ORD - SKP

$274 Find Cheap Flights from Chicago to Skopje

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 Skopje departing on 10/5. 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 in flight searches from Chicago to Skopje.
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Cheap Flights from Chicago to Skopje (ORD-SKP)

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

Tue, Oct 14 - Thu, Oct 30
Austrian Airlines Logo
4:20 pm - 12:15 amORD-SKP
24h 55m1 stop
Austrian Airlines Logo
12:30 pm - 3:00 pmSKP-ORD
32h 30m1 stop
$580Austrian Airlines
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Sat, Nov 15 - Sat, Nov 29
Multiple Airlines Logo
6:50 pm - 7:45 pmORD-SKP
17h 55m1 stop
Multiple Airlines Logo
5:40 am - 1:01 pmSKP-ORD
38h 21m2 stops
$581Multiple Airlines
Find Deal
Fri, Oct 10 - Sun, Nov 2
Lufthansa Logo
4:00 pm - 11:50 amORD-SKP
12h 50m2 stops
Lufthansa Logo
4:30 am - 1:10 pmSKP-ORD
15h 40m2 stops
$582Lufthansa
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Sun, Dec 28 - Fri, Jan 16
Lufthansa Logo
10:35 pm - 10:20 pmORD-SKP
16h 45m1 stop
Lufthansa Logo
12:30 pm - 6:25 pmSKP-ORD
36h 55m2 stops
$583Lufthansa
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Wed, Oct 1 - Sat, Nov 1
United Airlines Logo
7:30 am - 11:50 amORD-SKP
21h 20m2 stops
United Airlines Logo
4:30 am - 3:00 pmSKP-ORD
16h 30m1 stop
$584United Airlines
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Thu, Oct 2 - Wed, Oct 15
LOT Logo
9:40 pm - 4:45 pmORD-SKP
12h 05m1 stop
LOT Logo
5:30 pm - 7:40 pmSKP-ORD
33h 10m1 stop
$590LOT
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Wed, Oct 1 - Sat, Nov 1
United Airlines Logo
11:45 am - 11:50 amORD-SKP
17h 05m2 stops
United Airlines Logo
4:30 am - 8:07 pmSKP-ORD
21h 37m2 stops
$594United Airlines
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Thu, Oct 2 - Wed, Oct 15
LOT Logo
5:10 pm - 4:45 pmORD-SKP
40h 35m2 stops
LOT Logo
5:30 pm - 7:40 pmSKP-ORD
33h 10m1 stop
$601LOT
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Tue, Sep 30 - Mon, Oct 6
SWISS Logo
7:05 pm - 7:45 pmORD-SKP
17h 40m1 stop
SWISS Logo
8:50 pm - 3:55 pmSKP-ORD
26h 05m1 stop
$603SWISS
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Sun, Dec 28 - Fri, Jan 16
SWISS Logo
6:50 pm - 7:55 pmORD-SKP
18h 05m1 stop
SWISS Logo
8:55 am - 4:20 pmSKP-ORD
14h 25m1 stop
$618SWISS
Find Deal

Everything you should know

Top airlines
Austrian Airlines
Cheapest • from $580 (round-trip)
LOT
Best reviews • 7.6 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Video guide: How to find cheap flights to Skopje
Watch video
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When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 13% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 27% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$580
Overall average: $636
Austrian Airlines
Tue 10/14Thu 10/30
ORD - SKP • 1 stop
Cheapest one-way
$274
Typical prices: $364-455
Multiple Airlines
Sun 10/5
ORD - SKP • 3 stops
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We hope you love your trip to Skopje!
Booking Insights

KAYAK's insights & trends for Chicago to Skopje flights

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

Find cheap flights to Skopje
Find cheap flights to Skopje

Planning a trip from Chicago to Skopje? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.

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

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

Your flight ticket price will generally be cheaper if you fly to Skopje 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.

