$357 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 9/16. 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.
1 adult
1 adult, Economy, 0 bags

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These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
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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 9 - Wed, Sep 30
LOT Logo
5:25 am - 7:50 pm
SOF
-
ORD
22h 25m
1 stop
LOT Logo
5:10 pm - 1:50 pm
ORD
-
SOF
12h 40m
1 stop
$720LOT
Wed, Sep 23 - Wed, Oct 14
LOT Logo
5:25 am - 7:50 pm
SOF
-
ORD
22h 25m
1 stop
LOT Logo
9:50 pm - 1:55 am
ORD
-
SOF
20h 05m
1 stop
$725LOT
Wed, Sep 9 - Wed, Sep 30
LOT Logo
5:25 am - 7:50 pm
SOF
-
ORD
22h 25m
1 stop
LOT Logo
9:50 pm - 6:00 pm
ORD
-
SOF
12h 10m
1 stop
$726LOT
Thu, Sep 17 - Sat, Oct 3
KLM Logo
7:00 am - 6:33 pm
SOF
-
MDW
19h 33m
2 stops
KLM Logo
1:14 pm - 2:00 pm
MDW
-
SOF
16h 46m
2 stops
$815KLM
Thu, Sep 17 - Sat, Oct 3
KLM Logo
7:00 am - 6:33 pm
SOF
-
MDW
19h 33m
2 stops
KLM Logo
11:25 am - 2:00 pm
MDW
-
SOF
18h 35m
2 stops
$817KLM
Sun, Jul 19 - Sun, Jul 26
Lufthansa Logo
9:40 am - 7:55 pm
VAR
-
ORD
18h 15m
1 stop
Lufthansa Logo
3:35 pm - 11:30 am
ORD
-
VAR
11h 55m
1 stop
$843Lufthansa
Tue, Jul 28 - Tue, Sep 1
Lufthansa Logo
11:45 am - 7:55 pm
VAR
-
ORD
16h 10m
1 stop
Lufthansa Logo
6:00 pm - 8:45 pm
ORD
-
VAR
18h 45m
1 stop
$846Lufthansa
Sat, Jul 25 - Mon, Aug 31
Multiple Airlines Logo
9:20 am - 7:55 pm
VAR
-
ORD
18h 35m
1 stop
Multiple Airlines Logo
4:20 pm - 12:50 pm
ORD
-
VAR
12h 30m
1 stop
$866Multiple Airlines
Sat, Jul 25 - Mon, Aug 31
Multiple Airlines Logo
4:00 pm - 12:55 pm
VAR
-
ORD
28h 55m
2 stops
Multiple Airlines Logo
4:20 pm - 12:50 pm
ORD
-
VAR
12h 30m
1 stop
$873Multiple Airlines
Sun, Jun 21 - Thu, Jun 25
Austrian Airlines Logo
1:05 pm - 1:20 pm
BOJ
-
ORD
32h 15m
1 stop
Austrian Airlines Logo
4:20 pm - 12:20 pm
ORD
-
BOJ
12h 00m
1 stop
$1,480Austrian Airlines
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 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 February, where tickets cost $707 on average for return flights. On the other hand, the most expensive months are December and August, where the average cost of tickets from Bulgaria is $867 and $828 respectively. For one-way flights, the best month to travel is February with an average price of $707.

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 11% 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 $131.

Good to know

Low seasonFebruary
Cheapest flight$357
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 4% increase in price.
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 44,270 direct flights from within Bulgaria to Chicago. The most common day for departures is Sunday, with 17% 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 1527 reviews
8.4Crew
7.2Entertainment
7.3Food
7.8Boarding
7.7Comfort
Airline reviews

Brand new plane lots of room the snack was very flavourful and enjoyable

10.0 ExcellentBob, May 2026
MAD - AMS
Read more KLM reviews

Brand new plane lots of room the snack was very flavourful and enjoyable

It was really nice experience by flying this klm flight.I personally recommend everyone to please try this klm flight

It was really nice journey i personally recommend klm flight

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

Terrible last row seats many seats available but no offer to move to better seat

Delay and had to run between flight to get my connection due to this delay but besides that the overall experience was ok. I arrived with just an hour of delay.

At the airport, terrible, I do not want to even remember it. It was too humiliating for a business class passenger.

They forgot to serve food and the crew was very unfriendly. Never experienced such a bad KLM flight. Usually fly from Toronto. New York was different.

