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North Macedonia

$264+ 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SKP
Jul 31 — Aug 71
Fri 7/31
Fri 8/7
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 1, 2026.

This Mytrip deal was found by Cheapflights users on 7/1. 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.
Wed 7/84:40 pm
ORD
-
SKP
3 stops30h 40m
Multiple Airlines
Wed 7/154:50 pm
SKP
-
ORD
2 stops26h 50m
Multiple Airlines
Deal found 7/1$916
This Mytrip deal was found by Cheapflights users on 6/30. 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.
Thu 9/246:00 pm
ORD
-
SKP
3 stops25h 10m
Multiple Airlines
Sat 10/36:00 pm
SKP
-
ORD
2 stops29h 00m
Multiple Airlines
Deal found 6/30$920
This Mytrip deal was found by Cheapflights users on 6/27. 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.
Sat 8/227:25 pm
ORD
-
SKP
3 stops23h 45m
Multiple Airlines
Sun 9/201:00 pm
SKP
-
ORD
3 stops33h 10m
Multiple Airlines
Deal found 6/27$921
This Mytrip deal was found by Cheapflights users on 6/27. 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.
Fri 8/146:00 pm
ORD
-
SKP
2 stops22h 40m
Multiple Airlines
Fri 9/116:30 am
SKP
-
ORD
3 stops42h 45m
Multiple Airlines
Deal found 6/27$922
This FlightHub deal was found by Cheapflights users on 6/27. 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 7/145:10 pm
ORD
-
SKP
2 stops36h 45m
LOT
Mon 8/245:30 pm
SKP
-
ORD
2 stops52h 40m
LOT
Deal found 6/27$923
This Mytrip deal was found by Cheapflights users on 6/29. 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.
Thu 9/37:25 pm
ORD
-
SKP
3 stops23h 45m
Multiple Airlines
Sun 9/63:50 am
SKP
-
ORD
3 stops24h 35m
Multiple Airlines
Deal found 6/29$925
This Mytrip deal was found by Cheapflights users on 6/30. 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.
Mon 7/2711:05 am
ORD
-
SKP
3 stops32h 05m
Multiple Airlines
Wed 8/264:50 pm
SKP
-
ORD
2 stops35h 30m
Multiple Airlines
Deal found 6/30$926
This Mytrip deal was found by Cheapflights users on 6/30. 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.
Fri 8/1410:25 pm
ORD
-
SKP
3 stops18h 30m
Multiple Airlines
Fri 8/214:50 pm
SKP
-
ORD
2 stops35h 30m
Multiple Airlines
Deal found 6/30$927
This United Airlines deal was found by Cheapflights users on 6/28. 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.
Mon 7/276:00 am
ORD
-
SKP
2 stops46h 50m
United Airlines
Sun 9/134:25 am
SKP
-
ORD
1 stop15h 55m
United Airlines
Deal found 6/28$928
This KAYAK deal was found by Cheapflights users on 6/26. 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.
Thu 9/249:40 pm
ORD
-
SKP
2 stops19h 35m
Lufthansa
Mon 9/2812:35 pm
SKP
-
ORD
2 stops55h 00m
Lufthansa
Deal found 6/26$929
This oojo deal was found by Cheapflights users on 6/27. 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.
Mon 7/275:10 pm
ORD
-
SKP
1 stop12h 45m
LOT
Wed 8/195:30 pm
SKP
-
ORD
1 stop33h 20m
LOT
Deal found 6/27$930
This KAYAK deal was found by Cheapflights users on 6/27. 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.
Tue 9/224:05 pm
ORD
-
SKP
2 stops36h 45m
Lufthansa
Fri 10/94:25 am
SKP
-
ORD
2 stops15h 30m
Lufthansa
Deal found 6/27$931

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 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$919
(Kiwi.com)

One-way from

$264
(Kiwi.com)

Popular in

July

Cheapest in

November

Average price

$1,200
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 ($301 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($41 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 1, 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 9/23

