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Flights from Chicago to Sofia

Search cheap flights from Chicago to Sofia in the next 3 months. Based on Trip.com's latest 7-day data, one-way fares start at SGD 606, and round-trip tickets start at SGD 1,170.

      • ORD 21:40
        13h
        1 stop
        SOF 18:40
        Chicago - Sofia | Mon, Aug 17 | United Airlines
        SOF 19:00
        25h 55m
        1 stop
        ORD 12:55
        Sofia - Chicago | Fri, Aug 21 | Lufthansa
        SGD 1,170 SGD 1,472
        21% off
        21% off
        SGD 1,472 SGD 1,170
      • ORD 15:35
        12h 35m
        1 stop
        SOF 12:10
        Chicago - Sofia | Mon, Aug 17 | Lufthansa
        SOF 19:00
        25h 55m
        1 stop
        ORD 12:55
        Sofia - Chicago | Fri, Aug 21 | Lufthansa
        SGD 1,186 SGD 1,472
        19% off
        19% off
        SGD 1,472 SGD 1,186
      • ORD 21:40
        17h 35m
        1 stop
        SOF 23:15
        Chicago - Sofia | Sun, Aug 2 | United Airlines
        SOF 18:55
        26h 25m
        1 stop
        ORD 13:20
        Sofia - Chicago | Sun, Aug 9 | Austrian Airlines
        SGD 1,214 SGD 1,472
        18% off
        18% off
        SGD 1,472 SGD 1,214
      • ORD 16:20
        15h
        1 stop
        SOF 15:20
        Chicago - Sofia | Mon, Aug 17 | Austrian Airlines
        SOF 06:20
        16h 35m
        1 stop
        ORD 14:55
        Sofia - Chicago | Fri, Aug 21 | United Airlines
        SGD 1,224
        17% off
        SGD 1,472 SGD 1,224
      • ORD 19:05
        33h 50m
        1 stop
        SOF 12:55
        Chicago - Sofia | Mon, Aug 3 | United Airlines
        SOF 06:30
        21h 25m
        1 stop
        ORD 19:55
        Sofia - Chicago | Mon, Aug 10 | United Airlines
        SGD 1,225
        17% off
        SGD 1,472 SGD 1,225
      • ORD 19:05
        31h 15m
        1 stop
        SOF 10:20
        Chicago - Sofia | Sat, Jul 18 | Lufthansa
        SOF 06:10
        14h 45m
        1 stop
        ORD 12:55
        Sofia - Chicago | Sat, Jul 25 | Lufthansa
        SGD 1,233
        16% off
        SGD 1,472 SGD 1,233
      • ORD 19:05
        31h 15m
        1 stop
        SOF 10:20
        Chicago - Sofia | Sat, Jul 11 | United Airlines
        SOF 06:10
        15h 50m
        1 stop
        ORD 14:00
        Sofia - Chicago | Sat, Jul 18 | United Airlines
        SGD 1,233
        16% off
        SGD 1,472 SGD 1,233
      • ORD 19:05
        31h 15m
        1 stop
        SOF 10:20
        Chicago - Sofia | Sat, Jul 25 | Lufthansa
        SOF 06:10
        14h 45m
        1 stop
        ORD 12:55
        Sofia - Chicago | Sat, Aug 1 | Lufthansa
        SGD 1,234
        16% off
        SGD 1,472 SGD 1,234
      • ORD 14:20
        12h
        1 stop
        SOF 10:20
        Chicago - Sofia | Sun, Jul 26 | Lufthansa
        SOF 06:10
        14h 45m
        1 stop
        ORD 12:55
        Sofia - Chicago | Sat, Aug 1 | Lufthansa
        SGD 1,234
        16% off
        SGD 1,472 SGD 1,234
      • ORD 18:00
        16h 40m
        1 stop
        SOF 18:40
        Chicago - Sofia | Sat, Jul 25 | United Airlines
        SOF 06:10
        14h 45m
        1 stop
        ORD 12:55
        Sofia - Chicago | Sat, Aug 1 | Lufthansa
        SGD 1,236
        16% off
        SGD 1,472 SGD 1,236
      • CHI 13:00
        17h 25m
        1 stop
        SOF 14:00
        Chicago - Sofia | Sat, Jul 4 | Normal Airline
        SOF 15:00
        6h
        Nonstop
        CHI 16:00
        Sofia - Chicago | Mon, Jul 6 | Normal Airline
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      • ORD 17:10
        12h 50m
        1 stop
        SOF 14:00
        Chicago - Sofia | Tue, Aug 11 | Air France
        SGD 606 SGD 793
        24% off
        24% off
        SGD 793 SGD 606
      • ORD 19:15
        22h 20m
        1 stop
        SOF 01:35
        Chicago - Sofia | Thu, Aug 13 | American Airlines
        SGD 608 SGD 793
        23% off
        23% off
        SGD 793 SGD 608
      • ORD 18:00
        21h 15m
        1 stop
        SOF 23:15
        Chicago - Sofia | Sun, Aug 2 | United Airlines
        SGD 608 SGD 793
        23% off
        23% off
        SGD 793 SGD 608
      • ORD 16:20
        13h 40m
        1 stop
        SOF 14:00
        Chicago - Sofia | Tue, Aug 11 | KLM
        SGD 612
        23% off
        SGD 793 SGD 612
      • ORD 21:40
        17h 35m
        1 stop
        SOF 23:15
        Chicago - Sofia | Sun, Aug 2 | Austrian Airlines
        SGD 620
        22% off
        SGD 793 SGD 620
      • ORD 19:05
        33h 10m
        1 stop
        SOF 12:15
        Chicago - Sofia | Sun, Aug 2 | Swiss Airlines
        SGD 622
        22% off
        SGD 793 SGD 622
      • ORD 16:20
        13h 40m
        1 stop
        SOF 14:00
        Chicago - Sofia | Sun, Aug 2 | KLM
        SGD 631
        20% off
        SGD 793 SGD 631
      • ORD 15:35
        23h 40m
        1 stop
        SOF 23:15
        Chicago - Sofia | Sun, Aug 2 | Lufthansa
        SGD 647
        18% off
        SGD 793 SGD 647
      • ORD 20:10
        34h 50m
        1 stop
        SOF 15:00
        Chicago - Sofia | Tue, Aug 11 | Turkish Airlines
        SGD 656
        17% off
        SGD 793 SGD 656
      • ORD 15:35
        19h 5m
        1 stop
        SOF 18:40
        Chicago - Sofia | Fri, Jul 24 | United Airlines
        SGD 666
        16% off
        SGD 793 SGD 666
      • CHI 13:00
        17h 25m
        1 stop
        SOF 14:00
        Chicago - Sofia | Sat, Jul 4 | Normal Airline
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Displayed flight fares from Chicago to Sofia are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Chicago to Sofia Flight Details

