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 has the shortest travel time from Chicago to Sofia?

Flights connecting via Vienna (VIE) have the shortest average one-way travel time: 11h 56m.

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 33% 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.

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

Flights via London (LHR) offer the lowest average round-trip price of $702.

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.

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 September 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.

$288 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

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Cheap round-trip flights

Enter your travel dates to find the best prices.

3:52 pm - 7:20 pmORD Chicago O'Hare Intl-SOF Sofia

19h 28m2 stops Dallas/Fort Worth London Heathrow

7:45 pm - 7:28 pmSOF Sofia-ORD Chicago O'Hare Intl

31h 43m2 stops London Heathrow Newark

$704British Airways

Thu, Jan 7 - Sun, Jan 17

1:30 pm - 6:00 pmORD Chicago O'Hare Intl-SOF Sofia

20h 30m2 stops Washington, D.C. Dulles Intl Vienna Intl

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

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

$705Austrian Airlines

Mon, Dec 14 - Mon, Jan 11

9:15 pm - 8:30 pmORD Chicago O'Hare Intl-SOF Sofia

15h 15m1 stop London Heathrow

8:10 pm - 6:15 pmSOF Sofia-ORD Chicago O'Hare Intl

30h 05m1 stop London Heathrow

$707British Airways

Tue, Oct 13 - Mon, Oct 19

12:55 pm - 11:50 amORD Chicago O'Hare Intl-SOF Sofia

14h 55m2 stops Washington, D.C. Dulles Intl Vienna Intl

7:55 am - 7:05 pmSOF Sofia-ORD Chicago O'Hare Intl

19h 10m2 stops Vienna Intl Washington, D.C. Dulles Intl

$707Austrian Airlines

Fri, Jan 22 - Sat, Jan 30

1:30 pm - 11:50 amORD Chicago O'Hare Intl-SOF Sofia

14h 20m2 stops Washington, D.C. Dulles Intl Vienna Intl

7:05 pm - 2:10 pmSOF Sofia-ORD Chicago O'Hare Intl

27h 05m1 stop Munich Franz Josef Strauss

$708Multiple Airlines

Mon, Dec 14 - Mon, Jan 11

9:50 pm - 1:55 pmORD Chicago O'Hare Intl-SOF Sofia

32h 05m1 stop Warsaw Frederic Chopin

2:35 pm - 7:50 pmSOF Sofia-ORD Chicago O'Hare Intl

13h 15m1 stop Warsaw Frederic Chopin

$710LOT

Thu, Oct 8 - Thu, Oct 22

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

17h 05m1 stop Munich Franz Josef Strauss

6:00 am - 7:58 pmSOF Sofia-ORD Chicago O'Hare Intl

21h 58m2 stops Munich Franz Josef Strauss Toronto Pearson Intl

$710Multiple Airlines

Thu, Jan 7 - Sat, Jan 16

9:50 pm - 5:55 pmORD Chicago O'Hare Intl-SOF Sofia

12h 05m1 stop Warsaw Frederic Chopin

2:35 pm - 7:55 pmSOF Sofia-ORD Chicago O'Hare Intl

13h 20m1 stop Warsaw Frederic Chopin

$712LOT

Sat, Nov 14 - Sat, Nov 28

6:00 pm - 1:15 pmORD Chicago O'Hare Intl-SOF Sofia

11h 15m1 stop Munich Franz Josef Strauss

6:00 am - 2:10 pmSOF Sofia-ORD Chicago O'Hare Intl

16h 10m1 stop Munich Franz Josef Strauss

$717United Airlines

Wed, Dec 30 - Sat, Jan 9

7:00 am - 1:15 pmORD Chicago O'Hare Intl-SOF Sofia

22h 15m2 stops Newark Munich Franz Josef Strauss

6:00 am - 2:10 pmSOF Sofia-ORD Chicago O'Hare Intl

16h 10m1 stop Munich Franz Josef Strauss

$717United Airlines

Fri, Jan 22 - Sat, Jan 30

Cheap last minute flights

Enter your travel dates to find the best prices.

