$350+ 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SKP
Jun 26 — Jul 31
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to North Macedonia with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Chicago to North MacedoniaExplore 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 27, 2026.
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 27, 2026.
This KAYAK deal was found by Cheapflights users on 5/23. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/135:10 pm
ORD
- SKP
1 stop16h 35m
LOT
Wed 8/195:30 pm
SKP
- ORD
1 stop28h 40m
LOT
Deal found 5/23![LOT logo]()
$983
This KAYAK deal was found by Cheapflights users on 5/26. 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.
Wed 6/246:00 pm
ORD
- SKP
2 stops23h 15m
Austrian Airlines
Mon 8/2412:35 pm
SKP
- ORD
2 stops31h 20m
Austrian Airlines
Deal found 5/26![Austrian Airlines logo]()
$984
This FlightHub deal was found by Cheapflights users on 5/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/203:40 pm
ORD
- SKP
2 stops45h 15m
Multiple Airlines
Wed 9/212:35 pm
SKP
- ORD
2 stops31h 00m
Multiple Airlines
Deal found 5/22![Multiple Airlines logo]()
$985
This Kiwi.com deal was found by Cheapflights users on 5/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/144:20 pm
ORD
- SKP
1 stop12h 30m
Multiple Airlines
Thu 10/87:05 pm
SKP
- ORD
2 stops29h 45m
Multiple Airlines
Deal found 5/22![Multiple Airlines logo]()
$987
This Air Serbia deal was found by Cheapflights users on 5/25. 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 Air Serbia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1811:20 pm
ORD
- SKP
1 stop32h 15m
Air Serbia
Sat 9/193:10 pm
SKP
- ORD
1 stop13h 05m
Air Serbia
Deal found 5/25![Air Serbia logo]()
$988
This Expedia deal was found by Cheapflights users on 5/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2910:30 pm
ORD
- SKP
2 stops18h 45m
Lufthansa
Mon 8/2412:35 pm
SKP
- ORD
2 stops29h 25m
Lufthansa
Deal found 5/23![Lufthansa logo]()
$989
This Cheapflightsfares deal was found by Cheapflights users on 5/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:00 pm
ORD
- SKP
2 stops23h 15m
Austrian Airlines
Fri 9/44:25 am
SKP
- ORD
1 stop15h 55m
Austrian Airlines
Deal found 5/22![Austrian Airlines logo]()
$990
This KAYAK deal was found by Cheapflights users on 5/24. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/144:05 pm
ORD
- SKP
2 stops25h 10m
Lufthansa
Fri 7/244:25 am
SKP
- ORD
2 stops15h 30m
Lufthansa
Deal found 5/24![Lufthansa logo]()
$993
This KAYAK deal was found by Cheapflights users on 5/25. 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.
Wed 7/226:30 pm
ORD
- SKP
2 stops22h 45m
Lufthansa
Sat 9/194:25 am
SKP
- ORD
2 stops15h 30m
Lufthansa
Deal found 5/25![Lufthansa logo]()
$994
This Kiwi.com deal was found by Cheapflights users on 5/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/144:20 pm
ORD
- SKP
1 stop12h 30m
Multiple Airlines
Tue 9/297:05 pm
SKP
- ORD
2 stops29h 45m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$995
This KAYAK deal was found by Cheapflights users on 5/26. 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.
Tue 6/234:05 pm
ORD
- SKP
2 stops25h 10m
Lufthansa
Mon 8/2412:35 pm
SKP
- ORD
2 stops29h 25m
Lufthansa
Deal found 5/26![Lufthansa logo]()
$996
This KAYAK deal was found by Cheapflights users on 5/26. 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.
Tue 7/214:20 pm
ORD
- SKP
1 stop24h 55m
Austrian Airlines
Mon 8/1712:35 pm
SKP
- ORD
2 stops55h 20m
Austrian Airlines
Deal found 5/26![Austrian Airlines logo]()
$997
Best flights from Chicago to North MacedoniaDiscover carefully curated flight deals from Chicago to North Macedonia that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 27, 2026.
Discover carefully curated flight deals from Chicago to North Macedonia that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 27, 2026.
