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: 12h 07m.

What is the cheapest airline that flies from Chicago to Sofia?

Air France and KLM are the most popular carriers operating from Chicago to Sofia

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

Flights via Paris (CDG) offer the lowest average round-trip price of $566.

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

Istanbul (IST) was the most common stop: 34% of momondo users choosing 1-stop flights on this route connected there.

What airlines fly to Sofia?

Lufthansa, Turkish Airlines and LOT are the top three most popular airlines that fly to Sofia from Chicago according to our data. Lufthansa 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 10 different airlines that fly to Sofia on a routine basis, so you have a few additional options to choose from.

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

Warsaw (WAW) has the shortest average layover time for this route: 1h 42m.

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 January 2026, there are 10 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.

$207 Cheap Flights from Chicago to Sofia in 2026

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One-way

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12:46 pm - 2:05 pm

MDW

SOF

17h 19m

2 stops

7:00 am - 5:45 pm

SOF

MDW

18h 45m

2 stops

$531KLM

Wed, Feb 4 - Wed, Feb 18

9:55 pm - 5:50 pm

ORD

SOF

11h 55m

1 stop

2:35 pm - 8:55 pm

SOF

ORD

37h 20m

2 stops

$533LOT

Fri, Feb 27 - Sun, Mar 8

12:50 pm - 1:50 pm

ORD

SOF

17h 00m

2 stops

7:05 pm - 2:10 pm

SOF

ORD

26h 05m

2 stops

$534Multiple Airlines

Wed, Feb 18 - Mon, Mar 9

12:50 pm - 6:20 pm

ORD

SOF

21h 30m

2 stops

1:45 pm - 1:01 pm

SOF

ORD

54h 16m

2 stops

$535Air Canada

Wed, Mar 4 - Mon, Mar 9

7:50 pm - 8:15 pm

ORD

SOF

16h 25m

1 stop

9:35 am - 9:40 am

SOF

ORD

32h 05m

1 stop

$537Turkish Airlines

Thu, May 7 - Mon, Jun 1

9:55 pm - 5:50 pm

ORD

SOF

11h 55m

1 stop

6:35 pm - 8:55 pm

SOF

ORD

33h 20m

2 stops

$538LOT

Wed, Mar 4 - Sun, Mar 8

11:50 am - 8:50 pm

ORD

SOF

25h 00m

1 stop

9:40 pm - 6:25 pm

SOF

ORD

28h 45m

1 stop

$539Turkish Airlines

Sat, Feb 28 - Sat, Mar 7

4:20 pm - 11:50 am

ORD

SOF

11h 30m

1 stop

7:55 am - 6:51 pm

SOF

ORD

17h 56m

2 stops

$546Austrian Airlines

Fri, Mar 6 - Fri, Mar 20

12:50 pm - 1:15 pm

ORD

SOF

16h 25m

2 stops

6:00 am - 3:10 pm

SOF

ORD

17h 10m

2 stops

$548Multiple Airlines

Thu, Feb 5 - Thu, Feb 19

11:44 am - 4:20 pm

ORD

SOF

20h 36m

2 stops

12:05 pm - 7:19 am

SOF

ORD

27h 14m

2 stops

$550British Airways

Sun, Jan 25 - Sat, Feb 14

United Airlines flights from Chicago to Sofia

Our best United Airlines deals on Chicago to Sofia flight tickets

United Airlines

Jan 20

ORD1:00 pmChicago O'Hare Intl

16h 15m

2 stops

SOF1:15 pmSofia

Feb 8

SOF6:10 amSofia

15h 15m

1 stop

ORD1:25 pmChicago O'Hare Intl

$566

United Airlines

Apr 8

ORD1:00 pmChicago O'Hare Intl

15h 10m

2 stops

SOF12:10 pmSofia

Apr 12

SOF6:20 amSofia

18h 33m

2 stops

ORD4:53 pmChicago O'Hare Intl

$576

United Airlines

Feb 14

ORD6:00 pmChicago O'Hare Intl

35h 00m

2 stops

SOF1:00 pmSofia

Feb 28

SOF2:25 pmSofia

27h 09m

2 stops

ORD9:34 amChicago O'Hare Intl

$581

LOT flights from Chicago to Sofia

Our best LOT deals on Chicago to Sofia flight tickets

LOT

Feb 27

ORD9:55 pmChicago O'Hare Intl

11h 55m

1 stop

SOF5:50 pmSofia

Mar 8

SOF2:35 pmSofia

37h 20m

2 stops

ORD8:55 pmChicago O'Hare Intl

$533

LOT

Mar 4

ORD9:55 pmChicago O'Hare Intl

11h 55m

1 stop

SOF5:50 pmSofia

Mar 8

SOF6:35 pmSofia

33h 20m

2 stops

ORD8:55 pmChicago O'Hare Intl

$538

LOT

Mar 5

ORD9:55 pmChicago O'Hare Intl

31h 55m

1 stop

SOF1:50 pmSofia

Mar 9

SOF6:35 pmSofia

33h 25m

1 stop

ORD9:00 pmChicago O'Hare Intl

$556

Fly from

Fly to

Route

Depart

Return

Price

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

Wed 2/18

12:50 pm-1:50 pm

2 stops17h 00m

Sofia

Mon 3/9

7:05 pm-2:10 pm

2 stops26h 05m

$534

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Wed 3/4

12:50 pm-6:20 pm

2 stops21h 30m

Sofia

Mon 3/9

1:45 pm-1:01 pm

2 stops54h 16m

$535

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Thu 5/7

7:50 pm-8:15 pm

1 stop16h 25m

Sofia

Mon 6/1

9:35 am-9:40 am

1 stop32h 05m

$537

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Wed 3/4

9:55 pm-5:50 pm

1 stop11h 55m

Sofia

Sun 3/8

6:35 pm-8:55 pm

2 stops33h 20m

$538

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Sat 2/28

11:50 am-8:50 pm

1 stop25h 00m

Sofia

Sat 3/7

9:40 pm-6:25 pm

1 stop28h 45m

$539

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Fri 3/6

4:20 pm-11:50 am

1 stop11h 30m

Sofia

Fri 3/20

7:55 am-6:51 pm

2 stops17h 56m

$546

