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Cheap flights from Southampton to Chicago from £308

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 23/2. Fares are subject to change and may not be available on all flights or dates of travel.
SOU — CHI
11 Feb — 18 Feb1
1 adult
1 adult, Economy, 0 bags

Cheap 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 12 January 2026.

Round-trip from

£489

One-way from

£308

Popular in

July

Cheapest in

February

Average price

£465
British Airways
  • British Airways
  • 25/2-4/3
  • 2 total stops
  • 29h 30m total
  • Southampton to Chicago
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23/2
  • 23/2
  • 3 total stops
  • 44h 56m total
  • Southampton to Chicago
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (£66 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 January 2026
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Find 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 12 January 2026.

Wed 25/212:25SOU - ORD
1 stop12h 50mBritish Airways
Wed 4/321:00ORD - SOU
1 stop16h 40mBritish Airways
Deal found 11/1£489
Tue 24/212:25SOU - ORD
1 stop12h 50mBritish Airways
Tue 3/321:00ORD - SOU
1 stop12h 35mBritish Airways
Deal found 9/1£494
Wed 28/112:25SOU - ORD
1 stop12h 50mBritish Airways
Sun 1/221:00ORD - SOU
1 stop32h 55mBritish Airways
Deal found 10/1£498
Sun 8/209:30SOU - ORD
1 stop15h 45mBritish Airways
Sun 15/221:00ORD - SOU
1 stop16h 40mBritish Airways
Deal found 9/1£511
Wed 25/208:50SOU - MDW
2 stops15h 50mDelta
Wed 4/310:49MDW - SOU
2 stops15h 31mDelta
Deal found 11/1£521
Tue 24/208:50SOU - ORD
2 stops19h 07mVirgin Atlantic
Tue 3/307:00ORD - SOU
2 stops19h 20mVirgin Atlantic
Deal found 9/1£521
Tue 27/109:25SOU - MDW
2 stops18h 57mDelta
Sat 31/113:26MDW - SOU
2 stops21h 49mDelta
Deal found 11/1£1,143

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 12 January 2026.
Use the filters below to find and compare flights from Southampton to Chicago that are best for you.

Fly from

Southampton

Fly to

Chicago

Route

Depart

Return

Price

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Wed 25/2

12:25-19:15

1 stop12h 50m

Chicago O'Hare Intl

Wed 4/3

21:00-19:40

1 stop16h 40m

£489

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Tue 24/2

12:25-19:15

1 stop12h 50m

Chicago O'Hare Intl

Tue 3/3

21:00-15:35

1 stop12h 35m

£494

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Wed 28/1

12:25-19:15

1 stop12h 50m

Chicago O'Hare Intl

Sun 1/2

21:00-11:55

1 stop32h 55m

£498

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Sun 8/2

09:30-19:15

1 stop15h 45m

Chicago O'Hare Intl

Sun 15/2

21:00-19:40

1 stop16h 40m

£511

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Wed 25/2

08:50-18:40

2 stops15h 50m

Chicago Midway

Wed 4/3

10:49-08:20

2 stops15h 31m

£521

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Tue 24/2

08:50-21:57

2 stops19h 07m

Chicago O'Hare Intl

Tue 3/3

07:00-08:20

2 stops19h 20m

£521

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Wed 25/2

08:50-20:44

2 stops17h 54m

Chicago O'Hare Intl

Wed 4/3

11:18-08:20

2 stops15h 02m

£521

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Tue 27/1

09:25-22:22

2 stops18h 57m

Chicago Midway

Sat 31/1

13:26-17:15

2 stops21h 49m

£1,143

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Mon 23/2

19:55-10:51

3 stops44h 56m

£308

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Sun 10/5

12:35-14:41

3 stops56h 06m

£313

Flights are sorted by cheapest return flights first.

Deals found on 9/1

Showing 1-10 of 18 results
1
2

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, April is the cheapest month in which you can book a flight from Southampton to Chicago (average of £122). Flying from Southampton to Chicago in July is currently the most expensive (average of £502). 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?

    British Airways and Delta can get you from Southampton to Chicago in just under 12h 50m. Your travel time can differ by up to 3h. 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.

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

    Currently, April is the cheapest month in which you can book a flight from Southampton to Chicago (average of £122). Flying from Southampton to Chicago in July is currently the most expensive (average of £502). 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

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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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Fly with Cheapflights

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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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