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$244+ Cheap flights from Midway (MDW) to Stansted (STN)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — STN
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Midway to Stansted

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Stansted (STN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 30, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Popular in

June

Cheapest in

February

Average price

$670
Provider with most accurate pricing for Chicago Midway-London Stansted flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-London Stansted flights.
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($202 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($36 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
Search Deals

Find flight deals from Midway to Stansted

One-way flights from Midway to Stansted
Search for one-way flight options from Midway to Stansted. Find affordable one-way fares based on user searches. Data last updated October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/137:44 amMDW - STN
2 stops41h 46mMultiple Airlines
Deal found 10/27$244
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/236:20 amMDW - STN
2 stops43h 30mMultiple Airlines
Deal found 10/29$277
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/276:20 amMDW - STN
2 stops33h 50mMultiple Airlines
Deal found 10/28$278
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/128:42 pmMDW - STN
3 stops58h 38mMultiple Airlines
Deal found 10/29$327
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/166:15 amMDW - STN
3 stops57h 50mMultiple Airlines
Deal found 10/29$332
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/97:44 amMDW - STN
2 stops20h 06mMultiple Airlines
Deal found 10/29$341
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/157:44 amMDW - STN
2 stops28h 36mMultiple Airlines
Deal found 10/29$346
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:44 amMDW - STN
2 stops18h 06mMultiple Airlines
Deal found 10/30$351

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Stansted 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, Cheapflights users made 2,558,603 searches. Data last updated October 30, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to London Stansted Airport that are best for you.

Fly from

Midway

Fly to

Stansted

Route

Depart

Return

Price

ChicagoLondon

MDW - STN

MDWSTN

Chicago Midway

Tue 1/13

7:44 am-7:30 am

2 stops41h 46m

$244

ChicagoLondon

MDW - STN

MDWSTN

Chicago Midway

Thu 11/27

6:20 am-10:10 pm

2 stops33h 50m

$278

ChicagoLondon

MDW - STN

MDWSTN

Chicago Midway

Sun 11/16

6:26 pm-2:20 pm

2 stops37h 54m

$340

ChicagoLondon

MDW - STN

MDWSTN

Chicago Midway

Tue 12/9

7:44 am-9:50 am

2 stops20h 06m

$341

ChicagoLondon

MDW - STN

MDWSTN

Chicago Midway

Tue 1/6

6:44 pm-10:50 pm

3 stops46h 06m

$351

ChicagoLondon

MDW - STN

MDWSTN

Chicago Midway

Thu 12/4

7:44 am-7:50 am

2 stops18h 06m

$351

ChicagoLondon

MDW - STN

MDWSTN

Chicago Midway

Mon 1/12

9:07 pm-2:20 pm

3 stops35h 13m

$352

ChicagoLondon

MDW - STN

MDWSTN

Chicago Midway

Thu 12/11

2:16 pm-11:35 pm

3 stops27h 19m

$354

ChicagoLondon

MDW - STN

MDWSTN

Chicago Midway

Wed 12/3

2:49 pm-3:40 pm

3 stops18h 51m

$354

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-London Stansted Airport flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Chicago Midway Airport-London Stansted Airport flight deals on Cheapflights vs. Expedia 90-95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-London Stansted Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-London Stansted Airport flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-London Stansted Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Stansted

Have a flexible travel schedule? Discover the best time to fly to Stansted from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

How often are flights from Chicago to London delayed?

About 0% of weekly flights between Chicago and London have experienced delays in the past year, with the average delay time being 0 minutes.

What is the most punctual flight time for Chicago to London flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Wednesday tends to have the lowest number of delays on this route, whereas Wednesday has historically faced a higher average of delays compared to other days of the week.

Related info for your journey

Find useful and relevant information for your journey from Midway to Stansted. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

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

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

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

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

Traveling to a place near London Stansted Airport?

Book flights to London Stansted Airport if you plan to visit one of these locations
Hounslow
Ilford
Hayes
Southend-on-Sea
Harrow
Croydon
Eastleigh
Dartford
Dover
Winchester
Orpington
Gatwick
Borehamwood
Aylesbury
Bedford
Chipping Norton
Wembley
Folkestone
Eastbourne
Sutton

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