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North Macedonia

$282+ Cheap flights from Chicago (CHI) to North Macedonia

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SKP
Mar 17 — Mar 241
Tue 3/17
Tue 3/24
1 adult, Economy
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Cheap flight deals from Chicago to North Macedonia

Cheapest flights from Chicago to North Macedonia
Explore the most affordable flight options available from Chicago to North Macedonia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 15, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:50 pm
ORD
-
SKP
1 stop17h 45m
Multiple Airlines
Sat 2/283:05 pm
SKP
-
ORD
2 stops36h 00m
Multiple Airlines
Deal found 2/13$498
This FlightHub deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:10 pm
ORD
-
SKP
1 stop16h 10m
Turkish Airlines
Wed 9/28:45 am
SKP
-
ORD
1 stop20h 20m
Turkish Airlines
Deal found 2/12$499
This Kiwi.com deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:50 pm
ORD
-
SKP
1 stop18h 35m
Multiple Airlines
Wed 3/114:30 am
SKP
-
ORD
2 stops22h 35m
Multiple Airlines
Deal found 2/15$500
This Kiwi.com deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:50 pm
ORD
-
SKP
1 stop17h 45m
SWISS
Sun 2/228:45 pm
SKP
-
ORD
1 stop26h 35m
SWISS
Deal found 2/13$501
This FlightHub deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/38:20 pm
ORD
-
SKP
1 stop16h 25m
Turkish Airlines
Wed 3/118:35 pm
SKP
-
ORD
1 stop20h 30m
Turkish Airlines
Deal found 2/13$502
This Kiwi.com deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:50 pm
ORD
-
SKP
1 stop18h 05m
Multiple Airlines
Sun 2/224:30 am
SKP
-
ORD
1 stop16h 30m
Multiple Airlines
Deal found 2/14$503
This Justfly.com deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:50 pm
ORD
-
SKP
1 stop17h 45m
SWISS
Sun 3/18:45 pm
SKP
-
ORD
1 stop26h 35m
SWISS
Deal found 2/13$504
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/115:20 pm
ORD
-
SKP
1 stop12h 25m
Multiple Airlines
Wed 4/1512:35 pm
SKP
-
ORD
2 stops31h 20m
Multiple Airlines
Deal found 2/11$506
This Kiwi.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/24:20 pm
ORD
-
SKP
1 stop12h 25m
Multiple Airlines
Mon 3/98:45 pm
SKP
-
ORD
1 stop26h 35m
Multiple Airlines
Deal found 2/12$508
This Kiwi.com deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/164:20 pm
ORD
-
SKP
1 stop14h 45m
Austrian Airlines
Sun 3/14:30 am
SKP
-
ORD
1 stop16h 30m
Austrian Airlines
Deal found 2/13$509
This FlightHub deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1112:50 pm
ORD
-
SKP
1 stop13h 35m
Turkish Airlines
Wed 5/68:10 pm
SKP
-
ORD
1 stop20h 30m
Turkish Airlines
Deal found 2/15$510

Find flight deals from Chicago to North Macedonia

Keep the following information in mind while searching for Chicago to North Macedonia flight deals. Data was last updated February 15, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$499
(FlightHub)

One-way from

$282
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$569
Provider with most accurate pricing for Chicago (CHI)-Skopje flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Skopje flights.
Search Deals
From Chicago (CHI) to North Macedonia
Search Deals
One-way flight from Chicago (CHI) to North Macedonia
Search Deals
Highest demand for flights based on searches. 28% potential increase in price ($282 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to North Macedonia that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 15, 2026.
Use the filters below to find and compare flights from Chicago to North Macedonia that are best for you.

