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Cheap flights from London Southend Airport to Chicago O'Hare Intl Airport from £433

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 24/11. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — ORD
27 Aug — 3 Sep1
1 adult

Cheap flight deals from Southend to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Southend (SEN) to O'Hare Intl (ORD). 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 22 August 2025.

Round-trip from

£542

One-way from

£433

Popular in

July

Cheapest in

February

Average price

£627
9/10-15/10
  • 9/10-15/10
  • 4 total stops
  • 45h 25m total
  • London to Chicago
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24/11
  • 24/11
  • 2 total stops
  • 16h 05m total
  • London to Chicago
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Highest demand for flights based on searches. 13% potential increase in price (£62 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (£9 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 Southend to O'Hare Intl

Cheapest flights from Southend to O'Hare Intl
Explore the most affordable flight options available from Southend to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 22 August 2025.

Thu 9/1017:40SEN - ORD
2 stops25h 40mMultiple Airlines
Wed 15/1019:05ORD - SEN
2 stops19h 45mMultiple Airlines
Deal found 22/8£542
Tue 2/920:25SEN - ORD
3 stops46h 10mMultiple Airlines
Thu 4/918:00ORD - SEN
2 stops19h 35mMultiple Airlines
Deal found 20/8£611
Sun 5/1015:35SEN - ORD
2 stops48h 05mMultiple Airlines
Sun 12/1017:10ORD - SEN
1 stop11h 15mMultiple Airlines
Deal found 21/8£898
Sat 4/1008:40SEN - ORD
2 stops37h 30mMultiple Airlines
Sat 11/1016:15ORD - SEN
1 stop21h 20mMultiple Airlines
Deal found 20/8£1,011

Cheapflights Fare Finder

 
Customise your flight search to find flights from Southend to O'Hare Intl 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 22 August 2025.
Use the filters below to find and compare flights from London Southend Airport to Chicago O'Hare Intl Airport that are best for you.

Fly from

Southend

Fly to

O'Hare Intl

Route

Depart

Return

Price

LondonChicago

SEN - ORD

SENORD

London Southend

Tue 2/9

20:25-12:35

3 stops46h 10m

Chicago O'Hare Intl

Thu 4/9

18:00-19:35

2 stops19h 35m

£611

LondonChicago

SEN - ORD

SENORD

London Southend

Sun 5/10

15:35-09:40

2 stops48h 05m

Chicago O'Hare Intl

Sun 12/10

17:10-10:25

1 stop11h 15m

£898

LondonChicago

SEN - ORD

SENORD

London Southend

Sat 4/10

08:40-16:10

2 stops37h 30m

Chicago O'Hare Intl

Sat 11/10

16:15-19:35

1 stop21h 20m

£1,011

LondonChicago

SEN - ORD

SENORD

London Southend

Mon 24/11

07:15-17:20

2 stops16h 05m

£433

LondonChicago

SEN - ORD

SENORD

London Southend

Wed 18/2

07:10-17:20

2 stops16h 10m

£433

LondonChicago

SEN - ORD

SENORD

London Southend

Mon 26/1

07:15-17:20

2 stops16h 05m

£435

LondonChicago

SEN - ORD

SENORD

London Southend

Mon 9/2

07:15-17:20

2 stops16h 05m

£435

LondonChicago

SEN - ORD

SENORD

London Southend

Mon 2/2

07:15-17:20

2 stops16h 05m

£435

LondonChicago

SEN - ORD

SENORD

London Southend

Mon 12/1

07:15-17:20

2 stops16h 05m

£436

LondonChicago

SEN - ORD

SENORD

London Southend

Mon 17/11

07:15-10:05

3 stops32h 50m

£440

Flights are sorted by cheapest return flights first.

Deals found on 21/8

Showing 1-10 of 11 results
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Best time to book a flight from Southend to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Southend 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.

Related info for your journey

Find useful and relevant information for your journey from Southend to O'Hare Intl. 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 Southend to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Southend to O'Hare Intl flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Southend to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Southend to O'Hare Intl.

  • Can I find deals for business class flights from Southend to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Southend to O'Hare Intl 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 Southend Airport to Chicago O'Hare Intl Airport?

    Currently, January is the cheapest month in which you can book a flight from London Southend Airport to Chicago O'Hare Intl Airport (average of £595). Flying from London Southend Airport to Chicago O'Hare Intl Airport 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

Travelling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Downers Grove
Elk Grove Village
Rosemont

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Can Cheapflights find flights from Southend to O'Hare Intl with no change fees?

Certainly. Search results for flights to O'Hare Intl from Southend shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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Of course! You can now track prices for flights from Southend to O'Hare Intl and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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