$336+ 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 8/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SKP
Jul 17 — Jul 241
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to North Macedonia with Cheapflights
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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 June 17, 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 June 17, 2026.
This BusinessClass deal was found by Cheapflights users on 6/16. 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 BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/138:45 am
ORD
- SKP
2 stops20h 05m
Austrian Airlines
Mon 10/1212:35 pm
SKP
- ORD
2 stops38h 37m
Austrian Airlines
Deal found 6/16![Austrian Airlines logo]()
$967
This LOT deal was found by Cheapflights users on 6/17. 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.
Fri 8/285:10 pm
ORD
- SKP
2 stops36h 45m
LOT
Sun 10/41:35 pm
SKP
- ORD
1 stop13h 15m
LOT
Deal found 6/17![LOT logo]()
$971
This Mytrip deal was found by Cheapflights users on 6/17. 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 7/47:25 pm
ORD
- SKP
3 stops23h 45m
Multiple Airlines
Mon 9/74:50 pm
SKP
- ORD
2 stops35h 30m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$972
This KAYAK deal was found by Cheapflights users on 6/16. 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.
Sat 7/2511:03 am
ORD
- SKP
2 stops30h 12m
Austrian Airlines
Mon 10/1212:35 pm
SKP
- ORD
2 stops35h 45m
Austrian Airlines
Deal found 6/16![Austrian Airlines logo]()
$975
This Orbitz deal was found by Cheapflights users on 6/16. 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 7/2811:07 am
ORD
- SKP
2 stops30h 08m
Multiple Airlines
Tue 8/412:35 pm
SKP
- ORD
2 stops31h 20m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$976
This LOT deal was found by Cheapflights users on 6/16. 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.
Sat 7/255:10 pm
ORD
- SKP
1 stop12h 45m
LOT
Sun 10/111:35 pm
SKP
- ORD
1 stop13h 15m
LOT
Deal found 6/16![LOT logo]()
$980
This KAYAK deal was found by Cheapflights users on 6/16. 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.
Mon 7/279:40 pm
ORD
- SKP
2 stops19h 35m
Lufthansa
Thu 8/64:25 am
SKP
- ORD
2 stops39h 30m
Lufthansa
Deal found 6/16![Lufthansa logo]()
$983
This Kiwi.com deal was found by Cheapflights users on 6/15. 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.
Mon 8/174:40 pm
ORD
- SKP
1 stop14h 55m
Multiple Airlines
Sun 10/45:10 pm
SKP
- ORD
2 stops31h 40m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$985
This Justfly.com deal was found by Cheapflights users on 6/16. 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 7/274:20 pm
ORD
- SKP
1 stop24h 55m
Multiple Airlines
Fri 8/214:25 am
SKP
- ORD
2 stops15h 30m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$987
This Travelocity deal was found by Cheapflights users on 6/16. 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.
Tue 7/144:05 pm
ORD
- SKP
2 stops25h 10m
Lufthansa
Sun 8/164:25 am
SKP
- ORD
2 stops39h 30m
Lufthansa
Deal found 6/16![Lufthansa logo]()
$988
This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
Thu 8/1311:25 am
ORD
- SKP
1 stop13h 30m
Multiple Airlines
Tue 10/137:05 pm
SKP
- ORD
2 stops29h 45m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$989
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 June 17, 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 June 17, 2026.