7:25 pm - 1:35 amORD Chicago O'Hare Intl-SOF Sofia

22h 10m2 stops Reykjavik Keflavik Intl Barcelona-El Prat

5:25 pm - 3:30 pmSOF Sofia-ORD Chicago O'Hare Intl

30h 05m2 stops Madrid Barajas Lisbon Humberto Delgado

$804Multiple Airlines

Sun, Sep 27 - Tue, Dec 15

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

28h 35m1 stop Istanbul

9:30 am - 10:00 amSOF Sofia-ORD Chicago O'Hare Intl

32h 30m1 stop Istanbul

$810Turkish Airlines

Sat, Sep 26 - Tue, Dec 15

8:10 pm - 3:00 pmORD Chicago O'Hare Intl-SOF Sofia

34h 50m1 stop Istanbul

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

34h 20m1 stop Istanbul

$835Turkish Airlines

Sun, Sep 27 - Tue, Dec 15

3:50 pm - 12:50 amORD Chicago O'Hare Intl-SOF Sofia

49h 00m2 stops Orlando London Gatwick

2:05 pm - 2:10 pmSOF Sofia-ORD Chicago O'Hare Intl

32h 05m1 stop Dublin

$880Multiple Airlines

Sat, Sep 26 - Tue, Dec 15

9:50 pm - 1:55 pmORD Chicago O'Hare Intl-SOF Sofia

32h 05m1 stop Warsaw Frederic Chopin

2:35 pm - 7:55 pmSOF Sofia-ORD Chicago O'Hare Intl

13h 20m1 stop Warsaw Frederic Chopin

$882LOT

Thu, Sep 24 - Tue, Dec 15

9:50 pm - 6:00 pmORD Chicago O'Hare Intl-SOF Sofia

12h 10m1 stop Warsaw Frederic Chopin

2:35 pm - 7:55 pmSOF Sofia-ORD Chicago O'Hare Intl

13h 20m1 stop Warsaw Frederic Chopin

$895LOT

Tue, Sep 22 - Tue, Dec 15

9:40 pm - 11:00 pmORD Chicago O'Hare Intl-SOF Sofia

17h 20m2 stops Munich Franz Josef Strauss Frankfurt am Main

6:00 am - 6:25 pmSOF Sofia-ORD Chicago O'Hare Intl

20h 25m1 stop Munich Franz Josef Strauss

$900Lufthansa

Sun, Sep 27 - Tue, Dec 15

10:30 pm - 6:25 pmORD Chicago O'Hare Intl-SOF Sofia

11h 55m1 stop Frankfurt am Main

7:05 pm - 6:25 pmSOF Sofia-ORD Chicago O'Hare Intl

31h 20m1 stop Munich Franz Josef Strauss

$943Lufthansa

Thu, Sep 24 - Tue, Dec 15

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

11h 20m1 stop Vienna Intl

6:15 pm - 2:45 pmSOF Sofia-ORD Chicago O'Hare Intl

27h 30m2 stops Vienna Intl London Heathrow

$958Austrian Airlines

Sun, Sep 27 - Sat, Oct 31

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

11h 20m1 stop Vienna Intl

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

13h 20m1 stop Vienna Intl

$1,021Austrian Airlines

Tue, Sep 22 - Tue, Oct 6

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British Airways flights from Chicago to Sofia

