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North Macedonia

$310+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SKP
Aug 23 — Aug 301
Sun 8/23
Sun 8/30
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 July 24, 2026.

This oojo deal was found by Cheapflights users on 7/22. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/29:50 pm
ORD
-
SKP
1 stop32h 05m
LOT
Sun 10/111:35 pm
SKP
-
ORD
2 stops32h 35m
LOT
Deal found 7/22$875
This FlightHub deal was found by Cheapflights users on 7/20. 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 8/49:50 pm
ORD
-
SKP
1 stop32h 05m
LOT
Mon 9/75:30 pm
SKP
-
ORD
2 stops52h 40m
LOT
Deal found 7/20$876
This LOT deal was found by Cheapflights users on 7/23. 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 LOT is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/289:50 pm
ORD
-
SKP
1 stop32h 05m
LOT
Wed 9/25:30 pm
SKP
-
ORD
1 stop28h 40m
LOT
Deal found 7/23$877
This United Airlines deal was found by Cheapflights users on 7/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:15 am
ORD
-
SKP
2 stops22h 35m
United Airlines
Fri 10/24:25 am
SKP
-
ORD
2 stops25h 04m
United Airlines
Deal found 7/20$879
This United Airlines deal was found by Cheapflights users on 7/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:39 pm
ORD
-
SKP
2 stops31h 11m
United Airlines
Thu 9/174:25 am
SKP
-
ORD
1 stop15h 55m
United Airlines
Deal found 7/20$880
This Travelocity deal was found by Cheapflights users on 7/24. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:50 pm
ORD
-
SKP
2 stops40h 10m
Multiple Airlines
Fri 9/44:25 am
SKP
-
ORD
1 stop15h 55m
Multiple Airlines
Deal found 7/24$881
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 9/198:10 pm
ORD
-
SKP
1 stop16h 15m
Multiple Airlines
Sat 10/36:55 pm
SKP
-
ORD
2 stops29h 55m
Multiple Airlines
Deal found 7/23$882
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/168:10 pm
ORD
-
SKP
1 stop16h 15m
Multiple Airlines
Tue 10/67:05 pm
SKP
-
ORD
2 stops29h 45m
Multiple Airlines
Deal found 7/21$883
This United Airlines deal was found by Cheapflights users on 7/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/610:50 am
ORD
-
SKP
2 stops18h 00m
United Airlines
Wed 10/144:25 am
SKP
-
ORD
2 stops25h 04m
United Airlines
Deal found 7/22$884
This United Airlines deal was found by Cheapflights users on 7/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/129:35 pm
ORD
-
SKP
2 stops31h 15m
United Airlines
Wed 9/234:25 am
SKP
-
ORD
2 stops23h 34m
United Airlines
Deal found 7/20$885
This Mytrip deal was found by Cheapflights users on 7/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/93:40 pm
ORD
-
SKP
3 stops27h 30m
Multiple Airlines
Fri 9/114:50 pm
SKP
-
ORD
2 stops35h 30m
Multiple Airlines
Deal found 7/23$887
This LOT deal was found by Cheapflights users on 7/21. 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 LOT is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:10 pm
ORD
-
SKP
2 stops40h 35m
LOT
Thu 10/151:35 pm
SKP
-
ORD
1 stop13h 15m
LOT
Deal found 7/21$888

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 July 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$875
(oojo)

One-way from

$310
(Kiwi.com)

Popular in

July

Cheapest in

November

Average price

$1,217
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. 27% potential increase in price ($291 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($43 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 24, 2026.
Use the filters below to find and compare flights from Chicago to North Macedonia that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sat 9/5

