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Find cheap one-way flights from Chicago to Southampton starting at US$540.

For as little as US$540, you can take your next adventure to Southampton without breaking the bank. Choose between one-way and return tickets from Chicago below.

  • One way
  • Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Chicago to Southampton Flight time & Schedules

Flight info.
Departure
Arrival
Weekly Schedule
  1. DL3778

    09:20

    MDW

    1.6h

    10:55

    MSP

    SMTWTFS
  2. DL160

    15:50

    MSP

    8.1h

    06:55

    AMS

    SMTWTFS
  3. DL9241

    08:15

    AMS

    1.2h

    08:25

    SOU

    SMTW---
  4. VS4563

    11:19

    ORD

    2.0h

    14:18

    ATL

    SMTWTFS
  5. VS7113

    16:50

    ATL

    8.1h

    05:55

    AMS

    SMTWTFS
  6. VS7187

    08:35

    AMS

    1.2h

    08:45

    SOU

    SMTW---
  7. VS2456

    13:00

    MDW

    1.2h

    15:11

    DTW

    SMTWTFS
  8. VS3929

    16:25

    DTW

    7.6h

    06:00

    AMS

    SMTWTFS
  9. VS7187

    08:35

    AMS

    1.2h

    08:45

    SOU

    SMTW---
  10. VS7142

    16:50

    ORD

    7.8h

    07:35

    AMS

    S-T-T-S
  11. VS7186

    08:40

    AMS

    1.2h

    08:50

    SOU

    ----TFS
  12. KL612

    16:50

    ORD

    7.8h

    07:35

    AMS

    S-T-T-S
  13. KL1069

    08:35

    AMS

    1.2h

    08:45

    SOU

    SMTW---
  14. VS1664

    17:30

    ORD

    1.3h

    19:50

    DTW

    SMTWTFS
  15. VS3929

    16:25

    DTW

    7.6h

    06:00

    AMS

    SMTWTFS
  16. VS7187

    08:35

    AMS

    1.2h

    08:45

    SOU

    SMTW---
  17. DL3869

    17:59

    MDW

    1.2h

    20:10

    DTW

    -----F-
  18. VS3945

    22:25

    DTW

    7.9h

    12:20

    AMS

    SMTWTFS
  19. VS7188

    16:50

    AMS

    1.2h

    17:00

    SOU

    SMTWTFS
  20. UA444

    18:14

    ORD

    1.9h

    21:09

    IAD

    SMTWTFS
  21. UA228

    22:05

    IAD

    7.3h

    10:20

    DUB

    SMTWTFS
  22. EI3304

    14:55

    DUB

    1.8h

    16:45

    SOU

    S--WT-S
  23. BA296

    21:15

    ORD

    7.8h

    11:00

    LHR

    SMTWTFS
  24. BA1424

    07:05

    LHR

    1.4h

    08:30

    BHD

    -MT-T--
  25. EI3606

    14:40

    BHD

    1.6h

    16:15

    SOU

    SMTWT-S
  26. IB4212

    23:00

    ORD

    7.7h

    11:40

    LHR

    SMTWTFS
  27. BA1416

    12:50

    LHR

    1.4h

    14:15

    BHD

    SMTWTF-
  28. EI3606

    14:40

    BHD

    1.6h

    16:15

    SOU

    SMTWT-S

When is the cheapest time to book flights from Chicago to Southampton?

Explore the best time to buy affordable tickets to Southampton with our price trend chart, which predicts how flight prices will change in the coming weeks from previous data.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Chicago (CHI) to Southampton (SOU) the cheapest?

    Airlines adjust prices for flights from Chicago to Southampton based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much do flights from Chicago (CHI) to Southampton (SOU) cost?

    According to Trip.com's data, the lowest price is around $1,360.
  • What is the transportation method from the main airport to downtown in Southampton?

    • The distance from Southampton Airport to downtown is about 5 km. It takes about 20 minutes by taxi.

How to find a cheap flight from Chicago to Southampton

If you don’t know some of the key things to look out for when buying flight tickets, prices can often end up sky high or, worse, sold out! We’ve carefully compiled our six most important steps to help ensure you’re getting the best deals when planning your next journey.
1
Being flexible with your dates to get the cheapest Chicago to Southampton ticket.
Tap "Date" on flight search bar to scan through the calender for Chicago to Southampton airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Sat, Mar 29 at US$540 for one-way flights.
2
Compare cheap Chicago to Southampton flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Chicago to Southampton. The cheapest airline operating is Virgin Atlantic.
3
Set up a Price Alert
By setting up a Price Alert for your Chicago to Southampton route, you can easily track the price of your airline tickets from Chicago to Southampton without manually checking every day.
4
Don't miss cheap Chicago to Southampton flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights for cheap flights. If registering a free membership, you can receive more deals for your flights.
5
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
6
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com free app and search for cheap flight tickets from Chicago to Southampton to get exclusive deals for you.

Chicago to Southampton Flight Information

Cheapest nonstop flight price$540
Off-season for travelJanuary
Peak season for travelDecember
Flight distance6,306.5 km
Popular airlineDelta Air Lines