CHI - SOU

$290 Find Cheap Flights from Chicago to Southampton

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Southampton departing on 4/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Southampton

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Southampton, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Southampton, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$849
Multiple Airlines
ter 4/28ter 5/5
ORD - SOU • 2 stops
Cheapest one-way
$290
Multiple Airlines
ter 4/28
ORD - SOU • 3 stops
Top airlines
Cheapest • from $919 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Chicago and Southampton. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $1,055 (round-trip)
Shortest trip • 10h 24m (one-way)
Insights
Insights
Insights
Insights
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We hope you love your trip to Southampton!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Southampton (CHI-SOU)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Southampton that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Southampton

ter, abr 28 - ter, mai 5
Multiple Airlines Logo
7:25 pm - 7:30 pm
ORD
-
SOU
18h 05m
2 stops
Multiple Airlines Logo
9:20 am - 6:15 pm
SOU
-
ORD
14h 55m
2 stops
$849Multiple Airlines
ter, abr 28 - ter, mai 5
Multiple Airlines Logo
7:25 pm - 7:30 pm
ORD
-
SOU
18h 05m
3 stops
Multiple Airlines Logo
9:20 am - 6:15 pm
SOU
-
ORD
14h 55m
2 stops
$890Multiple Airlines
ter, abr 28 - ter, mai 5
Multiple Airlines Logo
7:25 pm - 9:25 am
ORD
-
SOU
32h 00m
2 stops
Multiple Airlines Logo
9:20 am - 7:15 pm
SOU
-
ORD
15h 55m
1 stop
$918Multiple Airlines
seg, mar 30 - qua, abr 8
Delta Logo
4:50 pm - 4:50 pm
ORD
-
SOU
18h 00m
1 stop
Delta Logo
9:05 am - 2:30 pm
SOU
-
ORD
11h 25m
1 stop
$919Delta
ter, mar 31 - ter, abr 7
Delta Logo
7:14 pm - 4:50 pm
ORD
-
SOU
15h 36m
2 stops
Delta Logo
5:20 pm - 2:30 pm
SOU
-
ORD
27h 10m
1 stop
$923Delta
seg, mar 30 - qui, abr 9
Delta Logo
7:14 pm - 4:50 pm
ORD
-
SOU
15h 36m
2 stops
Delta Logo
5:20 pm - 2:15 pm
SOU
-
ORD
26h 55m
1 stop
$924Delta
ter, abr 28 - ter, mai 5
KLM Logo
4:20 pm - 8:35 am
ORD
-
SOU
10h 15m
1 stop
KLM Logo
5:20 pm - 2:30 pm
SOU
-
ORD
27h 10m
1 stop
$965KLM
qui, abr 2 - qua, abr 8
Delta Logo
4:20 pm - 8:35 am
ORD
-
SOU
10h 15m
1 stop
Delta Logo
9:05 am - 2:30 pm
SOU
-
ORD
11h 25m
1 stop
$969Delta
ter, abr 28 - ter, mai 5
KLM Logo
10:41 am - 8:35 am
MDW
-
SOU
15h 54m
2 stops
KLM Logo
9:05 am - 6:36 pm
SOU
-
MDW
15h 31m
2 stops
$979KLM
qui, abr 30 - qui, mai 7
Aer Lingus Logo
3:45 pm - 8:40 am
ORD
-
SOU
10h 55m
1 stop
Aer Lingus Logo
9:20 am - 7:15 pm
SOU
-
ORD
15h 55m
1 stop
$982Aer Lingus
Booking Insights

KAYAK's insights & trends for Chicago to Southampton flights

Get data-powered insights and trends into flights from Chicago to Southampton to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Chicago to Southampton?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago to Southampton were found on Delta ($919) and KLM ($965).

Good to know

Cheapest flight$290
Most popular time to fly and prices are also 18% lower on average.
Flight from Chicago O'Hare Airport to Southampton

When to book flights from Chicago to Southampton

Are your dates flexible? Find out the best times to travel from Chicago to Southampton based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Southampton

  • What is the cheapest flight from Chicago to Southampton?

    In the last 3 days, the lowest price for a flight from Chicago to Southampton was $290 for a one-way ticket and $849 for a round-trip.

  • Do I need a passport to fly between Chicago and Southampton?

    Yes, you’ll need a passport to travel to Southampton from Chicago.

  • Which airports will I be using when flying from Chicago to Southampton?

