Chicago

$363+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
STR — CHI
Apr 22 — Apr 291
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1. Tell us where you want to go

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Cheap 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 March 23, 2026.

This oojo deal was found by Cheapflights users on 3/19. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/148:10 pm
STR
-
ORD
1 stop27h 00m
Scandinavian Airlines
Thu 5/287:15 pm
ORD
-
STR
1 stop31h 20m
Scandinavian Airlines
Deal found 3/19$545
This Scandinavian Airlines deal was found by Cheapflights users on 3/22. 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 11/123:10 pm
STR
-
ORD
1 stop32h 35m
Scandinavian Airlines
Mon 11/167:20 pm
ORD
-
STR
1 stop17h 15m
Scandinavian Airlines
Deal found 3/22$597
This Flysmarter deal was found by Cheapflights users on 3/19. 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 5/26:00 am
STR
-
ORD
1 stop15h 15m
KLM
Tue 5/54:20 pm
ORD
-
STR
1 stop14h 20m
KLM
Deal found 3/19$612
This KLM deal was found by Cheapflights users on 3/20. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/22:15 pm
STR
-
ORD
1 stop31h 00m
KLM
Wed 4/1512:14 pm
ORD
-
STR
2 stops14h 01m
KLM
Deal found 3/20$613
This KLM deal was found by Cheapflights users on 3/21. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:15 pm
STR
-
ORD
1 stop31h 15m
KLM
Tue 5/122:00 pm
ORD
-
STR
2 stops13h 30m
KLM
Deal found 3/21$616
This Delta deal was found by Cheapflights users on 3/20. 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.
Thu 4/26:00 am
STR
-
MDW
2 stops18h 54m
Delta
Wed 4/159:29 am
MDW
-
STR
2 stops16h 46m
Delta
Deal found 3/20$618
This Delta deal was found by Cheapflights users on 3/20. 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.
Thu 4/26:00 am
STR
-
ORD
2 stops17h 43m
Delta
Wed 4/1512:14 pm
ORD
-
STR
2 stops14h 01m
Delta
Deal found 3/20$618
This Delta deal was found by Cheapflights users on 3/18. 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.
Fri 4/36:00 am
STR
-
MDW
2 stops18h 54m
Delta
Tue 4/79:35 am
MDW
-
STR
2 stops17h 55m
Delta
Deal found 3/18$619
This Delta deal was found by Cheapflights users on 3/18. 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.
Fri 4/36:00 am
STR
-
ORD
2 stops17h 43m
Delta
Tue 4/78:55 am
ORD
-
STR
2 stops17h 20m
Delta
Deal found 3/18$619
This KLM deal was found by Cheapflights users on 3/21. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/59:45 am
STR
-
MDW
2 stops15h 51m
KLM
Tue 5/121:22 pm
MDW
-
STR
2 stops12h 53m
KLM
Deal found 3/21$621
This Trip.com deal was found by Cheapflights users on 3/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:00 am
STR
-
MDW
2 stops19h 40m
KLM
Fri 4/179:29 am
MDW
-
STR
2 stops16h 46m
KLM
Deal found 3/20$647
This Delta deal was found by Cheapflights users on 3/22. 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.
Thu 5/286:00 am
STR
-
MDW
2 stops18h 56m
Delta
Sun 5/316:36 pm
MDW
-
STR
2 stops16h 14m
Delta
Deal found 3/22$660

Find 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 March 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$545
(oojo)

One-way from

$363
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$735
Provider with most accurate pricing for Stuttgart Echterdingen-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Stuttgart Echterdingen-Chicago (CHI) flights.
From Stuttgart Echterdingen to Chicago (CHI)
One-way flight from Stuttgart Echterdingen to Chicago (CHI)
Highest demand for flights based on searches. 8% potential increase in price ($72 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($21 potential savings vs. average RT price).
Average for round-trip flights in March 2026

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 March 23, 2026.
Use the filters below to find and compare flights from Stuttgart to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

StuttgartChicago

STR - MDW

STRMDW

Stuttgart Echterdingen

Sat 5/2

6:00 am-5:58 pm

2 stops18h 58m

Chicago Midway

Tue 5/5

1:24 pm-1:40 pm

2 stops17h 16m

$618

StuttgartChicago

STR - MDW

STRMDW

Stuttgart Echterdingen

Tue 5/5

11:05 am-10:28 pm

2 stops18h 23m

Chicago Midway

Tue 5/26

6:36 pm-5:50 pm

2 stops16h 14m

$618

StuttgartChicago

STR - ORD

STRORD

Stuttgart Echterdingen

Tue 5/5

6:00 am-4:18 pm

2 stops17h 18m

Chicago O'Hare Intl

Tue 5/26

7:00 pm-5:50 pm

2 stops15h 50m

$618

StuttgartChicago

STR - MDW

STRMDW

Stuttgart Echterdingen

Sat 5/2

6:00 am-5:58 pm

2 stops18h 58m

Chicago Midway

Sat 5/9

6:36 pm-5:50 pm

2 stops16h 14m

$619

StuttgartChicago

STR - MDW

STRMDW

Stuttgart Echterdingen

Fri 4/3

6:00 am-5:54 pm

2 stops18h 54m

Chicago Midway

Tue 4/7

9:35 am-10:30 am

2 stops17h 55m

$619

StuttgartChicago

STR - MDW

STRMDW

Stuttgart Echterdingen

Mon 6/1

6:00 am-5:56 pm

2 stops18h 56m

Chicago Midway

Mon 6/29

7:16 pm-5:50 pm

2 stops15h 34m

$621

StuttgartChicago

STR - ORD

STRORD

Stuttgart Echterdingen

Thu 4/2

6:00 am-4:43 pm

2 stops17h 43m

Chicago O'Hare Intl

Thu 4/16

8:52 am-9:15 am

2 stops17h 23m

$674

StuttgartChicago

STR - ORD

STRORD

Stuttgart Echterdingen

Mon 6/29

6:00 am-2:30 pm

1 stop15h 30m

Chicago O'Hare Intl

Mon 8/31

4:50 pm-10:35 pm

1 stop22h 45m

$678

StuttgartChicago

STR - ORD

STRORD

Stuttgart Echterdingen

Wed 6/10

9:45 am-2:30 pm

1 stop11h 45m

Chicago O'Hare Intl

Wed 7/8

8:52 am-9:15 am

2 stops17h 23m

$683

StuttgartChicago

STR - ORD

STRORD

Stuttgart Echterdingen

Thu 5/14

2:15 pm-2:15 pm

1 stop31h 00m

Chicago O'Hare Intl

Thu 5/28

2:00 pm-10:30 am

2 stops13h 30m

$726

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/22

Showing 1-10 of 41 resultsSorted by cheapest first
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Compare providers for flights from Stuttgart to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Stuttgart to Chicago in March.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Thrive TravelPrice Accuracy3 starsTrust Score*2 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*2 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Stuttgart-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Stuttgart-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Stuttgart-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Stuttgart-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Stuttgart-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

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

Currently, February is the cheapest month in which you can book a flight from Stuttgart to Chicago (average of $341). Flying from Stuttgart to Chicago in July is currently the most expensive (average of $656). 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.

How much does it cost to fly round-trip from Stuttgart to Chicago?

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.

  • How long is the flight from Stuttgart to Chicago?

    There are many flights that can get you from Stuttgart to Chicago in 15h 51m. Fly via Delta or KLM to get the fastest option. Airlines will cover a distance of 4408 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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, February is the cheapest month in which you can book a flight from Stuttgart to Chicago (average of $341). Flying from Stuttgart to Chicago in July is currently the most expensive (average of $656). 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?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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