$257 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 11/17. 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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Book Cheap Chicago to North Macedonia Plane Tickets

 
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

Thu, Nov 27 - Wed, Jan 21
Turkish Airlines Logo
11:50 am - 8:25 amORD-SKP
13h 35m1 stop
Turkish Airlines Logo
8:35 pm - 10:05 amSKP-ORD
20h 30m1 stop
$531Turkish Airlines
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Wed, Apr 8 - Fri, Apr 17
Multiple Airlines Logo
1:12 pm - 11:50 amORD-SKP
15h 38m2 stops
Multiple Airlines Logo
6:55 pm - 12:20 pmSKP-ORD
24h 25m1 stop
$532Multiple Airlines
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Wed, Nov 26 - Fri, Jan 23
Turkish Airlines Logo
11:50 am - 8:25 amORD-SKP
13h 35m1 stop
Turkish Airlines Logo
8:35 pm - 10:05 amSKP-ORD
20h 30m1 stop
$533Turkish Airlines
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Thu, Nov 27 - Thu, Jan 22
Lufthansa Logo
4:20 pm - 3:50 pmORD-SKP
16h 30m1 stop
Lufthansa Logo
5:40 am - 1:10 pmSKP-ORD
14h 30m1 stop
$537Lufthansa
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Wed, Nov 26 - Thu, Jan 15
Lufthansa Logo
4:20 pm - 3:35 pmORD-SKP
16h 15m1 stop
Lufthansa Logo
5:40 am - 1:10 pmSKP-ORD
14h 30m1 stop
$542Lufthansa
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Thu, Apr 2 - Mon, Apr 6
Austrian Airlines Logo
4:20 pm - 12:15 amORD-SKP
24h 55m1 stop
Austrian Airlines Logo
12:35 pm - 1:20 pmSKP-ORD
31h 45m1 stop
$549Austrian Airlines
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Fri, Nov 28 - Sun, Jan 18
United Airlines Logo
4:20 pm - 11:45 amORD-SKP
12h 25m1 stop
United Airlines Logo
4:30 am - 6:37 pmSKP-ORD
21h 07m2 stops
$559United Airlines
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Sun, Nov 30 - Tue, Jan 20
United Airlines Logo
11:59 pm - 11:45 amORD-SKP
28h 46m2 stops
United Airlines Logo
4:30 am - 11:39 pmSKP-ORD
26h 09m2 stops
$569United Airlines
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Mon, Jan 5 - Sun, Jan 18
Austrian Airlines Logo
4:20 pm - 2:05 pmORD-SKP
14h 45m1 stop
Austrian Airlines Logo
4:30 am - 6:37 pmSKP-ORD
21h 07m2 stops
$573Austrian Airlines
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Wed, Dec 10 - Mon, Dec 22
SWISS Logo
6:50 pm - 8:25 pmORD-SKP
18h 35m1 stop
SWISS Logo
8:45 pm - 4:20 pmSKP-ORD
26h 35m1 stop
$576SWISS
Find Deal
Booking Insights

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 February, when tickets cost $558 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $1,109 and $1,050 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 3 weeks before departure, which saves you about 7% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$257
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly with an average 38% 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 1133 reviews
6.9Entertainment
7.1Food
7.6Boarding
8.2Crew
7.5Comfort
Airline reviews

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

6.0 GoodAnonymous, Oct 2025WAW - ORD
Read more LOT reviews

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

Very poor. Seats like economy class, food unbeatable, no charging, no entertainment, no WiFi, boarding by bus - no justification for calling and pricing this as business class

Boarding was delayed for an unknown reason for more than an hour. While the airplane was at the gate, the boarding time was moved by 10-20 minutes every 15 minutes. No entertainment on the plane.

The flight itself was pleasant and on time. Crew was very good. However, breakfast food was barely acceptable. Unfortunately this satisfies the recent industry standards. I asked for a sandwich with ham (another choice was cheese), but received a sandwich with roast beef.

During the flight, the fleas biting me in the plane.

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

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

Great! They got my vegetarian meal right, flight was comfortable, they helped store my heavy luggage. Pleasant crew and flight staff.

My layover in Vienna was supposed to be 35 minutes but because my flight was canceled I had to wait in the airport for an additional 8 hours.

Very limited legroom in a 10 hour flight.very old plane.

The flight was delayed for 30 minutes with no apparent reason. There is no entertainment at all, and no USB or electric outlets for charging your phone or tablet.

My flight was canceled and even though I paid אם KAYAK you didn't even answer me and obviously didn't refund my money. I will never buy a ticket through you again.

One thing I really liked about Austrian Airlines was that the flight attendants were very kind, and the in-flight entertainment offered many choices. One thing that could be improved is the meal service, since only a vegetarian option was offered — it would be better to have at least two choices

One thing I really liked about Austrian Airlines was that the flight attendants were very kind, and the in-flight entertainment offered many choices. One thing that could be improved is the meal service, since only a vegetarian option was offered — it would be better to have at least two choices.

Despite the booked seats in front of the land we were moved to the back of the plane even first like 8 lines were totally without pasangers. When I tried to sit on empty seat flight attendant asked me to go to my dedicated seat in the fully crowded back of the plane. She was not able to explain why. Food was very poor on flight LAX - VIE.

We had a wonderful experience overall. The only issue was check-in our luggage at the Split Airport counter. It was very confusing because we needed to pay for baggage.

