$463 Find Cheap Flights from North Macedonia 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 9/3. 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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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 North Macedonia to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from North Macedonia 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.

Recent round-trip flight deals from North Macedonia to Chicago

KAYAK's recommended round-trip deals from the most popular airlines that fly from North Macedonia to Chicago.
Discover the best prices for you by selecting your travel dates on KAYAK.
LOT Logo
1:35 pm - 7:40 pmSKP-ORD
13h 05m1 stop
LOT Logo
9:40 pm - 4:45 pmORD-SKP
12h 05m1 stop
$579LOT
Find Deal
Thu, May 15 - Thu, May 29
LOT Logo
1:35 pm - 7:40 pmSKP-ORD
13h 05m1 stop
LOT Logo
9:40 pm - 4:45 pmORD-SKP
12h 05m1 stop
$583LOT
Find Deal
Thu, May 15 - Thu, Jun 19
United Airlines Logo
4:25 am - 1:20 pmSKP-ORD
15h 55m1 stop
United Airlines Logo
6:00 am - 11:50 amORD-SKP
22h 50m2 stops
$669United Airlines
Find Deal
Thu, May 15 - Thu, May 29
Austrian Airlines Logo
7:55 am - 1:20 pmSKP-ORD
12h 25m1 stop
Austrian Airlines Logo
12:50 pm - 11:50 amORD-SKP
16h 00m2 stops
$670Austrian Airlines
Find Deal
Mon, Sep 1 - Wed, Oct 1
United Airlines Logo
4:25 am - 1:20 pmSKP-ORD
15h 55m1 stop
United Airlines Logo
12:50 pm - 11:50 amORD-SKP
16h 00m2 stops
$673United Airlines
Find Deal
Fri, Sep 19 - Sat, Oct 11
Austrian Airlines Logo
12:35 pm - 1:20 pmSKP-ORD
31h 45m1 stop
Austrian Airlines Logo
4:20 pm - 12:15 amORD-SKP
24h 55m1 stop
$697Austrian Airlines
Find Deal
Wed, Jun 11 - Tue, Jul 1
Lufthansa Logo
12:35 pm - 12:30 pmSKP-ORD
30h 55m2 stops
Lufthansa Logo
4:05 pm - 10:25 pmORD-SKP
23h 20m2 stops
$724Lufthansa
Find Deal
Sun, Jun 1 - Sat, Jun 14
Lufthansa Logo
12:35 pm - 12:30 pmSKP-ORD
30h 55m2 stops
Lufthansa Logo
6:00 pm - 12:15 amORD-SKP
23h 15m2 stops
$752Lufthansa
Find Deal
Sun, Jun 1 - Mon, Jun 30
Turkish Airlines Logo
8:20 pm - 9:40 amSKP-ORD
20h 20m1 stop
Turkish Airlines Logo
11:45 pm - 7:55 amORD-SKP
25h 10m1 stop
$766Turkish Airlines
Find Deal
Tue, Aug 19 - Wed, Sep 24
Turkish Airlines Logo
8:45 am - 5:55 pmSKP-ORD
16h 10m1 stop
Turkish Airlines Logo
7:50 pm - 7:55 amORD-SKP
29h 05m1 stop
$907Turkish Airlines
Find Deal
Sun, Aug 3 - Fri, Sep 12
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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 O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Chicago O'Hare Intl Airport, 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 O'Hare Intl Airport is November, where tickets cost $574 on average for return flights. On the other hand, the most expensive months are August and July, where the average cost of tickets from North Macedonia is $878 and $783 respectively. For one-way flights, the best month to travel is November with an average price of $574.

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Chicago O'Hare Intl Airport, 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. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.


Good to know

Low seasonJanuary
High seasonJune
Cheapest flight$463
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Skopje to Chicago

FAQs - booking Chicago flights

  • How far is Chicago O'Hare Intl Airport from central Chicago?

    Central Chicago is 16 miles away from Chicago O'Hare Intl Airport.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Tuesday where round-trip tickets can be as cheap as $655. On the other hand, the most expensive day to fly is Wednesday, where round-trip prices are $702 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 O'Hare Intl Airport?

    The cheapest time of day to fly to Chicago O'Hare Intl Airport is generally in the morning, when round-trip flights cost $655 on average. The most expensive time of day to fly to Chicago O'Hare Intl Airport is generally at night, which is peak travel time and where the average cost of a ticket is $734.

  • How many direct flights to Chicago O'Hare Intl Airport are there each week?

    Each week there are around 8,958 direct flights from within North Macedonia to Chicago O'Hare Intl Airport. The most common day for departures is Thursday, 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.

