Which layover airport has the shortest connection time from Chicago to Sofia?

Warsaw (WAW) has the shortest average layover time for this route: 1h 25m.

Which layover airport offers the lowest fares from Chicago to Sofia?

Flights via London (LHR) offer the lowest average round-trip price of $641.

Which layover airport has the shortest travel time from Chicago to Sofia?

Flights connecting via Vienna (VIE) have the shortest average one-way travel time: 11h 54m.

Which airport is the most popular layover for flights between Chicago and Sofia?

Istanbul (IST) was the most common stop: 30% of momondo users choosing 1-stop flights on this route connected there.

What airlines fly to Sofia?

Turkish Airlines, Lufthansa and LOT are the top three most popular airlines that fly to Sofia from Chicago according to our data. Turkish Airlines is the first choice among our users, with 34% of people opting to fly with this airline when traveling to Sofia. Keep in mind that there are 12 different airlines that fly to Sofia on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Chicago to Sofia Airport?

Prices for flights from Chicago to Sofia Airport were last updated today.

How many operators does momondo search for flights from Chicago to Sofia Airport?

As of October 2026, there are 12 operators available to choose from for flights from Chicago to Sofia Airport.

How old do you have to be to fly from Chicago to Sofia Airport?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Sofia Airport.

What documentation or ID do you need to fly to Sofia Airport?

The travel and health documents required for your trip to Sofia Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Sofia Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$297 Cheap Flights from Chicago to Sofia in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Sofia

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:05 pm - 6:40 pmORD Chicago O'Hare Intl-SOF Sofia

