$376 Find Cheap Flights from Bulgaria to Chicago - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 10/19. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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1 adult, Economy, 0 bags

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Cheap Flights from Bulgaria to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Bulgaria to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Bulgaria to Chicago

Wed, Sep 16 - Wed, Sep 30
LOT Logo
2:35 pm - 3:10 pm
SOF
-
ORD
56h 35m
2 stops
LOT Logo
9:50 pm - 6:00 pm
ORD
-
SOF
12h 10m
1 stop
$804LOT
Fri, Sep 4 - Fri, Sep 11
LOT Logo
2:35 pm - 7:50 pm
SOF
-
ORD
13h 15m
1 stop
LOT Logo
9:50 pm - 6:00 pm
ORD
-
SOF
12h 10m
1 stop
$813LOT
Sun, Dec 6 - Wed, Mar 3
Turkish Airlines Logo
11:55 am - 10:00 am
SOF
-
ORD
30h 05m
1 stop
Turkish Airlines Logo
8:15 pm - 11:05 am
ORD
-
SOF
30h 50m
1 stop
$816Turkish Airlines
Sat, Dec 5 - Sun, Mar 7
Turkish Airlines Logo
4:00 pm - 6:20 pm
SOF
-
ORD
34h 20m
1 stop
Turkish Airlines Logo
12:45 pm - 3:10 pm
ORD
-
SOF
18h 25m
1 stop
$817Turkish Airlines
Fri, Sep 4 - Fri, Sep 11
LOT Logo
6:45 pm - 3:10 pm
SOF
-
ORD
28h 25m
2 stops
LOT Logo
9:50 pm - 6:00 pm
ORD
-
SOF
12h 10m
1 stop
$819LOT
Wed, Sep 16 - Wed, Sep 30
Multiple Airlines Logo
9:40 pm - 7:48 pm
SOF
-
ORD
30h 08m
3 stops
Multiple Airlines Logo
8:45 am - 7:05 pm
ORD
-
SOF
26h 20m
3 stops
$821Multiple Airlines
Fri, Sep 4 - Fri, Sep 11
LOT Logo
6:45 pm - 3:10 pm
SOF
-
ORD
28h 25m
2 stops
LOT Logo
5:10 pm - 1:50 pm
ORD
-
SOF
36h 40m
2 stops
$825LOT
Sat, Sep 19 - Sat, Oct 17
Multiple Airlines Logo
6:45 pm - 9:25 pm
SOF
-
ORD
34h 40m
3 stops
Multiple Airlines Logo
7:25 pm - 3:00 am
ORD
-
SOF
23h 35m
3 stops
$828Multiple Airlines
Sun, Sep 13 - Sun, Sep 20
Austrian Airlines Logo
11:05 am - 1:20 pm
VAR
-
ORD
34h 15m
1 stop
Austrian Airlines Logo
4:20 pm - 3:15 pm
ORD
-
VAR
14h 55m
1 stop
$843Austrian Airlines
Sun, Sep 13 - Sun, Sep 20
Lufthansa Logo
1:35 pm - 12:55 pm
VAR
-
ORD
31h 20m
2 stops
Lufthansa Logo
4:05 pm - 7:35 pm
ORD
-
VAR
19h 30m
1 stop
$871Lufthansa
Booking Insights

KAYAK's insights & trends for flights to Chicago

Get data-powered insights and trends for flights to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights to Chicago is December, where tickets cost $750 on average for return flights. On the other hand, the most expensive months are August and July, where the average cost of tickets from Bulgaria is $878 and $865 respectively. For one-way flights, the best month to travel is April with an average price of $573.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price, you should book around 5 weeks before departure, which saves you about 12% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Which is the cheapest airport to fly into in Chicago?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Chicago is Chicago Greater Rockford Airport (RFD), with an average flight price of $162.

Good to know

Low season

February

Cheapest flight

$376
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Sofia to Chicago O'Hare Airport

FAQs - booking Chicago flights

  • Which Chicago airport is closest to central Chicago?

    The distance between Chicago Midway Airport and downtown Chicago is 9 miles, which makes it the closest of the 3 Chicago airports. Chicago O'Hare Airport is 16 miles away from the center and Chicago Greater Rockford is 79 miles away.

