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$470+ Cheap flights from Chicago (CHI) to Southampton (SOU)

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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SOU
Nov 7 — Nov 141
Fri 11/7
Fri 11/14
1 adult, Economy
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Find flight deals from Chicago to Southampton

Cheapest flights from Chicago to Southampton
Explore the most affordable flight options available from Chicago to Southampton. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 8, 2025.

This lol.travel deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/104:25 pmORD - SOU
1 stop18h 35mVirgin Atlantic
Wed 11/268:40 amSOU - ORD
1 stop11h 40mVirgin Atlantic
Deal found 10/8$717
This KLM deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1010:46 amORD - SOU
2 stops15h 24mKLM
Wed 11/268:40 amSOU - ORD
1 stop11h 40mKLM
Deal found 10/8$762
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/14:25 pmORD - SOU
1 stop18h 35mDelta
Tue 12/95:30 pmSOU - ORD
1 stop26h 50mDelta
Deal found 10/8$763
This KLM deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1010:47 amMDW - SOU
2 stops15h 23mKLM
Wed 11/268:40 amSOU - MDW
2 stops21h 00mKLM
Deal found 10/8$767
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/21:23 pmORD - SOU
2 stops12h 47mDelta
Wed 12/108:40 amSOU - ORD
1 stop11h 40mDelta
Deal found 10/8$767
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/14:25 pmORD - SOU
1 stop18h 35mDelta
Mon 12/86:05 pmSOU - ORD
2 stops29h 41mDelta
Deal found 10/8$773
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/15:34 pmMDW - SOU
2 stops17h 26mDelta
Wed 12/108:40 amSOU - MDW
2 stops15h 38mDelta
Deal found 10/8$778
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/21:23 pmORD - SOU
2 stops12h 47mDelta
Mon 12/86:05 pmSOU - ORD
2 stops29h 41mDelta
Deal found 10/8$778
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/54:25 pmORD - SOU
1 stop18h 35mDelta
Wed 12/108:40 amSOU - ORD
1 stop11h 40mDelta
Deal found 10/8$782
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:15 amORD - SOU
2 stops15h 05mDelta
Mon 12/86:05 pmSOU - ORD
2 stops29h 41mDelta
Deal found 10/8$787
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/54:25 pmORD - SOU
1 stop18h 35mDelta
Mon 12/88:40 amSOU - ORD
1 stop11h 40mDelta
Deal found 10/8$792
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/411:15 amORD - SOU
2 stops23h 45mDelta
Wed 12/108:40 amSOU - ORD
2 stops37h 42mDelta
Deal found 10/8$793

Cheap flight deals from Chicago to Southampton

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Southampton (SOU). 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 October 8, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$717
(lol.travel)

One-way from

$470
(Delta)

Popular in

June

Cheapest in

February

Average price

$666
Provider with most accurate pricing for Chicago (CHI)-Southampton Eastleigh flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Southampton Eastleigh flights.
Search Deals
From Chicago (CHI) to Southampton Eastleigh
Search Deals
One-way flight from Chicago (CHI) to Southampton Eastleigh
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($204 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($36 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Southampton 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 2,558,603 searches. Data last updated October 8, 2025.
Use the filters below to find and compare flights from Chicago to Southampton that are best for you.