Couldn’t get boarding pass in SLC even with help from a redcoat, so had to find a desk in AMS to get boarding pass. Technical problems so not sure why. Very inconvenient. The KLM app is not as user friendly as most apps. Also had to wait almost an hour on the tarmac for a fuel truck, which caused us to miss a connecting bus in LUX.

First of all we couldn’t check in online, then we learn at the airport we were on stand by for KLM’s mistake of overbooking. The seats were not comfy at all. Our luggage got lost.

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.

Every time I fly LOT, I swear I will never do it again. And changing planes in Warsaw is a horror. Not even remotely organized. I can only feel sorry for the staff who have to put up with it.

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

Good in general, but i think the chair is not comfortable for traveling more than 2 hours ..

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

Stuck on a plane for 6 hours due to a technical or mechanical issue.

Horrible communication, flight boarded then we sat on plane for almost 5 hours as the runway was barely covered in snow with no plows in sight and the as we tried to taxi there was a major equipment failure due to poor push off technique causing all passengers to be taken off the flight to ultimately have the flight cancelled. There was barely any communication to passengers as to what was happening or what to do next to get placed on another flight. Arriving to my final destination a whole day later having to take a connecting flight through Lisbon to ultimately end up in New York instead of a direct flight as none available for the next day. Never flying LOT airlines again!

Boarding was a madhouse. Airport staff was completely disinterested in communicating about the delays. Never again.

Older plane with finicky seats. Crew often seem to focus on "pet" clients and over extend services to some over others. I get less attention since I'm not a regular business class client. Regardless, I've paid the money and would expect equal attention.

Our flight attendant was stellar with great anticipation and attention to details. Food was very good, and overall flight, though very long, was really good.

Be honest of what you sell: This was sold as Business Class on all three legs, while the JetBlue plane didn't even have business class seats, and wanted $164 for extra legroom seats.

Great food, and lots of it. They made us come to the gate two hours before the flight and you were stuck in the enclosure until you boarded with no bathroom or food or drink. My seat in business class was very claustrophobic, I could barely get into it and a large board blocked the window and made it even more claustrophobic

Turkish Business Class is a wonderful experience, and the best inflight dining experience I’ve had to date.

The crew was amazing and the food was really good too

Some of the best service I’ve ever seen on an international flight! The staff were super friendly and accommodating. The food was excellent with lots of choices and attention to detail. The seats are kind of old and narrow, but I have wide shoulders. The only area for improvement was making the cabin a little cooler.

It was fantastic. I really enjoyed it. It’s comfortable the flight attendant. Respect you anything you ask for they gave you except the water.

We were experiencing delayed for 4 hours and of course they took us to Turkish airlines lounge but we could not rested up since there is no bedroom. It was tiring and long day for us🙏 Especially we didn’t fly until 5:45am morning for Miami🙏😢

On Turkish it is all about the food and the service. I am overwhelmed with the quality and variety of the dining service offered on business class. I prefer the updated A350 to the older B777 cabin layout, but both are comfortable. Flights left and arrived on time with updates from the captain. I will definitely fly with them again.

Boarded early, left early, arrived 40 mins early! A win win for me!

These airplanes should be illegal. The seats are two tight, it is a safety issue. Wheelchair support was ridiculously slow. We almost missed our flight.

This flight is a quick way to get to Chicago, but a bit expensive.

The clerk at check in for my bags was very rude. My credit card was hacked during my vacation and she told me it was not possible to pay in cash for my bag. “You bought the cheapest ticket, you should have bought a ticket that included a bag. If you cannot pay with a credit card, we will not let you on this flight”. She spoke to her supervisor and then told me , I could ask other passengers, if they would use their credit card to check my bag. I had to beg 5 different people, till one agreed to use their credit card. I payed them cash of course. This was a very stressful and humiliating experience for me. I strongly suggest you build in some kind of provision for travelers who got robbed.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Flight crew was super friendly and helpful. Food was frequent and honestly pretty good. Plenty of on-board entertainment. Economy seats are super cramped for such a long flight, but the crew allowed people to get up and stretch, and kids could wander with their parents, so we all made it work. Overall a very good experience.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

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.

Luggage transfer in Chicago was not performed in time. I received my luggage at my destination two days later.

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
Chesterton
Munster
Porter
Monticello
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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.