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Cheap flights from London Southend Airport to Chicago O'Hare Intl Airport from £445

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 20/9. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — ORD
25 Jul — 1 Aug1
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 25 June 2026.

Mon 24/811:10
SEN
-
ORD
2 stops16h 15m
Multiple Airlines
Sat 29/822:25
ORD
-
SEN
2 stops14h 55m
Multiple Airlines
Deal found 23/6£638
Wed 1/712:15
SEN
-
ORD
2 stops15h 10m
Multiple Airlines
Wed 8/719:25
ORD
-
SEN
2 stops15h 15m
Multiple Airlines
Deal found 21/6£664
Wed 12/812:15
SEN
-
ORD
2 stops15h 10m
Multiple Airlines
Wed 19/819:25
ORD
-
SEN
2 stops15h 15m
Multiple Airlines
Deal found 21/6£719
Mon 20/719:20
SEN
-
ORD
3 stops27h 37m
Multiple Airlines
Wed 29/719:25
ORD
-
SEN
2 stops15h 15m
Multiple Airlines
Deal found 23/6£820
Sun 23/819:50
SEN
-
ORD
2 stops24h 35m
Multiple Airlines
Sat 29/817:10
ORD
-
SEN
1 stop20h 10m
Multiple Airlines
Deal found 25/6£828
Thu 6/816:35
SEN
-
ORD
2 stops29h 25m
Multiple Airlines
Thu 13/817:10
ORD
-
SEN
1 stop11h 35m
Multiple Airlines
Deal found 22/6£1,060
Sun 19/707:35
SEN
-
ORD
1 stop12h 40m
Multiple Airlines
Sun 26/717:10
ORD
-
SEN
2 stops19h 40m
Multiple Airlines
Deal found 21/6£1,101
Sun 28/607:35
SEN
-
ORD
2 stops16h 40m
Multiple Airlines
Sun 5/719:25
ORD
-
SEN
2 stops17h 25m
Multiple Airlines
Deal found 24/6£1,133
Sat 20/617:20
SEN
-
ORD
3 stops28h 40m
Multiple Airlines
Wed 24/609:50
ORD
-
SEN
3 stops30h 00m
Multiple Airlines
Deal found 20/6£1,220
Sun 12/707:35
SEN
-
ORD
1 stop12h 40m
Multiple Airlines
Sat 18/716:20
ORD
-
SEN
1 stop11h 55m
Multiple Airlines
Deal found 24/6£1,305

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 25 June 2026.

Round-trip from

£638

One-way from

£445

Popular in

July

Cheapest in

February

Average price

£678
24/8-29/8
  • 24/8-29/8
  • 4 total stops
  • 31h 10m total
  • London to Chicago
Search Deals
20/9
  • 20/9
  • 2 total stops
  • 33h 40m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (£81 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£11 potential savings vs. average return price).
Search Deals
Average for round-trip flights in June 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 25 June 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

LondonChicago

SEN - ORD

SENORD

London Southend

Mon 24/8

11:10-21:25

2 stops16h 15m

Chicago O'Hare Intl

Sat 29/8

22:25-19:20

2 stops14h 55m

£638

LondonChicago

SEN - ORD

SENORD

London Southend

Mon 20/7

19:20-16:57

3 stops27h 37m

Chicago O'Hare Intl

Wed 29/7

19:25-16:40

2 stops15h 15m

£820
Fastest return journey

LondonChicago

SEN - ORD

SENORD

London Southend

Sun 12/7

07:35-14:15

1 stop12h 40m

Chicago O'Hare Intl

Sat 18/7

16:20-10:15

1 stop11h 55m

£1,305

LondonChicago

SEN - ORD

SENORD

London Southend

Sun 26/7

07:35-19:15

2 stops17h 40m

Chicago O'Hare Intl

Sun 26/7

22:25-18:50

2 stops14h 25m

£1,310

LondonChicago

SEN - ORD

SENORD

London Southend

Sun 9/8

07:35-14:15

1 stop12h 40m

Chicago O'Hare Intl

Mon 17/8

22:25-11:45

2 stops31h 20m

£1,702

LondonChicago

SEN - ORD

SENORD

London Southend

Thu 6/8

13:45-15:10

1 stop31h 25m

Chicago O'Hare Intl

Thu 13/8

17:10-10:45

1 stop11h 35m

£1,962
Cheapest one-way

LondonChicago

SEN - ORD

SENORD

London Southend

Tue 30/6

06:30-14:45

2 stops38h 15m

£461

LondonChicago

SEN - ORD

SENORD

London Southend

Fri 7/8

16:30-14:00

2 stops27h 30m

£472

LondonChicago

SEN - ORD

SENORD

London Southend

Wed 5/8

16:50-14:00

2 stops27h 10m

£477

LondonChicago

SEN - ORD

SENORD

London Southend

Sat 12/9

16:50-16:00

2 stops29h 10m

£484

Flights are sorted by cheapest return flights first.

Deals found on 24/6

Showing 1-10 of 14 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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