$316 Find Cheap Flights from Chicago to North Macedonia

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to North Macedonia departing on 10/16. 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.
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Best North Macedonia Flight Deals from Chicago

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Skopje
Skopje1 stop$547
Skopje
Skopje1 stop$547

Cheap Flights from Chicago to North Macedonia

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

Tue, Sep 9 - Sun, Nov 9
LOT Logo
9:40 pm - 12:55 pmORD-SKP
32h 15m1 stop
LOT Logo
1:25 pm - 8:00 pmSKP-ORD
13h 35m1 stop
$547LOT
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Tue, Sep 9 - Sun, Nov 9
LOT Logo
5:10 pm - 12:55 pmORD-SKP
36h 45m2 stops
LOT Logo
1:25 pm - 8:00 pmSKP-ORD
13h 35m1 stop
$559LOT
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Tue, Nov 11 - Sun, Nov 16
LOT Logo
9:55 pm - 12:45 pmORD-SKP
31h 50m1 stop
LOT Logo
1:25 pm - 8:00 pmSKP-ORD
13h 35m1 stop
$564LOT
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Wed, Aug 20 - Wed, Sep 24
Turkish Airlines Logo
7:50 pm - 7:55 amORD-SKP
29h 05m1 stop
Turkish Airlines Logo
8:20 pm - 9:40 amSKP-ORD
20h 20m1 stop
$617Turkish Airlines
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Mon, Oct 27 - Tue, Nov 4
Austrian Airlines Logo
5:20 pm - 11:45 amORD-SKP
12h 25m1 stop
Austrian Airlines Logo
4:30 am - 2:00 pmSKP-ORD
16h 30m1 stop
$619Austrian Airlines
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Sat, Aug 30 - Thu, Sep 18
Turkish Airlines Logo
11:45 pm - 7:55 amORD-SKP
25h 10m1 stop
Turkish Airlines Logo
8:45 am - 5:55 pmSKP-ORD
16h 10m1 stop
$626Turkish Airlines
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Wed, Sep 3 - Wed, Oct 29
Air Serbia Logo
4:30 pm - 2:05 amORD-SKP
26h 35m1 stop
Air Serbia Logo
3:10 pm - 10:10 pmSKP-ORD
13h 00m1 stop
$651Air Serbia
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Wed, Nov 26 - Tue, Dec 16
Lufthansa Logo
9:50 pm - 11:45 amORD-SKP
30h 55m2 stops
Lufthansa Logo
12:30 pm - 8:05 pmSKP-ORD
38h 35m2 stops
$661Lufthansa
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Sat, Sep 6 - Thu, Nov 6
Austrian Airlines Logo
4:20 pm - 11:50 amORD-SKP
12h 30m1 stop
Austrian Airlines Logo
4:30 am - 2:00 pmSKP-ORD
16h 30m1 stop
$667Austrian Airlines
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Fri, Oct 10 - Sun, Nov 9
Lufthansa Logo
4:00 pm - 2:05 pmORD-SKP
15h 05m1 stop
Lufthansa Logo
4:30 am - 1:10 pmSKP-ORD
39h 40m2 stops
$680Lufthansa
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KAYAK's insights & trends for Chicago to North Macedonia flights

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

What is the cheapest month to fly from Chicago O'Hare Intl Airport to North Macedonia?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to North Macedonia, 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 from Chicago O'Hare Intl Airport to North Macedonia is October, when tickets cost $543 (return) on average. On the other hand, the most expensive months are June and December, when the average cost of round-trip tickets is $1,195 and $1,093 respectively.

What’s the cheapest day of the week to fly from Chicago to North Macedonia?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to North Macedonia clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to North Macedonia on a Friday and more expensive on a Thursday. On your return trip to Chicago, you should consider flying back on a Tuesday, and avoid Wednesdays for better deals.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to North Macedonia, 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 on the flight from Chicago O'Hare Intl Airport to North Macedonia, you should book around 6 weeks before departure. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.


Good to know

Low seasonNovember
High seasonJuly
Cheapest flight$316
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly with an average 40% increase in price.
Flight from Chicago to Skopje

FAQs - booking North Macedonia flights

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

    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 from Chicago to North Macedonia.

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

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

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

    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 from Chicago to North Macedonia 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 from Chicago to North Macedonia?

    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 from Chicago to North Macedonia 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 North Macedonia?

    The cheapest time of day to fly to North Macedonia is generally in the afternoon, when round-trip flights cost $932 on average. Morning departures are around 15% cheaper than evening flights, on average. The most expensive time of day to fly to North Macedonia is generally in the evening, which is peak travel time and where the average cost of a ticket is $1,148.