This Turkish Airlines deal was found by Cheapflights users on 6/17. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1011:45 am
ORD
- SKP
1 stop25h 10m
Turkish Airlines
Mon 12/218:45 am
SKP
- ORD
1 stop32h 15m
Turkish Airlines
Deal found 6/17![Turkish Airlines logo]()
$1,009
This Lufthansa deal was found by Cheapflights users on 6/15. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1410:30 pm
ORD
- SKP
2 stops18h 45m
Lufthansa
Tue 8/44:25 am
SKP
- ORD
2 stops20h 50m
Lufthansa
Deal found 6/15![Lufthansa logo]()
$1,020
This Austrian Airlines deal was found by Cheapflights users on 6/16. 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 7/284:20 pm
ORD
- SKP
1 stop24h 55m
Austrian Airlines
Sun 9/134:25 am
SKP
- ORD
1 stop15h 55m
Austrian Airlines
Deal found 6/16![Austrian Airlines logo]()
$1,054
This Mytrip deal was found by Cheapflights users on 6/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/127:25 pm
ORD
- SKP
2 stops15h 20m
Multiple Airlines
Sun 7/191:35 pm
SKP
- ORD
2 stops32h 35m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$1,057
This Lufthansa deal was found by Cheapflights users on 6/14. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/289:40 pm
ORD
- SKP
2 stops19h 35m
Lufthansa
Sun 9/204:25 am
SKP
- ORD
2 stops15h 30m
Lufthansa
Deal found 6/14![Lufthansa logo]()
$1,035
This Mytrip deal was found by Cheapflights users on 6/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/157:25 pm
ORD
- SKP
2 stops21h 55m
Multiple Airlines
Wed 8/55:30 pm
SKP
- ORD
2 stops52h 40m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$1,082
This Turkish Airlines deal was found by Cheapflights users on 6/16. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2911:25 am
ORD
- SKP
1 stop13h 30m
Turkish Airlines
Thu 9/178:15 pm
SKP
- ORD
1 stop20h 25m
Turkish Airlines
Deal found 6/16![Turkish Airlines logo]()
$1,144
This Austrian Airlines deal was found by Cheapflights users on 6/12. 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 Austrian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1112:56 pm
ORD
- SKP
2 stops15h 54m
Austrian Airlines
Sun 10/412:35 pm
SKP
- ORD
2 stops35h 45m
Austrian Airlines
Deal found 6/12![Austrian Airlines logo]()
$1,254
This Mytrip deal was found by Cheapflights users on 6/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/157:25 pm
ORD
- SKP
2 stops21h 55m
Multiple Airlines
Wed 8/124:50 pm
SKP
- ORD
2 stops26h 50m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$1,185
This Turkish Airlines deal was found by Cheapflights users on 6/16. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/88:10 pm
ORD
- SKP
1 stop16h 15m
Turkish Airlines
Tue 8/258:45 am
SKP
- ORD
1 stop31h 55m
Turkish Airlines
Deal found 6/16![Turkish Airlines logo]()
$1,199
This Lufthansa deal was found by Cheapflights users on 6/15. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1410:30 pm
ORD
- SKP
2 stops18h 45m
Lufthansa
Sun 8/24:25 am
SKP
- ORD
2 stops20h 50m
Lufthansa
Deal found 6/15![Lufthansa logo]()
$1,212
This Mytrip deal was found by Cheapflights users on 6/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/32:00 pm
ORD
- SKP
3 stops21h 20m
Multiple Airlines
Sat 7/115:30 pm
SKP
- ORD
2 stops52h 40m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$1,208
Last-minute flights from Chicago to North MacedoniaDiscover last-minute flight deals from Chicago to North Macedonia. Data last updated June 17, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to North Macedonia. Data last updated June 17, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 6/17. 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 7/47:25 pm
ORD
- SKP
3 stops23h 45m
Multiple Airlines
Mon 9/74:50 pm
SKP
- ORD
2 stops35h 30m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$972
This FlightHub deal was found by Cheapflights users on 6/17. 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 7/75:10 pm
ORD
- SKP
2 stops36h 45m
LOT
Tue 9/151:35 pm
SKP
- ORD
1 stop13h 15m
LOT
Deal found 6/17![LOT logo]()
$990
This Travelocity deal was found by Cheapflights users on 6/16. 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.
Tue 7/144:05 pm
ORD
- SKP
2 stops25h 10m
Lufthansa
Sun 8/164:25 am
SKP
- ORD
2 stops39h 30m
Lufthansa
Deal found 6/16![Lufthansa logo]()
$988
This KAYAK deal was found by Cheapflights users on 6/16. 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.
Sat 7/2511:03 am
ORD
- SKP
2 stops30h 12m
Austrian Airlines
Mon 10/1212:35 pm
SKP
- ORD
2 stops35h 45m
Austrian Airlines
Deal found 6/16![Austrian Airlines logo]()
$975
This LOT deal was found by Cheapflights users on 6/16. 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.
Sat 7/255:10 pm
ORD
- SKP
1 stop12h 45m
LOT
Sun 10/111:35 pm
SKP
- ORD
1 stop13h 15m
LOT
Deal found 6/16![LOT logo]()
$980
This Air Serbia deal was found by Cheapflights users on 6/16. 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 7/2511:20 pm
ORD
- SKP
1 stop19h 50m
Air Serbia
Tue 9/293:50 am
SKP
- ORD
1 stop17h 40m
Air Serbia
Deal found 6/16![Air Serbia logo]()
$994
This KAYAK deal was found by Cheapflights users on 6/16. 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.
Mon 7/279:40 pm
ORD
- SKP
2 stops19h 35m
Lufthansa
Thu 8/64:25 am
SKP
- ORD
2 stops39h 30m
Lufthansa
Deal found 6/16![Lufthansa logo]()
$983
This Justfly.com deal was found by Cheapflights users on 6/16. 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 7/274:20 pm
ORD
- SKP
1 stop24h 55m
Multiple Airlines
Fri 8/214:25 am
SKP
- ORD
2 stops15h 30m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$987
This Austrian Airlines deal was found by Cheapflights users on 6/16. 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.
