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Cheap flights from Southampton to Chicago from £471

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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
SOU — CHI
26 Nov — 3 Dec1
1 adult
1 adult, Economy, 0 bags

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 27 October 2025.

Tue 9/1217:30SOU - ORD
3 stops29h 50mMultiple Airlines
Tue 16/1218:30ORD - SOU
2 stops19h 10mMultiple Airlines
Deal found 25/10£517
Tue 9/1212:25SOU - ORD
1 stop11h 30mAer Lingus
Tue 16/1215:50ORD - SOU
1 stop17h 45mAer Lingus
Deal found 25/10£538
Wed 10/1220:10SOU - ORD
1 stop23h 50mAer Lingus
Wed 17/1219:40ORD - SOU
1 stop13h 55mAer Lingus
Deal found 26/10£541
Wed 10/1208:40SOU - ORD
1 stop11h 40mKLM
Wed 17/1210:45ORD - SOU
2 stops24h 40mKLM
Deal found 26/10£640
Thu 11/1209:30SOU - ORD
1 stop14h 25mAer Lingus
Thu 18/1215:50ORD - SOU
1 stop10h 55mAer Lingus
Deal found 27/10£642
Tue 9/1208:40SOU - MDW
2 stops21h 07mMultiple Airlines
Tue 16/1213:14MDW - SOU
2 stops21h 46mMultiple Airlines
Deal found 25/10£667
Wed 10/1220:10SOU - ORD
2 stops28h 35mMultiple Airlines
Wed 17/1215:50ORD - SOU
2 stops14h 15mMultiple Airlines
Deal found 26/10£674
Thu 11/1208:40SOU - ORD
2 stops15h 15mMultiple Airlines
Thu 18/1215:50ORD - SOU
1 stop10h 55mMultiple Airlines
Deal found 27/10£706
Wed 10/1208:40SOU - MDW
2 stops15h 38mKLM
Wed 17/1213:50MDW - SOU
2 stops21h 35mKLM
Deal found 26/10£711
Thu 11/1208:50SOU - MDW
2 stops20h 57mDelta
Thu 18/1206:00MDW - SOU
2 stops20h 05mDelta
Deal found 27/10£817

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 27 October 2025.

Round-trip from

£517

One-way from

£471

Popular in

July

Cheapest in

February

Average price

£549
9/12-16/12
  • 9/12-16/12
  • 5 total stops
  • 49h 00m total
  • Southampton to Chicago
Search Deals
12/12
  • 12/12
  • 2 total stops
  • 48h 55m total
  • Southampton to Chicago
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (£61 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 October 2025
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 27 October 2025.
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

Tue 9/12

17:30-17:20

3 stops29h 50m

Chicago O'Hare Intl

Tue 16/12

18:30-19:40

2 stops19h 10m

£517

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Tue 9/12

12:25-17:55

1 stop11h 30m

Chicago O'Hare Intl

Tue 16/12

15:50-15:35

1 stop17h 45m

£538

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Wed 10/12

20:10-14:00

1 stop23h 50m

Chicago O'Hare Intl

Wed 17/12

19:40-15:35

1 stop13h 55m

£541

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Thu 11/12

09:30-17:55

1 stop14h 25m

Chicago O'Hare Intl

Thu 18/12

15:50-08:45

1 stop10h 55m

£642

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Thu 5/3

18:05-14:20

1 stop26h 15m

Chicago O'Hare Intl

Mon 9/3

17:25-17:00

1 stop18h 35m

£662

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 5/3

08:50-18:08

2 stops15h 18m

Chicago Midway

Mon 9/3

13:00-17:00

2 stops23h 00m

£667

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Wed 10/12

08:40-18:18

2 stops15h 38m

Chicago Midway

Wed 17/12

13:50-17:25

2 stops21h 35m

£711

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 11/12

08:50-23:47

2 stops20h 57m

Chicago Midway

Thu 18/12

06:00-08:05

2 stops20h 05m

£817

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Fri 12/12

19:50-14:45

2 stops48h 55m

£471

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Mon 3/11

09:30-17:55

1 stop14h 25m

£683

Flights are sorted by cheapest return flights first.

Deals found on 26/10

Showing 1-10 of 14 results
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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, September is the cheapest month in which you can book a flight from Southampton to Chicago (average of £153). Flying from Southampton to Chicago in July is currently the most expensive (average of £505). 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.

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.

Amsterdam (AMS) – chosen by Cheapflights users on 67% 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.

Amsterdam (AMS) is the most affordable one-stop option, with an average return flight price of £585.

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 05m.

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 Amsterdam (AMS) offer the fastest connection on this route, with an average stopover time of 1h 26m.

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, Delta, and KLM can get you from Southampton to Chicago in just under 11h 30m. Your travel time can differ by up to 4h 08m. 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, September is the cheapest month in which you can book a flight from Southampton to Chicago (average of £153). Flying from Southampton to Chicago in July is currently the most expensive (average of £505). 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

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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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