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Thu 2/5

12:50 pm-1:15 pm

2 stops16h 25m

Sofia

Thu 2/19

6:00 am-3:10 pm

2 stops17h 10m

$548

ChicagoSofia

ORD - SOF

ORDSOF

Chicago O'Hare Intl

Sun 1/25

11:44 am-4:20 pm

2 stops20h 36m

Sofia

Sat 2/14

12:05 pm-7:19 am

2 stops27h 14m

$550

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 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 $582, 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 March instead. Flights to Sofia in March, while not as cheap as those in February, still average around $589.

How far in advance should I book a flight 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 $751 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 $714 on momondo.

Can stopping save me money on Chicago to Sofia flights?

You could potentially save up to 6% 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 January 2026, prices for Chicago to Sofia flights are approximately 10% 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

Fastest flight time	12h 35m
Direct flights	None

The fastest flight from Chicago to Sofia takes 12h 35m

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

Search flight deals

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 12h 35m.
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 January 2026, there are 10 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 Turkish Airlines, representing 26% of all bookings. The subsequent popular airlines are Lufthansa at 26%, LOT at 18%, and United Airlines at 14%.

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
Turkish Airlines	PriceFrom $518	Free Cancellation	Rating 7.3 4,169 reviews	Search Turkish Airlines flights
KLM	PriceFrom $533	Free Cancellation	Rating 7.7 1,440 reviews	Search KLM flights
United Airlines	PriceFrom $580	Free Cancellation	Rating 7.4 9,163 reviews	Search United Airlines flights
Air France	PriceFrom $585	Free Cancellation	Rating 7.4 1,522 reviews	Search Air France flights
LOT	PriceFrom $587	Free Cancellation	Rating 7.5 1,171 reviews	Search LOT flights
Lufthansa	PriceFrom $588	Free Cancellation	Rating 6.8 7,715 reviews	Search Lufthansa flights
SWISS	PriceFrom $593	Free Cancellation	Rating 7.5 1,847 reviews	Search SWISS flights
Austrian Airlines	PriceFrom $606	Free Cancellation	Rating 7.5 893 reviews	Search Austrian Airlines flights
British Airways	PriceFrom $611	Free Cancellation	Rating 6.7 7,676 reviews	Search British Airways flights
Air Serbia	PriceFrom $621	Free Cancellation	Rating 6.1 213 reviews	Search Air Serbia flights

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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 $207

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 1/24. 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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Our best LOT deals on Chicago to Sofia flight tickets

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See travel insights to Sofia from

How to get the cheapest flight ticket from Chicago to Sofia

What is the cheapest month to fly to Sofia?

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

Can stopping save me money on Chicago to Sofia flights?

You could potentially save up to 6% 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 January 2026, prices for Chicago to Sofia flights are approximately 10% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from Chicago to Sofia?

Air France and KLM are the most popular carriers operating from Chicago to Sofia

What airlines fly to Sofia?

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

Istanbul (IST) was the most common stop: 34% of momondo users choosing 1-stop flights on this route connected there.

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

Flights via Paris (CDG) offer the lowest average round-trip price of $566.

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: 12h 07m.

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

Warsaw (WAW) has the shortest average layover time for this route: 1h 42m.

When to book flights from Chicago to Sofia

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

Fastest flight time

Direct flights

How far is Chicago to Sofia by plane?

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

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

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

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

What is the most popular airline 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?

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

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

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

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

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