10:30 pm-12:15 am

2 stops18h 45m

Skopje

Mon 9/28

12:35 pm-12:55 pm

2 stops31h 20m

$930
Quickest round-trip

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sat 12/19

7:40 pm-2:40 pm

1 stop12h 00m

Skopje

Fri 1/1

4:00 am-4:50 pm

1 stop19h 50m

$950

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 7/29

4:40 pm-2:10 am

1 stop26h 30m

Skopje

Fri 9/11

3:50 am-9:15 pm

1 stop24h 25m

$952

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Fri 9/18

5:45 pm-8:00 pm

3 stops67h 15m

Skopje

Mon 10/12

8:45 pm-12:35 pm

1 stop22h 50m

$957

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 9/21

11:25 am-7:55 am

1 stop13h 30m

Skopje

Fri 9/25

8:45 am-9:40 am

1 stop31h 55m

$958

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 9/20

11:25 am-7:55 am

1 stop13h 30m

Skopje

Fri 9/25

8:45 am-9:40 am

1 stop31h 55m

$958

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 7/26

10:29 am-11:50 am

2 stops42h 21m

Skopje

Wed 9/16

4:25 am-8:59 pm

2 stops23h 34m

$964

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sat 7/25

11:20 pm-2:10 am

1 stop19h 50m

Skopje

Tue 9/15

3:10 pm-2:30 pm

1 stop30h 20m

$1,042

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sat 7/25

11:20 pm-2:35 pm

1 stop32h 15m

Skopje

Sun 9/13

3:50 am-2:30 pm

1 stop17h 40m

$1,042

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Fri 7/31

7:25 pm-2:10 am

3 stops23h 45m

Skopje

Thu 9/3

3:10 pm-7:15 pm

3 stops35h 05m

$1,088

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/26

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

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, May is the cheapest month in which you can book a flight from Chicago to North Macedonia (average of $472). Flying from Chicago to North Macedonia in July is currently the most expensive (average of $1,236). 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 1, 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
937 reviews

Overall

7.6

Entertainment

6.8

Boarding

7.6

Food

6.8

Crew

8.1

Comfort

7.3

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
937 reviews
Austrian Airlines
7.6
Good
937 reviews

Overall

7.6

Entertainment

6.8

Boarding

7.6

Food

6.8

Crew

8.1

Comfort

7.3

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
1,210 reviews
Austrian Airlines
7.6
Good
937 reviews

Overall

7.6

Entertainment

6.8

Boarding

7.6

Food

6.8

Crew

8.1

Comfort

7.3

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
1,981 reviews
Austrian Airlines
7.6
Good
937 reviews

Overall

7.6

Entertainment

6.8

Boarding

7.6

Food

6.8

Crew

8.1

Comfort

7.3

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
4,430 reviews
Austrian Airlines
7.6
Good
937 reviews

Overall

7.6

Entertainment

6.8

Boarding

7.6

Food

6.8

Crew

8.1

Comfort

7.3

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
937 reviews

Overall

7.6

Entertainment

6.8

Boarding

7.6

Food

6.8

Crew

8.1

Comfort

7.3

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 $950, Lufthansa can have you in North Macedonia from Chicago in 12h. 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 $88 on American Airlines. Other airlines that offer cheap prices include United Airlines from $108 and Southwest from $118 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 $472). Flying from Chicago to North Macedonia in July is currently the most expensive (average of $1,236). 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 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
SWISSCheapest$505Average$931FlexibilityNo cancel feeOn-time79%
Turkish AirlinesCheapest$518Average$1,004FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$527Average$963FlexibilityNo cancel feeOn-time76%
Austrian AirlinesCheapest$549Average$887FlexibilityNo cancel feeOn-time78%
United AirlinesCheapest$549Average$912FlexibilityNo cancel feeOn-time69%
LOTCheapest$551Average$1,088FlexibilityNo cancel feeOn-time81%
Air SerbiaCheapest$740Average$894FlexibilityNo cancel feeOn-timeN/A

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