Latest deals
Insights
FAQs
Price Alerts

Cheap flights from the United Kingdom to Chicago from $405

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from the United Kingdom to Chicago departing on 5/26. 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

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize 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 the United Kingdom to Chicago

Recent round-trip flight deals from the United Kingdom to Chicago

Enter your travel dates to find the best prices.
Delta Logo
1:25 pm - 9:45 pm
LHR
-
MDW
14h 20m
1 stop
Delta Logo
5:25 pm - 1:15 pm
MDW
-
LHR
13h 50m
1 stop
$688Delta
Wed, Oct 14 - Tue, Oct 20
Delta Logo
9:20 am - 4:25 pm
LHR
-
MDW
13h 05m
1 stop
Delta Logo
1:05 pm - 6:25 am
MDW
-
LHR
11h 20m
1 stop
$718Delta
Thu, Oct 15 - Tue, Oct 20
Multiple Airlines Logo
9:40 am - 9:45 am
LGW
-
MDW
30h 05m
2 stops
Multiple Airlines Logo
10:15 am - 9:50 am
MDW
-
LGW
17h 35m
2 stops
$810Multiple Airlines
Fri, May 29 - Sat, Jun 6
Multiple Airlines Logo
11:35 am - 9:40 am
LGW
-
MDW
28h 05m
2 stops
Multiple Airlines Logo
10:25 am - 7:55 am
MDW
-
LGW
15h 30m
2 stops
$819Multiple Airlines
Wed, Jun 24 - Tue, Jul 7
Air Transat Logo
11:35 am - 9:45 am
LGW
-
MDW
28h 10m
2 stops
Air Transat Logo
10:15 am - 7:55 am
MDW
-
LGW
15h 40m
2 stops
$839Air Transat
Fri, May 29 - Fri, Jun 5
Virgin Atlantic Logo
9:55 am - 9:46 pm
LHR
-
MDW
17h 51m
2 stops
Virgin Atlantic Logo
9:30 am - 6:25 am
MDW
-
LHR
14h 55m
2 stops
$843Virgin Atlantic
Tue, Sep 22 - Wed, Sep 30
Air Transat Logo
9:40 am - 2:35 pm
LGW
-
MDW
34h 55m
2 stops
Air Transat Logo
10:25 am - 7:55 am
MDW
-
LGW
15h 30m
2 stops
$873Air Transat
Tue, Jul 7 - Tue, Jul 14
Virgin Atlantic Logo
11:20 am - 9:45 pm
EDI
-
MDW
16h 25m
2 stops
Virgin Atlantic Logo
1:05 pm - 11:50 am
MDW
-
EDI
16h 45m
1 stop
$928Virgin Atlantic
Tue, Oct 6 - Tue, Oct 13
KLM Logo
6:00 am - 4:27 pm
GLA
-
MDW
16h 27m
2 stops
KLM Logo
1:00 pm - 8:25 am
MDW
-
GLA
13h 25m
2 stops
$935KLM
Wed, Sep 23 - Wed, Sep 30
KLM Logo
6:15 am - 10:17 pm
BRS
-
MDW
22h 02m
2 stops
KLM Logo
6:58 pm - 10:05 pm
MDW
-
BRS
21h 07m
2 stops
$1,033KLM
Sat, Jun 20 - Sun, Jun 28

KLM flights from United Kingdom to Chicago Midway Airport

Our best KLM deals on United Kingdom to Chicago Midway Airport flight tickets
KLM
Oct 7
LHR10:45 amLondon Heathrow
13h 52m
1 stop
MDW6:37 pmChicago Midway
Oct 14
MDW1:05 pmChicago Midway
11h 20m
1 stop
LHR6:25 amLondon Heathrow
$861
KLM
Sep 1
LHR9:20 amLondon Heathrow
13h 07m
1 stop
MDW4:27 pmChicago Midway
Sep 14
MDW1:05 pmChicago Midway
11h 20m
1 stop
LHR6:25 amLondon Heathrow
$873
KLM
Sep 1
LHR9:20 amLondon Heathrow
13h 07m
1 stop
MDW4:27 pmChicago Midway
Sep 14
MDW1:05 pmChicago Midway
11h 20m
1 stop
LHR6:25 amLondon Heathrow
$874

