$368 Find Cheap Flights from Bulgaria to Chicago

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 9/9. 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

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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

Mon, Oct 6 - Fri, Oct 31
Turkish Airlines Logo
9:15 pm - 9:40 amSOF-ORD
20h 25m1 stop
Turkish Airlines Logo
12:50 pm - 3:10 pmORD-SOF
19h 20m1 stop
$618Turkish Airlines
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Mon, Sep 22 - Wed, Oct 8
Turkish Airlines Logo
3:35 pm - 10:00 pmSOF-ORD
14h 25m1 stop
Turkish Airlines Logo
7:50 pm - 2:45 pmORD-SOF
34h 55m1 stop
$622Turkish Airlines
Find Deal
Mon, Sep 22 - Wed, Oct 8
Turkish Airlines Logo
9:15 pm - 9:40 amSOF-ORD
20h 25m1 stop
Turkish Airlines Logo
7:50 pm - 8:35 amORD-SOF
28h 45m1 stop
$623Turkish Airlines
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Tue, Dec 9 - Tue, Mar 3
LOT Logo
6:35 pm - 8:00 pmSOF-ORD
33h 25m1 stop
LOT Logo
9:55 pm - 1:50 pmORD-SOF
31h 55m1 stop
$635LOT
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Wed, Feb 11 - Sat, Feb 21
LOT Logo
6:35 pm - 8:00 pmSOF-ORD
33h 25m1 stop
LOT Logo
9:55 pm - 5:50 pmORD-SOF
11h 55m1 stop
$636LOT
Find Deal
Tue, Oct 21 - Sun, Nov 2
United Airlines Logo
6:20 am - 12:55 pmSOF-ORD
14h 35m1 stop
United Airlines Logo
6:00 pm - 10:45 pmORD-SOF
20h 45m1 stop
$640United Airlines
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Tue, Oct 21 - Wed, Nov 5
United Airlines Logo
6:20 am - 12:55 pmSOF-ORD
14h 35m1 stop
United Airlines Logo
9:50 pm - 6:20 pmORD-SOF
12h 30m1 stop
$641United Airlines
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Fri, Oct 24 - Sun, Nov 2
Lufthansa Logo
6:15 am - 12:55 pmSOF-ORD
14h 40m1 stop
Lufthansa Logo
4:20 pm - 1:35 pmORD-SOF
13h 15m1 stop
$678Lufthansa
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Thu, Dec 25 - Thu, Jan 15
KLM Logo
7:00 am - 4:23 pmSOF-MDW
17h 23m2 stops
KLM Logo
2:00 pm - 2:05 pmMDW-SOF
16h 05m2 stops
$790KLM
Find Deal
Fri, Oct 10 - Sat, Nov 8
KLM Logo
7:00 am - 4:09 pmSOF-MDW
17h 09m2 stops
KLM Logo
3:00 pm - 2:05 pmMDW-SOF
15h 05m2 stops
$814KLM
Find Deal
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 November, where tickets cost $645 on average for return flights. On the other hand, the most expensive months are May and August, where the average cost of tickets from Bulgaria is $1,006 and $879 respectively. For one-way flights, the best month to travel is November with an average price of $645.

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 4 weeks before departure, which saves you about 13% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 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 $151.

Good to know

Low seasonNovember
Cheapest flight$368
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly with an average 120% 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.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Wednesday where round-trip tickets can be as cheap as $691. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $782 on average.

  • 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.

  • What is the cheapest time of day to fly to Chicago?

    The cheapest time of day to fly to Chicago is generally in the evening, when round-trip flights cost $666 on average. The most expensive time of day to fly to Chicago is generally at night, which is peak travel time and where the average cost of a ticket is $768.

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

    Each week there are around 11,568 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 1384 reviews
7.8Boarding
7.7Comfort
7.1Entertainment
7.3Food
8.4Crew
Airline reviews

Ad experience - been flying many years with them but they are losing out to other carriers with their service and bagage / seating policy. My 2 12-yo kids were not placed with the parent. Absurdity.

2.0 MediocreIlja, Aug 2025AGP - AMS
Read more KLM reviews

Ad experience - been flying many years with them but they are losing out to other carriers with their service and bagage / seating policy. My 2 12-yo kids were not placed with the parent. Absurdity.

The baggage drop-off in Stuttgart is bad: after online check-in you cannot use the automated baggage drop off as indicated on the website. You can use the terminals but have to cue to 1 of three open and slowly working counters to drop the bags. took about 45 minutes wait time.

Our first flight was delayed so we missed our connecting flight. However it was easy to book a later flight on their app.

Cabin crew professional, polite and friendly, boarding was seemless, but come on KLM surely you can do better than a pack of cheesy biscuits as an inflight snack

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.

Great boarding, great short flight but no entertainment whatsoever and no wifi. Prepare to disembark by a staircase.

Transfer at CDG to connecting KLM flight to Amsterdam was a NIGHTMARE. LONG WALKWAYS, NO MOVING WALKWAYS, POOR signage, Have to take a train & No staff visible to help navigate the maze. AVOID TRANSFER AT CDG AT ALL COST.

Delay rushed to the next plane and bags didn’t arrive in chicago

Boarding could've been improved a bit, the rest is excellent.