This Air Serbia deal was found by Cheapflights users on 5/25. 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 Air Serbia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1811:20 pm
ORD
- SKP
1 stop19h 50m
Air Serbia
Sun 9/203:10 pm
SKP
- ORD
1 stop30h 20m
Air Serbia
Deal found 5/25![Air Serbia logo]()
$988
This Austrian Airlines deal was found by Cheapflights users on 5/22. 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 Austrian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/3011:07 am
ORD
- SKP
2 stops30h 08m
Austrian Airlines
Wed 7/1512:35 pm
SKP
- ORD
1 stop31h 45m
Austrian Airlines
Deal found 5/22![Austrian Airlines logo]()
$1,082
This Lufthansa deal was found by Cheapflights users on 5/23. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/710:30 pm
ORD
- SKP
2 stops18h 45m
Lufthansa
Sat 8/84:25 am
SKP
- ORD
2 stops16h 35m
Lufthansa
Deal found 5/23![Lufthansa logo]()
$1,106
This SWISS deal was found by Cheapflights users on 5/26. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/94:30 pm
ORD
- SKP
2 stops20h 25m
SWISS
Mon 6/158:45 pm
SKP
- ORD
2 stops22h 15m
SWISS
Deal found 5/26![SWISS logo]()
$1,110
This United Airlines deal was found by Cheapflights users on 5/22. 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 6/147:00 am
ORD
- SKP
2 stops21h 50m
United Airlines
Fri 9/44:25 am
SKP
- ORD
2 stops22h 42m
United Airlines
Deal found 5/22![United Airlines logo]()
$1,129
This Air Serbia deal was found by Cheapflights users on 5/22. 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 Air Serbia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/134:40 pm
ORD
- SKP
1 stop26h 30m
Air Serbia
Sat 9/53:10 pm
SKP
- ORD
1 stop13h 05m
Air Serbia
Deal found 5/22![Air Serbia logo]()
$1,038
This United Airlines deal was found by Cheapflights users on 5/22. 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.
Sat 6/134:20 pm
ORD
- SKP
1 stop12h 30m
United Airlines
Fri 9/44:25 am
SKP
- ORD
1 stop15h 55m
United Airlines
Deal found 5/22![United Airlines logo]()
$1,184
This Austrian Airlines deal was found by Cheapflights users on 5/26. 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 Austrian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/94:30 pm
ORD
- SKP
2 stops36h 20m
Austrian Airlines
Tue 7/2812:35 pm
SKP
- ORD
2 stops31h 20m
Austrian Airlines
Deal found 5/26![Austrian Airlines logo]()
$1,232
This Lufthansa deal was found by Cheapflights users on 5/24. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2410:30 pm
ORD
- SKP
2 stops18h 45m
Lufthansa
Sat 7/184:25 am
SKP
- ORD
2 stops15h 30m
Lufthansa
Deal found 5/24![Lufthansa logo]()
$1,235
This United Airlines deal was found by Cheapflights users on 5/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/155:00 am
ORD
- SKP
2 stops23h 50m
United Airlines
Tue 7/74:25 am
SKP
- ORD
1 stop15h 55m
United Airlines
Deal found 5/26![United Airlines logo]()
$1,226
This United Airlines deal was found by Cheapflights users on 5/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/146:30 am
ORD
- SKP
2 stops22h 20m
United Airlines
Tue 7/74:25 am
SKP
- ORD
1 stop15h 55m
United Airlines
Deal found 5/23![United Airlines logo]()
$1,226
This United Airlines deal was found by Cheapflights users on 5/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/167:10 am
ORD
- SKP
2 stops21h 40m
United Airlines
Thu 7/94:25 am
SKP
- ORD
2 stops26h 06m
United Airlines
Deal found 5/26![United Airlines logo]()
$1,236
Last-minute flights from Chicago to North MacedoniaDiscover last-minute flight deals from Chicago to North Macedonia. Data last updated May 27, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to North Macedonia. Data last updated May 27, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 5/24. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/169:50 pm
ORD
- SKP
1 stop32h 05m
LOT
Wed 10/145:30 pm
SKP
- ORD
1 stop33h 20m
LOT
Deal found 5/24![LOT logo]()
$1,008
This FlightHub deal was found by Cheapflights users on 5/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/203:40 pm
ORD
- SKP
2 stops45h 15m
Multiple Airlines
Wed 9/212:35 pm
SKP
- ORD
2 stops31h 00m
Multiple Airlines
Deal found 5/22![Multiple Airlines logo]()
$985
This lol.travel deal was found by Cheapflights users on 5/23. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/212:20 pm
ORD
- SKP
1 stop22h 35m
Multiple Airlines
Mon 7/612:35 pm
SKP
- ORD
1 stop31h 45m
Multiple Airlines
Deal found 5/23![Multiple Airlines logo]()
$998
This KAYAK deal was found by Cheapflights users on 5/26. 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.