9:39 pm-11:50 am

2 stops31h 11m

Skopje

Thu 9/17

4:25 am-1:20 pm

1 stop15h 55m

$880

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 9/8

6:30 am-11:50 am

2 stops22h 20m

Skopje

Wed 10/14

4:25 am-5:20 pm

2 stops19h 55m

$884

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 8/26

1:00 pm-11:50 am

2 stops39h 50m

Skopje

Thu 9/3

4:25 am-7:00 pm

2 stops21h 35m

$884

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 9/7

6:15 am-11:50 am

2 stops22h 35m

Skopje

Tue 10/13

4:25 am-5:20 pm

2 stops19h 55m

$884

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 9/6

10:50 am-11:50 am

2 stops18h 00m

Skopje

Fri 10/16

4:25 am-11:21 pm

2 stops25h 56m

$884

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 9/9

10:50 am-11:50 am

2 stops18h 00m

Skopje

Fri 10/16

4:25 am-10:28 pm

2 stops25h 03m

$884
Quickest round-trip

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 12/28

11:45 am-7:55 am

1 stop13h 10m

Skopje

Sat 2/13

8:45 pm-6:20 pm

1 stop28h 35m

$889

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 9/15

8:10 pm-7:55 am

1 stop28h 45m

Skopje

Sun 9/20

8:45 am-9:40 am

1 stop31h 55m

$889
Cheapest one-way

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 8/23

10:25 pm-6:30 pm

3 stops37h 05m

$342

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 8/26

10:25 pm-11:20 am

3 stops29h 55m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/20

Showing 1-10 of 14 resultsSorted by cheapest first
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, January is the cheapest month in which you can book a flight from Chicago to North Macedonia (average of $550). Flying from Chicago to North Macedonia in June is currently the most expensive (average of $1,100). 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.

How far ahead should I book a flight from Chicago to North Macedonia?

To ensure you get the cheapest price possible for a flight from Chicago to North Macedonia, you should look to book at least 86 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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 July 24, 2026.
Peruse reviews from past customers who have flown with Austrian Airlines,LOT, andSWISS 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.
Austrian Airlines
7.6
Good
950 reviews

Entertainment

6.8

Overall

7.6

Food

6.8

Comfort

7.3

Boarding

7.6

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Nate,Dec 2025

IAD - GSP

Again, I missed this flight because of the first leg of my journey being delayed by three hours. I hope the people on the flight had a nice flight.
Austrian Airlines
7.6
Good
950 reviews
Austrian Airlines
7.6
Good
950 reviews

Entertainment

6.8

Overall

7.6

Food

6.8

Comfort

7.3

Boarding

7.6

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Nate,Dec 2025

IAD - GSP

Again, I missed this flight because of the first leg of my journey being delayed by three hours. I hope the people on the flight had a nice flight.
LOT
7.5
Good
1,212 reviews
Austrian Airlines
7.6
Good
950 reviews

Entertainment

6.8

Overall

7.6

Food

6.8

Comfort

7.3

Boarding

7.6

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Nate,Dec 2025

IAD - GSP

Again, I missed this flight because of the first leg of my journey being delayed by three hours. I hope the people on the flight had a nice flight.
SWISS
7.5
Good
2,019 reviews
Austrian Airlines
7.6
Good
950 reviews

Entertainment

6.8

Overall

7.6

Food

6.8

Comfort

7.3

Boarding

7.6

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Nate,Dec 2025

IAD - GSP

Again, I missed this flight because of the first leg of my journey being delayed by three hours. I hope the people on the flight had a nice flight.
Turkish Airlines
7.4
Good
4,455 reviews
Austrian Airlines
7.6
Good
950 reviews

Entertainment

6.8

Overall

7.6

Food

6.8

Comfort

7.3

Boarding

7.6

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Nate,Dec 2025

IAD - GSP

Again, I missed this flight because of the first leg of my journey being delayed by three hours. I hope the people on the flight had a nice flight.
Air Serbia
6.1
Okay
232 reviews
Austrian Airlines
7.6
Good
950 reviews

Entertainment

6.8

Overall

7.6

Food

6.8

Comfort

7.3

Boarding

7.6

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Nate,Dec 2025

IAD - GSP

Again, I missed this flight because of the first leg of my journey being delayed by three hours. I hope the people on the flight had a nice flight.

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 $880, United Airlines can have you in North Macedonia from Chicago in 31h 11m. 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 $299 on Turkish Airlines. Other airlines that offer cheap prices include Air Serbia from $315 and Austrian Airlines from $329 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, January is the cheapest month in which you can book a flight from Chicago to North Macedonia (average of $550). Flying from Chicago to North Macedonia in June is currently the most expensive (average of $1,100). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 July 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
SWISSCheapest$505Average$940FlexibilityNo cancel feeOn-time79%
Turkish AirlinesCheapest$516Average$996FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$523Average$958FlexibilityNo cancel feeOn-time76%
Austrian AirlinesCheapest$549Average$888FlexibilityNo cancel feeOn-time78%
United AirlinesCheapest$549Average$912FlexibilityNo cancel feeOn-time69%
LOTCheapest$552Average$1,091FlexibilityNo cancel feeOn-time81%
Air SerbiaCheapest$755Average$895FlexibilityNo cancel feeOn-timeN/A

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