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Cheap flights from Wales to Chicago from $462

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 6/27. 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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0 bags

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Find the cheapest flights from Wales to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
4:05 pm - 9:35 am
MAN
-
MDW
47h 30m
2 stops
Multiple Airlines Logo
3:20 pm - 11:40 am
MDW
-
MAN
14h 20m
1 stop
$902Multiple Airlines
Mon, Jun 15 - Mon, Jun 29
Multiple Airlines Logo
4:45 pm - 9:40 am
MAN
-
MDW
46h 55m
2 stops
Multiple Airlines Logo
3:20 pm - 11:40 am
MDW
-
MAN
14h 20m
1 stop
$925Multiple Airlines
Mon, Jun 22 - Mon, Jun 29
Virgin Atlantic Logo
10:40 am - 10:25 pm
MAN
-
MDW
17h 45m
1 stop
Virgin Atlantic Logo
10:48 am - 8:50 am
MDW
-
MAN
16h 02m
1 stop
$942Virgin Atlantic
Wed, Sep 23 - Tue, Sep 29
Virgin Atlantic Logo
1:00 pm - 10:36 pm
MAN
-
MDW
15h 36m
1 stop
Virgin Atlantic Logo
1:00 pm - 8:50 am
MDW
-
MAN
13h 50m
1 stop
$948Virgin Atlantic
Mon, Sep 7 - Mon, Sep 14
Delta Logo
6:15 am - 6:18 pm
BRS
-
MDW
18h 03m
2 stops
Delta Logo
1:26 pm - 1:15 pm
MDW
-
BRS
17h 49m
2 stops
$1,064Delta
Thu, Jun 25 - Thu, Jul 2
KLM Logo
6:15 am - 6:31 pm
BRS
-
MDW
18h 16m
2 stops
KLM Logo
7:16 pm - 5:00 pm
MDW
-
BRS
15h 44m
2 stops
$1,077KLM
Mon, Jun 15 - Mon, Jun 22
Delta Logo
6:15 am - 6:18 pm
BRS
-
MDW
18h 03m
2 stops
Delta Logo
6:58 pm - 5:05 pm
MDW
-
BRS
16h 07m
2 stops
$1,094Delta
Tue, Jul 14 - Tue, Jul 28
WestJet Logo
11:35 am - 9:08 am
CWL
-
MDW
27h 33m
2 stops
WestJet Logo
7:06 pm - 10:15 am
MDW
-
CWL
33h 09m
2 stops
$1,158WestJet
Tue, Jul 14 - Tue, Jul 21
KLM Logo
9:20 am - 6:18 pm
BRS
-
MDW
14h 58m
2 stops
KLM Logo
1:26 pm - 10:15 am
MDW
-
BRS
14h 49m
2 stops
$1,189KLM
Wed, Jul 1 - Sun, Jul 5
WestJet Logo
11:35 am - 9:08 am
CWL
-
MDW
27h 33m
3 stops
WestJet Logo
7:06 pm - 10:15 am
MDW
-
CWL
33h 09m
2 stops
$1,295WestJet
Tue, Jul 14 - Tue, Jul 21

Virgin Atlantic flights from Wales to Chicago Midway Airport

Our best Virgin Atlantic deals on Wales to Chicago Midway Airport flight tickets
Virgin Atlantic
Sep 23
MAN10:40 amManchester
17h 45m
1 stop
MDW10:25 pmChicago Midway
Sep 29
MDW10:48 amChicago Midway
16h 02m
1 stop
MAN8:50 amManchester
$942
Virgin Atlantic
Sep 7
MAN1:00 pmManchester
15h 36m
1 stop
MDW10:36 pmChicago Midway
Sep 14
MDW1:00 pmChicago Midway
13h 50m
1 stop
MAN8:50 amManchester
$948
Virgin Atlantic
Sep 7
MAN1:00 pmManchester
15h 36m
1 stop
MDW10:36 pmChicago Midway
Sep 24
MDW10:48 amChicago Midway
16h 02m
1 stop
MAN8:50 amManchester
$949

WestJet flights from Wales to Chicago Midway Airport

Our best WestJet deals on Wales to Chicago Midway Airport flight tickets
WestJet
Jul 14
CWL11:35 amCardiff Wales
27h 33m
2 stops
MDW9:08 amChicago Midway
Jul 21
MDW7:06 pmChicago Midway
33h 09m
2 stops
CWL10:15 amCardiff Wales
$1,158
WestJet
Jul 14
CWL11:35 amCardiff Wales
27h 33m
3 stops
MDW9:08 amChicago Midway
Jul 21
MDW7:06 pmChicago Midway
33h 09m
2 stops
CWL10:15 amCardiff Wales
$1,295

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 May 30, 2026.
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

Cheapest round-trip

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 6/15

4:05 pm-9:35 am

2 stops47h 30m

Chicago Midway

Mon 6/29

3:20 pm-11:40 am

1 stop14h 20m

$902

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 6/22

4:45 pm-9:40 am

2 stops46h 55m

Chicago Midway

Mon 6/29

3:20 pm-11:40 am

1 stop14h 20m

$925

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 9/23

10:40 am-10:25 pm

1 stop17h 45m

Chicago Midway

Tue 9/29

10:48 am-8:50 am

1 stop16h 02m

$942
Quickest round-trip

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 9/7

1:00 pm-10:36 pm

1 stop15h 36m

Chicago Midway

Mon 9/14

1:00 pm-8:50 am

1 stop13h 50m

$948

BristolChicago

BRS - MDW

BRSMDW

Bristol

Thu 6/25

6:15 am-6:18 pm

2 stops18h 03m

Chicago Midway

Thu 7/2

1:26 pm-1:15 pm

2 stops17h 49m

$1,064

BristolChicago

BRS - MDW

BRSMDW

Bristol

Mon 6/15

6:15 am-6:31 pm

2 stops18h 16m

Chicago Midway

Mon 6/22

7:16 pm-5:00 pm

2 stops15h 44m

$1,077

BristolChicago

BRS - MDW

BRSMDW

Bristol

Tue 7/14

6:15 am-6:18 pm

2 stops18h 03m

Chicago Midway

Tue 7/28

6:58 pm-5:05 pm

2 stops16h 07m

$1,094

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Tue 7/14

11:35 am-9:08 am

2 stops27h 33m

Chicago Midway

Tue 7/21

7:06 pm-10:15 am

2 stops33h 09m

$1,158

BristolChicago

BRS - MDW

BRSMDW

Bristol

Wed 7/1

9:20 am-6:18 pm

2 stops14h 58m

Chicago Midway

Sun 7/5

1:26 pm-10:15 am

2 stops14h 49m

$1,189

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Tue 7/14

11:35 am-9:08 am

3 stops27h 33m

Chicago Midway

Tue 7/21

7:06 pm-10:15 am

2 stops33h 09m

$1,295

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?

KLM and Delta 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

Fastest flight time

13h 54m

Direct flights

None
The fastest flight from Wales to Chicago Midway Airport takes 13h 54m
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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Frequently asked questions about flying from Wales to Chicago Midway Airport

  • 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
Merrillville
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Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
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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