Sofia

$274+ Cheap flights from Chicago (CHI) to Sofia (SOF)

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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SOF
Feb 20 — Feb 271
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Cheap flight deals from Chicago to Sofia

Cheapest flights from Chicago to Sofia
Explore the most affordable flight options available from Chicago to Sofia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2026.

This FlightHub deal was found by Cheapflights users on 1/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/3011:50 am
ORD
-
SOF
1 stop25h 00m
Turkish Airlines
Fri 2/139:35 am
SOF
-
ORD
1 stop32h 30m
Turkish Airlines
Deal found 1/20$515
This United Airlines deal was found by Cheapflights users on 1/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/33:35 pm
ORD
-
SOF
2 stops18h 45m
United Airlines
Wed 4/16:20 am
SOF
-
ORD
1 stop14h 35m
United Airlines
Deal found 1/21$516
This FlightHub deal was found by Cheapflights users on 1/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/43:35 pm
ORD
-
SOF
2 stops18h 45m
Multiple Airlines
Mon 3/93:00 pm
SOF
-
ORD
1 stop33h 20m
Multiple Airlines
Deal found 1/21$517
This United Airlines deal was found by Cheapflights users on 1/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/81:00 pm
ORD
-
SOF
2 stops16h 00m
United Airlines
Thu 3/56:00 am
SOF
-
ORD
2 stops37h 10m
United Airlines
Deal found 1/21$519
This FlightHub deal was found by Cheapflights users on 1/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/289:40 pm
ORD
-
SOF
1 stop17h 30m
Lufthansa
Tue 8/182:10 pm
SOF
-
ORD
1 stop30h 45m
Lufthansa
Deal found 1/20$520
This United Airlines deal was found by Cheapflights users on 1/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/96:00 pm
ORD
-
SOF
1 stop11h 15m
United Airlines
Wed 4/11:50 pm
SOF
-
ORD
2 stops17h 53m
United Airlines
Deal found 1/21$521
This Kiwi.com deal was found by Cheapflights users on 1/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/39:50 pm
ORD
-
SOF
1 stop12h 10m
LOT
Sat 4/185:25 am
SOF
-
ORD
1 stop22h 25m
LOT
Deal found 1/19$522
This oojo deal was found by Cheapflights users on 1/19. 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.
Sun 2/111:50 am
ORD
-
SOF
1 stop19h 20m
Turkish Airlines
Sun 3/224:00 pm
SOF
-
ORD
1 stop26h 05m
Turkish Airlines
Deal found 1/19$523
This KAYAK deal was found by Cheapflights users on 1/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/77:49 pm
ORD
-
SOF
2 stops36h 31m
British Airways
Wed 4/19:25 pm
SOF
-
ORD
1 stop26h 30m
British Airways
Deal found 1/21$525
This oojo deal was found by Cheapflights users on 1/20. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/611:50 am
ORD
-
SOF
1 stop19h 20m
Turkish Airlines
Sun 9/69:35 am
SOF
-
ORD
1 stop16h 40m
Turkish Airlines
Deal found 1/20$526
This KAYAK deal was found by Cheapflights users on 1/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/58:20 pm
ORD
-
SOF
1 stop28h 25m
Turkish Airlines
Wed 4/19:35 am
SOF
-
ORD
1 stop32h 05m
Turkish Airlines
Deal found 1/21$527
This Air France deal was found by Cheapflights users on 1/21. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/512:46 pm
MDW
-
SOF
2 stops17h 09m
Multiple Airlines
Wed 4/17:00 am
SOF
-
MDW
2 stops18h 54m
Multiple Airlines
Deal found 1/21$623

Find flight deals from Chicago to Sofia

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Sofia (SOF). 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 January 21, 2026.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$515
(United Airlines)

One-way from

$274
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$607
Provider with most accurate pricing for Chicago (CHI)-Sofia flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Sofia flights.
From Chicago (CHI) to Sofia
One-way flight from Chicago (CHI) to Sofia
Highest demand for flights based on searches. 27% potential increase in price ($269 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($38 potential savings vs. average RT price).
Average for round-trip flights in January 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Sofia 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 January 21, 2026.
Use the filters below to find and compare flights from Chicago to Sofia that are best for you.