    There are 2 airports in Chicago (Chicago Midway and Chicago O'Hare Intl.) and only 1 airport in Southampton (Southampton Eastleigh). The cheapest flights are generally found on the Chicago O'Hare Airport to Southampton Eastleigh flight route.

  • Which aircraft models fly most regularly from Chicago to Southampton?

    We unfortunately don’t have that data for this specific route.

  • Which is the best airline for flights from Chicago to Southampton, Delta or KLM?

    The two airlines most popular with KAYAK users for flights from Chicago to Southampton are Delta and KLM. With an average price for the route of $1,088 and an overall rating of 7.9, Delta is the most popular choice. KLM is also a great choice for the route, with an average price of $964 and an overall rating of 7.8.

  • How does KAYAK find such low prices on flights from Chicago to Southampton?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Southampton.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Southampton?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Southampton from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Southampton?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Southampton with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Southampton?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Southampton from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Chicago to Southampton

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Southampton. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Southampton? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8288 reviews
7.9Comfort
8.1Boarding
7.8Entertainment
8.5Crew
7.2Food
Airline reviews

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

10.0 ExcellentDebra, Mar 2026
PBI - ATL
Read more Delta reviews

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

With Aeromexico it ended up good but with Delta it was bad because we did everything through Delta... Showed up at the Delta terminal... It was the wrong place! Nothing ever told us to go to the Aeromexico terminal. It said "in partnership with Aeromexico" but I was never instructed to check in with them or go to their terminal. We had to haul @$$ running through the airport and almost didn't make it thanks to this poor communication. 👎🏽

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

The crew were unprofessional with a racist element. I was physically abused as well from one of the crew members

Empty seats next to me - wish it had been for a longer flight!!

I’m grateful for the KLM Air France shuttle bus service to Ottawa. However due to construction and other issues related to the chaotic Uber pickup system at YUL, it’s a challenge to find the Kelios bus service to Ottawa. The signs are not clear or even available. No staff to guide passengers. It’s a stressful experience.

Terrible last row seats many seats available but no offer to move to better seat

Delay on my previous leg, had to run to catch my flight. But that happens. Overall ok.

Delay and had to run between flight to get my connection due to this delay but besides that the overall experience was ok. I arrived with just an hour of delay.

Flight was ok but lack of communication cost me to literally beg to be put on another flight as connecting flight had departed

They forgot to serve food and the crew was very unfriendly. Never experienced such a bad KLM flight. Usually fly from Toronto. New York was different.

Couldn’t get boarding pass in SLC even with help from a redcoat, so had to find a desk in AMS to get boarding pass. Technical problems so not sure why. Very inconvenient. The KLM app is not as user friendly as most apps. Also had to wait almost an hour on the tarmac for a fuel truck, which caused us to miss a connecting bus in LUX.

Over 1 Hr delay. No APU so no AC on ground. Plane was hot during boarding and then they closed the doors over 20 minutes before engine start so interior of plane was steamy hot and stuffy. Could have been helped by opening doors until ready to depart.

There was a 6h delay with limited updates . When we got to Manchester the bus took ages to get to arrivals and we missed our train, dinner reservation. Basically lost a whole day due to arrivals Lingus!!

Great. Has a problem with DOB. Fixed 4 us. Led to a 5 hour earlier flight to London!

Punctual, smooth flight. Crew excellent and cabin very clean. Paid for WiFi but once you close out you cannot get back in even if you paid for entire flight.

Flight crew was superb. Meal was one of the meals at altitude I’ve had

Canceled my flight couple hours before takeoff. They could not find a decent re-routing and refused to pay for when i subjected alternative with Lufthansa.

Seats a little to soft on the SFO DUB flight

Well, I think we left close to on time. Crew was “eh”.

Flight takeoff was delayed an hour, but arrival time was not updated at the same time as departure time, so those picking me up at the other end were not alerted to the change in my arrival.

Seats are terribly cramped. I’m only 5’2” and my knees were practically in my face. No room to put a normal size bag under the seat and when the person in front of you reclined their seat your tray table was in your lap. This is the airline’s way of cramming more seats into the plane to make more money. I’ll think twice about taking Aer Lingus again since there are a few other options from Boston to the Emerald Isle.

Couldn’t check In online, message was couldn’t check in until Sunday morning though plane left Saturday night. Checked in okay at airport but caused slot if stress.

Everything you need to know for your flight from Chicago to Southampton

Information on your arrival and departure airports