Cheap Flights from Stuttgart (STR) to Chicago (CHIA)

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Flight deals from Stuttgart Airport to Chicago

Looking for a cheap last-minute deal or the best return flight from Stuttgart Airport to Chicago? If you want to travel next month, return fares start from £441. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Stuttgart to Chicago

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

Stuttgart to Chicago: Flight information

The things to know before you go.
Cheapest flight found£436
Cheapest month to flyOctober

Finding cheap flights from Stuttgart to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Stuttgart to Chicago is £436. 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.
Currently, there are no airlines that fly direct from Stuttgart to Chicago. But we found flights with one or more stops from £436.
As of March 2026, there are no flights flying from Stuttgart to Chicago.
The cheapest month to fly from Stuttgart to Chicago is usually October.
If you're flying from Stuttgart 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 £436.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Stuttgart Airport to Chicago on Tuesday, 27 October 2026.
No airlines currently offer direct flights between Stuttgart Airport and Chicago. Most routes have one or more stops.
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.
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.
In March, the average temperature is usually around 3°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Scandinavian Airlines offers the cheapest flight tickets to Chicago.

Travelling from Stuttgart Airport (STR) to Chicago: what you need to know

  • Stuttgart Airport is located in Stuttgart. Following the UTC-5 timezone, Chicago is six hours behind Stuttgart.

  • For stress-free travel, turn up at the airport two hours ahead of international flights and an hour before domestic departures. That way, you can comfortably catch your STR to Chicago flight.

  • Travelling during a peak period like a bank holiday? Expect longer lines at check-in and security. To be on the safe side, arrive up to four hours before international flights and two hours ahead of domestic departures.

  • We make it simple to book plane tickets from STR to Chicago with a stopover. To see the options, uncheck 'Direct flights only.' Next, pick a flight that has a stop long enough to tour the city of your choice. Top stopovers include:

    • Hartsfield-Jackson Atlanta International Airport (ATL)

    • Amsterdam Airport Schiphol (AMS)

    • Frankfurt Airport (FRA)

  • STR is about 6 miles from central Stuttgart. If you're catching a cab, driving or ride-sharing from the centre, it'll take you 20 minutes or so to get there, depending on traffic conditions. If you're using public transport, expect the trip time to be around 55 minutes.

  • Searching for a hotel near STR? If you've booked an early flight from Stuttgart Airport to Chicago, these accommodation options will put you moments from check-in:

  • Of all flights leaving Stuttgart Airport, 77.15% land on schedule at their destination.

How to find the cheapest flights from Stuttgart Airport (STR) to Chicago

  • £297 is the lowest price we've seen for a one-way Stuttgart Airport to Chicago flight. A round-trip plane ticket right now is £436. Depending on the availability when you book, these fares can change.

  • To pick up cheap flights from STR to Chicago, book in advance. Airlines usually offer the most competitive fares when tickets first go on sale.

  • The 'Whole month' search tool will show you the cheapest tickets from Stuttgart Airport to Chicago across the entire month. It's an easy way to snap up a bargain if your travel dates aren't set in stone.

  • Never miss a deal on cheap flights from STR to Chicago by setting up a Price Alert. We'll send you an email or notification through the app when a new discounted fare appears.

  • Snag an affordable flight from Stuttgart Airport to Chicago with the help of our filters. Choose your preferred departure time, duration and airlines, then sort the results by 'Cheapest' for the best deals.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) to central Chicago takes around 35 minutes to reach by car. The centre is roughly 25 miles away.

  • Travelling to the centre by public transport typically takes 55 minutes.

  • Think about booking a hotel close to ORD if you're coming in on a late flight from Stuttgart Airport to Chicago. Check in to one of these options and make your first night all about catching up on rest:

  • Get your adventure underway by picking up an O'Hare International Airport rental car. Grab your wheels from Routes Car Rentals, Dollar or Budget and explore beyond Chicago's main sights.

  • Booking your vehicle from O'Hare International Airport about four weeks ahead of your flight from STR to Chicago can help you secure the lowest rate.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is roughly 12 miles from central Chicago. Following your flight from Stuttgart Airport to Chicago, it'll take you around 20 minutes to get to the heart of the city in a cab or ride-share.

  • Travelling by public transport will take about 45 minutes.

  • Hang up the 'Do not disturb' sign and relax at a hotel close to MDW. Here are a few options where you can take a load off after your STR to Chicago flight:

  • No need to worry about public transport schedules or long cab lines. Grab a Chicago Midway International Airport rental car and blaze your own trail. Compare availability and rates from Dollar, Hertz and Budget.

  • Secure your first choice, not your last resort. Securing your ride from MDW four weeks in advance often means better prices and a greater selection of vehicles.

  • The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Step off your flight from Stuttgart Airport to Chicago and head straight for your hotel or start sightseeing right away. The centre of Chicago is around 85 miles from Chicago Rockford International Airport (RFD) and usually takes 1 hour 25 minutes to reach by car.

  • Public transport will take you there in roughly 4 hours 15 minutes.

  • Enjoy a more relaxed start to your trip by checking in to a hotel near RFD after your STR to Chicago flight. Unwind after a day of travel or simply take a moment to get your footing in a new city at:

  • Start your trip without stressing over how to arrive at your destination with a Chicago Rockford International Airport rental car. You can book your wheels with reliable suppliers here like Budget, Alamo and National.

  • If you're looking for a certain model or make, booking early gives you a better shot at getting exactly what you want. Reserve your ride from RFD at least a few weeks ahead of your flight from Stuttgart Airport to Chicago.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

Best time to go to Chicago

  • Before booking your flights from Stuttgart Airport to Chicago, consider which time of year is best for you. High season in Chicago offers a bustling atmosphere and plenty of activities, while the off-season brings better deals on hotels and smaller crowds.

  • Before booking a Stuttgart Airport to Chicago plane ticket, think about the type of weather you enjoy. July is the warmest month in Chicago, with temperatures ranging from 15ºC (59ºF) to 29ºC (84ºF).

  • If you like travelling in cooler conditions, look for a cheap ticket from STR to Chicago in January when temperatures average between -12ºC (10ºF) and 3ºC (37ºF).

More about Chicago

Explore more of United States

  • You've seen Chicago, now it's time to discover other corners of United States. Journey about 280 miles south-east to Columbus to tick off its popular sights. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, your itinerary will be busy.

  • If you're eager to discover another well-known destination in United States, head for Indianapolis, roughly 160 miles south-east of Chicago. The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo are highlights.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.