Virgin Atlantic flights from United Kingdom to Chicago Midway Airport

Our best Virgin Atlantic deals on United Kingdom to Chicago Midway Airport flight tickets
Virgin Atlantic
Sep 2
LHR9:55 amLondon Heathrow
17h 51m
2 stops
MDW9:46 pmChicago Midway
Sep 8
MDW9:30 amChicago Midway
15h 15m
2 stops
LHR6:45 amLondon Heathrow
$847
Virgin Atlantic
Nov 11
LHR12:30 pmLondon Heathrow
15h 15m
1 stop
MDW9:45 pmChicago Midway
Nov 15
MDW5:25 pmChicago Midway
33h 35m
1 stop
LHR9:00 amLondon Heathrow
$854
Virgin Atlantic
Nov 9
LHR1:00 pmLondon Heathrow
11h 37m
1 stop
MDW6:37 pmChicago Midway
Nov 18
MDW12:30 pmChicago Midway
12h 35m
1 stop
LHR7:05 amLondon Heathrow
$855

momondo Fare Finder

 
Customize your flight search to find flights from United Kingdom 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 16, 2026.
Use the filters below to find and compare flights from the United Kingdom to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 10/14

1:25 pm-9:45 pm

1 stop14h 20m

Chicago Midway

Tue 10/20

5:25 pm-1:15 pm

1 stop13h 50m

$688
Quickest round-trip

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Thu 10/15

9:20 am-4:25 pm

1 stop13h 05m

Chicago Midway

Tue 10/20

1:05 pm-6:25 am

1 stop11h 20m

$718

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 5/29

9:40 am-9:45 am

2 stops30h 05m

Chicago Midway

Sat 6/6

10:15 am-9:50 am

2 stops17h 35m

$810

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Wed 6/24

11:35 am-9:40 am

2 stops28h 05m

Chicago Midway

Tue 7/7

10:25 am-7:55 am

2 stops15h 30m

$819

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 5/29

11:35 am-9:45 am

2 stops28h 10m

Chicago Midway

Fri 6/5

10:15 am-7:55 am

2 stops15h 40m

$839

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 9/22

9:55 am-9:46 pm

2 stops17h 51m

Chicago Midway

Wed 9/30

9:30 am-6:25 am

2 stops14h 55m

$843

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Tue 7/7

9:40 am-2:35 pm

2 stops34h 55m

Chicago Midway

Tue 7/14

10:25 am-7:55 am

2 stops15h 30m

$873

EdinburghChicago

EDI - MDW

EDIMDW

Edinburgh Turnhouse

Tue 10/6

11:20 am-9:45 pm

2 stops16h 25m

Chicago Midway

Tue 10/13

1:05 pm-11:50 am

1 stop16h 45m

$928

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Wed 9/23

6:00 am-4:27 pm

2 stops16h 27m

Chicago Midway

Wed 9/30

1:00 pm-8:25 am

2 stops13h 25m

$935

BristolChicago

BRS - MDW

BRSMDW

Bristol

Sat 6/20

6:15 am-10:17 pm

2 stops22h 02m

Chicago Midway

Sun 6/28

6:58 pm-10:05 pm

2 stops21h 07m

$1,033

Flights are sorted by cheapest round-trip 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 United Kingdom 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 month to fly to Chicago Midway Airport?

The month of November is, on average, the cheapest month to fly to Chicago Midway Airport from United Kingdom, with most prices found around $504. If you are unable to visit Chicago Midway Airport during the month of November, then departing from United Kingdom during the month September is also very affordable. Most momondo users find prices during this month for around $529.

Can stopping save me money on United Kingdom to Chicago Midway Airport flights?

You could potentially save up to 35% on your flight if you consider stops on a United Kingdom to Chicago Midway Airport flight.

Cheap United Kingdom to Chicago Midway Airport flight deals and tips

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

Fastest flight time

12h 55m

Direct flights

None
The fastest flight from United Kingdom to Chicago Midway Airport takes 12h 55m
There are no direct flights from United Kingdom to Chicago Midway Airport. There are no popular flight routes from United Kingdom to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from the United Kingdom to Chicago Midway Airport

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

    Prices for flights from United Kingdom to Chicago Midway Airport refresh daily.

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from United Kingdom to Chicago Midway Airport.

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

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted 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
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

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

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

Yes. momondo enables you to select and highlight flights to Chicago from United Kingdom with this policy.

How can momondo help me find flights from United Kingdom to Chicago?

momondo helps you find the best flight between United Kingdom 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 United Kingdom to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from United Kingdom. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize 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
Mon 6/15
Mon 6/22
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago