating from Wales to Chicago Midway

Cheap Wales to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Wales to Chicago Midway Airport

Direct flights

None
There are no direct flights from Wales to Chicago Midway Airport. There are no popular flight routes from Wales to Chicago Midway Airport.
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  • When did momondo last update prices for flights from Wales to Chicago Midway Airport?

    Prices for flights from Wales to Chicago Midway Airport refresh daily.

  • How old do you have to be to fly from Wales to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wales to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Wales to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Wales to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Wales to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Wales which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Wales to Chicago?

Once all potential Wales to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Wales to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Wales are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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