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Cheap flights from Southampton to Chicago from £663

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 17/8. Fares are subject to change and may not be available on all flights or dates of travel.
SOU — CHI
9 Jul — 16 Jul1
1 adult

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 4 July 2025.

Round-trip from

£663

Popular in

August

Cheapest in

February

Average price

£645
KLM
  • KLM
  • 17/8-24/8
  • 2 total stops
  • 45h 15m total
  • Southampton to Chicago
Highest demand for flights based on searches. 12% potential increase in price (£53 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (£9 potential savings vs. average return price).
Average for round-trip flights in July 2025

Find flight deals from Southampton to Chicago

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 4 July 2025.

Sun 17/817:35SOU - ORD
1 stop26h 35mKLM
Sun 24/816:20ORD - SOU
1 stop18h 40mKLM
Deal found 3/7£663
Wed 9/709:20SOU - ORD
1 stop11h 20mDelta
Mon 28/711:05ORD - SOU
2 stops15h 45mDelta
Deal found 2/7£675
Sat 16/809:40SOU - ORD
1 stop15h 20mAer Lingus
Sat 23/821:15ORD - SOU
1 stop29h 55mAer Lingus
Deal found 3/7£732
Sun 17/819:40SOU - ORD
2 stops29h 20mMultiple Airlines
Sun 24/816:55ORD - SOU
2 stops33h 45mMultiple Airlines
Deal found 3/7£744
Sun 17/809:20SOU - MDW
2 stops18h 24mDelta
Sun 24/819:17MDW - SOU
2 stops15h 43mDelta
Deal found 3/7£764
Wed 16/709:20SOU - ORD
2 stops38h 51mVirgin Atlantic
Fri 25/719:59ORD - SOU
2 stops30h 46mVirgin Atlantic
Deal found 2/7£788
Sat 16/817:35SOU - MDW
2 stops34h 09mVirgin Atlantic
Sat 23/819:17MDW - SOU
2 stops31h 28mVirgin Atlantic
Deal found 3/7£793
Wed 16/709:20SOU - MDW
2 stops15h 20mKLM
Sat 19/713:46MDW - SOU
2 stops12h 59mKLM
Deal found 2/7£1,196
Wed 16/720:00SOU - MDW
3 stops26h 24mMultiple Airlines
Sat 19/709:40MDW - SOU
3 stops22h 40mMultiple Airlines
Deal found 2/7£1,248

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 4 July 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

Sun 17/8

17:35-14:10

1 stop26h 35m

Chicago O'Hare Intl

Sun 24/8

16:20-17:00

1 stop18h 40m

£663

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Wed 16/7

09:20-14:40

1 stop11h 20m

Chicago O'Hare Intl

Fri 25/7

17:39-17:00

2 stops17h 21m

£698

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Sat 16/8

09:40-19:00

1 stop15h 20m

Chicago O'Hare Intl

Sat 23/8

21:15-09:10

1 stop29h 55m

£732

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Sun 17/8

19:40-19:00

2 stops29h 20m

Chicago O'Hare Intl

Sun 24/8

16:55-08:40

2 stops33h 45m

£744

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Sun 17/8

09:20-21:44

2 stops18h 24m

Chicago Midway

Sun 24/8

19:17-17:00

2 stops15h 43m

£764

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Wed 16/7

09:20-18:11

2 stops38h 51m

Chicago O'Hare Intl

Fri 25/7

19:59-08:45

2 stops30h 46m

£788

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Sat 16/8

17:35-21:44

2 stops34h 09m

Chicago Midway

Sat 23/8

19:17-08:45

2 stops31h 28m

£793

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Wed 16/7

09:20-18:40

2 stops15h 20m

Chicago Midway

Sat 19/7

13:46-08:45

2 stops12h 59m

£1,196

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Wed 16/7

20:00-16:24

3 stops26h 24m

Chicago Midway

Sat 19/7

09:40-14:20

3 stops22h 40m

£1,248

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Wed 22/10

20:00-21:15

3 stops55h 15m

£1,087

Flights are sorted by cheapest return flights first.

Deals found on 3/7

Showing 1-10 of 11 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, January is the cheapest month in which you can book a flight from Southampton to Chicago (average of £595). Flying from Southampton to Chicago in July is currently the most expensive (average of £843). 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.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 4 July 2025.
Get a feel of what it's like to fly with Delta, KLM, andVirgin Atlantic from Southampton to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very Good

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What are the cheapest airlines flying from Southampton to Chicago round-trip?

    Our cheapest airline available from Southampton to Chicago is KLM. Our recent data shows that you can find tickets from as low as £663 on this airline. Additional options worth looking into are Delta and Aer Lingus, starting at £698 and £732 round-trip.

  • 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, January is the cheapest month in which you can book a flight from Southampton to Chicago (average of £595). Flying from Southampton to Chicago in July is currently the most expensive (average of £843). 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.

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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