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North Macedonia

$395+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SKP
Jun 13 — Jun 201
Sat 6/13
Sat 6/20
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 May 14, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/10. 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 5/134:40 pm
ORD
-
SKP
1 stop26h 30m
Air Serbia
Thu 1/284:00 am
SKP
-
ORD
1 stop17h 40m
Air Serbia
Deal found 5/10$891
This FlightHub deal was found by Cheapflights users on 5/10. 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.
Mon 7/69:40 pm
ORD
-
SKP
2 stops19h 35m
Multiple Airlines
Tue 9/154:25 am
SKP
-
ORD
1 stop15h 55m
Multiple Airlines
Deal found 5/10$898
This KAYAK deal was found by Cheapflights users on 5/10. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/21:12 pm
ORD
-
SKP
2 stops15h 38m
Austrian Airlines
Thu 10/812:35 pm
SKP
-
ORD
1 stop31h 45m
Austrian Airlines
Deal found 5/10$901
This Justfly.com deal was found by Cheapflights users on 5/10. 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.
Wed 9/2311:25 am
ORD
-
SKP
1 stop25h 00m
Turkish Airlines
Mon 10/198:15 pm
SKP
-
ORD
1 stop20h 25m
Turkish Airlines
Deal found 5/10$904
This FlightHub deal was found by Cheapflights users on 5/9. 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.
Sun 7/59:40 pm
ORD
-
SKP
2 stops19h 35m
Lufthansa
Thu 8/2712:35 pm
SKP
-
ORD
2 stops36h 40m
Lufthansa
Deal found 5/9$906
This Mytrip deal was found by Cheapflights users on 5/10. 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 9/62:15 pm
ORD
-
SKP
2 stops22h 40m
Multiple Airlines
Sun 10/116:35 pm
SKP
-
ORD
3 stops31h 40m
Multiple Airlines
Deal found 5/10$907
This Justfly.com deal was found by Cheapflights users on 5/10. 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.
Mon 7/2710:30 pm
ORD
-
SKP
2 stops18h 45m
Lufthansa
Wed 8/1912:35 pm
SKP
-
ORD
2 stops31h 00m
Lufthansa
Deal found 5/10$910
This FlightHub deal was found by Cheapflights users on 5/9. 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 7/84:05 pm
ORD
-
SKP
2 stops25h 10m
Multiple Airlines
Thu 8/2712:35 pm
SKP
-
ORD
1 stop31h 45m
Multiple Airlines
Deal found 5/9$911
This FlightHub deal was found by Cheapflights users on 5/10. 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.
Thu 7/2311:07 am
ORD
-
SKP
2 stops30h 08m
Multiple Airlines
Mon 8/248:45 pm
SKP
-
ORD
1 stop22h 50m
Multiple Airlines
Deal found 5/10$912
This FlightHub deal was found by Cheapflights users on 5/9. 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 7/149:40 pm
ORD
-
SKP
2 stops19h 35m
Lufthansa
Thu 8/2712:35 pm
SKP
-
ORD
2 stops36h 40m
Lufthansa
Deal found 5/9$917
This Justfly.com deal was found by Cheapflights users on 5/11. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/84:05 pm
ORD
-
SKP
2 stops25h 10m
Lufthansa
Wed 8/2612:35 pm
SKP
-
ORD
2 stops38h 20m
Lufthansa
Deal found 5/11$919

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 May 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$898
(FlightHub)

One-way from

$395
(Booking.com)

Popular in

July

Cheapest in

November

Average price

$985
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. 25% potential increase in price ($250 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 May 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 May 14, 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