Austrian Airlines help and service was fine, but Kayak misled us into believing we had purchased a Business Class ticket. In fact, the tickets were only upgraded Coach Class tickets with luggage restrictions that belonged to the Coach Class. Very disappointed! Paid over $$$$ 9K for the two tickets. Very disappointing!

My flight was canceled 1 minute before boarding. The customer service was owful, no one could tell us what was going happened. I spent 30hrs instead of 15 from Washington DC to Brussels. No apologie or help

Boeing 777 is a bad choice for a such a long flight.

The staff at IST airport could have been more helpful. Too much wasted time and the plane from IST to KHI was just horrible. The plane was not clean and smelled bad!

This is my 2nd time with the Turkish airline. Would definitely recommend. In stability we connected to Indiago would not recommend, very cramped seating. No inflight entertainment..service was inferior.

I wouldn't know what the flight was like. AI canceled my flight reservation!! There's no way to speak to an actual human to fix the issue! NEVER AGAIN! ALWAYS BOOK YOUR FLIGHT DIRECTLY WITH THE AIRLINE NEVER GO THROUGH KAYAK OR JUSTFLY.COM!!

Paying extra for premium seats was wasted. Turkish Airlines takes 2 seats for bassinet. The lady next to me had a baby with bassinet Bassinet was in front of my seat

Rude staff. I would avoid using the word racist but definitely partially or discriminatory. My 72 yrs old mother who is also disabled was traveling on this flight. She was the second passenger boarded to the plane. The First elderly couple ahead of my mother were allowed to use the airplane bathroom but my mother was denied entry stating it was for safety reasons. My mother objected the the couple in front of her were allowed but hostess still stated that due to the flight safety reasons she can’t use it. Even my mother explained that he is using blood pressure medication that’s why she have to use the restroom frequently but the crew continued arguing her. At one point the Mae attendent even suggested that if that’s the case my mother can urinate in her seat. The level of disrespect against an elderly lady is beyond my comprehension. This matter will be taken to the social media to shame the employees involved.

my experience was great with Turkish airlines . the problem i encountered was with kayak booking. When I booked . it showed that im allowed a bag . and when I got to the airport, i had to pay $165 for one bag.

Not up to Business Class standards. Two of the three toilets were out of order. The hostesses were aware and didn’t show any responsible act to do something. Food quality was not what we expect from Turkish hospitality. Overall we were not impressed and disappointed.

During mid flight, try to get a flight attendant to help I couldn’t find one Otherwise, everything was perfect

I booked extra leg room, due to seat neighbor i now consider extra shoulder and arm room as well. Seems like the seats shrink in width now The crew was very friendly and professional ( 100%). Food was good not great, breakfast was bad, a dry slice of bread would have been better. Facilities clean.

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

love the crews and my only problem was the delay at Frankfurt was very bad. I have travelled with Lufthansa for over 30 years now and this was cost me some planned business appointment

The flight delay made the connection a bit tight but that's outside the flight crew's control.

We just made it to our connecting flight. A long, long speed walk!

We didn't get the coffee with breakfast in the morning.. 30 mins lazer I asked flight attendant why don't we get coffee now at least.. after the breakfast..she said that captain announced possible turbulences fee minutes ago, which didn't ecplain why we didn't get it with the breakfast..breakfast was very poor btw..just little pastry which you can eat in 4 little bites. Turbulences fortunately didn't even happen.. but we didn't get that more than necessary coffee in the morning after the night flight with very poor sleep.. They just served breakfast 1 hour afzer we took off..at like 11 PM.. that doesn't make sense at all.. Also, flight attendants weren't very nice..they looked like they're not happy with their job.. :/

Lufthansa still has a good level of quality compared to US airlines, especially with respect to (1) food quality - actually tasty, (2) good French red wine - free, (3) good movie selection. Also my ticket price includes 1 free check-in luggage, while some other budget airlines sneak in an extra $150 for a checkin.

I think they overbooked Frankfurt to New York and bumped me off. This changed my return travel I arrived home about 4 hours late. Almost 24 total travel time Totally unacceptable Would not travel with United

We were moved twice on flights to the point we weren’t even on Lufthansa anymore. We had to fly united. Lost paid extra leg room twice. To top it all off we’re forced to pay $375 and $275, respectively for you luggage that was considered sports luggage. We were told it would be Lufthansa fares l, from the united desk, AND WE DIDN'T EVEN HAVE A LUFTHANSA FLIGHT! I’ll be calling once my trip is over on October 7th to all airlines and Kayak. This was ridiculous!

Everything went smoothly and the staff was very kind. I’m glad I purchased the extra leg room for my long flight; it was totally worth it. We were served 2 meals for a 9 hour flight which I was not expecting and they were very tasty. I appreciated them being vegetarian. Customs line in Munich was long; I had a choice to have a 1 hr 40 min layover or 2 hr 40 min layover; I took the longer layover which I was thankful for because my flight was delayed 30 minutes and there’s a good chance I would have missed my connecting flight. This was my very first international flight and I would fly Discover again without hesitation. Thank you for taking good care of me!

Basic, 737 Boeing, business class is just an economy class seat with blocked middle seat (European standard).

Entertainment is nonexistent. Food might have been good, however due to language barriers I didn’t get to have any food. Flat bed seats and layout was excellent. Crew efficient and straightforward, but lacking any western style approach. Not that I’d expect anything else, but one could have hoped.

Unorganized, late and they lost my bag for several days.

Flight took very long to even get checked in for, everything was late and written out by hand. My luggage was lost for several days and it was the most unorganized flight experience of my life.

Delaying more than 5 hours from Belgrade to Tirana Information very rude to questions

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

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

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