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Cheap flights from Southampton to Chicago from £383

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 13/9. Fares are subject to change and may not be available on all flights or dates of travel.
SOU — CHI
8 Jul — 15 Jul1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Southampton to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Southampton to Chicago
Explore the most affordable flight options available from Southampton to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 8 June 2026.

Fri 2/1017:20
SOU
-
ORD
2 stops32h 10m
British Airways
Tue 6/1021:00
ORD
-
SOU
1 stop16h 30m
British Airways
Deal found 7/6£641
Thu 9/709:20
SOU
-
ORD
1 stop15h 55m
British Airways
Mon 13/715:45
ORD
-
SOU
1 stop10h 55m
British Airways
Deal found 8/6£693
Tue 16/620:00
SOU
-
ORD
1 stop21h 29m
British Airways
Tue 21/721:00
ORD
-
SOU
1 stop13h 50m
British Airways
Deal found 8/6£694
Sun 11/1020:00
SOU
-
ORD
1 stop29h 15m
British Airways
Sun 25/1016:55
ORD
-
SOU
1 stop10h 45m
British Airways
Deal found 5/6£707
Sun 5/720:00
SOU
-
ORD
1 stop21h 30m
British Airways
Sat 11/720:37
ORD
-
SOU
2 stops38h 13m
British Airways
Deal found 7/6£718
Wed 17/620:00
SOU
-
ORD
1 stop21h 29m
British Airways
Thu 23/715:45
ORD
-
SOU
1 stop10h 55m
British Airways
Deal found 8/6£724
Tue 23/609:05
SOU
-
ORD
1 stop11h 10m
Delta
Tue 28/716:20
ORD
-
SOU
1 stop10h 25m
Delta
Deal found 8/6£740
Mon 15/617:20
SOU
-
ORD
2 stops29h 06m
Delta
Wed 22/712:27
ORD
-
SOU
2 stops14h 18m
Delta
Deal found 8/6£744
Tue 16/620:00
SOU
-
ORD
1 stop21h 29m
British Airways
Fri 24/719:05
ORD
-
SOU
2 stops18h 05m
British Airways
Deal found 8/6£744
Fri 17/718:05
SOU
-
MDW
2 stops30h 02m
KLM
Fri 24/709:54
MDW
-
SOU
2 stops16h 51m
KLM
Deal found 5/6£961
Sat 13/609:15
SOU
-
MDW
2 stops19h 02m
KLM
Sat 20/618:55
MDW
-
SOU
2 stops15h 55m
KLM
Deal found 8/6£1,249
Sat 13/620:00
SOU
-
MDW
3 stops28h 18m
Multiple Airlines
Sat 20/609:17
MDW
-
SOU
3 stops26h 33m
Multiple Airlines
Deal found 8/6£2,237

Find flight deals from Southampton to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Southampton (SOU) to Chicago (CHI). 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 8 June 2026.

Round-trip from

£641

One-way from

£383

Popular in

July

Cheapest in

February

Average price

£660
British Airways
  • British Airways
  • 2/10-6/10
  • 3 total stops
  • 48h 40m total
  • Southampton to Chicago
Search Deals
13/9
  • 13/9
  • 3 total stops
  • 36h 40m total
  • Southampton to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (£75 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 June 2026
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Southampton to Chicago 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 8 June 2026.
Use the filters below to find and compare flights from Southampton to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Fri 2/10