Fly from

Chicago

Fly to

North Macedonia

Route

Depart

Return

Price

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 3/11

5:20 pm-11:45 am

1 stop12h 25m

Skopje

Wed 4/15

8:35 pm-12:35 pm

1 stop23h 00m

$507

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 3/11

5:20 pm-11:45 am

1 stop12h 25m

Skopje

Wed 5/6

8:35 pm-12:35 pm

1 stop23h 00m

$507

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 7/27

4:20 pm-11:50 am

1 stop12h 30m

Skopje

Mon 8/24

8:45 pm-3:55 pm

1 stop26h 10m

$508

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 4/1

4:05 pm-2:55 pm

1 stop15h 50m

Skopje

Wed 4/15

8:35 pm-12:35 pm

1 stop23h 00m

$515

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Thu 7/30

11:25 am-7:20 pm

1 stop24h 55m

Skopje

Fri 9/4

8:45 am-9:40 am

1 stop31h 55m

$518

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 4/15

11:25 am-7:20 pm

1 stop24h 55m

Skopje

Thu 4/23

8:45 am-9:40 am

1 stop31h 55m

$519

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 3/10

2:30 pm-11:45 am

2 stops15h 15m

Skopje

Wed 4/15

8:35 pm-12:35 pm

1 stop23h 00m

$526

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 4/1

8:40 am-2:55 pm

2 stops23h 15m

Skopje

Wed 4/8

8:35 pm-12:35 pm

1 stop23h 00m

$527

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 4/5

4:15 pm-7:55 pm

2 stops20h 40m

Skopje

Sun 5/3

9:20 am-12:35 pm

1 stop34h 15m

$527

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 7/19

4:05 pm-2:55 pm

1 stop15h 50m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/13

Showing 1-10 of 18 results
1
2

Best time to book a flight from Chicago to North Macedonia

Have a flexible travel schedule? Discover the best time to fly to North Macedonia from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Chicago to North Macedonia?

Currently, November is the cheapest month in which you can book a flight from Chicago to North Macedonia (average of $489). Flying from Chicago to North Macedonia in June is currently the most expensive (average of $789). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing North Macedonia

Get insights into the airlines that provide service to North Macedonia. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to North Macedonia. Reviews last updated February 15, 2026.
Peruse reviews from past customers who have flown with LOT, Austrian Airlines, and Turkish Airlines from Chicago to North Macedonia to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
LOT
7.5
Good
1,181 reviews

Food

7.1

Comfort

7.4

Boarding

7.6

Crew

8.2

Entertainment

6.9

Overall

7.5

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

WAW - JFK

The only thing that I could say I really liked was the speed of travel. I think the flight time was significantly reduced, but I only think happened because there were delays in our departure time. We wound up arriving about 1 hour later than originally planned. A few things that could have improved was the entertainment available on board and also the ability to view the flight details in real time. I was just the lucky passenger to get a busted screen so I couldn't watch any entertainment. The passenger sitting next to me was kind enough to switch seats with me once his move was done. The choices for movies and shows were ok, nothing great, but I was grateful some ok movies were available to pass the time. I was not very happy with the absence of flight details. There was a timer that showed how much time was left in the flight, but no other details. Other airlines I've been with offered interactive maps that showed you where the plane was traveling like a normal GPS app would do on your phone which is super nice to have. Flight attendants were nice and helpful. The clarity of the announcements was terrible. Even in English, I could hardly make out what the person was saying. Please make improvements.
LOT
7.5
Good
1,181 reviews
LOT
7.5
Good
1,181 reviews

Food

7.1

Comfort

7.4

Boarding

7.6

Crew

8.2

Entertainment

6.9

Overall

7.5

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

WAW - JFK

The only thing that I could say I really liked was the speed of travel. I think the flight time was significantly reduced, but I only think happened because there were delays in our departure time. We wound up arriving about 1 hour later than originally planned. A few things that could have improved was the entertainment available on board and also the ability to view the flight details in real time. I was just the lucky passenger to get a busted screen so I couldn't watch any entertainment. The passenger sitting next to me was kind enough to switch seats with me once his move was done. The choices for movies and shows were ok, nothing great, but I was grateful some ok movies were available to pass the time. I was not very happy with the absence of flight details. There was a timer that showed how much time was left in the flight, but no other details. Other airlines I've been with offered interactive maps that showed you where the plane was traveling like a normal GPS app would do on your phone which is super nice to have. Flight attendants were nice and helpful. The clarity of the announcements was terrible. Even in English, I could hardly make out what the person was saying. Please make improvements.
Austrian Airlines
7.5
Good
896 reviews
LOT
7.5
Good
1,181 reviews

Food

7.1

Comfort

7.4

Boarding

7.6

Crew

8.2

Entertainment

6.9

Overall

7.5

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

WAW - JFK

The only thing that I could say I really liked was the speed of travel. I think the flight time was significantly reduced, but I only think happened because there were delays in our departure time. We wound up arriving about 1 hour later than originally planned. A few things that could have improved was the entertainment available on board and also the ability to view the flight details in real time. I was just the lucky passenger to get a busted screen so I couldn't watch any entertainment. The passenger sitting next to me was kind enough to switch seats with me once his move was done. The choices for movies and shows were ok, nothing great, but I was grateful some ok movies were available to pass the time. I was not very happy with the absence of flight details. There was a timer that showed how much time was left in the flight, but no other details. Other airlines I've been with offered interactive maps that showed you where the plane was traveling like a normal GPS app would do on your phone which is super nice to have. Flight attendants were nice and helpful. The clarity of the announcements was terrible. Even in English, I could hardly make out what the person was saying. Please make improvements.
Turkish Airlines
7.3
Good
4,216 reviews
LOT
7.5
Good
1,181 reviews

