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Cheap flights from Southampton to Chicago from £485

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 17/7. Fares are subject to change and may not be available on all flights or dates of travel.
SOU — CHI
12 Jun — 19 Jun1
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 May 2026.

Tue 9/609:20
SOU
-
ORD
1 stop15h 55m
Aer Lingus
Mon 15/621:00
ORD
-
SOU
1 stop16h 30m
Aer Lingus
Deal found 12/5£648
Tue 9/609:20
SOU
-
ORD
1 stop15h 55m
Multiple Airlines
Mon 15/621:00
ORD
-
SOU
2 stops29h 35m
Multiple Airlines
Deal found 12/5£731
Tue 23/617:20
SOU
-
ORD
2 stops27h 50m
Multiple Airlines
Tue 30/617:10
ORD
-
SOU
2 stops33h 25m
Multiple Airlines
Deal found 10/5£753
Tue 23/609:05
SOU
-
ORD
1 stop11h 10m
KLM
Tue 30/616:20
ORD
-
SOU
1 stop18h 30m
KLM
Deal found 9/5£778
Tue 9/609:05
SOU
-
MDW
2 stops15h 13m
Delta
Mon 15/617:11
MDW
-
SOU
2 stops17h 39m
Delta
Deal found 12/5£894
Tue 9/609:20
SOU
-
MDW
3 stops29h 54m
Multiple Airlines
Mon 15/609:17
MDW
-
SOU
3 stops25h 33m
Multiple Airlines
Deal found 12/5£965
Fri 17/709:15
SOU
-
MDW
2 stops15h 03m
Delta
Sun 26/718:58
MDW
-
SOU
2 stops16h 37m
Delta
Deal found 12/5£1,057
Tue 23/609:05
SOU
-
MDW
2 stops15h 13m
Delta
Tue 30/619:16
MDW
-
SOU
2 stops15h 34m
Delta
Deal found 10/5£1,081
Thu 18/609:05
SOU
-
MDW
2 stops15h 13m
Delta
Thu 25/609:54
MDW
-
SOU
2 stops16h 41m
Delta
Deal found 9/5£1,248

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 May 2026.

Round-trip from

£648

One-way from

£485

Popular in

July

Cheapest in

February

Average price

£571
Aer Lingus
  • Aer Lingus
  • 9/6-15/6
  • 2 total stops
  • 32h 25m total
  • Southampton to Chicago
Search Deals
17/7
  • 17/7
  • 3 total stops
  • 45h 40m total
  • Southampton to Chicago
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (£49 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£8 potential savings vs. average return price).
Search Deals
Average for round-trip flights in May 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 May 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

Tue 23/6

17:20-15:10

2 stops27h 50m

Chicago O'Hare Intl

Tue 30/6

17:10-08:35

2 stops33h 25m

£753

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Tue 9/6

20:00-11:29

1 stop21h 29m

Chicago O'Hare Intl

Mon 15/6

16:55-16:50

2 stops17h 55m

£754
Fastest return journey

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Tue 23/6

09:05-14:15

1 stop11h 10m

Chicago O'Hare Intl

Tue 30/6

18:22-16:50

2 stops16h 28m

£781

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Tue 9/6

09:20-19:25

2 stops16h 05m

Chicago O'Hare Intl

Mon 15/6

15:40-16:50

3 stops19h 10m

£788

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Wed 9/9

20:00-19:15

1 stop29h 15m

Chicago O'Hare Intl

Sun 13/9

15:45-08:40

1 stop10h 55m

£818

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Wed 21/10

09:20-19:15

1 stop15h 55m

Chicago O'Hare Intl

Mon 2/11

21:45-17:40

2 stops13h 55m

£862

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Tue 9/6

09:05-18:18

2 stops15h 13m

Chicago Midway

Mon 15/6

17:11-16:50

2 stops17h 39m

£894

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Fri 17/7

09:15-18:18

2 stops15h 03m

Chicago Midway

Sun 26/7

18:58-17:35

2 stops16h 37m

£1,057

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Tue 23/6

09:05-18:18

2 stops15h 13m

Chicago Midway

Tue 30/6

19:16-16:50

2 stops15h 34m

£1,081

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 18/6

09:05-18:18

2 stops15h 13m

Chicago Midway

Thu 25/6

09:54-08:35

2 stops16h 41m

£1,248

Flights are sorted by cheapest return flights first.

Deals found on 12/5

Showing 1-10 of 19 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
No data available for this route at this time. Please check back soon.

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?

    Aer Lingus, KLM, and Delta can get you from Southampton to Chicago in just under 11h 10m. Your travel time can differ by up to 10h 19m. 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

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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
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Birmingham to St. Louis flights
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Leeds to Midway flights
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Southampton to Midway flights
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Manchester to Moline flights
Doncaster to O'Hare Intl flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Southampton to Chicago?

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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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