15h 35m2 stops Zurich Munich Franz Josef Strauss

6:20 am - 2:48 pmSOF Sofia-ORD Chicago O'Hare Intl

16h 28m2 stops Frankfurt am Main Montreal Pierre Elliott Trudeau Intl

$706Multiple Airlines

Tue, Mar 30 - Tue, Apr 13

10:05 am - 12:10 pmORD Chicago O'Hare Intl-SOF Sofia

18h 05m2 stops Toronto Pearson Intl Munich Franz Josef Strauss

6:10 am - 12:55 pmSOF Sofia-ORD Chicago O'Hare Intl

14h 45m2 stops Munich Franz Josef Strauss Frankfurt am Main

$706Multiple Airlines

Wed, Mar 31 - Wed, Apr 14

11:45 am - 8:50 pmORD Chicago O'Hare Intl-SOF Sofia

25h 05m1 stop Istanbul

4:00 pm - 10:00 amSOF Sofia-ORD Chicago O'Hare Intl

26h 00m1 stop Istanbul

$711Turkish Airlines

Thu, Dec 31 - Thu, Jan 14

8:10 pm - 8:45 amORD Chicago O'Hare Intl-SOF Sofia

28h 35m1 stop Istanbul

4:00 pm - 6:20 pmSOF Sofia-ORD Chicago O'Hare Intl

34h 20m1 stop Istanbul

$711Turkish Airlines

Mon, Oct 12 - Tue, Nov 10

9:50 pm - 11:00 pmORD Chicago O'Hare Intl-SOF Sofia

17h 10m2 stops Munich Franz Josef Strauss Frankfurt am Main

6:25 am - 1:10 pmSOF Sofia-ORD Chicago O'Hare Intl

14h 45m1 stop Frankfurt am Main

$712Lufthansa

Tue, Dec 29 - Tue, Jan 12

1:10 pm - 1:15 pmORD Chicago O'Hare Intl-SOF Sofia

16h 05m2 stops Newark Munich Franz Josef Strauss

6:25 am - 6:45 pmSOF Sofia-ORD Chicago O'Hare Intl

19h 20m2 stops Frankfurt am Main Montreal Pierre Elliott Trudeau Intl

$714United Airlines

Tue, Mar 2 - Tue, Mar 16

11:15 am - 12:10 pmORD Chicago O'Hare Intl-SOF Sofia

16h 55m2 stops Washington, D.C. Reagan-National Munich Franz Josef Strauss

6:20 am - 2:48 pmSOF Sofia-ORD Chicago O'Hare Intl

16h 28m2 stops Frankfurt am Main Montreal Pierre Elliott Trudeau Intl

$714United Airlines

Tue, Mar 30 - Tue, Apr 13

9:50 pm - 1:50 pmORD Chicago O'Hare Intl-SOF Sofia

32h 00m1 stop Warsaw Frederic Chopin

6:45 pm - 7:50 pmSOF Sofia-ORD Chicago O'Hare Intl

33h 05m1 stop Warsaw Frederic Chopin

$726LOT

Sun, Mar 28 - Sun, Apr 11

9:50 pm - 10:55 pmORD Chicago O'Hare Intl-SOF Sofia

17h 05m1 stop Munich Franz Josef Strauss

6:25 am - 1:10 pmSOF Sofia-ORD Chicago O'Hare Intl

14h 45m1 stop Frankfurt am Main

$728Lufthansa

Sun, Feb 28 - Sun, Mar 14

10:55 pm - 2:00 amORD Chicago O'Hare Intl-SOF Sofia

19h 05m1 stop Warsaw Frederic Chopin

6:45 pm - 7:50 pmSOF Sofia-ORD Chicago O'Hare Intl

33h 05m1 stop Warsaw Frederic Chopin

$753LOT

Sat, Mar 27 - Sun, Apr 11

Cheap last minute flights

Enter your travel dates to find the best prices.

8:10 pm - 8:45 amORD Chicago O'Hare Intl-SOF Sofia

28h 35m1 stop Istanbul

9:10 pm - 6:15 pmSOF Sofia-ORD Chicago O'Hare Intl

29h 05m1 stop Istanbul

$817Turkish Airlines

Wed, Oct 7 - Sun, Oct 18

8:10 pm - 8:20 pmORD Chicago O'Hare Intl-SOF Sofia

16h 10m1 stop Istanbul

11:55 am - 10:00 amSOF Sofia-ORD Chicago O'Hare Intl

30h 05m1 stop Istanbul

$828Turkish Airlines

Sun, Oct 4 - Fri, Feb 26

11:20 pm - 3:00 amORD Chicago O'Hare Intl-SOF Sofia

19h 40m1 stop Belgrade Nikola Tesla

4:00 pm - 2:45 pmSOF Sofia-ORD Chicago O'Hare Intl

30h 45m1 stop Belgrade Nikola Tesla

$873Air Serbia

Sat, Oct 3 - Thu, Feb 25

11:20 pm - 3:00 amORD Chicago O'Hare Intl-SOF Sofia

19h 40m1 stop Belgrade Nikola Tesla

4:00 pm - 2:45 pmSOF Sofia-ORD Chicago O'Hare Intl

30h 45m1 stop Belgrade Nikola Tesla

$875Air Serbia

Sat, Oct 3 - Thu, Feb 25

3:35 pm - 12:10 pmORD Chicago O'Hare Intl-SOF Sofia

12h 35m1 stop Munich Franz Josef Strauss

6:25 am - 1:10 pmSOF Sofia-ORD Chicago O'Hare Intl

14h 45m1 stop Frankfurt am Main

$891Lufthansa

Sun, Oct 4 - Fri, Feb 26

8:10 pm - 8:45 amORD Chicago O'Hare Intl-SOF Sofia

28h 35m1 stop Istanbul

11:25 pm - 12:40 pmSOF Sofia-ORD Chicago O'Hare Intl

45h 15m2 stops Barcelona-El Prat Lisbon Humberto Delgado

$900Multiple Airlines

Tue, Oct 6 - Tue, Oct 13

9:40 pm - 6:40 pmORD Chicago O'Hare Intl-SOF Sofia

13h 00m1 stop Munich Franz Josef Strauss

6:25 am - 1:10 pmSOF Sofia-ORD Chicago O'Hare Intl

14h 45m1 stop Frankfurt am Main

$905Lufthansa

Sun, Oct 4 - Fri, Feb 26

9:40 pm - 6:40 pmORD Chicago O'Hare Intl-SOF Sofia

13h 00m1 stop Munich Franz Josef Strauss

6:25 am - 2:52 pmSOF Sofia-ORD Chicago O'Hare Intl

16h 27m2 stops Frankfurt am Main Montreal Pierre Elliott Trudeau Intl

$974Multiple Airlines

Sun, Oct 4 - Fri, Feb 26

4:20 pm - 11:40 amORD Chicago O'Hare Intl-SOF Sofia

11h 20m1 stop Vienna Intl

7:55 am - 5:03 pmSOF Sofia-ORD Chicago O'Hare Intl

17h 08m2 stops Vienna Intl Washington, D.C. Dulles Intl

$981Austrian Airlines

Sun, Oct 4 - Fri, Feb 26

12:55 pm - 6:10 pmORD Chicago O'Hare Intl-SOF Sofia

21h 15m2 stops Washington, D.C. Dulles Intl Vienna Intl

8:00 am - 1:20 pmSOF Sofia-ORD Chicago O'Hare Intl

13h 20m1 stop Vienna Intl

$1,032Austrian Airlines

Wed, Oct 7 - Sun, Oct 18

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Turkish Airlines flights from Chicago to Sofia