Top 5 airlines serving from North Macedonia 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 North Macedonia 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.
7.6
LOTOverall score based on 1069 reviews
7.6Boarding
7.0Entertainment
7.5Comfort
7.2Food
8.1Crew
Airline reviews

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.

2.0 MediocreAnonymous, Apr 2025DEL - WAW
Read more LOT reviews

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.

It was was okay but the seat was stiff and hard to sit on it!!

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

Boarding was impossible to navigate. Had mobility issues and a business class ticket, but still boarded almost at the end of the queue because there was absolutely no organization or assistance.

Aircraft was new. Food so so, especially vegetarian was very disappointing.

LOT told me on my first flight that I had missed boarding my second flight and told us to go to a service desk to reschedule. We then were told our flight was still boarding and that we had to run through the Warsaw airport to catch it which is just a long long runway airport. The workers at the airport were not helpful at all and you have to go through two passport checkpoints. I have asthma and was almost dead when I got on the plane and no one helped or gave us water or even acknowledged us. The flight was fine - the crew members are not friendly so it’s a very functional flight at best. Also my bag didn’t make it to my final destination.

LOT was very disorganized at Istanbul airport with no communication with travelers. Our flight was delayed over and hour and a half and there were no announcements, displays or anything about it. It almost left me missing my second flight!

Great service . Everyone is so polite and ready to help. I always was using Lufthansa but from now on I will use LOT. Thank you for your service.

Not so good. I paid for a preference economic seat, and I couldn’t incline it back because it was blocked. They explained me that because is the last before emergency exit. The company new that but it was not explained in the seat selection

It was on time. Snacks could have been provided for free.

Tirana was crazy check in and getting bussed to another gate. Both Germany stops were intensive customs but organized, but that wasn't the airlines problem. The crews were fabulous on the planes. The announcements were not easy to understand in English, slurred speech. Customs inthe US were fast. We waited for luggage, three later arriving planes had their luggage and left before us

Business class old style from 10 years ago. Ok for short flights but nor for 12 hours journey. The passenger near the window have to jump over the passenger seat aisle side or wake him up to upright the seat. That’s not the business class that you expect on long night flight. Seats are not so confortable. And believe it or not no wifi!

We have travelled on 13 December with Austrian Airlines from Yangon through Bangkok and Vienna to Varna. The first flight operated by Thai Airlines was nice and comfortable. I wouldn’t say the same thing about the next two flights which were operated directly by the Austrian Airlines. During our flight from Bangkok to Vienna:  > The service was very poor – serving of food and drinks was disorganized, late and not combined, the stewards were walking back and forth without doing anything substantial for the passengers. Even the morning breakfast was very late with a cup of coffee almost while landing (after a reminding).  > The food itself was OK-ish but for a 12-hour flight, there were no snacks/bites in between dinner and breakfast as it is with the other airlines.  > The cutlery was wooden, most probably recycling, but very unpleasant to eat with.  > The stewards were not rude but not friendly and/or helpful  > And also, half of the passengers had travel sets, others did not. The flight from Vienna to Varna was another surprise: firstly, the flight was late and secondly, they were serving only water free, even the coffee was paid, so were the snacks, but we had to pay to reserve seats. The whole experience is as if it was a low-cost airline. All in all, I wouldn’t recommend using the services of Austrian Airlines: the ticket prizes are quite the same as of the other carriers flying to this destination and you would have much pleasant time.

Friendly staff, always good food , as comfortable as it can be in economy

Business class is not worth it. Not comfortable and old plane with no privacy or enough space unless you on the single seats

We didn’t fly into Neuark , because it departed without us . We ran to a closed gate , and no staff to assist, then to a customer service center that was also closed, then briskly walked (20mins) to another customer center and got a ticket , waited 2 hours , got a flight to JFK instead, because of the time delay we Ran to catch our train home , and again our luggage arrived 3 days later delivery time at 3:45 in the MORNING!!!! Crazy!!!!!! Took a few days to shake off this disappointment of your service. You’re an embarrassment to customer service .

A bellow average experience. A delayed flight , no staff to assist , running and panic to connecting flight , 2 hour wait for customer service. No luggage when we arrived , luggage delivered 3 days after at 3:45 AM !!!! Much stress and anxiety from this experience. Please repair your Brand .

