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$207+ Cheap flights from Chicago (CHI) to Bulgaria

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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SOF
Feb 13 — Feb 201
Fri 2/13
Fri 2/20
1 adult, Economy
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Cheap flight deals from Chicago to Bulgaria

Keep the following information in mind while searching for Chicago to Bulgaria flight deals. Data was last updated January 14, 2026.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$503
(Justfly.com)

One-way from

$207
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$601
Provider with most accurate pricing for Chicago (CHI)-Sofia flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Sofia flights.
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From Chicago (CHI) to Bulgaria
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One-way flight from Chicago (CHI) to Bulgaria
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Highest demand for flights based on searches. 27% potential increase in price ($269 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($38 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Chicago to Bulgaria

Cheapest flights from Chicago to Bulgaria
Explore the most affordable flight options available from Chicago to Bulgaria. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 14, 2026.

This Justfly.com deal was found by Cheapflights users on 1/14. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/1511:50 am
ORD
-
VAR
1 stop24h 45m
Turkish Airlines
Sat 2/219:25 pm
VAR
-
ORD
1 stop20h 40m
Turkish Airlines
Deal found 1/14$503
This FlightHub deal was found by Cheapflights users on 1/13. 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 4/77:50 pm
ORD
-
VAR
1 stop17h 30m
Turkish Airlines
Sat 4/2510:10 pm
VAR
-
ORD
1 stop19h 30m
Turkish Airlines
Deal found 1/13$514
This United Airlines deal was found by Cheapflights users on 1/14. 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 8/910:45 am
ORD
-
SOF
2 stops16h 15m
United Airlines
Fri 8/216:10 am
SOF
-
ORD
1 stop20h 05m
United Airlines
Deal found 1/14$529
This United Airlines deal was found by Cheapflights users on 1/14. 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.
Wed 8/1211:15 am
ORD
-
SOF
2 stops15h 25m
United Airlines
Fri 8/216:10 am
SOF
-
ORD
1 stop20h 05m
United Airlines
Deal found 1/14$530
This KLM deal was found by Cheapflights users on 1/14. 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.
Wed 2/412:46 pm
MDW
-
SOF
2 stops17h 19m
KLM
Wed 2/187:00 am
SOF
-
MDW
2 stops18h 45m
KLM
Deal found 1/14$531
This oojo deal was found by Cheapflights users on 1/13. 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 2/279:55 pm
ORD
-
SOF
1 stop11h 55m
LOT
Sun 3/82:35 pm
SOF
-
ORD
2 stops37h 20m
LOT
Deal found 1/13$533
This Mytrip deal was found by Cheapflights users on 1/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/412:50 pm
ORD
-
SOF
2 stops21h 30m
Air Canada
Mon 3/91:45 pm
SOF
-
ORD
2 stops54h 16m
Air Canada
Deal found 1/13$535
This Justfly.com deal was found by Cheapflights users on 1/12. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/77:50 pm
ORD
-
SOF
1 stop16h 25m
Turkish Airlines
Mon 6/13:50 pm
SOF
-
ORD
1 stop25h 50m
Turkish Airlines
Deal found 1/12$537
This United Airlines deal was found by Cheapflights users on 1/14. 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.
Wed 8/1211:15 am
ORD
-
SOF
2 stops15h 25m
United Airlines
Tue 8/256:10 am
SOF
-
ORD
2 stops22h 01m
United Airlines
Deal found 1/14$538
This Booking.com deal was found by Cheapflights users on 1/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2811:50 am
ORD
-
SOF
1 stop25h 00m
Turkish Airlines
Sat 3/79:40 pm
SOF
-
ORD
1 stop28h 45m
Turkish Airlines
Deal found 1/14$539
This Mytrip deal was found by Cheapflights users on 1/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/172:00 pm
ORD
-
SOF
2 stops14h 10m
Multiple Airlines
Fri 4/246:20 am
SOF
-
ORD
1 stop14h 35m
Multiple Airlines
Deal found 1/12$540
This Kiwi.com deal was found by Cheapflights users on 1/12. 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.
Sun 3/297:05 pm
ORD
-
SOF
1 stop11h 55m
SWISS
Sun 4/1212:55 pm
SOF
-
ORD
2 stops31h 40m
SWISS
Deal found 1/12$541

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Bulgaria 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 14, 2026.
Use the filters below to find and compare flights from Chicago to Bulgaria that are best for you.

