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Cheap flights from London to Chicago Midway Airport from £360

LON — MDW
15 Nov — 22 Nov1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from London to Midway

Enter your travel dates to find the best prices.

Cheapest flights from London to Midway

Mon 9/1117:05 -
2 stops30h 42m
Mon 16/1106:08 -
1 stop18h 17m
Deal found 12/10£567
Thu 12/1110:00 -
2 stops19h 47m
Sun 15/1106:08 -
2 stops27h 37m
Deal found 13/10£570
Tue 10/1110:50 -
1 stop12h 57m
Tue 17/1106:08 -
1 stop18h 17m
Deal found 11/10£576
Thu 12/1110:00 -
2 stops19h 47m
Sun 15/1106:08 -
1 stop18h 17m
Deal found 13/10£579
Sat 7/1114:05 -
2 stops15h 42m
Sun 15/1106:08 -
1 stop18h 17m
Deal found 14/10£582
Mon 9/1110:00 -
2 stops19h 47m
Mon 16/1106:08 -
2 stops27h 37m
Deal found 12/10£584
Sun 8/1119:20 -
2 stops34h 27m
Sun 15/1106:08 -
1 stop18h 17m
Deal found 11/10£585
Wed 11/1110:50 -
1 stop12h 57m
Sun 15/1106:08 -
1 stop18h 17m
Deal found 13/10£593
Wed 18/1110:50 -
1 stop12h 57m
Thu 26/1109:09 -
1 stop15h 16m
Deal found 11/10£597
Fri 13/1108:40 -
2 stops21h 07m
Wed 18/1106:08 -
1 stop18h 17m
Deal found 15/10£598
Mon 16/1110:00 -
2 stops19h 47m
Mon 23/1109:09 -
2 stops24h 36m
Deal found 11/10£606
Fri 6/1110:50 -
1 stop12h 57m
Sun 15/1106:08 -
1 stop18h 17m
Deal found 14/10£606

Find flight deals from London to Midway

Round-trip from

£567

One-way from

£360

Popular in

December

Cheapest in

January

Average price

£707
9/11-16/11
  • 9/11-16/11
  • 3 total stops
  • 48h 59m total
  • London to Chicago
Search Deals
15/11-31/12
  • 15/11-31/12
  • 2 total stops
  • 41h 12m total
  • London to Chicago
Search Deals
High demand for flights, 5% potential price rise
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Cheapest flight prices on average. 6% potential price decrease (£37 potential savings vs. average return price).
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Average for round-trip flights in October 2026
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights from London to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

LondonChicago

STN London Stansted - MDW Chicago Midway

STNMDW

London Stansted

Mon 15/2

17:55-23:46

3 stops35h 51m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£376

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Wed 9/12

09:45-16:06

2 stops36h 21m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£392

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Wed 25/11

09:50-19:47

1 stop15h 57m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£394

LondonChicago

STN London Stansted - MDW Chicago Midway

STNMDW

London Stansted

Mon 2/11

21:35-17:47

3 stops50h 12m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£410

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Thu 3/12

11:00-20:48

1 stop15h 48m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£411

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Mon 15/2

17:00-23:46

3 stops36h 46m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£422

LondonChicago

STN London Stansted - MDW Chicago Midway

STNMDW

London Stansted

Sat 21/11

09:45-08:14

3 stops28h 29m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£422

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Wed 9/12

06:30-16:50

2 stops16h 20m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£426

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Wed 9/12

10:00-22:54

2 stops18h 54m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£430

LondonChicago

STN London Stansted - MDW Chicago Midway

STNMDW

London Stansted

Tue 15/12

08:20-11:33

3 stops33h 13m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£430

Flights are sorted by cheapest return flights first.

Deals found on 12/10

Showing 1-10 of 50 resultsSorted by cheapest first
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Best time to book a flight from London to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from London with our price prediction graph.
Estimated return price

Cheapflights Insights

Everything you need to know about your flight from London to Chicago Midway Airport

What’s the top stopover airport for flights from London to Chicago Midway Airport?

Atlanta (ATL) – chosen by Cheapflights users on 60% of one-stop itineraries from London to Chicago Midway Airport on Cheapflights.

What’s the cheapest stopover airport for flights from London to Chicago Midway Airport?

Minneapolis (MSP) is the most affordable one-stop option, with an average return flight price of £433.

What’s the fastest stopover option from London to Chicago Midway Airport?

Flights via Detroit (DTW) have the shortest average one-way travel time for one-stop routes: 12h 44m.

Which airport typically offers the quickest stopover for flights from London to Chicago Midway Airport?

Flights via Atlanta (ATL) offer the fastest connection on this route, with an average stopover time of 1h 50m.

Reviews of airlines servicing Midway

Read reviews from past customers who have flown with Virgin Atlantic from London to Chicago Midway Airport. 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.
Virgin Atlantic
7.5
Good
695 reviews
Check prices

Comfort

7.3

Food

6.9

Entertainment

7.5

Overall

7.5

Boarding

7.7

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Edwin,May 2026

LHR - LAX

First time flying with Virgin. It was everything I hoped it would be.
Virgin Atlantic
7.5
Good
695 reviews
Virgin Atlantic
7.5
Good
695 reviews
Check prices

Comfort

7.3

Food

6.9

Entertainment

7.5

Overall

7.5

Boarding

7.7

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Edwin,May 2026

LHR - LAX

First time flying with Virgin. It was everything I hoped it would be.

Related info for your journey

  • How long is the flight from London to Chicago Midway Airport?

    For as low as £655, Delta can have you in Chicago Midway Airport from London in 15h 24m. The distance from London to Chicago Midway Airport is about 3942 mi. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from London to Chicago Midway Airport round-trip?

    Flying on Virgin Atlantic is currently your cheapest option to Chicago Midway Airport, with prices starting at £433. Virgin Atlantic is priced at 46% lower than the current average price of a flight leaving 3 months from now.

  • What are the most popular routes from London to Chicago Midway Airport?

    Most travelers choose London Heathrow - Chicago Midway, London Gatwick - Chicago Midway or London City - Chicago Midway when deciding on the best route from London to Chicago Midway Airport.

  • Can I find deals for flights from London to Midway that include hotel bookings?

    Yes. In addition to deals on London to Midway flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from London to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from London to Midway.

  • Can I find deals for business class flights from London to Midway?

    Yes. Cheapflights offers flight deals from London to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top airline flying from London to Midway

AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest£433Average£732FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights

Fly with Cheapflights

How does Cheapflights help users find flights from London to Midway?

When you search for this flight from London to Midway, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from London to Midway?

Cheapflights simply makes it quick and affordable to book flights from London to Midway by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from London to Midway with no change fees?

Yes, we can. To see specific flights from London to Midway with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from London to Midway become cheaper?

Yes, Cheapflights offers price alerts on London to Midway flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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