Fly from

Chicago

Fly to

Sofia

Route

Depart

Return

Price

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Mon 5/11

3:35 pm-12:10 pm

1 stop12h 35m

Sofia

Mon 6/15

3:45 pm-12:35 pm

1 stop28h 50m

$557

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Tue 5/12

9:40 pm-11:10 pm

1 stop17h 30m

Sofia

Tue 6/16

6:10 am-2:55 pm

1 stop16h 45m

$566

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Sun 5/10

9:40 pm-11:10 pm

1 stop17h 30m

Sofia

Thu 6/18

6:30 am-7:55 pm

1 stop21h 25m

$566

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Tue 5/12

9:40 pm-11:10 pm

1 stop17h 30m

Sofia

Fri 6/12

6:10 am-12:30 pm

1 stop14h 20m

$568

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Sun 5/10

9:40 pm-11:10 pm

1 stop17h 30m

Sofia

Wed 6/17

6:10 am-12:30 pm

1 stop14h 20m

$568

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Mon 5/11

3:35 pm-12:10 pm

1 stop12h 35m

Sofia

Fri 6/12

6:10 am-12:30 pm

1 stop14h 20m

$568

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Sun 5/10

9:40 pm-11:10 pm

1 stop17h 30m

Sofia

Fri 6/12

6:10 am-12:30 pm

1 stop14h 20m

$568

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Fri 2/6

2:18 pm-1:15 pm

2 stops14h 57m

Sofia

Wed 2/18

6:10 am-8:10 pm

2 stops22h 00m

$569

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Sun 5/10

7:05 pm-12:15 pm

1 stop33h 10m

Sofia

Mon 6/15

3:45 pm-12:35 pm

1 stop28h 50m

$570

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Tue 5/12

6:15 pm-6:40 pm

2 stops16h 25m

Sofia

Thu 6/18

2:10 pm-7:55 pm

1 stop13h 45m

$571

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 29 results
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Compare providers for flights from Chicago to Sofia

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 Chicago to Sofia in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
AranGrantPrice Accuracy2 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*2 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
oojoPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*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 Chicago-Sofia flights, users find the pricing of Justfly.com to be most consistent on Cheapflights vs. Justfly.com Users can find the same prices on Chicago-Sofia flight deals on Cheapflights vs. Justfly.com >95% of the time. Price accuracy is based on data collected from Chicago-Sofia flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Sofia flights, Cheapflights users trust Justfly.com the most. Justfly.com 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 Chicago-Sofia 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 Chicago to Sofia

Have a flexible travel schedule? Discover the best time to fly to Sofia from Chicago 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 Chicago to Sofia

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Sofia. Price data was last updated on January 16, 2026.

The price you pay for your flight from Chicago to Sofia may vary depending on when you book. For the best chance of a lower fare, look to book 42 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 Chicago to Sofia?

Currently, November is the cheapest month in which you can book a flight from Chicago to Sofia (average of $473). Flying from Chicago to Sofia in June is currently the most expensive (average of $825). 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 Chicago to Sofia?

What’s the top layover airport for flights from Chicago to Sofia?

Share of 1-stop round-trip flights from Chicago to Sofia chosen by Cheapflights users in the past 12 months, using the same layover each way.

Warsaw (WAW) – chosen by Cheapflights users on 37% of 1-stop itineraries from Chicago to Sofia on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Sofia?

Average round-trip fare for 1-stop flights from Chicago to Sofia, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Istanbul (IST) is the most affordable 1-stop option, with an average round-trip price of $523.

What’s the fastest layover option from Chicago to Sofia?

Shortest average travel time for 1-stop one-way flights from Chicago to Sofia, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Vienna (VIE) have the shortest average one-way travel time for 1-stop routes: 11h 20m.

Which airport typically offers the quickest layover for flights from Chicago to Sofia?

Average layover duration for 1-stop one-way flights from Chicago to Sofia, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Zurich (ZRH) offer the fastest connection on this route, with an average layover time of 0h 48m.