Fly from

Chicago

Fly to

Bulgaria

Route

Depart

Return

Price

ChicagoVarna

ORD - VAR

ORDVAR

Chicago O'Hare Intl

Sun 2/15

11:50 am-8:35 pm

1 stop24h 45m

Varna

Sat 2/21

9:25 pm-10:05 am

1 stop20h 40m

$503

ChicagoVarna

ORD - VAR

ORDVAR

Chicago O'Hare Intl

Tue 4/7

7:50 pm-9:20 pm

1 stop17h 30m

Varna

Sat 4/25

10:10 pm-9:40 am

1 stop19h 30m

$514

ChicagoSofia

MDW - SOF

MDWSOF

Chicago Midway

Wed 2/4

12:46 pm-2:05 pm

2 stops17h 19m

Sofia

Wed 2/18

7:00 am-5:45 pm

2 stops18h 45m

$531

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Fri 2/27

9:55 pm-5:50 pm

1 stop11h 55m

Sofia

Sun 3/8

2:35 pm-8:55 pm

2 stops37h 20m

$533

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Thu 3/5

10:35 pm-10:45 pm

1 stop16h 10m

Sofia

Thu 3/19

6:05 am-2:25 pm

2 stops15h 20m

$539

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Fri 4/3

9:50 pm-6:00 pm

1 stop12h 10m

Sofia

Wed 4/29

2:40 pm-7:50 pm

1 stop13h 10m

$546

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Tue 3/31

5:00 pm-8:30 pm

1 stop19h 30m

Sofia

Mon 4/27

8:10 pm-6:15 pm

1 stop30h 05m

$547

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Thu 2/5

9:50 pm-10:45 pm

1 stop16h 55m

Sofia

Thu 2/19

6:00 am-5:48 pm

2 stops19h 48m

$552

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Thu 2/26

9:50 pm-10:45 pm

1 stop16h 55m

Sofia

Thu 3/5

6:00 am-3:10 pm

2 stops17h 10m

$552

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Fri 1/23

9:50 pm-6:20 pm

1 stop12h 30m

Sofia

Wed 2/11

2:25 pm-9:13 am

2 stops26h 48m

$553

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/14

Showing 1-10 of 41 results
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Best time to book a flight from Chicago to Bulgaria

Have a flexible travel schedule? Discover the best time to fly to Bulgaria 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 Bulgaria

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

Currently, November is the cheapest month in which you can book a flight from Chicago to Bulgaria (average of $473). Flying from Chicago to Bulgaria 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.

Reviews of airlines servicing Bulgaria

Get insights into the airlines that provide service to Bulgaria. 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 Bulgaria. Reviews last updated January 14, 2026.
Peruse reviews from past customers who have flown with LOT, SWISS, and United Airlines from Chicago to Bulgaria to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
LOT
7.5
Good
1,171 reviews