Tue 6/234:05 pm
ORD
- SKP
2 stops25h 10m
Lufthansa
Mon 8/2412:35 pm
SKP
- ORD
2 stops29h 25m
Lufthansa
Deal found 5/26![Lufthansa logo]()
$996
This Kiwi.com deal was found by Cheapflights users on 5/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/232:40 pm
ORD
- SKP
1 stop22h 15m
Multiple Airlines
Tue 7/2112:35 pm
SKP
- ORD
2 stops29h 30m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$1,018
This KAYAK deal was found by Cheapflights users on 5/26. 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.
Wed 6/246:00 pm
ORD
- SKP
2 stops23h 15m
Austrian Airlines
Mon 8/2412:35 pm
SKP
- ORD
2 stops31h 20m
Austrian Airlines
Deal found 5/26![Austrian Airlines logo]()
$984
This Expedia deal was found by Cheapflights users on 5/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2910:30 pm
ORD
- SKP
2 stops18h 45m
Lufthansa
Mon 8/2412:35 pm
SKP
- ORD
2 stops29h 25m
Lufthansa
Deal found 5/23![Lufthansa logo]()
$989
This Booking.com deal was found by Cheapflights users on 5/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2910:30 pm
ORD
- SKP
2 stops18h 45m
Multiple Airlines
Mon 8/2412:35 pm
SKP
- ORD
1 stop31h 45m
Multiple Airlines
Deal found 5/23![Multiple Airlines logo]()
$1,017
One-way flights from Chicago to North MacedoniaSearch for one-way flight options from Chicago to North Macedonia. Find affordable one-way fares based on user searches. Data last updated May 27, 2026.
Search for one-way flight options from Chicago to North Macedonia. Find affordable one-way fares based on user searches. Data last updated May 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:55 pm
ORD
- SKP
2 stops28h 20m
Austrian Airlines
Deal found 5/22![Austrian Airlines logo]()
$350
This Orbitz deal was found by Cheapflights users on 5/22. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/228:49 am
ORD
- SKP
2 stops28h 06m
Air Canada
Deal found 5/22![Air Canada logo]()
$381
This Kiwi.com deal was found by Cheapflights users on 5/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/229:30 pm
ORD
- SKP
3 stops44h 20m
Multiple Airlines
Deal found 5/22![Multiple Airlines logo]()
$394
This Kiwi.com deal was found by Cheapflights users on 5/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:25 pm
ORD
- SKP
3 stops20h 50m
Multiple Airlines
Deal found 5/22![Multiple Airlines logo]()
$400
This FlightHub deal was found by Cheapflights users on 5/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:45 am
ORD
- SKP
2 stops28h 10m
Air Canada
Deal found 5/26![Air Canada logo]()
$405
This Cheapflightsfares deal was found by Cheapflights users on 5/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/104:20 pm
ORD
- SKP
1 stop12h 30m
Austrian Airlines
Deal found 5/26![Austrian Airlines logo]()
$417
This Kiwi.com deal was found by Cheapflights users on 5/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/157:25 pm
ORD
- SKP
3 stops36h 55m
Multiple Airlines
Deal found 5/22![Multiple Airlines logo]()
$434
This Trip.com deal was found by Cheapflights users on 5/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/47:25 pm
ORD
- SKP
2 stops15h 10m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$449
This Kiwi.com deal was found by Cheapflights users on 5/23. 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.