My luggage was lost and I did not receive any compensation

The check in process at Istanbul airport caused my family a great deal of stress and disappointment due to the following factors: 1) WE HAD TO PAY US$330 for check on bags, despite holding Economy tickets that Turkish airlines website clearly states that flights from Istanbul to Miami had a 2 checked bags allowance. 2) Airport staff not only lacked empathy for senior travelers (75 yrs old and 71 yrs old), but were also rude as well. The supervisor at check it offered "if you don't pay for the bags, you can just remain and sleep at the airport for however long you wish. What a terrible way to treat customers !!! 3) We were bumped from agent to agent to agent FIVE times, showing everyone the communication we received telling us we had the 2 bags entitlement. Two elderly people lugging 4 suitcase around and around the Turkish terminal. Again, what a sad way to treat customers !!! 4) We need a case opened to get a refund for the amount we paid. Something is amiss, screams unethical, and sounds unscrupulous......At First , we were told we must pay for 4 bags. All of a sudden, it became 2 bags, and finally all 4 bags were checked on with payments demanded for 2. Why did it vary from agent to agent???? 5) OVERALL, A TERRIBLE AND SUSPICIOUSLLY UNSCRUPULOUS EXPERIENCE FLYING WITH TURKISH AIRLINES. WE ARE TERRIBLY DISAPPOINTED AND SAD THAT OUR VISIT TO A BEAUTIFUL CITY ENDED IN SUCH A HORRIBLE EXPERIENCE

I recently flew with Turkish Airlines, and I can confidently say it was one of the best travel experiences I’ve ever had. From the moment I boarded, the crew was incredibly attentive, warm, and professional. They went above and beyond to ensure everyone was comfortable and well taken care of throughout the flight. The highlight, however, was the food! I’ve flown with many airlines, but Turkish Airlines sets the bar incredibly high when it comes to in-flight dining. Every meal was fresh, flavorful, and beautifully presented. The variety of dishes, even on a long-haul flight, was impressive. It felt like dining at a high-end restaurant at 35,000 feet! The seats were comfortable, the entertainment options were great, and the overall atmosphere made the journey enjoyable. Turkish Airlines truly excels in combining luxury and hospitality. I wouldn’t hesitate to fly with them again—highly recommend!

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

In this long haul flight, flight attendants never stopped moving and giving excellent service. Very impressive. Very comfortable seats and excellent food

In sharp contrast to the modern glitzy airport, boarding facilities were primitive. Passengers had to board buses and walk up steep stairs in bitter cold with carry-on baggages. I found no reason why aerobridge was not provided.

Service and food were decent, seats are a bit too narrow. Leg room is normal. Bathroom should be cleaned more frequently. WiFi is cumbersome and should be simplified.

they have cancell the flight with no reasons, My parents were in the cold weather in the airport for 24 hours they did not give any hotel and food. I hate Turkish Airline, this is our last time that we ha ve chosen Turkish Airline.

Same as before boarding process and lack of crew experience in the process

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.

I had to fly United where the flight crew was atrocious

Flight was delayed for no reason and I missed my connection. This added another day of travel and I missed an event I was traveling home for.

I traveled with my sister, however ,we booked a flight separately, and we don't sitting next to each other. The staff on the board where on the top of this unit they find us sitting together. Ty lufthansa team. U are the best

Courtesy of waitress. Could improve on time management and check-in

It's the shortest trip one could get from BEG anywhere, so it was fine.

I paid for luggage when I bought the ticket but I could not board until I paid for luggage again. The fault lays at the feet of eDreams, the company that booked our flight. Sorry, Air Serbia, but it did affect the boarding process.

They had lost my ticket and despite showing them the confirmation email with the itinerary and receipt of payment for the flight they could not put me on that flight and rescheduled departure postponing it by a whole week

Kraljevo is very convenient airport. It's brand new, small.and efficient. Great job!

Long delay (6 hour late departure, not informative enough to provide up to date info on flight, poor food quality

Plane was late causing me to miss connection. Flight the next late causing me to miss the rebooked connection. Air seberia I think is more late than on time

Plane was old. Seats were hard and very close together. No in flight entertainment.

This was my connection flight that was moved time ahead for a almost entire day so I lost it and I had to purchase new ticket once I landed in Copenhagen since nobody wanted to take responsibility for moving flight in that way so it’s impossible to make it. Very poor job by Underpricer, Air Serbia and SAS.

I purchased an exit row seat and priority boarding, about 3 months in advance. Without any communication whatsoever, my seat was moved to row 2, when I checked my reservation 2-3 days before departure. As no exit row seats were available anymore, I selected a seat 1C. However, once at the airport, I was issued maybe the worst possible seat, 29E, middle seat, one row before the last. It is not worth my time to request the refund on the ancillary purchase, I am simply done flying with Air Serbia. Also there was no boarding process to speak of at all, or online check in.

Lacking online check in, had to wait an hour in order to check in on the counter even without language.

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