Cheap Flights to Windsor and Maidenhead from $125

View $125 flight on Sun, Jan 25, 2026Opens in a new window

Popular airlines to Windsor and Maidenhead

  • British Airways

    British Airways

  • Lufthansa

    Lufthansa

  • Iberia

    Iberia

  • Air Canada

    Air Canada

  • Finnair

    Finnair

  • Virgin Atlantic

    Virgin Atlantic

  • KLM

    KLM

How much is the cheapest flight to Windsor and Maidenhead?

Prices were available within the past 7 days and start at $125 for one-way flights and $311 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

TAP Portugal
Thu, Mar 12 - Mon, Mar 16
EWR
New York
LGW
London
$311 Roundtrip, found 6 hours ago
$311
Roundtrip
found 6 hours ago
Select TAP Portugal flight, departing Thu, Mar 12 from New York to London, returning Mon, Mar 16, priced at $311 found 6 hours ago
JetBlue Airways
Wed, Nov 4 - Wed, Nov 11
JFK
New York
LHR
London
$355 Roundtrip, found 2 hours ago
$355
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Wed, Nov 4 from New York to London, returning Wed, Nov 11, priced at $355 found 2 hours ago
Iberia
Wed, Apr 8 - Sun, Apr 12
EWR
New York
LHR
London
$371 Roundtrip, found 3 hours ago
$371
Roundtrip
found 3 hours ago
Select Iberia flight, departing Wed, Apr 8 from New York to London, returning Sun, Apr 12, priced at $371 found 3 hours ago
Virgin Atlantic
Wed, Nov 4 - Wed, Nov 11
JFK
New York
LHR
London
$373 Roundtrip, found 2 hours ago
$373
Roundtrip
found 2 hours ago
Select Virgin Atlantic flight, departing Wed, Nov 4 from New York to London, returning Wed, Nov 11, priced at $373 found 2 hours ago
Delta
Wed, Nov 4 - Wed, Nov 11
JFK
New York
LHR
London
$373 Roundtrip, found 2 hours ago
$373
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Nov 4 from New York to London, returning Wed, Nov 11, priced at $373 found 2 hours ago
American Airlines
Wed, Nov 4 - Wed, Nov 11
JFK
New York
LHR
London
$373 Roundtrip, found 2 hours ago
$373
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Nov 4 from New York to London, returning Wed, Nov 11, priced at $373 found 2 hours ago
British Airways
Mon, Aug 10 - Tue, Aug 25
EWR
New York
LHR
London
$377 Roundtrip, found 7 hours ago
$377
Roundtrip
found 7 hours ago
Select British Airways flight, departing Mon, Aug 10 from New York to London, returning Tue, Aug 25, priced at $377 found 7 hours ago
Norse Atlantic UK
Mon, Mar 30 - Mon, Apr 20
JFK
New York
LGW
London
$381 Roundtrip, found 14 hours ago
$381
Roundtrip
found 14 hours ago
Select Norse Atlantic UK flight, departing Mon, Mar 30 from New York to London, returning Mon, Apr 20, priced at $381 found 14 hours ago
Austrian Airlines
Sun, Feb 1 - Tue, Feb 10
EWR
New York
LHR
London
$385 Roundtrip, found 2 hours ago
$385
Roundtrip
found 2 hours ago
Select Austrian Airlines flight, departing Sun, Feb 1 from New York to London, returning Tue, Feb 10, priced at $385 found 2 hours ago
United
Fri, Apr 10 - Thu, Apr 16
EWR
New York
LHR
London
$391 Roundtrip, found 5 hours ago
$391
Roundtrip
found 5 hours ago
Select United flight, departing Fri, Apr 10 from New York to London, returning Thu, Apr 16, priced at $391 found 5 hours ago

Airports in Windsor and Maidenhead

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Heathrow LHR. Cheapest option available. Flights from $608
LHR
Heathrow
Cheapest
Flights from $608

Enjoy extra legroom, flight flexibility, and a seamless travel experience.

Windsor and Maidenhead Flights Information

Airlines serving
Norse Atlantic UK, TAP Portugal, Brussels Airlines, Swiss International Air Lines, Austrian Airlines, British Airways, Iberia, Virgin Atlantic, JetBlue Airways, Delta, American Airlines, United
Roundtrip price
from $311

Frequently asked questions

How do I find cheap flights to Windsor and Maidenhead that have flexible change policies?
At Expedia, we've been channeling our inner yoga master to deliver you the most flexible airfares around town. Just click on "No change fee" right under the filter heading "Flexible change policies" to find the best flights to Windsor and Maidenhead.
Which airlines fly to Windsor and Maidenhead?
When you're ready to book your ticket to or near Windsor and Maidenhead, these top carriers are waiting to welcome you on board:

  • British Airways - 1,354 flights to or near Windsor and Maidenhead each month, including 1,219 flights to Heathrow Airport (LHR) per month.
  • American Airlines - 790 flights to or near Windsor and Maidenhead each month, including 790 flights to Heathrow Airport (LHR) per month.
  • United Airlines - 638 flights to or near Windsor and Maidenhead each month, including 638 flights to Heathrow Airport (LHR) per month.

How can I find cheap tickets to Windsor and Maidenhead?
An excellent strategy for finding cheap airfares is to be flexible with your travel dates. Start by searching for your flight to Windsor and Maidenhead, then click on the "flexible dates" box for a list of prices for nearby days. Another tip? Book well ahead. For an idea of fares, $311 was the lowest price for a flight to Windsor and Maidenhead in the last seven days.
How much is a flight to Windsor and Maidenhead?
If you were journeying one way from New York (JFK), you could've landed a cheap seat for $125 in the last seven days. Round-trip journeys to Windsor and Maidenhead ranged from only $311 to $391 over the same period.
What are the most popular airports to fly into in Windsor and Maidenhead?
When it comes to choosing which Windsor and Maidenhead airport to use, here are your choices:

  • Heathrow Airport (LHR) - 3,690 flights per month.
  • Gatwick Airport (LGW) - 308 flights per month.

When is the cheapest time to fly to Windsor and Maidenhead?
Jetting off on a Tuesday, followed by a Monday, is generally the best way to bag the cheapest deal. Avoid weekends if possible, because Saturday is typically the most expensive day. Spend the cash you saved enjoying yourself in Windsor and Maidenhead instead!
How much is a plane ticket to Windsor and Maidenhead?
In the last seven days, fares to Windsor and Maidenhead fluctuated from $311 to $391.
What months are the cheapest to book a flight to Windsor and Maidenhead?
A great month to purchase cheap airfares to Windsor and Maidenhead is February. It's worth remembering that in the USA, the most expensive time to secure a seat is during the busy month of December.
How long is a flight to Windsor and Maidenhead?
It'll depend on where you're traveling from, but check out these average travel times for some popular routes to Windsor and Maidenhead:

  • New York, NY (JFK-John F. Kennedy Intl.) to Heathrow Airport (LHR) - 7 hours and 11 minutes
  • Los Angeles, CA (LAX-Los Angeles Intl.) to Heathrow Airport (LHR) - 10 hours and 27 minutes
  • Newark, NJ (EWR-Liberty Intl.) to Heathrow Airport (LHR) - 7 hours and 7 minutes

Trending flights to Windsor and Maidenhead

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Norse Atlantic UK
Tue, Mar 31 - Wed, Apr 29
MCO
Orlando
LGW
London
$350 Roundtrip, found 1 day ago
$350
Roundtrip
found 1 day ago
Select Norse Atlantic UK flight, departing Tue, Mar 31 from Orlando to London, returning Wed, Apr 29, priced at $350 found 1 day ago
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