Food

7.1

Comfort

7.4

Boarding

7.6

Crew

8.2

Entertainment

6.9

Overall

7.5

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

WAW - JFK

The only thing that I could say I really liked was the speed of travel. I think the flight time was significantly reduced, but I only think happened because there were delays in our departure time. We wound up arriving about 1 hour later than originally planned. A few things that could have improved was the entertainment available on board and also the ability to view the flight details in real time. I was just the lucky passenger to get a busted screen so I couldn't watch any entertainment. The passenger sitting next to me was kind enough to switch seats with me once his move was done. The choices for movies and shows were ok, nothing great, but I was grateful some ok movies were available to pass the time. I was not very happy with the absence of flight details. There was a timer that showed how much time was left in the flight, but no other details. Other airlines I've been with offered interactive maps that showed you where the plane was traveling like a normal GPS app would do on your phone which is super nice to have. Flight attendants were nice and helpful. The clarity of the announcements was terrible. Even in English, I could hardly make out what the person was saying. Please make improvements.
Lufthansa
6.8
Okay
7,785 reviews
LOT
7.5
Good
1,181 reviews

Food

7.1

Comfort

7.4

Boarding

7.6

Crew

8.2

Entertainment

6.9

Overall

7.5

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

WAW - JFK

The only thing that I could say I really liked was the speed of travel. I think the flight time was significantly reduced, but I only think happened because there were delays in our departure time. We wound up arriving about 1 hour later than originally planned. A few things that could have improved was the entertainment available on board and also the ability to view the flight details in real time. I was just the lucky passenger to get a busted screen so I couldn't watch any entertainment. The passenger sitting next to me was kind enough to switch seats with me once his move was done. The choices for movies and shows were ok, nothing great, but I was grateful some ok movies were available to pass the time. I was not very happy with the absence of flight details. There was a timer that showed how much time was left in the flight, but no other details. Other airlines I've been with offered interactive maps that showed you where the plane was traveling like a normal GPS app would do on your phone which is super nice to have. Flight attendants were nice and helpful. The clarity of the announcements was terrible. Even in English, I could hardly make out what the person was saying. Please make improvements.
Air Serbia
6.1
Okay
215 reviews
LOT
7.5
Good
1,181 reviews

Food

7.1

Comfort

7.4

Boarding

7.6

Crew

8.2

Entertainment

6.9

Overall

7.5

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

WAW - JFK

The only thing that I could say I really liked was the speed of travel. I think the flight time was significantly reduced, but I only think happened because there were delays in our departure time. We wound up arriving about 1 hour later than originally planned. A few things that could have improved was the entertainment available on board and also the ability to view the flight details in real time. I was just the lucky passenger to get a busted screen so I couldn't watch any entertainment. The passenger sitting next to me was kind enough to switch seats with me once his move was done. The choices for movies and shows were ok, nothing great, but I was grateful some ok movies were available to pass the time. I was not very happy with the absence of flight details. There was a timer that showed how much time was left in the flight, but no other details. Other airlines I've been with offered interactive maps that showed you where the plane was traveling like a normal GPS app would do on your phone which is super nice to have. Flight attendants were nice and helpful. The clarity of the announcements was terrible. Even in English, I could hardly make out what the person was saying. Please make improvements.

Related info for your journey

Find useful and relevant information for your journey from Chicago to North Macedonia. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to North Macedonia?

    For as low as $518, Turkish Airlines can have you in North Macedonia from Chicago in 24h 55m. Chicago and North Macedonia are separated by a distance of 5163 mi.

  • What are the cheapest airlines to fly from Chicago to North Macedonia one-way?

    One-way options have recently been found by users for as low as $284 on Turkish Airlines. Other airlines that offer cheap prices include United Airlines from $319 and Austrian Airlines from $331 one-way.

  • Can I find deals for flights from Chicago to North Macedonia that include hotel bookings?

    Yes. In addition to deals on Chicago to North Macedonia flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to North Macedonia?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to North Macedonia.

  • Can I find deals for business class flights from Chicago to North Macedonia?

    Yes. Cheapflights offers flight deals from Chicago to North Macedonia by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to North Macedonia?

    Currently, November is the cheapest month in which you can book a flight from Chicago to North Macedonia (average of $489). Flying from Chicago to North Macedonia in June is currently the most expensive (average of $789). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Chicago to North Macedonia

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Chicago to North Macedonia

Discover the top 7 airlines that operate flights from Chicago to North Macedonia. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
SWISSCheapest$512Average$1,049FlexibilityNo cancel feeOn-time79%
Turkish AirlinesCheapest$519Average$1,192FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$528Average$951FlexibilityNo cancel feeOn-time76%
Air SerbiaCheapest$547Average$851FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$549Average$898FlexibilityNo cancel feeOn-time69%
Austrian AirlinesCheapest$558Average$928FlexibilityNo cancel feeOn-time78%
LOTCheapest$564Average$987FlexibilityNo cancel feeOn-time81%

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