Food

7.1

Overall

7.5

Entertainment

6.9

Boarding

7.5

Crew

8.2

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

WAW - JFK

The only thing that I could say I really liked was the speed of travel. I think the flight time was significantly reduced, but I only think happened because there were delays in our departure time. We wound up arriving about 1 hour later than originally planned. A few things that could have improved was the entertainment available on board and also the ability to view the flight details in real time. I was just the lucky passenger to get a busted screen so I couldn't watch any entertainment. The passenger sitting next to me was kind enough to switch seats with me once his move was done. The choices for movies and shows were ok, nothing great, but I was grateful some ok movies were available to pass the time. I was not very happy with the absence of flight details. There was a timer that showed how much time was left in the flight, but no other details. Other airlines I've been with offered interactive maps that showed you where the plane was traveling like a normal GPS app would do on your phone which is super nice to have. Flight attendants were nice and helpful. The clarity of the announcements was terrible. Even in English, I could hardly make out what the person was saying. Please make improvements.
LOT
7.5
Good
1,171 reviews
LOT
7.5
Good
1,171 reviews

Food

7.1

Overall

7.5

Entertainment

6.9

Boarding

7.5

Crew

8.2

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

WAW - JFK

The only thing that I could say I really liked was the speed of travel. I think the flight time was significantly reduced, but I only think happened because there were delays in our departure time. We wound up arriving about 1 hour later than originally planned. A few things that could have improved was the entertainment available on board and also the ability to view the flight details in real time. I was just the lucky passenger to get a busted screen so I couldn't watch any entertainment. The passenger sitting next to me was kind enough to switch seats with me once his move was done. The choices for movies and shows were ok, nothing great, but I was grateful some ok movies were available to pass the time. I was not very happy with the absence of flight details. There was a timer that showed how much time was left in the flight, but no other details. Other airlines I've been with offered interactive maps that showed you where the plane was traveling like a normal GPS app would do on your phone which is super nice to have. Flight attendants were nice and helpful. The clarity of the announcements was terrible. Even in English, I could hardly make out what the person was saying. Please make improvements.
SWISS
7.5
Good
1,847 reviews
LOT
7.5
Good
1,171 reviews

Food

7.1

Overall

7.5

Entertainment

6.9

Boarding

7.5

Crew

8.2

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

WAW - JFK

The only thing that I could say I really liked was the speed of travel. I think the flight time was significantly reduced, but I only think happened because there were delays in our departure time. We wound up arriving about 1 hour later than originally planned. A few things that could have improved was the entertainment available on board and also the ability to view the flight details in real time. I was just the lucky passenger to get a busted screen so I couldn't watch any entertainment. The passenger sitting next to me was kind enough to switch seats with me once his move was done. The choices for movies and shows were ok, nothing great, but I was grateful some ok movies were available to pass the time. I was not very happy with the absence of flight details. There was a timer that showed how much time was left in the flight, but no other details. Other airlines I've been with offered interactive maps that showed you where the plane was traveling like a normal GPS app would do on your phone which is super nice to have. Flight attendants were nice and helpful. The clarity of the announcements was terrible. Even in English, I could hardly make out what the person was saying. Please make improvements.
United Airlines
7.4
Good
9,157 reviews
LOT
7.5
Good
1,171 reviews

Food

7.1

Overall

7.5

Entertainment

6.9

Boarding

7.5

Crew

8.2

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

WAW - JFK

The only thing that I could say I really liked was the speed of travel. I think the flight time was significantly reduced, but I only think happened because there were delays in our departure time. We wound up arriving about 1 hour later than originally planned. A few things that could have improved was the entertainment available on board and also the ability to view the flight details in real time. I was just the lucky passenger to get a busted screen so I couldn't watch any entertainment. The passenger sitting next to me was kind enough to switch seats with me once his move was done. The choices for movies and shows were ok, nothing great, but I was grateful some ok movies were available to pass the time. I was not very happy with the absence of flight details. There was a timer that showed how much time was left in the flight, but no other details. Other airlines I've been with offered interactive maps that showed you where the plane was traveling like a normal GPS app would do on your phone which is super nice to have. Flight attendants were nice and helpful. The clarity of the announcements was terrible. Even in English, I could hardly make out what the person was saying. Please make improvements.
Turkish Airlines
7.3
Good
4,167 reviews
LOT
7.5
Good
1,171 reviews

