ORD - SKP

$287 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 4/21. 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, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Skopje

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Skopje.
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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$516
Overall average: $847
Turkish Airlines
Tue 8/11Tue 10/20
ORD - SKP • 1 stop
Cheapest one-way
$287
Typical prices: $488-$655
Multiple Airlines
Tue 4/21
ORD - SKP • 2 stops
Top airlines
Cheapest • from $516 (round-trip)
Best reviews • 7.6 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Chicago and Skopje. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $896 (round-trip)
Shortest trip • 13h 12m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 24% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Skopje!
Flight Deals
Booking Insights
Flight Deals

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, Aug 11 - Tue, Oct 20
Turkish Airlines Logo
11:25 am - 7:25 pm
ORD
-
SKP
25h 00m
1 stop
Turkish Airlines Logo
8:45 am - 9:40 am
SKP
-
ORD
31h 55m
1 stop
$516Turkish Airlines
Sun, Apr 19 - Tue, May 5
Turkish Airlines Logo
8:10 pm - 7:55 am
ORD
-
SKP
28h 45m
1 stop
Turkish Airlines Logo
8:15 pm - 9:40 am
SKP
-
ORD
20h 25m
1 stop
$520Turkish Airlines
Mon, Apr 20 - Tue, May 5
Turkish Airlines Logo
8:10 pm - 7:25 pm
ORD
-
SKP
16h 15m
1 stop
Turkish Airlines Logo
8:15 pm - 9:40 am
SKP
-
ORD
20h 25m
1 stop
$521Turkish Airlines
Sun, Apr 19 - Tue, May 5
Turkish Airlines Logo
8:10 pm - 7:55 am
ORD
-
SKP
28h 45m
1 stop
Turkish Airlines Logo
8:15 pm - 9:40 am
SKP
-
ORD
20h 25m
1 stop
$522Turkish Airlines
Wed, Apr 15 - Thu, Apr 23
Turkish Airlines Logo
8:10 pm - 7:25 pm
ORD
-
SKP
16h 15m
1 stop
Turkish Airlines Logo
8:15 pm - 9:40 am
SKP
-
ORD
20h 25m
1 stop
$524Turkish Airlines
Wed, Apr 15 - Thu, Apr 23
Turkish Airlines Logo
8:10 pm - 7:55 am
ORD
-
SKP
28h 45m
1 stop
Turkish Airlines Logo
8:15 pm - 9:40 am
SKP
-
ORD
20h 25m
1 stop
$530Turkish Airlines
Tue, Apr 21 - Sun, Apr 26
Turkish Airlines Logo
8:10 pm - 7:55 am
ORD
-
SKP
28h 45m
1 stop
Turkish Airlines Logo
8:45 am - 9:40 am
SKP
-
ORD
31h 55m
1 stop
$539Turkish Airlines
Sun, Apr 19 - Tue, May 5
Turkish Airlines Logo
8:10 pm - 7:25 pm
ORD
-
SKP
16h 15m
1 stop
Turkish Airlines Logo
8:15 pm - 9:40 am
SKP
-
ORD
20h 25m
1 stop
$544Turkish Airlines
Wed, Apr 15 - Thu, Apr 23
Turkish Airlines Logo
8:10 pm - 7:25 pm
ORD
-
SKP
16h 15m
1 stop
Turkish Airlines Logo
8:15 pm - 9:40 am
SKP
-
ORD
20h 25m
1 stop
$551Turkish Airlines
Sun, Apr 19 - Tue, May 5
Turkish Airlines Logo
11:25 am - 7:25 pm
ORD
-
SKP
25h 00m
1 stop
Turkish Airlines Logo
8:15 pm - 9:40 am
SKP
-
ORD
20h 25m
1 stop
$552Turkish Airlines
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.

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 January, where tickets cost $548 (return) on average. On the other hand, the most expensive months are June and July, where the average cost of round-trip tickets is $1,022 and $1,003 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$287
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 38% 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

  • 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 $287 for a one-way ticket and $516 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 $891 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 $985 and an overall rating of 7.5.

  • 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.

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
Austrian AirlinesOverall score based on 902 reviews
7.6Boarding
6.8Entertainment
7.3Comfort
8.1Crew
6.8Food
Airline reviews

Booked economy. Seat felt like it was a bit more roomy than my last trans Atlantic flights. I had a nice person sitting next to me. Everything was as good as it could be considering you are 35,000 feet up in the air and in a metal container. Beers, wine, food were all readily available. Plenty of movies and shows to watch. Friendly flight staff

10.0 ExcellentPeter, Mar 2026
IAD - VIE
Read more Austrian Airlines reviews

Booked economy. Seat felt like it was a bit more roomy than my last trans Atlantic flights. I had a nice person sitting next to me. Everything was as good as it could be considering you are 35,000 feet up in the air and in a metal container. Beers, wine, food were all readily available. Plenty of movies and shows to watch. Friendly flight staff

Short flight. Bare bones and kinda seeming like an older plane. But got me there on time and that's what counts. Perfectly fine flight all the way from start to finish.

