Latest deals
Insights
FAQs
Price Alerts

Cheap flights from Wales to Chicago from £412

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 21/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags
Voted winner of Europe's Best Travel App 2023

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customise your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Wales to Chicago

Cheap return flights

Enter your travel dates to find the best prices.
Virgin Atlantic Logo
13:30 - 23:40MAN-MDW
16h 10m1 stop
Virgin Atlantic Logo
17:34 - 10:30MDW-MAN
10h 56m1 stop
£605Virgin Atlantic
Find Deal
Wed, 19 Nov - Wed, 26 Nov
Virgin Atlantic Logo
05:50 - 18:18MAN-MDW
18h 28m2 stops
Virgin Atlantic Logo
17:34 - 10:30MDW-MAN
10h 56m1 stop
£612Virgin Atlantic
Find Deal
Wed, 19 Nov - Wed, 26 Nov
Virgin Atlantic Logo
05:50 - 18:18MAN-MDW
18h 28m2 stops
Virgin Atlantic Logo
17:34 - 16:05MDW-MAN
16h 31m2 stops
£613Virgin Atlantic
Find Deal
Wed, 19 Nov - Wed, 26 Nov
Virgin Atlantic Logo
13:30 - 22:14MAN-MDW
14h 44m1 stop
Virgin Atlantic Logo
17:34 - 16:35MDW-MAN
17h 01m2 stops
£615Virgin Atlantic
Find Deal
Wed, 5 Nov - Mon, 17 Nov
Delta Logo
13:30 - 22:14MAN-MDW
14h 44m1 stop
Delta Logo
13:15 - 10:10MDW-MAN
14h 55m2 stops
£627Delta
Find Deal
Tue, 4 Nov - Mon, 17 Nov
Delta Logo
05:50 - 17:43MAN-MDW
17h 53m2 stops
Delta Logo
13:15 - 10:10MDW-MAN
14h 55m2 stops
£628Delta
Find Deal
Tue, 4 Nov - Mon, 17 Nov
KLM Logo
10:20 - 23:40CWL-MDW
19h 20m2 stops
KLM Logo
13:15 - 09:50MDW-CWL
14h 35m2 stops
£631KLM
Find Deal
Tue, 18 Nov - Tue, 25 Nov
KLM Logo
13:00 - 22:14MAN-MDW
15h 14m2 stops
KLM Logo
13:15 - 10:10MDW-MAN
14h 55m2 stops
£659KLM
Find Deal
Wed, 5 Nov - Mon, 17 Nov
Multiple Airlines Logo
13:30 - 22:14MAN-MDW
13h 44m1 stop
Multiple Airlines Logo
13:47 - 10:10MDW-MAN
14h 23m2 stops
£703Multiple Airlines
Find Deal
Tue, 28 Oct - Wed, 12 Nov
Multiple Airlines Logo
05:50 - 17:43MAN-MDW
16h 53m2 stops
Multiple Airlines Logo
13:47 - 10:10MDW-MAN
14h 23m2 stops
£704Multiple Airlines
Find Deal
Tue, 28 Oct - Wed, 12 Nov

Virgin Atlantic flights from Wales to Chicago Midway Airport

Our best Virgin Atlantic deals on Wales to Chicago Midway Airport flight tickets
Virgin Atlantic
19 Nov
MAN13:30Manchester
16h 10m
1 stop
MDW23:40Chicago Midway
26 Nov
MDW17:34Chicago Midway
10h 56m
1 stop
MAN10:30Manchester
£605
Find similar
Virgin Atlantic
19 Nov
MAN05:50Manchester
18h 28m
2 stops
MDW18:18Chicago Midway
26 Nov
MDW17:34Chicago Midway
10h 56m
1 stop
MAN10:30Manchester
£612
Find similar
Virgin Atlantic
19 Nov
MAN05:50Manchester
18h 28m
2 stops
MDW18:18Chicago Midway
26 Nov
MDW17:34Chicago Midway
16h 31m
2 stops
MAN16:05Manchester
£613
Find similar

Delta flights from Wales to Chicago Midway Airport

Our best Delta deals on Wales to Chicago Midway Airport flight tickets
Delta
4 Nov
MAN13:30Manchester
14h 44m
1 stop
MDW22:14Chicago Midway
17 Nov
MDW13:15Chicago Midway
14h 55m
2 stops
MAN10:10Manchester
£627
Find similar
Delta
4 Nov
MAN05:50Manchester
17h 53m
2 stops
MDW17:43Chicago Midway
17 Nov
MDW13:15Chicago Midway
14h 55m
2 stops
MAN10:10Manchester
£628
Find similar
Delta
19 Nov
MAN13:30Manchester
16h 10m
1 stop
MDW23:40Chicago Midway
26 Nov
MDW17:34Chicago Midway
10h 56m
1 stop
MAN10:30Manchester
£630
Find similar

momondo Fare Finder

 
Customise 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 279,928 searches. Data last updated 6 October 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 19/11

13:30-23:40

1 stop16h 10m

Chicago Midway

Wed 26/11

17:34-10:30

1 stop10h 56m

£605

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 19/11

05:50-18:18

2 stops18h 28m

Chicago Midway

Wed 26/11

17:34-10:30

1 stop10h 56m

£612

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 19/11

05:50-18:18

2 stops18h 28m

Chicago Midway

Wed 26/11

17:34-16:05

2 stops16h 31m

£613

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 5/11

13:30-22:14

1 stop14h 44m

Chicago Midway

Mon 17/11

17:34-16:35

2 stops17h 01m

£615

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 4/11

13:30-22:14

1 stop14h 44m

Chicago Midway

Mon 17/11

13:15-10:10

2 stops14h 55m

£627

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 4/11

05:50-17:43

2 stops17h 53m

Chicago Midway

Mon 17/11

13:15-10:10

2 stops14h 55m

£628

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Tue 18/11

10:20-23:40

2 stops19h 20m

Chicago Midway

Tue 25/11

13:15-09:50

2 stops14h 35m

£631

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 5/11

13:00-22:14

2 stops15h 14m

Chicago Midway

Mon 17/11

13:15-10:10

2 stops14h 55m

£659

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 28/10

13:30-22:14

1 stop13h 44m

Chicago Midway

Wed 12/11

13:47-10:10

2 stops14h 23m

£703

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 28/10

05:50-17:43

2 stops16h 53m

Chicago Midway

Wed 12/11

13:47-10:10

2 stops14h 23m

£704

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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.
Search flight deals

  • When did momondo last update prices for flights from Wales to Chicago Midway Airport?

    Prices for flights from Wales to Chicago Midway Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Wales to Chicago Midway Airport?

  • 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 travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

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

It is quick and easy to find Wales to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

Yes. All flights to Chicago from Wales on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo helps you find the best flight between Wales and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Of course. momondo tracks the price of Wales to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organise and travel with friends or family. Trips is free – and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 5/11
Wed 12/11
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago