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Cheap flights from London Stansted Airport to Chicago from £414

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 27/9. Fares are subject to change and may not be available on all flights or dates of travel.
STN — CHI
24 Aug — 31 Aug1
1 adult

Cheap 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 19 August 2025.

Round-trip from

£435

One-way from

£414

Popular in

July

Cheapest in

February

Average price

£623
4/9-8/9
  • 4/9-8/9
  • 2 total stops
  • 26h 10m total
  • London to Chicago
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27/9
  • 27/9
  • 3 total stops
  • 42h 03m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (£61 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (£10 potential savings vs. average return price).
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Average for round-trip flights in August 2025
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Find flight deals from Stansted to Chicago

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 19 August 2025.

Thu 4/906:55STN - ORD
1 stop13h 05mMultiple Airlines
Mon 8/915:45ORD - STN
1 stop13h 05mMultiple Airlines
Deal found 18/8£435
Sat 27/906:35STN - ORD
1 stop13h 25mMultiple Airlines
Sun 5/1021:15ORD - STN
1 stop18h 00mMultiple Airlines
Deal found 18/8£438
Wed 24/908:15STN - ORD
1 stop11h 45mMultiple Airlines
Wed 1/1015:45ORD - STN
1 stop10h 05mMultiple Airlines
Deal found 17/8£439
Tue 16/914:45STN - ORD
2 stops31h 10mMultiple Airlines
Tue 23/919:05ORD - STN
2 stops20h 10mMultiple Airlines
Deal found 19/8£440
Thu 16/1013:10STN - ORD
1 stop11h 50mMultiple Airlines
Mon 20/1021:15ORD - STN
1 stop11h 05mMultiple Airlines
Deal found 17/8£443
Sun 5/1009:45STN - ORD
1 stop15h 15mMultiple Airlines
Sun 12/1015:45ORD - STN
1 stop12h 50mMultiple Airlines
Deal found 18/8£444
Sat 13/906:35STN - ORD
1 stop13h 25mMultiple Airlines
Sun 14/915:45ORD - STN
1 stop10h 05mMultiple Airlines
Deal found 17/8£446
Thu 2/1013:10STN - ORD
1 stop11h 50mMultiple Airlines
Sun 5/1015:45ORD - STN
1 stop11h 45mMultiple Airlines
Deal found 18/8£447
Thu 2/1013:10STN - ORD
1 stop11h 50mMultiple Airlines
Thu 9/1015:45ORD - STN
1 stop10h 05mMultiple Airlines
Deal found 18/8£448
Sat 11/1016:30STN - ORD
3 stops29h 40mMultiple Airlines
Sat 18/1019:15ORD - STN
2 stops23h 05mMultiple Airlines
Deal found 19/8£451
Wed 1/1007:05STN - ORD
2 stops20h 10mMultiple Airlines
Wed 8/1019:25ORD - STN
2 stops18h 25mMultiple Airlines
Deal found 17/8£460
Wed 1/1020:00STN - ORD
2 stops22h 35mMultiple Airlines
Sun 5/1018:00ORD - STN
2 stops23h 20mMultiple Airlines
Deal found 19/8£461

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 19 August 2025.
Use the filters below to find and compare flights from London Stansted Airport to Chicago that are best for you.

Fly from

Stansted

Fly to

Chicago

Route

Depart

Return

Price

LondonChicago

STN - ORD

STNORD

London Stansted

Thu 4/9

06:55-14:00

1 stop13h 05m

Chicago O'Hare Intl

Mon 8/9

15:45-10:50

1 stop13h 05m

£435

LondonChicago

STN - ORD

STNORD

London Stansted

Sat 27/9

06:35-14:00

1 stop13h 25m

Chicago O'Hare Intl

Sun 5/10

21:15-21:15

1 stop18h 00m

£438

LondonChicago

STN - ORD

STNORD

London Stansted

Wed 24/9

08:15-14:00

1 stop11h 45m

Chicago O'Hare Intl

Wed 1/10

15:45-07:50

1 stop10h 05m

£439

LondonChicago

STN - ORD

STNORD

London Stansted

Tue 16/9

14:45-15:55

2 stops31h 10m

Chicago O'Hare Intl

Tue 23/9

19:05-21:15

2 stops20h 10m

£440

LondonChicago

STN - ORD

STNORD

London Stansted

Thu 16/10

13:10-19:00

1 stop11h 50m

Chicago O'Hare Intl

Mon 20/10

21:15-14:20

1 stop11h 05m

£443

LondonChicago

STN - ORD

STNORD

London Stansted

Sun 5/10

09:45-19:00

1 stop15h 15m

Chicago O'Hare Intl

Sun 12/10

15:45-10:35

1 stop12h 50m

£444

LondonChicago

STN - ORD

STNORD

London Stansted

Sat 13/9

06:35-14:00

1 stop13h 25m

Chicago O'Hare Intl

Sun 14/9

15:45-07:50

1 stop10h 05m

£446

LondonChicago

STN - ORD

STNORD

London Stansted

Mon 3/11

06:30-14:00

1 stop13h 30m

Chicago O'Hare Intl

Sun 9/11

15:50-07:50

1 stop10h 00m

£447

LondonChicago

STN - ORD

STNORD

London Stansted

Thu 2/10

13:10-19:00

1 stop11h 50m

Chicago O'Hare Intl

Sun 5/10

15:45-09:30

1 stop11h 45m

£447

LondonChicago

STN - ORD

STNORD

London Stansted

Thu 2/10

13:10-19:00

1 stop11h 50m

Chicago O'Hare Intl

Thu 9/10

15:45-07:50

1 stop10h 05m

£448

Flights are sorted by cheapest return flights first.

Deals found on 18/8

Showing 1-10 of 21 results
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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.

  • 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.

  • What is the cheapest month to book a flight from London Stansted Airport to Chicago?

    Currently, January is the cheapest month in which you can book a flight from London Stansted Airport to Chicago (average of £595). Flying from London Stansted Airport to Chicago in July is currently the most expensive (average of £843). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Stansted to Chicago

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Fly with Cheapflights

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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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