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$459+ Cheap flights from Stuttgart (STR) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
STR — CHI
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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Cheapflights Tip: The best prices from Stuttgart Echterdingen to Chicago are usually found in March or February, booked 71 days in advance, depart on a Monday or Friday and return on a Monday

Cheap flight deals from Stuttgart to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Stuttgart (STR) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 18, 2025.

Round-trip from

$500
(Flysmarter)

One-way from

$459
(Kiwi.com)

Popular in

July

Cheapest in

March

Average price

$738
From Stuttgart Echterdingen to Chicago (CHI)
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One-way flight from Stuttgart Echterdingen to Chicago (CHI)
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Highest demand for flights based on searches. 11% potential increase in price ($93 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Stuttgart to Chicago

Cheapest flights from Stuttgart to Chicago
Explore the most affordable flight options available from Stuttgart to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

This Flysmarter deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1810:10 amSTR - ORD
1 stop13h 00mScandinavian Airlines
Mon 10/278:20 pmORD - STR
1 stop17h 15mScandinavian Airlines
Deal found 8/17$500
This Scandinavian Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/208:20 pmSTR - ORD
1 stop27h 25mScandinavian Airlines
Mon 11/247:20 pmORD - STR
1 stop17h 15mScandinavian Airlines
Deal found 8/15$526
This Billigflug deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Billigflug is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/38:15 pmSTR - ORD
1 stop26h 55mScandinavian Airlines
Thu 10/167:15 pmORD - STR
1 stop17h 25mScandinavian Airlines
Deal found 8/16$529
This Flysmarter deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2012:10 pmSTR - ORD
1 stop13h 05mMultiple Airlines
Mon 10/274:52 pmORD - STR
2 stops18h 23mMultiple Airlines
Deal found 8/16$549
This Scandinavian Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/268:20 pmSTR - ORD
1 stop27h 35mScandinavian Airlines
Sat 11/18:20 pmORD - STR
1 stop31h 20mScandinavian Airlines
Deal found 8/16$550
This Sembo deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sembo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/410:10 amSTR - ORD
1 stop13h 00mScandinavian Airlines
Mon 10/278:20 pmORD - STR
1 stop31h 20mScandinavian Airlines
Deal found 8/16$559
This Billigflug deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Billigflug is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/309:25 pmSTR - ORD
1 stop21h 25mMultiple Airlines
Tue 10/710:35 pmORD - STR
1 stop15h 40mMultiple Airlines
Deal found 8/16$560
This Billigflug deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Billigflug is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/310:05 pmSTR - ORD
1 stop25h 55mBritish Airways
Tue 10/219:15 pmORD - STR
1 stop17h 00mBritish Airways
Deal found 8/17$561
This American Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2112:15 pmSTR - ORD
1 stop11h 45mAmerican Airlines
Mon 10/271:43 pmORD - STR
2 stops14h 17mAmerican Airlines
Deal found 8/16$563
This Air France deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/29:45 amSTR - MDW
2 stops15h 52mMultiple Airlines
Tue 10/216:23 pmMDW - STR
2 stops12h 27mMultiple Airlines
Deal found 8/17$592
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/219:45 amSTR - MDW
2 stops15h 40mDelta
Mon 10/276:23 pmMDW - STR
2 stops13h 37mDelta
Deal found 8/16$597
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/29:45 amSTR - MDW
2 stops15h 52mDelta
Mon 10/201:08 pmMDW - STR
2 stops13h 07mDelta
Deal found 8/17$598

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stuttgart to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 18, 2025.
Use the filters below to find and compare flights from Stuttgart to Chicago that are best for you.

