£490 Cheap Flights from Southampton (SOU) to Chicago (CHIA)

Q: How many airports are there in Chicago?

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.

Q: How much are return flights from Southampton to Chicago?

The best price we found for a return flight from Southampton to Chicago is £490. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

Q: Which airlines fly direct from Southampton to Chicago?

Currently, there are no airlines that fly direct from Southampton to Chicago. But we found flights with one or more stops from £490.

Q: How many flights are there a week from Southampton to Chicago?

As of July 2025, there are no flights flying from Southampton to Chicago.

Q: When is the cheapest time to fly from Southampton to Chicago?

The cheapest month to fly from Southampton to Chicago is usually October.

Q: Which is the cheapest airport to fly into in Chicago?

If you're flying from Southampton Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 15.8 miles away from the centre of Chicago. We've found flights into this airport from £490 .

Q: Which upcoming date is cheapest to fly from Southampton Airport to Chicago on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Southampton Airport to Chicago on Tuesday, 28 October 2025 .

Q: Can I get a direct flight from Southampton Airport to Chicago?

No airlines currently offer direct flights between Southampton Airport and Chicago. Most routes have one or more stops.

Q: How can I get the best flight deal from Southampton Airport to Chicago?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

Q: When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

Compare Southampton to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

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Flight deals Cheapest month Find the best route Route info FAQs Tips and advice

Flight deals from Southampton to Chicago

Looking for a cheap last-minute deal or the best return flight from Southampton to Chicago? Find the lowest prices on one-way and return tickets right here.

Chicago.£490 per passenger.Departing Tue, 28 Oct, returning Thu, 6 Nov.Return flight with Aer Lingus.Outbound indirect flight with Aer Lingus, departs from Southampton on Tue, 28 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with Aer Lingus, departs from Chicago O'Hare International on Thu, 6 Nov, arriving in Southampton.Price includes taxes and charges.From £490, select.

Chicago.£532 per passenger.Departing Wed, 24 Sep, returning Sun, 28 Sep.Return flight with KLM.Outbound indirect flight with KLM, departs from Southampton on Wed, 24 Sep, arriving in Chicago O'Hare International.Inbound indirect flight with KLM, departs from Chicago O'Hare International on Sun, 28 Sep, arriving in Southampton.Price includes taxes and charges.From £532, select.

Chicago.£579 per passenger.Departing Fri, 12 Dec, returning Fri, 23 Jan.Return flight with Aer Lingus and Scandinavian Airlines.Outbound indirect flight with Aer Lingus, departs from Southampton on Fri, 12 Dec, arriving in Chicago O'Hare International.Inbound indirect flight with Scandinavian Airlines, departs from Chicago O'Hare International on Fri, 23 Jan, arriving in Southampton.Price includes taxes and charges.From £579, select.

Chicago.£609 per passenger.Departing Thu, 9 Oct, returning Thu, 16 Oct.Return flight with KLM and Virgin Atlantic.Outbound indirect flight with KLM, departs from Southampton on Thu, 9 Oct, arriving in Chicago Midway.Inbound indirect flight with Virgin Atlantic, departs from Chicago Midway on Thu, 16 Oct, arriving in Southampton.Price includes taxes and charges.From £609, select.

Chicago.£613 per passenger.Departing Wed, 27 Aug, returning Tue, 2 Sep.Return flight with Virgin Atlantic.Outbound indirect flight with Virgin Atlantic, departs from Southampton on Wed, 27 Aug, arriving in Chicago O'Hare International.Inbound indirect flight with Virgin Atlantic, departs from Chicago O'Hare International on Tue, 2 Sep, arriving in Southampton.Price includes taxes and charges.From £613, select.

Chicago.£615 per passenger.Departing Mon, 5 Jan, returning Sun, 11 Jan.Return flight with Virgin Atlantic.Outbound indirect flight with Virgin Atlantic, departs from Southampton on Mon, 5 Jan, arriving in Chicago O'Hare International.Inbound indirect flight with Virgin Atlantic, departs from Chicago O'Hare International on Sun, 11 Jan, arriving in Southampton.Price includes taxes and charges.From £615, select.

Chicago.£617 per passenger.Departing Tue, 19 Aug, returning Tue, 26 Aug.Return flight with Aer Lingus.Outbound indirect flight with Aer Lingus, departs from Southampton on Tue, 19 Aug, arriving in Chicago O'Hare International.Inbound indirect flight with Aer Lingus, departs from Chicago O'Hare International on Tue, 26 Aug, arriving in Southampton.Price includes taxes and charges.From £617, select.

Chicago.£961 per passenger.Departing Tue, 8 Jul, returning Tue, 15 Jul.Return flight with Aer Lingus.Outbound indirect flight with Aer Lingus, departs from Southampton on Tue, 8 Jul, arriving in Chicago O'Hare International.Inbound indirect flight with Aer Lingus, departs from Chicago O'Hare International on Tue, 15 Jul, arriving in Southampton.Price includes taxes and charges.From £961, select.

Find the cheapest month to fly from Southampton to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Southampton to Chicago flights are currently cheapest in September.

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Alternative Southampton to Chicago routes

Looking for the cheapest, fastest or easiest route from Southampton to Chicago? You could fly into the following airports instead.

Southampton to Chicago: Flight information

The things to know before you go.

Cheapest flight found	£490
Cheapest month to fly	October

Finding cheap flights from Southampton to Chicago: Frequently asked questions

How many airports are there in Chicago?

How much are return flights from Southampton to Chicago?

Which airlines fly direct from Southampton to Chicago?

How many flights are there a week from Southampton to Chicago?

When is the cheapest time to fly from Southampton to Chicago?

Which is the cheapest airport to fly into in Chicago?