Food

7.1

Overall

7.5

Entertainment

6.9

Boarding

7.5

Crew

8.2

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

WAW - JFK

The only thing that I could say I really liked was the speed of travel. I think the flight time was significantly reduced, but I only think happened because there were delays in our departure time. We wound up arriving about 1 hour later than originally planned. A few things that could have improved was the entertainment available on board and also the ability to view the flight details in real time. I was just the lucky passenger to get a busted screen so I couldn't watch any entertainment. The passenger sitting next to me was kind enough to switch seats with me once his move was done. The choices for movies and shows were ok, nothing great, but I was grateful some ok movies were available to pass the time. I was not very happy with the absence of flight details. There was a timer that showed how much time was left in the flight, but no other details. Other airlines I've been with offered interactive maps that showed you where the plane was traveling like a normal GPS app would do on your phone which is super nice to have. Flight attendants were nice and helpful. The clarity of the announcements was terrible. Even in English, I could hardly make out what the person was saying. Please make improvements.
Lufthansa
6.8
Okay
7,713 reviews
LOT
7.5
Good
1,171 reviews

Food

7.1

Overall

7.5

Entertainment

6.9

Boarding

7.5

Crew

8.2

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

WAW - JFK

The only thing that I could say I really liked was the speed of travel. I think the flight time was significantly reduced, but I only think happened because there were delays in our departure time. We wound up arriving about 1 hour later than originally planned. A few things that could have improved was the entertainment available on board and also the ability to view the flight details in real time. I was just the lucky passenger to get a busted screen so I couldn't watch any entertainment. The passenger sitting next to me was kind enough to switch seats with me once his move was done. The choices for movies and shows were ok, nothing great, but I was grateful some ok movies were available to pass the time. I was not very happy with the absence of flight details. There was a timer that showed how much time was left in the flight, but no other details. Other airlines I've been with offered interactive maps that showed you where the plane was traveling like a normal GPS app would do on your phone which is super nice to have. Flight attendants were nice and helpful. The clarity of the announcements was terrible. Even in English, I could hardly make out what the person was saying. Please make improvements.

Related info for your journey

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

  • How long is the flight from Chicago to Bulgaria?

    For as low as $533, Turkish Airlines can have you in Bulgaria from Chicago in 11h 55m. There are 5194 mi between Chicago and Bulgaria. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    To fly one-way, consider booking your trip with Turkish Airlines, which is currently one of the cheapest options available, starting at $295. Air Serbia flights start at $335 while deals on SWISS start at $394 one-way.

  • What are the most popular routes from Chicago to Bulgaria?

    The most popular route from Chicago to Bulgaria is Chicago O'Hare Intl - Sofia. You may also consider Chicago Midway - Sofia or Chicago O'Hare Intl - Varna.

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Chicago to Bulgaria (average of $473). Flying from Chicago to Bulgaria 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 Bulgaria

See prices for flight routes from nearby airports that may be better suited for you.
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Top 10 airlines flying from Chicago to Bulgaria

Discover the top 10 airlines that operate flights from Chicago to Bulgaria. 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 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
Turkish AirlinesCheapest$518Average$894FlexibilityNo cancel feeOn-time77%
KLMCheapest$533Average$658FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$581Average$788FlexibilityNo cancel feeOn-time69%
Air FranceCheapest$585Average$624FlexibilityNo cancel feeOn-time77%
LOTCheapest$586Average$971FlexibilityNo cancel feeOn-time81%
LufthansaCheapest$588Average$881FlexibilityNo cancel feeOn-time76%
SWISSCheapest$593Average$812FlexibilityNo cancel feeOn-time79%
Austrian AirlinesCheapest$606Average$942FlexibilityNo cancel feeOn-time78%
British AirwaysCheapest$611Average$749FlexibilityNo cancel feeOn-time70%
Air SerbiaCheapest$631Average$934FlexibilityNo cancel feeOn-timeN/A

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