Our best British Airways deals on Chicago to Sofia flight tickets

British Airways

Jan 7

ORD3:52 pmChicago O'Hare Intl

19h 28m

2 stops

SOF7:20 pmSofia

Jan 17

SOF7:45 pmSofia

31h 43m

2 stops

ORD7:28 pmChicago O'Hare Intl

$704

British Airways

Oct 13

ORD9:15 pmChicago O'Hare Intl

15h 15m

1 stop

SOF8:30 pmSofia

Oct 19

SOF8:10 pmSofia

30h 05m

1 stop

ORD6:15 pmChicago O'Hare Intl

$707

British Airways

Oct 13

ORD5:00 pmChicago O'Hare Intl

19h 30m

2 stops

SOF8:30 pmSofia

Oct 19

SOF8:10 pmSofia

27h 45m

1 stop

ORD3:55 pmChicago O'Hare Intl

$714

Austrian Airlines flights from Chicago to Sofia

Our best Austrian Airlines deals on Chicago to Sofia flight tickets

Austrian Airlines

Dec 14

ORD1:30 pmChicago O'Hare Intl

20h 30m

2 stops

SOF6:00 pmSofia

Jan 11

SOF7:55 amSofia

17h 08m

2 stops

ORD5:03 pmChicago O'Hare Intl

$705

Austrian Airlines

Dec 30

ORD1:00 pmChicago O'Hare Intl

14h 50m

2 stops

SOF11:50 amSofia

Jan 9

SOF6:15 pmSofia

30h 48m

2 stops

ORD5:03 pmChicago O'Hare Intl

$709

Austrian Airlines

Nov 18

ORD4:20 pmChicago O'Hare Intl

17h 40m

1 stop

SOF6:00 pmSofia

Nov 29

SOF12:35 pmSofia

33h 25m

1 stop

ORD2:00 pmChicago O'Hare Intl

$716

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Thu 1/7

3:52 pm-7:20 pm

2 stops19h 28m

Sofia

Sun 1/17

7:45 pm-7:28 pm

2 stops31h 43m

$704

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Mon 12/14

1:30 pm-6:00 pm

2 stops20h 30m

Sofia

Mon 1/11

7:55 am-5:03 pm

2 stops17h 08m

$705

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Tue 10/13

9:15 pm-8:30 pm

1 stop15h 15m

Sofia

Mon 10/19

8:10 pm-6:15 pm

1 stop30h 05m

$707

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Fri 1/22

12:55 pm-11:50 am

2 stops14h 55m

Sofia

Sat 1/30

7:55 am-7:05 pm

2 stops19h 10m

$707

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Mon 12/14

1:30 pm-11:50 am

2 stops14h 20m

Sofia

Mon 1/11

7:05 pm-2:10 pm

1 stop27h 05m

$708

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Thu 10/8

9:50 pm-1:55 pm

1 stop32h 05m

Sofia

Thu 10/22

2:35 pm-7:50 pm

1 stop13h 15m

$710

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Thu 1/7

9:50 pm-10:55 pm

1 stop17h 05m

Sofia

Sat 1/16

6:00 am-7:58 pm

2 stops21h 58m

$710

Quickest round-trip

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Sat 11/14

9:50 pm-5:55 pm

1 stop12h 05m

Sofia

Sat 11/28

2:35 pm-7:55 pm

1 stop13h 20m

$712

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Wed 12/30

6:00 pm-1:15 pm

1 stop11h 15m

Sofia

Sat 1/9

6:00 am-2:10 pm

1 stop16h 10m

$717

ChicagoSofia

ORD Chicago O'Hare Intl - SOF Sofia

ORDSOF

Chicago O'Hare Intl

Fri 1/22

7:00 am-1:15 pm

2 stops22h 15m

Sofia

Sat 1/30

6:00 am-2:10 pm

1 stop16h 10m

$717

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 $699 to $837.
The lowest price recently found on this route was $705.

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 $612.

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 $804 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 9% 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 September 2026, prices for Chicago to Sofia flights are approximately 18% more expensive 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	$288
Fastest flight time	13h 30m
Direct flights	None

The best one-way flight to Sofia from Chicago in the past 72 hours is $288. The best round-trip flight deal from Chicago to Sofia found on momondo in the last 72 hours is $704.

The fastest flight from Chicago to Sofia takes 13h 30m

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 13h 30m.
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 September 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 3,033 reviews	Search JetBlue flights
Turkish Airlines	PriceFrom $526	Free Cancellation	Rating 7.4 4,464 reviews	Search Turkish Airlines flights
SWISS	PriceFrom $569	Free Cancellation	Rating 7.5 2,079 reviews	Search SWISS flights
British Airways	PriceFrom $580	Free Cancellation	Rating 6.7 8,225 reviews	Search British Airways flights
United Airlines	PriceFrom $583	Free Cancellation	Rating 7.4 10,223 reviews	Search United Airlines flights
Air France	PriceFrom $585	Free Cancellation	Rating 7.5 1,650 reviews	Search Air France flights
LOT	PriceFrom $586	Free Cancellation	Rating 7.6 1,199 reviews	Search LOT flights
Lufthansa	PriceFrom $611	Free Cancellation	Rating 6.8 8,237 reviews	Search Lufthansa flights
KLM	PriceFrom $613	Free Cancellation	Rating 7.8 1,575 reviews	Search KLM flights
Austrian Airlines	PriceFrom $722	Free Cancellation	Rating 7.6 967 reviews	Search Austrian Airlines 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 $288

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 10/11. 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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British Airways flights from Chicago to Sofia

Our best British Airways deals on Chicago to Sofia flight tickets

Austrian Airlines flights from Chicago to Sofia

Our best Austrian Airlines 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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