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Cheap flights from London Stansted Airport to Chicago from £369

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 23/5. Fares are subject to change and may not be available on all flights or dates of travel.
STN — CHI
21 May — 28 May1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Stansted to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Stansted to Chicago
Explore the most affordable flight options available from Stansted to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 21 April 2026.

Fri 8/511:00
STN
-
ORD
2 stops32h 10m
Multiple Airlines
Mon 11/515:00
ORD
-
STN
2 stops23h 10m
Multiple Airlines
Deal found 18/4£506
Wed 11/1106:30
STN
-
ORD
1 stop13h 30m
Multiple Airlines
Mon 30/1115:55
ORD
-
STN
1 stop9h 55m
Multiple Airlines
Deal found 16/4£517
Thu 7/506:30
STN
-
ORD
3 stops32h 30m
Multiple Airlines
Wed 27/509:55
ORD
-
STN
2 stops28h 35m
Multiple Airlines
Deal found 16/4£518
Thu 4/606:30
STN
-
ORD
2 stops18h 55m
Multiple Airlines
Thu 11/609:55
ORD
-
STN
2 stops30h 30m
Multiple Airlines
Deal found 20/4£520
Sun 17/506:35
STN
-
ORD
1 stop18h 40m
Multiple Airlines
Tue 26/521:00
ORD
-
STN
1 stop20h 20m
Multiple Airlines
Deal found 17/4£524
Sun 7/622:05
STN
-
ORD
2 stops21h 05m
Multiple Airlines
Sun 28/615:00
ORD
-
STN
2 stops26h 05m
Multiple Airlines
Deal found 16/4£524
Tue 19/522:00
STN
-
ORD
3 stops27h 40m
Multiple Airlines
Tue 26/509:55
ORD
-
STN
3 stops27h 40m
Multiple Airlines
Deal found 19/4£527
Thu 21/506:30
STN
-
ORD
3 stops32h 30m
Multiple Airlines
Sun 11/1022:25
ORD
-
STN
2 stops15h 30m
Multiple Airlines
Deal found 20/4£528
Wed 6/506:30
STN
-
ORD
1 stop13h 30m
Multiple Airlines
Mon 11/521:00
ORD
-
STN
1 stop20h 20m
Multiple Airlines
Deal found 18/4£533

Find flight deals from Stansted to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Stansted (STN) to Chicago (CHI). 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 21 April 2026.

Round-trip from

£506

One-way from

£369

Popular in

July

Cheapest in

February

Average price

£543
8/5-11/5
  • 8/5-11/5
  • 4 total stops
  • 55h 20m total
  • London to Chicago
Search Deals
23/5
  • 23/5
  • 3 total stops
  • 42h 03m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (£51 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£9 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Stansted to Chicago 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 858,174 searches. Data last updated 21 April 2026.
Use the filters below to find and compare flights from London Stansted Airport to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

LondonChicago

STN - ORD

STNORD

London Stansted

Tue 7/7

06:55-09:40

1 stop32h 45m

Chicago O'Hare Intl

Tue 14/7

11:25-09:55

1 stop16h 30m

£677

LondonChicago

STN - ORD

STNORD

London Stansted

Fri 3/7

06:55-09:40

1 stop32h 45m

Chicago O'Hare Intl

Sat 25/7

20:10-09:55

1 stop31h 45m

£697

LondonChicago

STN - ORD

STNORD

London Stansted

Mon 27/4

10:50-09:40

1 stop28h 50m

Chicago O'Hare Intl

Tue 5/5

20:10-16:40

1 stop38h 30m

£709

LondonChicago

STN - ORD

STNORD

London Stansted

Sat 20/6

10:50-09:40

1 stop28h 50m

Chicago O'Hare Intl

Sat 11/7

11:25-16:40

1 stop23h 15m

£719
Fastest return journey

LondonChicago

STN - ORD

STNORD

London Stansted

Fri 3/7

17:35-09:40

1 stop22h 05m

Chicago O'Hare Intl

Sun 19/7

11:25-09:55

1 stop16h 30m

£720

LondonChicago

STN - ORD

STNORD

London Stansted

Thu 2/7

17:35-09:40

1 stop22h 05m

Chicago O'Hare Intl

Tue 28/7

11:25-16:50

1 stop23h 25m

£729

LondonChicago

STN - ORD

STNORD

London Stansted

Wed 1/7

10:50-09:40

1 stop28h 50m

Chicago O'Hare Intl

Sat 1/8

11:25-09:55

1 stop16h 30m

£794

LondonChicago

STN - ORD

STNORD

London Stansted

Thu 2/7

17:35-09:40

1 stop22h 05m

Chicago O'Hare Intl

Sun 2/8

11:25-22:10

1 stop28h 45m

£794

LondonChicago

STN - ORD

STNORD

London Stansted

Wed 1/7

10:50-09:40

1 stop28h 50m

Chicago O'Hare Intl

Sun 2/8

11:25-09:55

1 stop16h 30m

£794

LondonChicago

STN - ORD

STNORD

London Stansted

Tue 30/6

17:35-09:40

1 stop22h 05m

Chicago O'Hare Intl

Mon 27/7

20:10-09:55

1 stop31h 45m

£803

Flights are sorted by cheapest return flights first.

Deals found on 16/4

Showing 1-10 of 19 resultsSorted by cheapest first
1
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Best time to book a flight from Stansted to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Stansted with our price prediction graph.
Estimated return 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 London Stansted Airport to Chicago
No data available for this route at this time. Please check back soon.

Related info for your journey

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

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

    There are many flights that can get you from London Stansted Airport to Chicago in 32h 45m. Fly via Turkish Airlines to get the fastest option. The distance from London Stansted Airport to Chicago is about 3952 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stansted to Chicago 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

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How does Cheapflights help users find flights from Stansted to Chicago?

Cheapflights helps you search for flights from Stansted to Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Stansted to Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Stansted.

Can Cheapflights find flights from Stansted to Chicago with no change fees?

Need flexible booking options for your flight to Chicago from Stansted? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Stansted to Chicago become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Chicago from Stansted today and book when prices fit your budget.

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