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Cheap flights from London Southend Airport to Chicago O'Hare Intl Airport from £358

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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — ORD
14 Apr — 21 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Southend to O'Hare Intl

Enter your travel dates to find the best prices.

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 March 2026.

Sun 3/507:25
SEN
-
ORD
1 stop13h 45m
Multiple Airlines
Sat 16/517:10
ORD
-
SEN
1 stop11h 15m
Multiple Airlines
Deal found 11/3£874
Thu 14/510:10
SEN
-
ORD
2 stops14h 05m
Multiple Airlines
Wed 20/515:40
ORD
-
SEN
2 stops15h 20m
Multiple Airlines
Deal found 11/3£940
Fri 1/511:20
SEN
-
ORD
2 stops16h 05m
Multiple Airlines
Thu 7/517:10
ORD
-
SEN
1 stop11h 35m
Multiple Airlines
Deal found 13/3£1,054
Sun 29/307:25
SEN
-
ORD
1 stop13h 45m
Multiple Airlines
Wed 8/417:10
ORD
-
SEN
1 stop13h 50m
Multiple Airlines
Deal found 12/3£1,278
Sat 14/320:00
SEN
-
ORD
2 stops30h 00m
Multiple Airlines
Sat 21/318:20
ORD
-
SEN
1 stop17h 45m
Multiple Airlines
Deal found 14/3£1,426
Fri 10/411:20
SEN
-
ORD
1 stop33h 50m
Multiple Airlines
Tue 21/419:25
ORD
-
SEN
2 stops35h 35m
Multiple Airlines
Deal found 14/3£1,761
Mon 27/411:10
SEN
-
ORD
1 stop34h 00m
Multiple Airlines
Mon 4/521:40
ORD
-
SEN
2 stops28h 15m
Multiple Airlines
Deal found 13/3£1,772
Fri 24/411:20
SEN
-
ORD
1 stop33h 50m
Multiple Airlines
Fri 1/518:00
ORD
-
SEN
2 stops21h 45m
Multiple Airlines
Deal found 10/3£1,786

Find 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 March 2026.

Round-trip from

£874

One-way from

£358

Popular in

July

Cheapest in

September

Average price

£567
3/5-16/5
  • 3/5-16/5
  • 2 total stops
  • 25h 00m total
  • London to Chicago
Search Deals
2/6
  • 2/6
  • 2 total stops
  • 27h 25m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (£57 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 March 2026
Search Deals

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 March 2026.
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

Fly to

Route

Depart

Return

Price

Cheapest return flight
Fastest return journey

LondonChicago

SEN - ORD

SENORD

London Southend

Sun 3/5

07:25-15:10

1 stop13h 45m

Chicago O'Hare Intl

Sat 16/5

17:10-10:25

1 stop11h 15m

£874

LondonChicago

SEN - ORD

SENORD

London Southend

Thu 14/5

10:10-18:15

2 stops14h 05m

Chicago O'Hare Intl

Wed 20/5

15:40-13:00

2 stops15h 20m

£940

LondonChicago

SEN - ORD

SENORD

London Southend

Fri 1/5

11:20-21:25

2 stops16h 05m

Chicago O'Hare Intl

Thu 7/5

17:10-10:45

1 stop11h 35m

£1,054

LondonChicago

SEN - ORD

SENORD

London Southend

Sun 29/3

07:25-15:10

1 stop13h 45m

Chicago O'Hare Intl

Wed 8/4

17:10-13:00

1 stop13h 50m

£1,278

LondonChicago

SEN - ORD

SENORD

London Southend

Fri 10/4

11:20-15:10

1 stop33h 50m

Chicago O'Hare Intl

Tue 21/4

19:25-13:00

2 stops35h 35m

£1,761

LondonChicago

SEN - ORD

SENORD

London Southend

Mon 27/4

11:10-15:10

1 stop34h 00m

Chicago O'Hare Intl

Mon 4/5

21:40-07:55

2 stops28h 15m

£1,772

LondonChicago

SEN - ORD

SENORD

London Southend

Fri 24/4

11:20-15:10

1 stop33h 50m

Chicago O'Hare Intl

Fri 1/5

18:00-21:45

2 stops21h 45m

£1,786
Cheapest one-way
Fastest single journey

LondonChicago

SEN - ORD

SENORD

London Southend

Tue 2/6

20:25-17:50

2 stops27h 25m

£358

LondonChicago

SEN - ORD

SENORD

London Southend

Tue 24/3

07:35-15:06

3 stops36h 31m

£364

LondonChicago

SEN - ORD

SENORD

London Southend

Sun 24/5

07:25-11:42

2 stops34h 17m

£376

Flights are sorted by cheapest return flights first.

Deals found on 10/3

Showing 1-10 of 18 resultsSorted by cheapest first
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.

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
Elk Grove Village

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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?

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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.

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.

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