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$269+ 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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — STN
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Popular in

June

Cheapest in

February

Average price

$659
Highest demand for flights based on searches. 21% potential increase in price ($208 potential increase over avg. RT price).
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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 September 2025
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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 September 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/16. 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 11/116:26 pmMDW - STN
3 stops22h 44mMultiple Airlines
Deal found 9/16$269
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Mon 10/69:35 amMDW - STN
2 stops24h 30mMultiple Airlines
Deal found 9/17$274
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Wed 10/19:35 amMDW - STN
2 stops40h 30mMultiple Airlines
Deal found 9/17$277
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Mon 10/209:35 amMDW - STN
2 stops22h 45mMultiple Airlines
Deal found 9/15$279
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Sat 10/1812:30 pmMDW - STN
2 stops16h 10mMultiple Airlines
Deal found 9/16$292
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Wed 10/159:35 amMDW - STN
2 stops22h 50mMultiple Airlines
Deal found 9/17$301
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 11/206:20 amMDW - STN
3 stops35h 20mMultiple Airlines
Deal found 9/16$302

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 September 17, 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 11/11

6:26 pm-11:10 pm

3 stops22h 44m

$269

ChicagoLondon

MDW - STN

MDWSTN

Chicago Midway

Mon 10/6

9:35 am-4:05 pm

2 stops24h 30m

$274

ChicagoLondon

MDW - STN

MDWSTN

Chicago Midway

Mon 10/20

9:35 am-2:20 pm

2 stops22h 45m

$274

ChicagoLondon

MDW - STN

MDWSTN

Chicago Midway

Fri 10/17

4:12 pm-10:40 am

2 stops36h 28m

$277

ChicagoLondon

MDW - STN

MDWSTN

Chicago Midway

Wed 10/1

9:35 am-8:05 am

2 stops40h 30m

$277

ChicagoLondon

MDW - STN

MDWSTN

Chicago Midway

Wed 10/15

9:35 am-2:25 pm

2 stops22h 50m

$301

ChicagoLondon

MDW - STN

MDWSTN

Chicago Midway

Thu 11/20

6:20 am-11:40 pm

3 stops35h 20m

$303

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

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.

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
Hayes
Southend-on-Sea
Harrow
Canterbury
Croydon
Eastleigh
Dartford
Dover
Winchester
Orpington
Gatwick
Borehamwood
Aylesbury
Bedford
Wembley
Folkestone
Chichester
Eastbourne
Sutton

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