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

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 Skopje, 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 Skopje is February, where tickets cost $557 (return) on average. On the other hand, the most expensive months are June and July, where the average cost of round-trip tickets is $1,165 and $1,050 respectively.

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

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 Skopje, 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 Skopje, you should book around 3 weeks before departure, which saves you about 13% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$274
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 37% increase in price.
Flight from Chicago to Skopje

When to book flights from Chicago to Skopje

Are your dates flexible? Find out the best times to travel from Chicago to Skopje based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Skopje flights

  • Can I get assistance with my wheelchair on my flight from Chicago to Skopje?

    Both ORD and SKP have facilities and help available for travelers you need increased accessibility, including handicapped restrooms, grab rails, and ramps. If you need help with your wheelchair or need to bring a medical device on your trip, you should inform your airline at least two days in advance to ensure that you are taken care of.

  • Will there be inflight entertainment on my trip to Skopje?

    Most airlines servicing flights from Chicago to Skopje provide some form of inflight entertainment. You may have a personal entertainment center on the seatback or access to streaming content through your personal device with onboard Wi-Fi. This should be the case on the longer flights, although maybe not for the short hauls. The flight information on your KAYAK search results should tell you what is available.

  • Can I take public transportation from SKP to the city center?

    There is a bus from the airport that stops at several locations around downtown Skopje. It is about MKD199 a person and runs from about 2 am to around 8:20 pm every day, although there are from six to 10 departures a day, depending on the day of the week. Or, there is a taxi stand open 24 hours a day.

  • Are there rental cars available from SKP?

    There are several rental companies at SKP. Most are located on the ground floor by the arrivals area, with some, like SIXT, open 24h a day. So, you should be able to rent a car after landing, whatever time that may be.

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Skopje?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Skopje was $274 for a one-way ticket and $580 for a round-trip.

  • Do I need a passport to fly between Chicago and Skopje?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago and on arrival in Skopje.

  • Which aircraft models fly most regularly from Chicago to Skopje?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Skopje?

    Star Alliance is the only airline alliance operating flights between Chicago and Skopje.

  • What is the most popular layover when flying to Skopje from Chicago?

    Istanbul is the most popular layover city among KAYAK users traveling from Chicago to Skopje.

  • Which is the best airline for flights from Chicago to Skopje, Austrian Airlines or LOT?

    The two airlines most popular with KAYAK users for flights from Chicago to Skopje are Austrian Airlines and LOT. With an average price for the route of $992 and an overall rating of 7.6, Austrian Airlines is the most popular choice. LOT is also a great choice for the route, with an average price of $973 and an overall rating of 7.6.

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

    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 Skopje.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Skopje from 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 from Chicago to Skopje?

    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 Skopje with an airline and back to Chicago with another airline. Booking your flights between Chicago and SKP can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Skopje?

    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 Skopje from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to Skopje

  • Chicago O'Hare International Airport (ORD) is the main international airport for the Chicago area. It is about 17 miles from downtown and is a hub for American and United Airlines. Skopje International Airport (SKP) is the largest international airport in North Macedonia and is about 14 miles from the city center. SKP is a hub for Wizz Air.
  • Currently, there are no non-stop flights from Chicago to Skopje. Among the one-stop options, you can take Turkish Airlines from ORD to SKP with a stop in Istanbul or Swiss Air with a stop in Zurich. You may be able to save more if you don’t mind more stops, such as with LOT Air stopping in Krakow and Warsaw. Some of these require self-transfers, but you can filter them out of your KAYAK search.
  • The average passenger emits 4,257 lbs. of CO2 on a flight to Skopje from Chicago. You could save on these emissions by about 35%, or 1,479 lbs., if you choose a flight operated by Austrian or United Airlines stopping in Vienna.
  • If you want to park your car at ORD for your trip to Skopje, you could use Lot D which is next to the International Terminal 5, but the rate is about $77 a day. The Main Parking garage by the domestic terminals has a daily rate of about $42, and there is a shuttle service to the international terminal. The Economy Lots out by Zemke Road is much more affordable, at around $15 to $22 a day, which are also on the shuttle route.
  • The most convenient public transport option from downtown Chicago to ORD is the Blue Line L train. You can connect to it from other bus and L lines, and this train will take you to a stop by the parking garage connected to the domestic terminals. From there you can catch a shuttle to the international terminal. This route is available 24/7 and costs about $2.50.