Wed 7/8

4:40 pm-2:10 am

1 stop26h 30m

Skopje

Sun 9/20

3:10 pm-2:30 pm

1 stop30h 20m

$1,043

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 7/8

4:40 pm-2:10 am

1 stop26h 30m

Skopje

Sat 9/19

3:10 pm-9:15 pm

1 stop13h 05m

$1,045

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 7/8

4:40 pm-2:10 am

1 stop26h 30m

Skopje

Mon 9/21

4:00 am-2:30 pm

1 stop17h 30m

$1,045

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 6/2

6:05 am-11:50 am

2 stops22h 45m

Skopje

Thu 6/11

4:25 am-1:20 pm

1 stop15h 55m

$1,120

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 5/27

6:30 am-2:55 pm

2 stops25h 25m

Skopje

Wed 9/2

4:25 am-4:59 pm

2 stops19h 34m

$1,125

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 5/27

10:00 am-2:55 pm

2 stops21h 55m

Skopje

Fri 9/4

4:25 am-11:40 pm

2 stops26h 15m

$1,125

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 6/2

6:05 am-11:50 am

2 stops22h 45m

Skopje

Tue 6/9

4:25 am-6:55 pm

2 stops21h 30m

$1,130

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 6/1

9:41 pm-11:50 am

2 stops31h 09m

Skopje

Thu 6/11

4:25 am-1:20 pm

1 stop15h 55m

$1,133

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 6/2

7:50 pm-11:50 am

2 stops57h 00m

Skopje

Fri 9/4

4:25 am-8:30 pm

2 stops23h 05m

$1,137

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 6/2

7:50 pm-11:50 am

2 stops57h 00m

Skopje

Tue 9/8

4:25 am-7:14 pm

2 stops21h 49m

$1,137

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

Showing 1-10 of 19 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

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 12 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.

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

Currently, May is the cheapest month in which you can book a flight from Chicago to North Macedonia (average of $428). Flying from Chicago to North Macedonia in June is currently the most expensive (average of $993). 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 May 14, 2026.
Peruse reviews from past customers who have flown with Austrian Airlines,LOT, andTurkish 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.
Austrian Airlines
7.6
Good
915 reviews

Comfort

7.3

Crew

8.1

Entertainment

6.8

Food

6.8

Boarding

7.6

Overall

7.6

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.
Austrian Airlines
7.6
Good
915 reviews
Austrian Airlines
7.6
Good
915 reviews

Comfort

7.3

Crew

8.1

Entertainment

6.8

Food

6.8

Boarding

7.6

Overall

7.6

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.
LOT
7.5
Good
1,190 reviews
Austrian Airlines
7.6
Good
915 reviews

Comfort

7.3

Crew

8.1

Entertainment

6.8

Food

6.8

Boarding

7.6

Overall

7.6

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.
Turkish Airlines
7.4
Good
4,367 reviews
Austrian Airlines
7.6
Good
915 reviews

Comfort

7.3

Crew

8.1

Entertainment

6.8

Food

6.8

Boarding

7.6

Overall

7.6

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.
Lufthansa
6.8
Okay
8,002 reviews
Austrian Airlines
7.6
Good
915 reviews

Comfort

7.3

Crew

8.1

Entertainment

6.8

Food

6.8

Boarding

7.6

Overall

7.6

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.
Air Serbia
6.2
Okay
223 reviews
Austrian Airlines
7.6
Good
915 reviews

Comfort

7.3

Crew

8.1

Entertainment

6.8

Food

6.8

Boarding

7.6

Overall

7.6

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.

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 $1,120, Air Serbia can have you in North Macedonia from Chicago in 22h 45m. Chicago and North Macedonia are separated by a distance of 5163 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 Air Serbia from $315 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, May is the cheapest month in which you can book a flight from Chicago to North Macedonia (average of $428). Flying from Chicago to North Macedonia in June is currently the most expensive (average of $993). 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 May 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
SWISSCheapest$506Average$1,115FlexibilityNo cancel feeOn-time79%
Turkish AirlinesCheapest$515Average$988FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$528Average$1,001FlexibilityNo cancel feeOn-time76%
Austrian AirlinesCheapest$548Average$877FlexibilityNo cancel feeOn-time78%
United AirlinesCheapest$549Average$921FlexibilityNo cancel feeOn-time69%
LOTCheapest$552Average$1,026FlexibilityNo cancel feeOn-time81%
Air SerbiaCheapest$648Average$880FlexibilityNo cancel feeOn-timeN/A

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