17:20-19:30

2 stops32h 10m

Chicago O'Hare Intl

Tue 6/10

21:00-19:30

1 stop16h 30m

£641

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Sun 5/7

20:00-11:30

1 stop21h 30m

Chicago O'Hare Intl

Sat 11/7

20:37-16:50

2 stops38h 13m

£718

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Sun 28/6

17:20-14:30

1 stop27h 10m

Chicago O'Hare Intl

Sat 11/7

16:20-08:45

1 stop10h 25m

£770

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Thu 18/6

09:05-14:15

1 stop11h 10m

Chicago O'Hare Intl

Wed 22/7

12:27-08:45

2 stops14h 18m

£770
Fastest return journey

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Sat 27/6

09:15-14:15

1 stop11h 00m

Chicago O'Hare Intl

Sun 12/7

16:20-08:45

1 stop10h 25m

£800

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Tue 14/7

20:00-11:30

1 stop21h 30m

Chicago O'Hare Intl

Wed 5/8

21:00-19:30

1 stop16h 30m

£809

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Sun 19/7

20:00-12:44

2 stops46h 44m

Chicago O'Hare Intl

Sun 26/7

20:29-16:50

2 stops38h 21m

£839

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Sun 11/10

20:45-13:50

2 stops23h 05m

Chicago O'Hare Intl

Sun 25/10

16:55-08:40

1 stop10h 45m

£858

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Fri 17/7

18:05-18:07

2 stops30h 02m

Chicago Midway

Fri 24/7

09:54-08:45

2 stops16h 51m

£961
Cheapest one-way

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Sun 13/9

12:35-19:15

3 stops36h 40m

£383

Flights are sorted by cheapest return flights first.

Deals found on 3/6

Showing 1-10 of 21 resultsSorted by cheapest first
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Best time to book a flight from Southampton to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Southampton 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.

Cheapflights Insights

Everything you need to know about your flight from Southampton to Chicago

What’s the top stopover airport for flights from Southampton to Chicago?

Share of one-stop return flights from Southampton to Chicago chosen by Cheapflights users in the past 12 months, using the same stopover each way.

Dublin (DUB) – chosen by Cheapflights users on 50% of one-stop itineraries from Southampton to Chicago on Cheapflights.

What’s the cheapest stopover airport for flights from Southampton to Chicago?

Average return fare for one-stop flights from Southampton to Chicago, chosen by Cheapflights users in the past 12 months, with the same stopover each way.

Dublin (DUB) is the most affordable one-stop option, with an average return flight price of £621.

What’s the fastest stopover option from Southampton to Chicago?

Shortest average travel time for one-stop one-way flights from Southampton to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by stopover airport.

Flights via Amsterdam (AMS) have the shortest average one-way travel time for one-stop routes: 11h 45m.

Which airport typically offers the quickest stopover for flights from Southampton to Chicago?

Average stopover duration for one-stop one-way flights from Southampton to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Dublin (DUB) offer the fastest connection on this route, with an average stopover time of 3h 18m.

Related info for your journey

Find useful and relevant information for your journey from Southampton to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Southampton to Chicago?

    Southampton Eastleigh (SOU) is the airport you will fly out of if you book a flight from Southampton to Chicago. You should not have trouble finding flights to Chicago from Eastleigh; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 0 airlines have flights from the Southampton airport to Chicago. It is only a 3.5 mi journey to Eastleigh (SOU) from Southampton’s city center.

  • How long is the flight from Southampton to Chicago?

    British Airways, Delta, and KLM can get you from Southampton to Chicago in just under 27h 10m. Your travel time can differ by up to 5h. The distance between Southampton and Chicago is about 3921 mi. Both multi-stop and direct flights can be found to your destination and back.

  • Can I find deals for flights from Southampton to Chicago that include hotel bookings?

    Yes. In addition to deals on Southampton to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Southampton to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Southampton to Chicago.

  • Can I find deals for business class flights from Southampton to Chicago?

    Yes. Cheapflights offers flight deals from Southampton to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Southampton to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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London City to Midway flights
Southampton to Midway flights
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Birmingham to St. Louis flights
Bristol to Midway flights
Exeter to O'Hare Intl flights
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Heathrow to Champaign flights
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Leeds to St. Louis flights
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Gatwick to Champaign flights
Liverpool to St. Louis flights
Darlington to O'Hare Intl flights
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Gatwick to Evansville flights
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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 Southampton to Chicago?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago from Southampton today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Southampton to Chicago?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Southampton to Chicago.

Can Cheapflights find flights from Southampton to Chicago with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Southampton to Chicago, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Southampton to Chicago become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Chicago from Southampton today and book when prices fit your budget.

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