  • How does KAYAK find such low prices on flights to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many direct flights to Chicago are there each week?

    Each week there are around 30,286 direct flights from within Bulgaria to Chicago. The most common day for departures is Sunday, with 15% of flights taking off on this day.

Top tips for finding cheap flights to Chicago

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Reviews of the top 5 airlines serving from Bulgaria to Chicago

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Bulgaria to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
KLMOverall score based on 1545 reviews
7.2Entertainment
7.3Food
7.7Comfort
8.4Crew
7.8Boarding
Airline reviews

Crew is not the cheerful type. very slow meal service (this is their style as have flown this many times)

6.0 GoodGlenn, Feb 2026
AMS - JFK
Read more KLM reviews

Crew is not the cheerful type. very slow meal service (this is their style as have flown this many times)

Legroom not all it could be, especially when the seat in front is reclined. Otherwise it was good, food and beverage were nice.

This fight left ahead of time which meant it arrived early which was great. Staff were very professional, but as with all these Short hop Flights the food was a disappointing snack There was no entertainment on this flight, but I did not expect any

I flew premium economy and this was a good option. Although the seats didn’t recline much, I was able to get some sleep with my head propped against the window. The food was good and the entertainment was wonderful The staff were very attentive and professional

They only had vegetarian food left on the flight which I wasn’t happy about. I didn’t get any food to eat at all.

I tried to upgrade to premium economy anis seat online during the checkin process. The payment didn’t work due to a technical glitch on KLM’s website. I wasn’t able to change my seat unless I called Amsterdam. Since I was in Canada and there’s a time difference this wasn’t practical. So when I arrived early to Ottawa airport my seat wasn’t available and I could only get a middle seat in premium economy which isn’t great. These middle seats are priced at the same rate as an aisle seat which makes no sense.

Seats were nice and comfy. Crew was polite and attentive. Business class is awesome and worth the money.

Was trying to change a flight but told that Canadian and local klm systems do not interact so they could not access my booking. Overall I like klm a lot but if it was important to change flights I would be very frustrated.

It was operated by Delta. Boarding took a long time. How difficult can it be? Overall decent trip. Liked the Salt Lake City airport. Better option than Chicago for transfers.

We left one hour late because of technical difficulties. The economy comfort seats are great for the price. The crew was mediocre, they do not provide a pleasant experience, they just deliver food and drinks and give orders, not very amicable, no service and hospitality focus.

Issue with boarding, group of passengers on a religious trip coming back to NYC kept trying to change seats, even standing when the plane was pushing back. Crew/Pilot kept very good composure, some passengers got aggravated and started venting out loud but this group created a serious security risk. Crew/Pilot should've been more stringent and called in security or remove them from the flight.

Amazing crew, delicious food and drink selection. 12hr felt more like a 4hrs. Comfortable beds. Can’t wait for the new business class cabin

Flying business class saves you. Once you get out of the terminal and onto the plane, it’s fine. The traffic at the gate is a horror. No organization at all. The fact that Business class is promised early boarding is a myth.

The seat was paid for but given for some different person .

Krakow airport is very disorganized. nice seats. friendly crew. long legs had screens. short leg did not

Flight was delayed for a hour from Warsaw, not sure why. When we landed in Chicago, plane was still on the runway for about half a hour. Took a while to get off.

No WiFi and ok comfort in business class. Home safe I guess that’s all that really matters.

I would like to be able to choose the seat before the flight without paying extra money. Family members should not to be separated from each other.

Flight was delayed by a hour could have been better addressed. Flight was fine with great service by the flight attendants

All good. Didn’t get the seats I booked online. Luckily, copassanger cooperated! Mistake- I failed to verify connecting flight seats details at Mumbai. Staff at Mumbai airport to be blamed equally!

Horrible service at the baggage claim. Stuck on plane for an hour due to taxing and no gate.

I really would like it if they provided at least some limited free wi-fi.

Excellent food and service on my international flight. Most notable is the food provided by Turkish even for coach passengers is very good.