Agents helping disable person doesnt know connections to Poland and after 9 agents helping and 2hours ,we made it to proper terminal. Polish Dreamliner its Polish nightmare liner with so narrow seats and no room under front seat for bag and feet,in economy class.To upgrade, to higher standart cost an arm and leg ,even there are empty seats No good experience overall

The crew and flight were amazing . However , my bag’s locker got broken and no refund provided . Everything else was amazing except this bad incident that ruined my experience

Checking in took very long for whatever reason. Flight comfort these days is always poor so… Crew was great thought!

The seats are small and the movie selection was disappointing. However, the food was excellent and the cabin crew was attentive and kind.

The customer service rep on chat refused carrying golf set at no charge that is customary for LOT and others. I wanted yo carry just ONE club not even full set! Web check in was nightmare. Most horrible lounge at warsaw. To call it business class is a BIG exaggeration. Rude staff warsaw to nyc. Seats uncomfortable and not flat as is now customary. Bad content and entertainment system.

Seats were so uncomfortable, my butt hurts so much, I wish they have more cushions,it really was horrible, Except that, Stewarts were polite food was decent

Plane is super outdated, seats not that comfortable for business class. Lounge also out dated. They need to catch up to 2024. Don’t think I’d ever fly again.

Everything was good, flight was smooth and on time Like service

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Inoperable monitor left no entert for 9 hours. Crew was not helpful Food was awful.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

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

Small seat space for 13 hours flight, they charged for baggage , very bad quality of food,

I was sitting almost in the back, the seats are very tight and there’s no legroom, it’s uncomfortable for a long distance

Absolute worst airline. Charged us $720 to check 4 bags (2 of which were carry-on). Entertainment systems didnt work. And on a 12 hour flight they served 2 meals and never once came around outside of those 2 meals with a beverage or cup of water. Will never fly them again.

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.

Amazing trip! No delays, no broken or lost luggage, and amazing food.

The food we received during the flight was excellent. The service was very friendly. Definitely the best value for the money when flying across the Atlantic.

I use a wheelchair for mobility. Both in my flight from Houston and back to Houston from Istanbul, the Turkish airline staff asked that I claim my wheelchair at the luggage area. On arrival to Istanbul, parts of the wheelchair were in disarray at that time I raised no objection however upon claiming my wheelchair in Houston parts where outright missing. In both occasions, upon arriving in Houston and arriving in Istanbul, I asked multiple times why am made to pick up my wheelchair in the baggage claim rather than at the jet bridge. Getting the wheelchair at the jet bridge minimizes the probability of loosing parts because they can be hopefully reclaimed on the spot. I was told in Houston that a manager turned down my request to claim the wheelchair at the jet bridge in Houston. This is extremely frustrating because a wheelchair is not a set of clean underwear or a toothbrush- this is the way I move. A Turkish Arline staff took my complaint at the luggage claim area in Houston but as of the writing of this review the only contact I have received from the airline is because I initiated a claim rather than her as she told me she would.

The security at the airport was excellent. The one criticism is the boarding process just before entering the plane. There were only 2 boarding lines and there were no barriers thus leading to a mass rush to enter the plane. I suggest that they board by rows, eight or ten rows at a time to prevent the mass rush to enter the plane. Otherwise, I would highly recommend Turkish Airlines

I darted through the Frankfurt airport to make my connecting flight. I asked if it was a possibility to upgrade and the agent did. This was the kindest gesture and it made up for the previous delayed flight and distress/anxiety of anticipating that Zi was going to miss my Frankfurt-Chicago connection. I cannot express my gratitude for the upgrade.. I am 5feet 10 inches do the leg space was amazing.

I meant this flight was not good, the one from Tirana to Frankfurt was better!

I was very grateful for Lufthansa's role in organizing mobility support. The touchscreen on my seat was faulty: slow, stained (I couldn't get it clean), and glitchy. This made selecting movies extremely time consuming, and twice I had to start all over from the beginning.

The crew was the best I’ve ever encountered. Business class was spacious, immaculate, and very modern.

I wish seats were not reclinable. It's so claustrophobic when the person in front of you spends most of a nine hour flight leaned all the way back. The crew was really nice though and the dinner (red Thai curry) was pretty compelling.

Our flights were severely delayed, then canceled and we had to fly out next day with no sleep accommodation help. This led to our baggage being lost and the service reps after baggage couldn’t be bothered to help. They kept sending us to different counters when we were at the right counter to begin with. The only saving grace was the angel woman supervisor with blond hair who helped us put in a missing baggage claim.

The boarding system was all bogus - employees at the boarding gate were not sound like proffesional or may be possibly rational

I got an email in the morning of the flight 1/7, from Kayak, that I was rebooked from UA 906 to LH 430. Nobody at Lufthansa ot United knew about this. I went to both counters. at the airport. Also, Cheap Flights, who I booked the ticket through, did not know. I ended up staying on the United flight. But this was very disturbing, since I got a very late notice that I was rebooked to an earlier flight, I hurried to the airport to find out after a lot of inquiring that this was a mistake. Not a good Kayak experience.

After living in Europe for five years and flying with Lufthansa and KLM airlines, I’ve realized that United Airlines is now a budget carrier. The flight attendant are not friendly. The seats are not comfortable. And everything comes at a cost. I will be flying with KLM and Skyteam like Delta to the US going forward no doubt. United Airlines is not what it once was:

Delayed take off but I think they waited for passengers.

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Everything you need to know for your flight to Chicago

Cabin class types available on flights to Chicago

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