We were delayed three hours from Montenegro to Vienna on our outbound flight and then rebooked an extra leg on our trip to the US. Our bags, which Austrian made us check in in Montenegro even though the flight was barely half full, didn't find us for ten days. Then, when we asked for compensation for the delay we were given the runaround that the flight originated outside of the EU. Next time we fly Turkish Air.

My Austrian Air flight from Montenegro to Vienna was delayed by three hours because their plane de-icer was broken and they had to wait for the sun to come up before the ice could melt. This meant we missed our United flight altogether. So I can't speak about United, but I was not impressed by Austrian Air. They made us check in two carry on bags for a 60% full flight, and the bags didn't find us in the US for ten days. The re-routing they arranged included an extra leg, a midnight taxi ride across New Jersey and New York, and a five hour sleep in a hotel. Not impressed.

Most of the crew members were rude, flight arrived late and we missed our connecting flight, they damaged my friends suitcase so badly that two wheels had been destroyed.

Excellent flight. The crew was exceptionally attentive and organized. Attention to details is unmatched.

Loved the courtesy and punctuality. Very professional and most importantly on time.

I did wish they would give us the entire little bottle Bailey's instead of just have 1/2 bottle at a time

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.

Good in general, but i think the chair is not comfortable for traveling more than 2 hours ..

Stuck on a plane for 6 hours due to a technical or mechanical issue.

Boarding was a madhouse. Airport staff was completely disinterested in communicating about the delays. Never again.

The seats are very narrow. Communication regarding bids for better seating could be better

Although I was flying in business class, the feeling, comfort and in general the whole experience was like flying in a low cost airline. Boarding by. Us, no priority to business class passengers. The plane was very old and looked poor and rely old. Seats do not recline. Space between rows very small. No separation between business class and economy. No separate toilet for business class passengers. Of course no entertainment, no WiFi and no charging. Very bad experience

Smooth flight, excellent crew and good food. Not enough space; sitting are too small.

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.

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

It was a pleasant experience. In flight entertainment could have been better

The desk crew at the LAX crew could do better. A girl named Mahesi was very abrasive and unfriendly. She needs a better customer service uproar.

It was peaceful excited We enjoyed it always Turkish peaceful excited

Istanbul to Lahore flight was less than standard for international business class cabins. Seat did not were not flat and it did not operate easily. I had to push buttons hard repeatedly to operate the seat. I was in 5A seat

IAH to Istanbul was outstanding across the board. The flight from Istanbul to Male was good, not great.

the cabin was kept too hot. couldn't sleep as a result

It was an amazing experience. Flight crew's service, hospitality, and the food were phenomenal. I don't think I'd want to try any other airline company after this. I would definitely recommend to friends and family. Thank you Turkish Airlines !

Business Class pods are horrible. If you're petite, you might be able to sleep on the uncomfortable seat and bed. Crew and food are fantastic.

I have travelled many times on Turkish, but they always board at least 30-40 minutes past the stated time. If informed properly, passengers can choose to spend more time in the .lounge instead of standing around by the gate waiting to board. The new lounge at DFW was a big disappointment. The aircraft itself was a shock. In the past I have flown this sector with regular business class seating configuration of 1-2-1, The 2-3-2 seating is very disappointing after paying such high prices for tickets. The DFW to Istanbul segment was slightly better, but the Istanbul to Delhi segment was no better than premium economy. I will try to travel more on airlines which give business class passengers more value for their money.

Good overall. Seat spacing a bit tight between IST and ISB.

Lufthansa cancelled our flight from Los Angeles to Naples Italy on March 10 for scheduled flight on March 12 Very stressful experience trying to arrange alternatives. Will never fly again with Lufthansa

Everything could have been better. What needed to be wrong with United went wrong

The staff was bit rude when I asked for an extra drink after one beer, asked for one wine glass.

Very good, i got two seats for myself, and was comfortable with the blanket i got

I hated the FRA Airport. Confusing signage, including the path to Immigration and Security It seems that the airport grew haphazardly over the years. I have been through multiple WW Hubs with much better experiences.

Economy Priority seats are extremely uncomfortable. There is no way to escape the boxed in feeling, particularely because the distance between to rows are too short, the hard edge of the front row is keeping legs confined. There is no elevated place to put your feet. I am of average, European size.

Terrible. Both flights were significantly delayed, no luggage, made me check my small bag when many, many others had much larger carry-ons, not even a bottle of water . . . I will not fly Discover Airlines again.

I was deceived on the Kayak site expecting a ticket, but instead finding a "standby" reservation. When I tried to change the ticket, I paid almost twice the price of the original ticket. Then, the airline refused to give me the reserved seat I had chosen and paid for. I think I deserve a refund for this leg of my trip because I was doubly charged and did not receive what I had paid for. I put in a complaint with Lufthansa because the ticket was sold originally sold as a flight they listed. Someone here needs to take responsibility.

Excellent service; they helped me reschedule so I can fly in an earlier flight

I had a good comfortable seat. There was nearly an hour delay. There was an accident with the champagne, but I was well compensated. These things happen sometimes.

Boarding and flight itself was smooth and temperature during the flight was perfect. It was just overall vibe for long distance flight, felt cheap ( comparing to KLM or TUI that I used recently). Entertainment out of date movies with poor picture quality, no games, flight map wasn't working

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!

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

Information on your arrival and departure airports