Food is very turkish. No regard for other natinalities taste and preference. The entertainment can be improved- it was the same menu on 10/8/25 and 10/25/25. The boarding is the worst in the airline industry- I suggest you ask your staff to and watch how other airlines do it.

We couldn’t fly to Chicago on our booked flight. The flight was overbooked.

Took forever to board. They made announcements without the loudspeaker and since the waiting room was full of screaming kids, no one could hear what they were saying. The business class sleeper seats were designed for tall skinny people. When partially reclined there was nowhere to rest my feet because they did not reach the footrest. and when fully reclined there wasn't room at my sides for my arms. Definitely one of the worst sleeper seats I have ever had.

About an hour delay but we made it to Chicago. I feel that the smaller connecting flights are the ones that cause the delays on the bigger planes that fly international.

One of the best flights I have been on in a while.

Here's a sample answer: "Honestly, I was really impressed with Turkish Airlines, but if I had to suggest one area for improvement, it would be: - *More efficient boarding process*: I noticed that boarding took a bit longer than expected, which might be frustrating for passengers with tight connections.

Not worth pay business class and get service economy class

I would have preferred a flight voucher and to hop on a different flight. Delayed over 6 hours.

I almost missed my connection in Chicago due to having to wait on a gate to be open I am assuming. Having to run from E terminal to C terminal and I barely made it there before they closed the door. This may not be the actual airline's fault it's crazy how there is so little time between flight especially when they are placed so far apart in the airport.

The Wi-Fi did not work, so you weren't able to watch entertainment on your own device. They did not have wired headphones so you couldn't watch it on the in-seat entertainment screen either. There was plenty of time to do a drink and snag service but the flight attendants chose not to.

Great experience, boarding was fast and efficient, so much so that we arrived to Chicago very early

The flight did not have its customary snacks during the flight. Apparently they were never loaded on the plane.

The seats on this flight weren’t as comfortable as we had expected. Even leaned back these seats left us feeling crappy in our backs. Also we had to use our own tablets for movies, but nothing in the seats in front of us to hold the tablets up.

The head rest is too big and cannot be placed differently/removed. Causes one head to tilt forward and increase back pain

Food was not great. Small seating area for business class

Horrible experience. They delayed our flight 7 hours!! We had to seat at the airport with kids on 4th July all day!

The flight was delayed an hour and a half while you tried to fix the plane so I missed my connecting flight in Chicago. In Chicago, it took an hour to get the luggage. Then the conveyor belt was broken where I have to transfer my flight from an international flight to the continuing flight so I had to carry a large suitcase through the airport. The elevators were broken in the airport. I paid people to carry the luggage for me up the escalators in two different areas. The person who helped me get the new flight was outstanding. The temperature in the airport in Chicago was horrible. We were all sweating. It was the day from hell. That was after two hours in a security line in Athens. I have TSA pre-checked and global entry and I still waited. Two hours in a security line. Something has got to be done to stream line this service. After I’ve been through all of that in Athens, why do I have to go through it again in Chicago. It was the worst travel experience I have had in a long time. Your bathrooms have gotten so small that you can hardly get your butt on the toilet. You’ve taken the airspace out of the inside of the top of the toilet. It really makes for a miserable experience. Also on a 4 1/2 hour flight from Chicago to Los Angeles. The only thing we’re given is a bag of pretzels. REALLY!!

Very comfortable plane. The food was very good (for airplane food). The crew was great

The legroom was lacking and the entertainment system lacked adequate selection of older films. Modern films are generally not very good.

Perfect airline, super friendly, great service, tasty food. Would fly again.

Everything could have been better. What needed to be wrong with United went wrong

It was good. The seats in economy weren’t bad

Very good. Comfortable and I felt well taken care of from start to finish

We were in premium economy seats that appeared to be locked in plae, No reclining. My aching back.

I don’t understand how they charge as much as they do for such a poor experience

I wish the plane had pod seating for business class. I had a window seat (8K) and I had to climb over the person sitting on the aisle when I needed to get up. Also there is no partition between the seats for privacy when sleeping. The Asian airlines have much nicer business class seating. Their seats are wider for better comfort when sleeping.

The seat space seemed small especially when the person ahead reclined but other than that, very good.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Schererville
Munster
Chesterton
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Chicago

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.