The distance between Chicago and Sofia is about 8,357.53 km. Based on Trip.com's latest data, travel demand is highest in January. The off-season for travel is September.

Cheapest one-way flight priceSGD 606
Cheapest return ticket priceSGD 1,170
Cheapest monthSeptember
Peak season for travelJanuary
Flight distance8,357.53 km
Flight statistics for the Chicago–Sofia route are based on aggregated booking data from Trip.com over the past 12 months.

Frequently Asked Questions

  • What are the cheapest flights from Chicago to Sofia (CHI-SOF)?

    Based on Trip.com data, Air France offers one-way fares as low as SGD 606 on Cheapest nonstop routes (e.g. ORD to SOF on Tue, Aug 11), while United Airlines offers Cheapest nonstop round-trips from SGD 1,170 departing on Mon, Aug 17 and returning on Fri, Aug 21.
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to Sofia is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • To find best deals on flights from Chicago to Sofia, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Tue, Aug 11, with one-way flights priced at just SGD 606.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Air France.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Sofia travel is around January.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Chicago to Sofia is September, when demand for travel is lower.
  • After crunching the numbers on our July flight calendar, it's currently cheapest to fly from Chicago to Sofia on July 27, 2026 with United Airlines, with prices starting at SGD 1,179.
  • The time difference between Sofia and Chicago is 8h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

Trip.com Airline Insights on Flights from Chicago to Sofia

Which airline offers the cheapest direct flights from Chicago to Sofia?

Data is based on the average price of all nonstop flights from Chicago to Sofia on Trip.com over the past 12 months.

Based on Trip.com’s data from the past 12 months, Turkish Airlines provides the lowest-priced direct flights from Chicago to Sofia, with fares starting at SGD 790.

SGD 672
SGD 790
SGD 909
SGD 1,027
SGD 1,145
Turkish Airlines
SGD 790
Turkish Airlines
LOT Polish Airlines
SGD 901
LOT Polish Airlines
Lufthansa
SGD 1,145
Lufthansa

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Note: Prices shown on this page are the estimated lowest prices found in the last 24 hours and include all taxes and fees.

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Prices displayed on this page are all-inclusive (incl. taxes, fuel surcharges, Civil Aviation Development Fund, etc.), and all fees are clearly shown before you pay. Charges for checked baggage, onboard meals, Wi‑Fi, and other optional services are also included where applicable in the flight cards.

Real-time pricing updates

Prices, availability, and travel details on this page have been updated within the last 24 hours, and for many routes are refreshed in real time. The more popular the route, the more accurate and up-to-date the data.

Change & Cancellation Policy

Trip.com shows the change and cancellation rules for each ticket during the booking process, including all related fees and conditions. Please refer to the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply based on the airline’s fare rules.
Cancellation/change due to a flight schedule change:
If your flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For full details of change and cancellation policies, please refer to the customer support pages.