Our best Turkish Airlines deals on Chicago to Sofia flight tickets

Turkish Airlines

Oct 30

ORD12:45 pmChicago O'Hare Intl

25h 05m

1 stop

SOF8:50 pmSofia

Nov 6

SOF9:40 pmSofia

21h 20m

1 stop

ORD11:00 amChicago O'Hare Intl

$711

Turkish Airlines

Oct 12

ORD8:10 pmChicago O'Hare Intl

16h 10m

1 stop

SOF8:20 pmSofia

Oct 22

SOF9:10 pmSofia

20h 30m

1 stop

ORD9:40 amChicago O'Hare Intl

$723

Turkish Airlines

Nov 22

ORD8:15 pmChicago O'Hare Intl

34h 55m

1 stop

SOF3:10 pmSofia

Mar 18

SOF9:30 amSofia

16h 50m

1 stop

ORD7:20 pmChicago O'Hare Intl

$725

Air Serbia flights from Chicago to Sofia

Our best Air Serbia deals on Chicago to Sofia flight tickets

Air Serbia

Oct 3

ORD11:20 pmChicago O'Hare Intl

19h 40m

1 stop

SOF3:00 amSofia

Feb 25

SOF4:00 pmSofia

30h 45m

1 stop

ORD2:45 pmChicago O'Hare Intl

$873

Air Serbia

Oct 3

ORD11:20 pmChicago O'Hare Intl

19h 40m

1 stop

SOF3:00 amSofia

Feb 25

SOF4:00 pmSofia

30h 45m

1 stop

ORD2:45 pmChicago O'Hare Intl

$875

Air Serbia

Oct 14

ORD4:40 pmChicago O'Hare Intl

26h 20m

1 stop

SOF3:00 amSofia

Oct 17

SOF4:00 pmSofia

13h 15m

1 stop

ORD9:15 pmChicago O'Hare Intl

$911

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Tue 3/30

7:05 pm-6:40 pm

2 stops15h 35m

Sofia

Tue 4/13

6:20 am-2:48 pm

2 stops16h 28m

$706

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Wed 3/31

10:05 am-12:10 pm

2 stops18h 05m

Sofia

Wed 4/14

6:10 am-12:55 pm

2 stops14h 45m

$706

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Thu 12/31

11:45 am-8:50 pm

1 stop25h 05m

Sofia

Thu 1/14

4:00 pm-10:00 am

1 stop26h 00m

$711

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Mon 10/12

8:10 pm-8:45 am

1 stop28h 35m

Sofia

Tue 11/10

4:00 pm-6:20 pm

1 stop34h 20m

$711

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Tue 12/29

9:50 pm-11:00 pm

2 stops17h 10m

Sofia

Tue 1/12

6:25 am-1:10 pm

1 stop14h 45m

$712

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Tue 3/2

1:10 pm-1:15 pm

2 stops16h 05m

Sofia

Tue 3/16

6:25 am-6:45 pm

2 stops19h 20m

$714

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Tue 3/30

11:15 am-12:10 pm

2 stops16h 55m

Sofia

Tue 4/13

6:20 am-2:48 pm

2 stops16h 28m

$714

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Sun 3/28

9:50 pm-1:50 pm

1 stop32h 00m

Sofia

Sun 4/11

6:45 pm-7:50 pm

1 stop33h 05m

$726

Quickest round-trip

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Sun 2/28

9:50 pm-10:55 pm

1 stop17h 05m

Sofia

Sun 3/14

6:25 am-1:10 pm

1 stop14h 45m

$728

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Sat 3/27

10:55 pm-2:00 am

1 stop19h 05m

Sofia

Sun 4/11

6:45 pm-7:50 pm

1 stop33h 05m

$753

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Sofia

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Layovers

What is the typical price of a round-trip flight between Chicago and Sofia?

Prices are currently typical for flights on this route.

Typical prices usually range from $669 to $802.
The lowest price recently found on this route was $706.

What is the cheapest month to fly to Sofia?

The cheapest month to fly to Sofia from Chicago is in February. Flight prices, which tend to average around $586, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of February, then book flights to Sofia from Chicago during January instead. Flights to Sofia in January, while not as cheap as those in February, still average around $616.

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

You are more likely to see cheaper flights to Sofia from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Sofia for around $808 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Sofia from Chicago for as low as $747 on momondo.

Can stopping save me money on Chicago to Sofia flights?

You could potentially save up to 10% on your flight if you consider stops on a Chicago to Sofia flight.

How have Chicago to Sofia flight prices changed over time?

As of October 2026, prices for Chicago to Sofia flights are approximately 16% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Sofia

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Sofia according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Sofia (CHI to SOF) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Sofia

Best Price Found	$297
Fastest flight time	11h 15m
Direct flights	None

The best one-way flight to Sofia from Chicago in the past 72 hours is $297. The best round-trip flight deal from Chicago to Sofia found on momondo in the last 72 hours is $706.