Fly from

Stuttgart

Fly to

Chicago

Route

Depart

Return

Price

StuttgartChicago

STR - ORD

STRORD

Stuttgart Echterdingen

Sat 10/18

10:10 am-4:10 pm

1 stop13h 00m

Chicago O'Hare Intl

Mon 10/27

8:20 pm-7:35 pm

1 stop17h 15m

$500

StuttgartChicago

STR - ORD

STRORD

Stuttgart Echterdingen

Mon 10/20

8:15 pm-4:10 pm

1 stop26h 55m

Chicago O'Hare Intl

Mon 10/27

8:20 pm-7:35 pm

1 stop17h 15m

$505

StuttgartChicago

STR - ORD

STRORD

Stuttgart Echterdingen

Thu 11/20

8:20 pm-4:45 pm

1 stop27h 25m

Chicago O'Hare Intl

Mon 11/24

7:20 pm-7:35 pm

1 stop17h 15m

$526

StuttgartChicago

STR - ORD

STRORD

Stuttgart Echterdingen

Fri 10/3

8:15 pm-4:10 pm

1 stop26h 55m

Chicago O'Hare Intl

Thu 10/16

7:15 pm-7:40 pm

1 stop17h 25m

$529

StuttgartChicago

STR - ORD

STRORD

Stuttgart Echterdingen

Mon 10/20

12:10 pm-6:15 pm

1 stop13h 05m

Chicago O'Hare Intl

Mon 10/27

4:52 pm-5:15 pm

2 stops18h 23m

$549

StuttgartChicago

STR - ORD

STRORD

Stuttgart Echterdingen

Sun 10/26

8:20 pm-5:55 pm

1 stop27h 35m

Chicago O'Hare Intl

Sun 11/2

7:20 pm-9:40 am

1 stop31h 20m

$550

StuttgartChicago

STR - ORD

STRORD

Stuttgart Echterdingen

Sun 10/26

8:20 pm-5:55 pm

1 stop27h 35m

Chicago O'Hare Intl

Sat 11/1

8:20 pm-9:40 am

1 stop31h 20m

$550

StuttgartChicago

STR - ORD

STRORD

Stuttgart Echterdingen

Sat 10/4

10:10 am-4:10 pm

1 stop13h 00m

Chicago O'Hare Intl

Mon 10/27

8:20 pm-9:40 am

1 stop31h 20m

$559

StuttgartChicago

STR - MDW

STRMDW

Stuttgart Echterdingen

Thu 9/4

9:45 am-6:37 pm

2 stops15h 52m

Chicago Midway

Tue 10/21

6:23 pm-1:50 pm

2 stops12h 27m

$592

StuttgartChicago

STR - MDW

STRMDW

Stuttgart Echterdingen

Wed 9/3

9:45 am-6:37 pm

2 stops15h 52m

Chicago Midway

Tue 10/21

6:23 pm-1:50 pm

2 stops12h 27m

$592

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 24 results
1
2
3

Best time to book a flight from Stuttgart to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Stuttgart with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Stuttgart to Chicago

How far ahead should I book a flight from Stuttgart to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Stuttgart to Chicago. Price data was last updated on August 8, 2025.

The price you pay for your flight from Stuttgart to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 71 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Stuttgart to Chicago?

Currently, August is the cheapest month in which you can book a flight from Stuttgart to Chicago (average of $245). Flying from Stuttgart to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from STR to CHI?

Find hourly flight availability from Stuttgart to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 18, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 19% on flights from Stuttgart to Chicago by exploring options for tickets in the morning.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated August 18, 2025.
Get a feel of what it's like to fly with KLM from Stuttgart to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
KLM
7.8
Good
1,385 reviews

Boarding

7.8

Overall

7.8

Entertainment

7.1

Comfort

7.7

Crew

8.4

Food

7.3

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.
KLM
7.8
Good
1,385 reviews
KLM
7.8
Good
1,385 reviews

Boarding

7.8

Overall

7.8

Entertainment

7.1

Comfort

7.7

Crew

8.4

Food

7.3

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.

Related info for your journey

Find useful and relevant information for your journey from Stuttgart to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Stuttgart to Chicago?

    Located just 6.2 mi from the city center, Stuttgart Echterdingen is the airport most travelers will use when flying to Chicago from Stuttgart. Booking flights from Echterdingen (STR) to Chicago should be relatively easy as there are 0 daily outbound flights to Chicago from 0 different airlines.

  • Can I find deals for flights from Stuttgart to Chicago that include hotel bookings?

    Yes. In addition to deals on Stuttgart to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Stuttgart to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stuttgart to Chicago.

  • Can I find deals for business class flights from Stuttgart to Chicago?

    Yes. Cheapflights offers flight deals from Stuttgart to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Stuttgart to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Stuttgart to Chicago (average of $245). Flying from Stuttgart to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

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