Tue 7/2812:50 pm
ORD
- SKP
2 stops29h 00m
Multiple Airlines
Deal found 5/23![Multiple Airlines logo]()
$456
This Kiwi.com deal was found by Cheapflights users on 5/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/299:30 pm
ORD
- SKP
3 stops34h 50m
Multiple Airlines
Deal found 5/22![Multiple Airlines logo]()
$462
This Kiwi.com deal was found by Cheapflights users on 5/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/264:40 pm
ORD
- SKP
1 stop26h 30m
Air Serbia
Deal found 5/22![Air Serbia logo]()
$469
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 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $983 (KAYAK) |
One-way from | $350 (Kiwi.com) |
Popular in | July |
Cheapest in | November |
Average price | $1,025 |
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 27, 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
Cheapest round-trip
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Sat 7/18
11:20 pm-2:10 am
1 stop19h 50m
Skopje
Sun 9/20
3:10 pm-2:30 pm
1 stop30h 20m
$988
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Mon 7/13
4:40 pm-2:10 am
1 stop26h 30m
Skopje
Sat 9/5
3:10 pm-9:15 pm
1 stop13h 05m
$1,038
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Tue 6/30
11:07 am-12:15 am
2 stops30h 08m
Skopje
Wed 7/15
12:35 pm-1:20 pm
1 stop31h 45m
$1,082
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Tue 7/7
10:30 pm-12:15 am
2 stops18h 45m
Skopje
Sat 8/8
4:25 am-2:00 pm
2 stops16h 35m
$1,106
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Tue 6/9
4:30 pm-7:55 pm
2 stops20h 25m
Skopje
Mon 6/15
8:45 pm-12:00 pm
2 stops22h 15m
$1,110
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Sun 6/14
7:00 am-11:50 am
2 stops21h 50m
Skopje
Fri 9/4
4:25 am-8:07 pm
2 stops22h 42m
$1,129
Quickest round-trip
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Sat 6/13
4:20 pm-11:50 am
1 stop12h 30m
Skopje
Fri 9/4
4:25 am-1:20 pm
1 stop15h 55m
$1,184
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Mon 6/15
5:00 am-11:50 am
2 stops23h 50m
Skopje
Tue 7/7
4:25 am-1:20 pm
1 stop15h 55m
$1,226
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Sun 6/14
6:30 am-11:50 am
2 stops22h 20m
Skopje
Tue 7/7
4:25 am-1:20 pm
1 stop15h 55m
$1,226
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Tue 6/9
4:30 pm-11:50 am
2 stops36h 20m
Skopje
Tue 7/28
12:35 pm-12:55 pm
2 stops31h 20m
$1,232
Showing 1-10 of 22 resultsSorted by cheapest first
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.
ORD-SKP
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
CHI-MK0
ORD-SKP
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 $988). 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 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.
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 27, 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.
Food
6.8
Comfort
7.3
Crew
8.1
Overall
7.6
Boarding
7.6
Entertainment
6.8
Reviews
1 / 20
10.0
ExcellentKENNETH,Mar 2026
VIE - EWR
Food
6.8
Comfort
7.3
Crew
8.1
Overall
7.6
Boarding
7.6
Entertainment
6.8
Reviews
1 / 20
10.0
ExcellentKENNETH,Mar 2026
VIE - EWR
Food
6.8
Comfort
7.3
Crew
8.1
Overall
7.6
Boarding
7.6
Entertainment
6.8
Reviews
1 / 20
10.0
ExcellentKENNETH,Mar 2026
VIE - EWR
Food
6.8
Comfort
7.3
Crew
8.1
Overall
7.6
Boarding
7.6
Entertainment
6.8
Reviews
1 / 20
10.0
ExcellentKENNETH,Mar 2026
VIE - EWR
Food
6.8
Comfort
7.3
Crew
8.1
Overall
7.6
Boarding
7.6
Entertainment
6.8
Reviews
1 / 20
10.0
ExcellentKENNETH,Mar 2026
VIE - EWR
Food
6.8
Comfort
7.3
Crew
8.1
Overall
7.6
Boarding
7.6
Entertainment
6.8
Reviews
1 / 20
10.0
ExcellentKENNETH,Mar 2026
VIE - EWR
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.
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Alternative routes for Chicago to North Macedonia
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Complete your trip
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Search flights from Chicago to North Macedonia by cabin class
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Chicago and North Macedonia flights
Browse other Chicago and North Macedonia flight options. Last updated on May 27, 2026.
Popular flight searches
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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 May 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$506 | Average$1,128 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$517 | Average$997 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$528 | Average$999 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$548 | Average$882 | FlexibilityNo cancel fee | On-time78% | |
| Cheapest$549 | Average$923 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$556 | Average$1,068 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$718 | Average$892 | FlexibilityNo cancel fee | On-timeN/A |