The fastest flight from Chicago to Sofia takes 11h 15m

There are no direct flights from Chicago to Sofia. There are no popular flight routes from Chicago to Sofia.

Search flight deals

Frequently asked questions about flying from Chicago to Sofia

How far is Chicago to Sofia by plane?
A flight from Chicago to Sofia will travel around 5185.9 mi. A reasonable flight in good conditions will take 11h 15m.
When did momondo last update prices for flights from Chicago to Sofia Airport?
Prices for flights from Chicago to Sofia Airport were last updated today.
How many operators does momondo search for flights from Chicago to Sofia Airport?
As of October 2026, there are 12 operators available to choose from for flights from Chicago to Sofia Airport.
How old do you have to be to fly from Chicago to Sofia Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Sofia Airport.
What documentation or ID do you need to fly to Sofia Airport?
The travel and health documents required for your trip to Sofia Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Sofia Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular airline from Chicago to Sofia?
momondo data reveals that the most frequently booked airline on the route from Chicago to Sofia is Lufthansa, representing 27% of all bookings. The subsequent popular airlines are Turkish Airlines at 22%, United Airlines at 16%, and LOT at 16%.

Best airlines flying from Chicago to Sofia

Compare and see reviews for airlines that fly from Chicago to Sofia with momondo

Airline	Rating	Free Cancellation	Price
JetBlue	PriceFrom $451	Free Cancellation	Rating 7.1 3,043 reviews	Search JetBlue flights
Turkish Airlines	PriceFrom $526	Free Cancellation	Rating 7.4 4,455 reviews	Search Turkish Airlines flights
SWISS	PriceFrom $565	Free Cancellation	Rating 7.5 2,090 reviews	Search SWISS flights
British Airways	PriceFrom $580	Free Cancellation	Rating 6.7 8,243 reviews	Search British Airways flights
United Airlines	PriceFrom $583	Free Cancellation	Rating 7.4 10,276 reviews	Search United Airlines flights
Air France	PriceFrom $585	Free Cancellation	Rating 7.5 1,649 reviews	Search Air France flights
LOT	PriceFrom $586	Free Cancellation	Rating 7.6 1,197 reviews	Search LOT flights
Lufthansa	PriceFrom $610	Free Cancellation	Rating 6.8 8,255 reviews	Search Lufthansa flights
KLM	PriceFrom $613	Free Cancellation	Rating 7.8 1,578 reviews	Search KLM flights
Air Serbia	PriceFrom $726	Free Cancellation	Rating 6.1 237 reviews	Search Air Serbia flights

Bansko

Borovets

Velingrad

Sandanski

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Sofia?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Sofia. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Sofia with flexible booking policies on momondo?

momondo does allow users to show only those flights to Sofia from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Sofia?

momondo helps you find the best flight between Chicago and Sofia by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Sofia right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Sofia, momondo offers a useful price alert feature which will track prices for flights to Sofia from Chicago and alert you when they change.

An easier way to manage your Sofia trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Cheap flights from Chicago to Sofia from $297

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Sofia departing on 11/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Turkish Airlines flights from Chicago to Sofia

Our best Turkish Airlines deals on Chicago to Sofia flight tickets

Air Serbia flights from Chicago to Sofia

Our best Air Serbia deals on Chicago to Sofia flight tickets

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How to get the cheapest flight ticket from Chicago to Sofia

What is the typical price of a round-trip flight between Chicago and Sofia?

What is the cheapest month to fly to Sofia?

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

Can stopping save me money on Chicago to Sofia flights?

How have Chicago to Sofia flight prices changed over time?

What airlines fly to Sofia?

Which airport is the most popular layover for flights between Chicago and Sofia?

Which layover airport offers the lowest fares from Chicago to Sofia?

Which layover airport has the shortest travel time from Chicago to Sofia?

Which layover airport has the shortest connection time from Chicago to Sofia?

When to book flights from Chicago to Sofia

Cheap Chicago to Sofia (CHI to SOF) flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Chicago to Sofia

Best airlines flying from Chicago to Sofia

Compare and see reviews for airlines that fly from Chicago to Sofia with momondo

Traveling to a place near Sofia?

Why use momondo?

An easier way to manage your Sofia trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Bulgaria

Fly your favorite airline to Sofia

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Sofia

List of cabin classes available on flights landing in Sofia. Availability may vary depending on flight origin and airline.

Popular cities in Bulgaria

Popular flights according to clicks in the last 7 days on momondo

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According to popular flight searches on momondo this year

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