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Cheap flights from London Stansted Airport to Chicago from £391

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 17/11. Fares are subject to change and may not be available on all flights or dates of travel.
STN — CHI
18 Oct — 25 Oct1
1 adult
1 adult, Economy

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 18 September 2025.

Round-trip from

£391

Popular in

July

Cheapest in

February

Average price

£434
17/11-28/11
  • 17/11-28/11
  • 4 total stops
  • 46h 05m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (£60 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 September 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 18 September 2025.

Mon 17/1121:20STN - ORD
2 stops26h 00mMultiple Airlines
Fri 28/1118:30ORD - STN
2 stops20h 05mMultiple Airlines
Deal found 17/9£391
Tue 14/1008:15STN - ORD
1 stop11h 45mMultiple Airlines
Tue 21/1021:15ORD - STN
1 stop13h 20mMultiple Airlines
Deal found 16/9£396
Sat 1/1106:30STN - ORD
1 stop17h 25mMultiple Airlines
Sat 8/1115:50ORD - STN
1 stop12h 00mMultiple Airlines
Deal found 17/9£400
Fri 7/1106:30STN - ORD
1 stop17h 25mMultiple Airlines
Mon 10/1119:40ORD - STN
1 stop19h 40mMultiple Airlines
Deal found 16/9£402
Wed 15/1008:15STN - ORD
1 stop16h 45mMultiple Airlines
Wed 22/1015:45ORD - STN
1 stop11h 10mMultiple Airlines
Deal found 17/9£405
Fri 31/1013:30STN - ORD
3 stops33h 15mMultiple Airlines
Mon 3/1119:20ORD - STN
2 stops20h 00mMultiple Airlines
Deal found 16/9£412
Sat 1/1106:30STN - ORD
1 stop17h 25mMultiple Airlines
Sat 15/1119:40ORD - STN
1 stop9h 55mMultiple Airlines
Deal found 17/9£418
Mon 24/1106:10STN - ORD
2 stops19h 55mMultiple Airlines
Sun 30/1118:50ORD - STN
2 stops19h 15mMultiple Airlines
Deal found 17/9£426
Fri 31/1013:50STN - ORD
2 stops33h 30mMultiple Airlines
Fri 7/1118:30ORD - STN
2 stops16h 50mMultiple Airlines
Deal found 16/9£435

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 18 September 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

Fri 7/11

06:30-17:55

1 stop17h 25m

Chicago O'Hare Intl

Mon 10/11

19:40-21:20

1 stop19h 40m

£402

LondonChicago

STN - ORD

STNORD

London Stansted

Tue 14/10

11:15-19:00

1 stop13h 45m

Chicago O'Hare Intl

Tue 21/10

15:45-16:35

1 stop18h 50m

£406

LondonChicago

STN - ORD

STNORD

London Stansted

Fri 31/10

13:30-17:45

3 stops33h 15m

Chicago O'Hare Intl

Mon 3/11

19:20-21:20

2 stops20h 00m

£412

LondonChicago

STN - ORD

STNORD

London Stansted

Mon 24/11

06:10-20:05

2 stops19h 55m

Chicago O'Hare Intl

Sun 30/11

18:50-20:05

2 stops19h 15m

£426

LondonChicago

STN - ORD

STNORD

London Stansted

Wed 8/10

06:30-19:24

2 stops18h 54m

Chicago O'Hare Intl

Tue 14/10

10:40-12:00

3 stops19h 20m

£438

LondonChicago

STN - ORD

STNORD

London Stansted

Wed 15/10

08:15-19:00

1 stop16h 45m

Chicago O'Hare Intl

Sat 18/10

15:45-07:45

1 stop10h 00m

£440

LondonChicago

STN - ORD

STNORD

London Stansted

Mon 17/11

21:20-14:55

3 stops23h 35m

Chicago O'Hare Intl

Fri 28/11

15:35-20:35

2 stops23h 00m

£443

LondonChicago

STN - ORD

STNORD

London Stansted

Wed 15/10

12:00-13:20

2 stops31h 20m

Chicago O'Hare Intl

Wed 22/10

19:05-20:00

2 stops18h 55m

£446

LondonChicago

STN - ORD

STNORD

London Stansted

Sat 11/10

06:10-09:51

3 stops33h 41m

Chicago O'Hare Intl

Fri 24/10

18:00-23:10

2 stops23h 10m

£461

LondonChicago

STN - ORD

STNORD

London Stansted

Thu 16/10

14:50-16:10

2 stops31h 20m

Chicago O'Hare Intl

Fri 24/10

18:00-23:10

2 stops23h 10m

£462

Flights are sorted by cheapest return flights first.

Deals found on 17/9

Showing 1-10 of 23 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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