Which upcoming date is cheapest to fly from Southampton Airport to Chicago on?

Can I get a direct flight from Southampton Airport to Chicago?

How can I get the best flight deal from Southampton Airport to Chicago?

When is the best time to book flights to Chicago?

What’s the weather like in Chicago?

Which is the cheapest airline to fly from Southampton Airport to Chicago with?

Flying from Southampton Airport (SOU) to Chicago: what you need to know

Chicago is five hours behind Southampton, where Southampton Airport is located. Chicago follows the UTC-5 timezone.
To avoid rushing for your SOU to Chicago flight, allow plenty of time for things like baggage drop and finding your gate. Turning up two hours before international departures and one hour before domestic flights is the general rule.
Travelling during a peak time like school or public holidays? Expect longer lines at security and check-in. To be on the safe side, arrive up to four hours before international flights and two hours before domestic departures.
Consider adding a stopover to potentially find a cheaper plane ticket from SOU to Chicago. Simply deselect 'Direct flights only' during your search. Break up your journey by stopping at one of these airports:
- Amsterdam Airport Schiphol (AMS)
- Dublin Airport (DUB)
- Edinburgh Airport (EDI)
Located around 4 miles from the centre of Southampton, SOU can be reached in about 20 minutes by car. The journey on public transport will take roughly 25 minutes.
In search of a hotel near SOU? If you're catching an early flight from Southampton Airport to Chicago, these stays will get you from your pillow to the plane in no time:
55.7% of flights that depart Southampton Airport touch down at their destination on time.

How to find the cheapest flights from Southampton Airport (SOU) to Chicago

£366 is currently the lowest price for a one-way Southampton Airport to Chicago flight. A return plane ticket starts at £490. These prices can change based on demand.
To find cheap flights from SOU to Chicago, book in advance. Airlines typically offer their most competitively priced fares when flights first go on sale.
Scoring cheap tickets from Southampton Airport to Chicago is easier if you can be flexible with your travel plans. Use the 'Whole month' search function to get the lowest fares across the month and snap up an epic deal.
Save time searching for cheap flights from SOU to Chicago by creating a Price Alert. You'll get an email or notification through the app when a lower fare becomes available.
Pick your ideal arrival and departure times, airlines and number of stops with our filters. Then, sort the results for your flight from Southampton Airport to Chicago by 'Cheapest,' 'Fastest' or 'Best.'

Airports in Chicago

O'Hare International Airport (ORD)

O'Hare International Airport (ORD) is around 25 miles from the centre of Chicago. If you're getting a cab or a ride-share, the drive takes roughly 35 minutes.
Travelling to the centre on public transport takes about 55 minutes.
Book a hotel close to ORD if you're coming in on a late flight from Southampton Airport to Chicago. Check in to one of these options and make your first night all about rest:
Follow your own route with an O'Hare International Airport rental car. Pick up your wheels from Routes Car Rentals, Dollar or Budget and experience more of Chicago and beyond.
Booking your ride from O'Hare International Airport about four weeks ahead of your flight from SOU to Chicago can help you get the best possible rate.
The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

Chicago Midway International Airport (MDW) is about 12 miles from the centre of Chicago. After your flight from Southampton Airport to Chicago, it'll take you around 20 minutes to get to the heart of the city in a ride-share or cab.
If you choose to travel on public transport, the ride to the centre takes 45 minutes or so.
Hang the 'Do not disturb' sign on your door and rest at a hotel close to MDW. Here are a few options where you can tuck yourself in after your SOU to Chicago flight:
The fastest way to get to where you're going is with a Chicago Midway International Airport rental car. Grab your wheels from Dollar, Hertz or Budget and be on your way in a flash.
Snap up a deal by booking your ride from MDW four weeks in advance. You can also expect to have a greater range of vehicles.
You'll find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

Find your way to the city centre after your flight from Southampton Airport to Chicago has landed. Central Chicago is around 85 miles from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to get to by car.
Public transport can take you there in roughly 4 hours 15 minutes.
Enjoy a low-stress, comfortable start to your break by choosing a hotel near RFD after your SOU to Chicago flight. Unwind after a day of travel or just give yourself time to settle into a new destination at:
Start your travels without worrying about how to reach your next stop with a Chicago Rockford International Airport rental car. Find your perfect set of wheels with reliable suppliers here like Budget, Alamo and National.
Rental agencies sometimes offer deals on early bookings, so reserve your ride from RFD in advance of your flight from Southampton Airport to Chicago. A bit of planning goes a long way for your wallet.
Chicago Rockford International Airport is located at 2 Airport Cir.

Best time to go to Chicago

Before securing your flights from Southampton Airport to Chicago, consider which time of year is best for you. High season in Chicago offers a lively atmosphere and plenty to do, while the low season brings cheaper deals on hotels and fewer crowds.
Book a Southampton Airport to Chicago plane ticket with a departure in July to explore the city during its warmest month. Expect temperatures to range from 15ºC (59ºF) to 29ºC (84ºF).
If you want cooler conditions, look for a cheap ticket from SOU to Chicago in January when temperatures average between -12ºC (10ºF) and 3ºC (37ºF).

More about Chicago

Start your Chicago trip right by choosing the perfect place to stay. Once you've booked your flight from Southampton Airport to Chicago, check out our range of accommodation options including:
Art Institute of Chicago and Millennium Park are just two of the major attractions to add to your Chicago itinerary. Keep the adventure rolling by checking out LandShark Beer Garden at Navy Pier.

Explore more of United States

Chicago has its own special appeal, but there are so many other corners of United States waiting to be explored. Around 280 miles south-east of Chicago, a trip to Columbus will keep you busy. Start with attractions like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.
Around 160 miles south-east of Chicago, Indianapolis is another essential stop in United States. Start your sightseeing at The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.