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Cheap flights from Southampton to Chicago from £411

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 27/6. Fares are subject to change and may not be available on all flights or dates of travel.
SOU — CHI
12 Apr — 19 Apr1
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 13 March 2026.

Wed 22/409:20
SOU
-
ORD
2 stops14h 55m
Multiple Airlines
Wed 29/419:25
ORD
-
SOU
2 stops18h 05m
Multiple Airlines
Deal found 8/3£634
Sat 25/409:20
SOU
-
ORD
1 stop15h 55m
Aer Lingus
Sat 2/521:00
ORD
-
SOU
1 stop13h 50m
Aer Lingus
Deal found 11/3£638
Wed 22/409:20
SOU
-
ORD
1 stop15h 55m
Aer Lingus
Wed 29/421:00
ORD
-
SOU
1 stop16h 30m
Aer Lingus
Deal found 8/3£643
Wed 22/409:05
SOU
-
ORD
1 stop11h 25m
KLM
Wed 29/412:14
ORD
-
SOU
2 stops14h 21m
KLM
Deal found 8/3£647
Sun 26/417:20
SOU
-
ORD
1 stop27h 10m
KLM
Sun 3/516:20
ORD
-
SOU
1 stop10h 15m
KLM
Deal found 12/3£679
Mon 20/417:20
SOU
-
ORD
1 stop26h 55m
Delta
Wed 6/516:50
ORD
-
SOU
1 stop18h 00m
Delta
Deal found 11/3£696
Fri 24/417:20
SOU
-
ORD
1 stop26h 55m
KLM
Fri 1/516:20
ORD
-
SOU
1 stop18h 30m
KLM
Deal found 10/3£705
Sun 26/417:20
SOU
-
MDW
2 stops31h 16m
Virgin Atlantic
Sun 3/509:27
MDW
-
SOU
2 stops17h 08m
Virgin Atlantic
Deal found 12/3£726
Fri 24/417:20
SOU
-
ORD
2 stops32h 05m
Multiple Airlines
Fri 1/515:45
ORD
-
SOU
1 stop10h 55m
Multiple Airlines
Deal found 10/3£726
Tue 7/718:05
SOU
-
ORD
1 stop26h 25m
Delta
Wed 5/807:30
ORD
-
SOU
2 stops19h 15m
Delta
Deal found 8/3£732
Sat 25/409:20
SOU
-
ORD
2 stops14h 55m
Multiple Airlines
Sat 2/519:25
ORD
-
SOU
2 stops15h 25m
Multiple Airlines
Deal found 11/3£735
Sat 25/409:15
SOU
-
MDW
2 stops15h 21m
KLM
Sat 2/519:16
MDW
-
SOU
2 stops15h 34m
KLM
Deal found 11/3£972

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 13 March 2026.

Round-trip from

£638

One-way from

£411

Popular in

July

Cheapest in

September

Average price

£545
Aer Lingus
  • Aer Lingus
  • 25/4-2/5
  • 2 total stops
  • 29h 45m total
  • Southampton to Chicago
Search Deals
27/6
  • 27/6
  • 3 total stops
  • 49h 35m total
  • Southampton 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 (£9 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 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 13 March 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

Sat 25/4

20:00-16:40

2 stops50h 40m

Chicago O'Hare Intl

Sat 2/5

15:45-08:35

1 stop10h 50m

£696

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Sun 26/4

17:20-18:36

2 stops31h 16m

Chicago Midway

Sun 3/5

09:27-08:35

2 stops17h 08m

£726

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Fri 24/4

17:20-19:25

2 stops32h 05m

Chicago O'Hare Intl

Fri 1/5

15:45-08:40

1 stop10h 55m

£726

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Tue 7/7

18:05-14:30

1 stop26h 25m

Chicago O'Hare Intl

Wed 5/8

16:50-17:35

1 stop18h 45m

£732

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Tue 7/7

18:05-14:30

1 stop26h 25m

Chicago O'Hare Intl

Sun 2/8

16:20-08:45

1 stop10h 25m

£763
Fastest return journey

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Wed 8/7

09:15-14:30

1 stop11h 15m

Chicago O'Hare Intl

Sat 1/8

16:20-08:45

1 stop10h 25m

£763

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Wed 8/7

18:05-14:15

1 stop26h 10m

Chicago O'Hare Intl

Thu 30/7

07:30-08:45

2 stops19h 15m

£763

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Fri 17/4

17:20-19:32

2 stops32h 12m

Chicago O'Hare Intl

Mon 20/4

21:00-19:30

1 stop16h 30m

£798

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Sat 25/4

09:15-18:36

2 stops15h 21m

Chicago Midway

Sat 2/5

19:16-16:50

2 stops15h 34m

£972

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Fri 24/4

09:05-18:36

2 stops15h 31m

Chicago Midway

Fri 1/5

17:21-16:50

2 stops17h 29m

£1,114

Flights are sorted by cheapest return flights first.

Deals found on 10/3

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 is the cheapest month to book a flight from Southampton to Chicago?

Currently, December is the cheapest month in which you can book a flight from Southampton to Chicago (average of £219). Flying from Southampton to Chicago in July is currently the most expensive (average of £493). 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.

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?

    Virgin Atlantic, Delta, and KLM can get you from Southampton to Chicago in just under 15h 21m. Your travel time can differ by up to 15h 55m. The distance between Southampton and Chicago is about 3924 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.

  • What is the cheapest month to book a flight from Southampton to Chicago?

    Currently, December is the cheapest month in which you can book a flight from Southampton to Chicago (average of £219). Flying from Southampton to Chicago in July is currently the most expensive (average of £493). 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

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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Edinburgh to St. Louis flights
London City to Midway flights
Bristol to Midway flights
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Exeter to O'Hare Intl flights
Heathrow to Peoria flights
Gatwick to Champaign flights
Newcastle upon Tyne to St. Louis flights
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Heathrow to Champaign flights
London City to Peoria flights
Edinburgh to Moline flights
London City to Moline flights
Heathrow to Springfield flights
Newcastle upon Tyne to Midway flights
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Doncaster to O'Hare Intl flights
Darlington to O'Hare Intl flights

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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