Reviews of airlines servicing Sofia

Get insights into the airlines that provide service to Sofia. 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 Sofia. Reviews last updated January 21, 2026.
Read reviews from past customers who have flown LOT, SWISS, and United Airlines from Chicago to Sofia. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.1

Food

7.1

Overall

7.5

Boarding

7.5

Comfort

7.4

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Rami,Sep 2025

LAX - WAW

The second leg. Very tight seats No WiFi on both flights

Crew

8.1

Food

7.1

Overall

7.5

Boarding

7.5

Comfort

7.4

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Rami,Sep 2025

LAX - WAW

The second leg. Very tight seats No WiFi on both flights

Crew

8.1

Food

7.1

Overall

7.5

Boarding

7.5

Comfort

7.4

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Rami,Sep 2025

LAX - WAW

The second leg. Very tight seats No WiFi on both flights

Crew

8.1

Food

7.1

Overall

7.5

Boarding

7.5

Comfort

7.4

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Rami,Sep 2025

LAX - WAW

The second leg. Very tight seats No WiFi on both flights

Crew

8.1

Food

7.1

Overall

7.5

Boarding

7.5

Comfort

7.4

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Rami,Sep 2025

LAX - WAW

The second leg. Very tight seats No WiFi on both flights

Crew

8.1

Food

7.1

Overall

7.5

Boarding

7.5

Comfort

7.4

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Rami,Sep 2025

LAX - WAW

The second leg. Very tight seats No WiFi on both flights

Related info for your journey

Find useful and relevant information for your journey from Chicago to Sofia. 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 into for flights to Sofia from Chicago?

    Sofia (SOF) is the airport you will fly into if you book a flight from Chicago to Sofia. You should not have trouble finding flights to Sofia from Chicago; the airport handles an average of 0 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 11 airlines have flights to the Sofia airport from Chicago. It is only a 4.2 mi journey from Sofia (SOF) to Sofia’s city center.

  • How long is the flight from Chicago to Sofia?

    Departing from Chicago to Sofia will take you 17h 30m. The distance between Chicago and Sofia is about 5194 mi.

  • What are the cheapest airlines flying from Chicago to Sofia round-trip?

    According to our current data, Turkish Airlines ($519), KLM ($533), and United Airlines ($576) offers the cheapest pricing from Chicago to Sofia. Turkish Airlines is currently priced 28% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Chicago to Sofia one-way?

    The cheapest airline one-way is Turkish Airlines, with whom users have recently found tickets for as low as $295. However, be on the lookout for offers from United Airlines and Air Serbia, as they are both options that can get you from Chicago to Sofia for a low price.

  • Where are the most common layover locations when flying from Chicago to Sofia?

  • What are some popular things to do or see while on a layover in Istanbul?

    The majority of Istanbul visitors spend their time at Taksim Square, Laleli Camii, and Beyazit Meydani. Taksim Square, Laleli Camii, and Beyazit Meydani can be visited by traveling about 20.8 mi, 21.5 mi, and 21.7 mi respectively from Istanbul. Those on a layover in Istanbul in need of a rental car can book one at Istanbul for about $32.

  • What are some popular points of interest to see during a layover in Munich?

    Most Munich visitors opt to spend their time at Theresienwiese, Marienplatz, and Altes Rathaus. Theresienwiese, Marienplatz, and Altes Rathaus are located about 18.8 mi, 17.8 mi, and 17.8 mi, respectively from Munich Franz Josef Strauss. Those on a layover in Munich in need of a rental car can book one at Munich Franz Josef Strauss for about $49.

  • Where are the least popular layover locations for Chicago to Sofia flights?

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Sofia 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 Chicago to Sofia?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Sofia (average of $473). Flying from Chicago to Sofia in June is currently the most expensive (average of $825). 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

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Alternative routes for Chicago to Sofia

See prices for flight routes from nearby airports that may be better suited for you.

Top 10 airlines flying from Chicago to Sofia

Discover the top 10 airlines that operate flights from Chicago to Sofia. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
Turkish AirlinesCheapest$519Average$770FlexibilityNo cancel feeOn-time77%
KLMCheapest$533Average$668FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$576Average$785FlexibilityNo cancel feeOn-time69%
Air FranceCheapest$585Average$624FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$587Average$880FlexibilityNo cancel feeOn-time76%
LOTCheapest$589Average$981FlexibilityNo cancel feeOn-time81%
SWISSCheapest$593Average$821FlexibilityNo cancel feeOn-time79%
Austrian AirlinesCheapest$606Average$940FlexibilityNo cancel feeOn-time78%
British AirwaysCheapest$611Average$760FlexibilityNo cancel feeOn-time70%
Air SerbiaCheapest$632Average$919FlexibilityNo cancel feeOn-timeN/A

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