Fly from

Chicago

Fly to

Southampton

Route

Depart

Return

Price

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

Mon 11/10

4:25 pm-5:00 pm

1 stop18h 35m

Southampton Eastleigh

Wed 11/26

8:40 am-2:20 pm

1 stop11h 40m

$717

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

Mon 11/10

10:46 am-8:10 am

2 stops15h 24m

Southampton Eastleigh

Wed 11/26

8:40 am-2:20 pm

1 stop11h 40m

$762

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

Wed 12/3

4:25 pm-8:20 am

1 stop9h 55m

Southampton Eastleigh

Tue 12/9

5:30 pm-2:20 pm

1 stop26h 50m

$763

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

Mon 12/1

4:25 pm-5:00 pm

1 stop18h 35m

Southampton Eastleigh

Thu 12/11

6:05 pm-2:20 pm

1 stop26h 15m

$763

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Mon 11/10

10:47 am-8:10 am

2 stops15h 23m

Southampton Eastleigh

Wed 11/26

8:40 am-11:40 pm

2 stops21h 00m

$767

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

Tue 12/2

1:23 pm-8:10 am

2 stops12h 47m

Southampton Eastleigh

Wed 12/10

8:40 am-2:20 pm

1 stop11h 40m

$767

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

Wed 12/3

5:30 am-8:20 am

2 stops20h 50m

Southampton Eastleigh

Thu 12/11

6:05 pm-2:20 pm

1 stop26h 15m

$767

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

Tue 12/2

7:00 am-8:10 am

2 stops19h 10m

Southampton Eastleigh

Tue 12/9

5:30 pm-2:20 pm

1 stop26h 50m

$767

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

Wed 12/3

4:25 pm-8:20 am

1 stop9h 55m

Southampton Eastleigh

Wed 12/10

5:30 pm-4:57 pm

2 stops29h 27m

$773

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Wed 12/3

10:49 am-8:20 am

2 stops15h 31m

Southampton Eastleigh

Wed 12/10

8:40 am-6:18 pm

2 stops15h 38m

$778

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/6

Showing 1-10 of 25 results
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Compare providers for flights from Chicago to Southampton

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Southampton in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Southampton flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Southampton flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Southampton flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Southampton flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Southampton flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Southampton

Have a flexible travel schedule? Discover the best time to fly to Southampton from Chicago with our price prediction graph.
Estimated round-trip 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 Chicago to Southampton

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

Currently, May is the cheapest month in which you can book a flight from Chicago to Southampton (average of $391). Flying from Chicago to Southampton in July is currently the most expensive (average of $612). 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 is the cheapest time of day to fly from CHI to SOU?

Find hourly flight availability from Chicago to Southampton. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 8, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Southampton in the evening. If you’re flexible enough to do this you can expect to save up to 47% on your trip compared to booking a flight at noon.

Reviews of airlines servicing Southampton

Get insights into the airlines that provide service to Southampton. 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 Southampton. Reviews last updated October 8, 2025.
Read reviews from past customers who have flown KLM from Chicago to Southampton. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
KLM
7.7
Good
1,396 reviews

Food

7.2

Comfort

7.6

Entertainment

7.1

Crew

8.4

Overall

7.7

Boarding

7.8

Reviews

1 / 20
2.0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.
KLM
7.7
Good
1,396 reviews
KLM
7.7
Good
1,396 reviews

Food

7.2

Comfort

7.6

Entertainment

7.1

Crew

8.4

Overall

7.7

Boarding

7.8

Reviews

1 / 20
2.0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Southampton. 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 into for flights to Southampton from Chicago?

    Southampton Eastleigh (SOU) is the airport you will fly into if you book a flight from Chicago to Southampton. You should not have trouble finding flights to Eastleigh from Chicago; the airport handles an average of 0 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 1 airline has flights to the Southampton airport from Chicago. It is only a 3.5 mi journey from Eastleigh (SOU) to Southampton’s city center.

  • How long is the flight from Chicago to Southampton?

    Airlines like Virgin Atlantic, KLM, and Delta fly from Chicago to Southampton in about 9h 55m. The time it takes to get you to your destination can typically vary by up to 8h 40m. The distance from Chicago to Southampton is about 3921 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What is the cheapest airline to fly from Chicago to Southampton round-trip?

    According to our current data, Aer Lingus ($623), offers the cheapest pricing from Chicago to Southampton.

  • Can I find deals for flights from Chicago to Southampton that include hotel bookings?

    Yes. In addition to deals on Chicago to Southampton flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Southampton?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Southampton.

  • Can I find deals for business class flights from Chicago to Southampton?

    Yes. Cheapflights offers flight deals from Chicago to Southampton 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 Chicago to Southampton?

    Currently, May is the cheapest month in which you can book a flight from Chicago to Southampton (average of $391). Flying from Chicago to Southampton in July is currently the most expensive (average of $612). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to Southampton

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Chicago to Southampton

Discover the top airline that operate flights from Chicago to Southampton. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
Aer LingusCheapest$623Average$1,150FlexibilityNo cancel feeOn-timeN/A

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