Reviews of the top 5 airlines serving from Chicago to North Macedonia

 
Need help choosing which airline to fly with from Chicago to North Macedonia? 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 1092 reviews
7.5Comfort
8.2Crew
7.6Boarding
7.0Entertainment
7.2Food
Airline reviews

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

4.0 OkayHossam, Jul 2025JFK - WAW
Read more LOT reviews

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.

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!

Landing was a little hard. Food was not great. No options.

Five star experience all around except for my seat, which was broken. It would only go down 70%.Of the way. It defeats the purpose of buying a business class ticket if you don’t actually get to lay flat..

I love this airline.God bless CAO and the whole staff of this company

Great staff, efficient and knowledgeable. Very helpful with others and considerate towards those with children

WiFi would have been nice and some more powerful usb ports, available ports could not keep my phone’s charge much less charge the phone.

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.

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!

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

The 2 agents on the check in counter were super nice , helpful and very polite. Boarding was like a 1 2 3, I would recommend Turkish airlines for your next trip.

Everything was very good, except that the plane was an hour and a half late

flight with heavy turbulence old boeing 777 rest wasnt clean dashboard doesn’t work

Light and recline did not work on my seat. Very uncomfortable and could not read in the dark

Bad experience; they are not good anymore. They charge too much for luggage seat are so uncomfortable, Flight delays which may miss your next flight, they don’t care if you miss the flight or not. Zero customer services for front desk representatives Istanbul's airport I’m not using this airline any more.

I’ve been traveling for 20 years. I tried Turkish airline for the first time horrible horrible service and it would be my last time even if I get offer for a free ticket, I will not accept it. They have races and the worst Flight attendant

It wasn't good. I didn’t understand. They changed 320 dollars for 2 luggage. My ticket was regular and I paid almost 1200.00 dollars. Why they did charge? I want my money back.. thanks Yılmaz polat

Very punctual, the onboard staff was friendly and correct, the flight was fortunately very calm, the toilets were clean, in short, an excellent experience Thanks

Ordered Vegan meal - it was ok, but not exceptional. Seat ok row 39 middle section aisle. Nearly full flight - crew was busy but they did the best they could. There was a USB A port at the seat. I listened to my own music and only looked at flight information. One nice thing was the connection information was made available in the screen.

Very nice and friendly crew. Boarding system can be improved.

We were charged for luggage, and our ticket was with Lufthansa and was supposed to include luggage fees. So our experience was a bit bad. Also, the flight was about 45 minutes late arriving.

Flight was great only departure was delayed to saome ground crew issues

It was freezing. I asked crew member for a blanket and was told it might be in front of plane but I never got one. I turned off all the vents but still froze.

Cheapest airlines I have ever been on. I got downgraded and never got on united. I got rerouted through Vancouver onto jetwesf

Flight was 1.5 hours late to depart so changed flights to Swiss Air.

The United Airlines crew that operated this flight was subpar. They didn’t

Very small and uncomfortable seats, Hard to hear entertainment system sound. Horrible food. Staff doesn't care much about the passengers. 2nd time they didn't give me my vegetarian meal. They asked me regular food with meat. The airline and staff was from United airlines.

Checkin took along timen only.few angents available at.checkin desk. Customer support over phone no existence

At baggage claim, I was given the wrong printed ticket. The ticket belonged to another passenger for a different flight — to Zurich instead of Frankfurt (layover). I was even allowed to pass security, and when I asked the Lufthansa employee if I was on the correct flight, and why it was changed. The employee said everything was correct and I should board. When I got on the plane, there was someone in my seat, and the crew on the plane finally realized that I was on the wrong plane. When I got off the plane, nobody was willing to help, and the security refused to provide my original printed ticket. That was until I showed them that I took a photo of the ticket; once they realized I had photographic evidence, they were suddenly ready to help me. The Lufthansa employee began communicating with other airlines and found a flight that would take me to my destination via Polish Airlines. I was required to once again go through security, re-check my bag, and once again pay for my checked bag and weight overage fees. This experience was incredibly stressful and very frustrating, as you can imagine. A Lufthansa employee told me I would be eligible for a refund. Please tell me what steps I need to take in order to make that happen. Thank you!

The row of seats were so cramped it was difficult to get in and out of your seat. I even upgraded. A long flight and sad accommodations 😵‍💫 the shorter flight was very comfortable and the seating was spacious

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.

Everything you need to know for your flight from Chicago to North Macedonia

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