Reviews of the top 5 airlines serving from Chicago to Skopje

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Skopje. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Skopje? 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 1117 reviews
7.6Boarding
7.5Comfort
8.2Crew
7.0Entertainment
7.2Food
Airline reviews

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.

6.0 GoodMariusz, Sep 2025WAW - KRK
Read more LOT reviews

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

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

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!

Quick and organized boarding process, friendly staff but not as many snacks and drinks as the previous flight overnight

Landing was a little hard. Food was not great My prior review was for the flight to nyc too

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..

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 was not given basinett seat.The connecting flight was missed due to airline fault i was not accomodated for hotel.Drinks were normt served frewuently.Never travelling again on tirkish airlines.I always travel wiyh family by turkish airline but no more.zero stars

The crew were very hospitable and pleasant. The food was pretty good. Unfortunately, there was a flight delay of more than 2 hours. We're not sure why but it appeared to be outside the control of Turkish Airlines.

Bough tickets with luggage, but made me pay at Airport as well

The economy seat was so uncomfortable, had not enough leg room for 13 hours flight, front seat basket was broken and couldn’t hold anything, food quality was horrible( we got food poisoned ) we charged for logged which used to be free. We paid too much for this flight and very disappointed. Turkish air line better to make satisfy and respect people instead of find different way to scam people.

This is really the rating of two flights. JFK to IST then IST to NQZ. New York to Istanbul was good. Good crew and all positives. The flight to Astana was so bad that brought it all down. Crew was nonexistent above the minimum, seats were cramped, and it was hot on the plane. Turkish Airlines seems to be slipping down to US based carriers level.

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.

I liked Quiet people around me. Crew could have helped people with overhead luggage so they aren't moving other peoples bags around and causing problems for people that had there bags there first

The flight and crew were good. The customer experience on the ground could have been better. We had to reschedule our flight because of a delay on the previous flight. The attendants working the desk in Washington DC were not helpful. They told us to scan a QR code and that would get us rebooked. Why couldn't two people standing at their computers do this? We had to chat with someone to get everything figured out. It was extremely confusing.

The plane was delayed by two hours in Chicago which led to us missing the next flight. Lufthansa rebooked the flight and booked us a hotel for the night in Frankfurt. The level of customer service and getting us taken care of was superb. The flight crew and the service on the ground was superb.

It was a short flight, everything was good with it.

Flight was delayed over one hour and I had to pay to select my seat, even though my booking supposedly had free selection (I paid extra for this at time of booking)

Stop charging for alcohol overseas flights and start taking cash again not everyone wants to pay with card if the person is bigger give him seat on the outside seats not the middle in between the people is common sense and mainly if you fly for Lufthansa provides the sam service and experience...

good entertainment package but rather small seats for business class

The male attendant has zero personality. It seemed like he was over worked or hated his job, not once did he smile or made any contact with the people on the plane. Strictly business and call it a day!

Booked Economy but it translated to economy light for Lufthansa so now we are stuck paying an extra $75 per person both ways for our checked bags. If I had known that, I would have never booked these tickets because it came out to be more than other options. The booking in the kayak side clearly says Economy and has a link to the inormation for Lufthansa which states Economy included a checked bag. Super annoyed about that.

The flight from Dulles to Munich was just okay. The seats were comfortable and extra foot room was noticeable in comfort plus. Disappointed in the booking in so much I requested an aisle seat and then was assigned a middle seat. The food was inedible. Movie choices were moderate. I usually fly Delta, but this WA flight was cheaper. Next time, I'll happily pay the extra to fly Delta.

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

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.

Everything you need to know for your flight from Chicago to Skopje

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