CHI - SOU

$380 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 7/10. 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
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$1,025
Multiple Airlines
Tue 6/9Tue 6/16
ORD - SOU • 3 stops
Cheapest one-way
$494
Multiple Airlines
Fri 7/10
MDW - SOU • 2 stops
Top airlines
Cheapest • from $1,061 (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 $1,046 (round-trip)
Shortest trip • 10h 24m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
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

Tue, Jun 9 - Tue, Jun 16
Multiple Airlines Logo
9:55 am - 7:30 pm
ORD
-
SOU
27h 35m
3 stops
Multiple Airlines Logo
9:20 am - 9:25 pm
SOU
-
ORD
18h 05m
2 stops
$1,025Multiple Airlines
Tue, Jun 9 - Tue, Jun 16
Multiple Airlines Logo
9:55 am - 7:30 pm
ORD
-
SOU
27h 35m
3 stops
Multiple Airlines Logo
9:20 am - 10:18 am
SOU
-
ORD
30h 58m
3 stops
$1,044Multiple Airlines
Sun, Sep 6 - Sat, Sep 19
KLM Logo
4:20 pm - 4:50 pm
ORD
-
SOU
18h 30m
1 stop
KLM Logo
5:20 pm - 2:15 pm
SOU
-
ORD
26h 55m
1 stop
$1,061KLM
Sun, Sep 6 - Sat, Sep 19
KLM Logo
10:40 am - 8:35 am
ORD
-
SOU
15h 55m
2 stops
KLM Logo
5:20 pm - 2:15 pm
SOU
-
ORD
26h 55m
1 stop
$1,065KLM
Tue, Jun 9 - Tue, Jun 16
Multiple Airlines Logo
9:55 am - 7:30 pm
ORD
-
SOU
27h 35m
2 stops
Multiple Airlines Logo
9:20 am - 6:15 pm
SOU
-
ORD
14h 55m
2 stops
$1,066Multiple Airlines
Thu, Sep 10 - Sun, Sep 20
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
$1,111KLM
Fri, Aug 14 - Sun, Aug 30
KLM Logo
4:20 pm - 8:45 am
ORD
-
SOU
10h 25m
1 stop
KLM Logo
9:15 am - 2:15 pm
SOU
-
ORD
11h 00m
1 stop
$1,138KLM
Fri, Aug 14 - Sun, Aug 30
Delta Logo
5:25 pm - 5:00 pm
MDW
-
SOU
17h 35m
2 stops
Delta Logo
9:15 am - 9:46 pm
SOU
-
MDW
18h 31m
2 stops
$1,209Delta
Thu, Jun 11 - Thu, Jun 18
Delta Logo
9:54 am - 8:35 am
MDW
-
SOU
16h 41m
2 stops
Delta Logo
9:05 am - 6:18 pm
SOU
-
MDW
15h 13m
2 stops
$2,081Delta
Fri, Jun 5 - Fri, Jun 19
Delta Logo
9:23 am - 8:45 am
MDW
-
SOU
17h 22m
2 stops
Delta Logo
9:05 am - 6:18 pm
SOU
-
MDW
15h 13m
2 stops
$2,155Delta
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.

How much is a round-trip flight from Chicago to Southampton?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Southampton departing in June.

What is the cheapest month to fly from Chicago to Southampton?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Southampton, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Southampton is November, where tickets cost $0 (return) on average. On the other hand, the most expensive months are October and June, where the average cost of round-trip tickets is $4,476 and $1,129 respectively.

Good to know

Cheapest flight$494
Most popular time to fly and prices are also 19% lower on average.
Flight from Chicago Midway 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 $380 for a one-way ticket and $1,025 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 8465 reviews
8.5Crew
7.9Comfort
7.8Entertainment
8.1Boarding
7.2Food
Airline reviews

The flight was operated by Latam. The aircraft had a technical issue and the flight was delayed for the next day. They grounded other passengers to get their airplane assigned to my flight. Most of he ground staff don't speak English (Orlando Airport), but were very polite.The crew on the other hand could speak English and Portuguese. On board service was good.

6.0 GoodSilvestre, Apr 2026
MCO - GRU
Read more Delta reviews

The flight was operated by Latam. The aircraft had a technical issue and the flight was delayed for the next day. They grounded other passengers to get their airplane assigned to my flight. Most of he ground staff don't speak English (Orlando Airport), but were very polite.The crew on the other hand could speak English and Portuguese. On board service was good.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

As per usual when you Hit the UK it's a slow process through customs Not as efficient at Thailand for sure

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.

OK overall. Flight was delayed Crew on flight was good

Late late late. Delayed and arrived an hour late for a 1 hour 45 minute connection. Every time. Poor record for this company. I try to fly any other carrier first.

This was the smoothest flight I've ever taken with any airline, including Aer Lingus. Typically, there are moments when I feel afraid, but from take off (miraculously seamless!) to cruise, to landing this was a perfect flight. Thank you!

Poor. Plane left EWR late hence missed connecting flight in Dublin. No pro active info from flight staff on connection, only when probed a couple of lies on where we would dock, and on lilelyhood catching connecting flight. Lies as they will have known our EWR-DUB would be parked furthest away from the transit spit - lying it would be next to the AMS flight.

The crew was friendly. The plane was comfortable. In-flight wifi didn't work well at all. The ride was quite turbulent but understandable given the weather.

I flew economy class. Seats were very good and the crew was excellent

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

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

Information on your arrival and departure airports