Cheap flights from London Southend Airport to Chicago O'Hare Intl Airport from £450

SEN — ORD
10 Dec — 17 Dec1
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

Thu 19/1115:40 -
2 stops31h 05m
Wed 2/1219:10 -
2 stops17h 25m
Deal found 6/11£588
Thu 19/1115:40 -
2 stops31h 05m
Thu 26/1119:10 -
2 stops16h 05m
Deal found 6/11£606
Mon 23/1111:35 -
2 stops35h 10m
Sat 28/1119:10 -
2 stops17h 35m
Deal found 8/11£660
Mon 9/1111:35 -
2 stops35h 10m
Thu 12/1119:10 -
2 stops16h 05m
Deal found 7/11£662
Sun 27/1219:35 -
2 stops28h 45m
Sat 9/121:00 -
2 stops19h 05m
Deal found 9/11£681
Mon 9/1111:35 -
2 stops35h 10m
Sat 14/1119:10 -
2 stops17h 35m
Deal found 5/11£688
Fri 4/1207:35 -
2 stops15h 45m
Tue 8/1218:30 -
2 stops18h 50m
Deal found 7/11£704
Sat 5/1207:50 -
2 stops16h 30m
Sat 12/1215:55 -
2 stops24h 10m
Deal found 9/11£710
Sun 27/1215:35 -
2 stops31h 45m
Thu 31/1218:30 -
2 stops21h 30m
Deal found 6/11£717
Mon 21/1211:35 -
2 stops35h 10m
Thu 31/1219:10 -
2 stops16h 25m
Deal found 9/11£721
Sat 12/1207:50 -
2 stops16h 30m
Thu 17/1215:55 -
2 stops24h 05m
Deal found 5/11£783
Sat 12/1207:50 -
2 stops16h 30m
Thu 31/1220:05 -
2 stops19h 55m
Deal found 10/11£808

Find flight deals from Southend to O'Hare Intl

Round-trip from

£549

One-way from

£450

Popular in

August

Cheapest in

February

Average price

£594
7/2-13/2
  • 7/2-13/2
  • 4 total stops
  • 49h 40m total
  • London to Chicago
22/11-31/12
  • 22/11-31/12
  • 3 total stops
  • 49h 39m total
  • London to Chicago
Highest demand for flights based on searches. 10% potential increase in price (£57 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (£10 potential savings vs. average return price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
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 London Southend - ORD Chicago O'Hare Intl

SENORD

London Southend

Sun 22/11

15:55-11:34

3 stops49h 39m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£450

LondonChicago

SEN London Southend - ORD Chicago O'Hare Intl

SENORD

London Southend

Mon 30/11

19:55-15:30

2 stops49h 35m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£453

LondonChicago

SEN London Southend - ORD Chicago O'Hare Intl

SENORD

London Southend

Mon 15/2

11:35-19:15

2 stops37h 40m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£459
Fastest return journey

LondonChicago

SEN London Southend - ORD Chicago O'Hare Intl

SENORD

London Southend

Tue 8/12

07:35-17:20

2 stops15h 45m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£462

LondonChicago

SEN London Southend - ORD Chicago O'Hare Intl

SENORD

London Southend

Wed 9/12

19:50-17:20

2 stops27h 30m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£462

LondonChicago

SEN London Southend - ORD Chicago O'Hare Intl

SENORD

London Southend

Mon 7/12

12:20-17:20

2 stops35h 00m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£469

LondonChicago

SEN London Southend - ORD Chicago O'Hare Intl

SENORD

London Southend

Wed 17/3

07:10-18:20

2 stops16h 10m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£474

LondonChicago

SEN London Southend - ORD Chicago O'Hare Intl

SENORD

London Southend

Sun 20/12

19:00-17:20

3 stops28h 20m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£481

LondonChicago

SEN London Southend - ORD Chicago O'Hare Intl

SENORD

London Southend

Sat 12/12

17:00-16:45

3 stops29h 45m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£485

LondonChicago

SEN London Southend - ORD Chicago O'Hare Intl

SENORD

London Southend

Fri 4/12

14:45-17:20

2 stops32h 35m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£486

Flights are sorted by cheapest return flights first.

Deals found on 10/11

Showing 1-10 of 24 resultsSorted by cheapest first
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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

Related info for your journey

  • 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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