$576 Cheap Flights from Chicago (MDW) to Stuttgart (STR)

View $576 flight on Tue, Dec 2, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Stuttgart Airport (STR)

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Cheap Flights from Chicago to Stuttgart (MDW-STR)

Prices were available within the past 7 days and start at $576 for one-way flights and $903 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, Dec 1 - Fri, Dec 12
MDW
Chicago
STR
Stuttgart
$903 Roundtrip, found 6 days ago
$903
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Dec 1 from Chicago to Stuttgart, returning Fri, Dec 12, priced at $903 found 6 days ago
Delta
Mon, Dec 1 - Fri, Dec 12
MDW
Chicago
STR
Stuttgart
$928 Roundtrip, found 6 days ago
$928
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Dec 1 from Chicago to Stuttgart, returning Fri, Dec 12, priced at $928 found 6 days ago
Delta
Mon, Dec 1 - Fri, Dec 12
MDW
Chicago
STR
Stuttgart
$953 Roundtrip, found 6 days ago
$953
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Dec 1 from Chicago to Stuttgart, returning Fri, Dec 12, priced at $953 found 6 days ago
Delta
Mon, Dec 1 - Thu, Dec 11
MDW
Chicago
STR
Stuttgart
$955 Roundtrip, found 3 hours ago
$955
Roundtrip
found 3 hours ago
Select Delta flight, departing Mon, Dec 1 from Chicago to Stuttgart, returning Thu, Dec 11, priced at $955 found 3 hours ago
Delta
Sat, Nov 29 - Thu, Dec 11
MDW
Chicago
STR
Stuttgart
$978 Roundtrip, found 6 days ago
$978
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Nov 29 from Chicago to Stuttgart, returning Thu, Dec 11, priced at $978 found 6 days ago
Delta
Mon, Dec 1 - Thu, Dec 11
MDW
Chicago
STR
Stuttgart
$980 Roundtrip, found 3 hours ago
$980
Roundtrip
found 3 hours ago
Select Delta flight, departing Mon, Dec 1 from Chicago to Stuttgart, returning Thu, Dec 11, priced at $980 found 3 hours ago
Delta
Mon, Dec 1 - Thu, Dec 11
MDW
Chicago
STR
Stuttgart
$981 Roundtrip, found 3 hours ago
$981
Roundtrip
found 3 hours ago
Select Delta flight, departing Mon, Dec 1 from Chicago to Stuttgart, returning Thu, Dec 11, priced at $981 found 3 hours ago
Delta
Wed, Oct 22 - Fri, Nov 7
MDW
Chicago
STR
Stuttgart
$990 Roundtrip, found 6 days ago
$990
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Oct 22 from Chicago to Stuttgart, returning Fri, Nov 7, priced at $990 found 6 days ago
Air France
Sun, Nov 30 - Fri, Dec 12
MDW
Chicago
STR
Stuttgart
$1,082 Roundtrip, found 5 hours ago
$1,082
Roundtrip
found 5 hours ago
Select Air France flight, departing Sun, Nov 30 from Chicago to Stuttgart, returning Fri, Dec 12, priced at $1,082 found 5 hours ago
KLM
Thu, Dec 18 - Tue, Dec 23
MDW
Chicago
STR
Stuttgart
$1,980 Roundtrip, found 1 day ago
$1,980
Roundtrip
found 1 day ago
Select KLM flight, departing Thu, Dec 18 from Chicago to Stuttgart, returning Tue, Dec 23, priced at $1,980 found 1 day ago

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Stuttgart Airport (STR) cost?
Snag a cheap one-way flight from $576 or cheap return flight from $903 from Midway Intl. Airport (MDW) to Stuttgart Airport (STR) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Stuttgart Airport (STR)?
The cheapest month to fly from MDW to STR is December, when demand is low. Off-peak months are generally when airlines offer lower prices between these airports.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Stuttgart Airport (STR)?
Use the filters on Expedia to compare airlines and find the cheapest carrier that'll fly you from MDW to STR. Then, sort your results by "Price (lowest to highest)" to pick up a great deal.
How many flights per day from Midway Intl. Airport (MDW) to Stuttgart Airport (STR)?
There are no daily direct flights from Midway Intl. Airport (MDW) to Stuttgart Airport (STR). But you can opt for flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be cruising above the clouds before you know it.
What day of the week has the most flights from MDW to STR?
Friday is usually the busiest day for flights, while Tuesday tends to be the quietest.* Remember that flight schedules can vary based on a number of factors, including the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Stuttgart Airport (STR)?
To avoid potential delays on the Midway Intl. Airport (MDW) to Stuttgart Airport (STR) route, aim to travel before 3 PM. Departures after this time are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Stuttgart Airport (STR) last-minute?
Holding off until just before your trip to book your flight from MDW to STR generally means paying more. Although you may find some last-minute offers, they're not always guaranteed. Keep your travel plans flexible to maximize your chances of snagging a bargain.
Is it cheaper to book a MDW to STR flight and hotel package?
Securing a MDW to STR flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels in one place. Select from our impressive range of accommodations and then add car rentals, flights and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Stuttgart Airport (STR)?
Generally, it's possible to reschedule or cancel your MDW to STR flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find more details on our Customer Service portal.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
Stuttgart
Airlines serving
Delta, KLM
Roundtrip price
$902
Distance
4409 mi

Book with confidence

Book with confidence

Chicago to Stuttgart Flights

The cheapest times to fly from Chicago to Stuttgart

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Stuttgart are during the month of December. You can find some of the cheapest flights from Chicago to Stuttgart with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Stuttgart

Sunday is one of the best days to book for cheap flights from Chicago to Stuttgart: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Stuttgart

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Stuttgart in 2025. You can also book with separate airlines for your outbound and return journeys, from $576 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Stuttgart flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Stuttgart airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Stuttgart Flights
*Available to One Key members.