Find flights
When to book

Cheap flights from London Southend Airport to Chicago O'Hare Intl Airport 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 21/9. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — ORD
15 Oct — 22 Oct1
1 adult
1 adult, Economy

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 15 September 2025.

Round-trip from

£755

One-way from

£414

Popular in

July

Cheapest in

February

Average price

£437
31/10-2/11
  • 31/10-2/11
  • 2 total stops
  • 24h 15m total
  • London to Chicago
Search Deals
21/9
  • 21/9
  • 2 total stops
  • 31h 05m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (£61 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£10 potential savings vs. average return price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

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 15 September 2025.

Fri 19/920:50SEN - ORD
2 stops25h 40mMultiple Airlines
Thu 2/1009:55ORD - SEN
3 stops23h 50mMultiple Airlines
Deal found 14/9£677
Fri 31/1008:00SEN - ORD
1 stop13h 10mMultiple Airlines
Sun 2/1117:20ORD - SEN
1 stop11h 05mMultiple Airlines
Deal found 13/9£755
Wed 1/1020:15SEN - ORD
2 stops22h 20mMultiple Airlines
Sat 4/1018:15ORD - SEN
2 stops16h 10mMultiple Airlines
Deal found 13/9£891

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 15 September 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

Fri 31/10

08:00-16:10

1 stop13h 10m

Chicago O'Hare Intl

Sun 2/11

17:20-10:25

1 stop11h 05m

£755

LondonChicago

SEN - ORD

SENORD

London Southend

Wed 1/10

20:15-12:35

2 stops22h 20m

Chicago O'Hare Intl

Sat 4/10

18:15-16:25

2 stops16h 10m

£891

LondonChicago

SEN - ORD

SENORD

London Southend

Sun 26/10

08:00-09:22

3 stops30h 22m

£416

LondonChicago

SEN - ORD

SENORD

London Southend

Wed 17/12

07:10-17:55

2 stops16h 45m

£425

LondonChicago

SEN - ORD

SENORD

London Southend

Sun 19/10

20:05-19:00

2 stops28h 55m

£441

LondonChicago

SEN - ORD

SENORD

London Southend

Sat 13/12

07:15-17:55

2 stops16h 40m

£445

LondonChicago

SEN - ORD

SENORD

London Southend

Sat 20/9

09:30-16:25

3 stops36h 55m

£449

LondonChicago

SEN - ORD

SENORD

London Southend

Tue 23/12

20:20-14:30

2 stops24h 10m

£467

LondonChicago

SEN - ORD

SENORD

London Southend

Mon 22/9

11:05-09:40

2 stops28h 35m

£483

LondonChicago

SEN - ORD

SENORD

London Southend

Wed 5/11

07:10-17:55

2 stops16h 45m

£487

Flights are sorted by cheapest return flights first.

Deals found on 13/9

Showing 1-10 of 13 results
1
2

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Southend to O'Hare Intl?

Cheapflights makes it easy to find Southend to O'Hare Intl flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Southend to O'Hare Intl?

Cheapflights simply makes it quick and affordable to book flights from Southend to O'Hare Intl by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

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.

Can Cheapflights notify me if prices for flights from Southend to O'Hare Intl become cheaper?

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.