Mon 7/274:20 pm
ORD
- SKP
1 stop24h 55m
Austrian Airlines
Wed 9/3012:35 pm
SKP
- ORD
1 stop31h 45m
Austrian Airlines
Deal found 6/16![Austrian Airlines logo]()
$992
This oojo deal was found by Cheapflights users on 6/12. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/279:40 pm
ORD
- SKP
2 stops19h 35m
Lufthansa
Wed 8/1912:35 pm
SKP
- ORD
2 stops31h 20m
Lufthansa
Deal found 6/12![Lufthansa logo]()
$993
This Orbitz deal was found by Cheapflights users on 6/16. 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 7/2811:07 am
ORD
- SKP
2 stops30h 08m
Multiple Airlines
Tue 8/412:35 pm
SKP
- ORD
2 stops31h 20m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$976
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 June 17, 2026.
Search for one-way flight options from Chicago to North Macedonia. Find affordable one-way fares based on user searches. Data last updated June 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/15. 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.
Sun 8/167:25 pm
ORD
- SKP
3 stops44h 50m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 6/14. 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.
Tue 7/287:25 pm
ORD
- SKP
2 stops15h 10m
Multiple Airlines
Deal found 6/14![Multiple Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 7/297:25 pm
ORD
- SKP
3 stops36h 55m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$365
This Kiwi.com deal was found by Cheapflights users on 6/15. 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.
Mon 8/37:25 pm
ORD
- SKP
3 stops41h 50m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 6/15. 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.
Mon 7/1310:16 am
ORD
- SKP
3 stops50h 59m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 6/13. 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.
Tue 7/145:13 pm
ORD
- SKP
3 stops48h 07m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 7/127:25 pm
ORD
- SKP
3 stops45h 25m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$392
This Kiwi.com deal was found by Cheapflights users on 6/15. 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.
Sat 7/410:25 pm
ORD
- SKP
3 stops38h 50m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$415
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 June 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $967 (BusinessClass) |
One-way from | $336 (Kiwi.com) |
Popular in | July |
Cheapest in | November |
Average price | $1,073 |
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 June 17, 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
Thu 12/10
11:45 am-7:55 pm
1 stop25h 10m
Skopje
Mon 12/21
8:45 am-10:00 am
1 stop32h 15m
$1,009
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Tue 7/14
10:30 pm-12:15 am
2 stops18h 45m
Skopje
Tue 8/4
4:25 am-6:15 pm
2 stops20h 50m
$1,020
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Fri 8/28
9:40 pm-12:15 am
2 stops19h 35m
Skopje
Sun 9/20
4:25 am-12:55 pm
2 stops15h 30m
$1,035
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Tue 7/28
4:20 pm-12:15 am
1 stop24h 55m
Skopje
Sun 9/13
4:25 am-1:20 pm
1 stop15h 55m
$1,054
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Sun 7/12
7:25 pm-5:45 pm
2 stops15h 20m
Skopje
Sun 7/19
1:35 pm-3:10 pm
2 stops32h 35m
$1,057
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Wed 7/15
7:25 pm-12:20 am
2 stops21h 55m
Skopje
Wed 8/5
5:30 pm-3:10 pm
2 stops52h 40m
$1,082
Quickest round-trip
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Wed 7/29
11:25 am-7:55 am
1 stop13h 30m
Skopje
Thu 9/17
8:15 pm-9:40 am
1 stop20h 25m
$1,144
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Wed 7/15
7:25 pm-12:20 am
2 stops21h 55m
Skopje
Wed 8/12
4:50 pm-12:40 pm
2 stops26h 50m
$1,185
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Wed 7/8
8:10 pm-7:25 pm
1 stop16h 15m
Skopje
Tue 8/25
8:45 am-9:40 am
1 stop31h 55m
$1,199
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Fri 7/3
2:00 pm-6:20 pm
3 stops21h 20m
Skopje
Sat 7/11
5:30 pm-3:10 pm
2 stops52h 40m
$1,208
Showing 1-10 of 24 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 $472). Flying from Chicago to North Macedonia in June is currently the most expensive (average of $1,237). 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 June 17, 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.
Boarding
7.6
Overall
7.6
Comfort
7.3
Entertainment
6.8
Crew
8.1
Food
6.8
Reviews
1 / 20
10.0
ExcellentKENNETH,Mar 2026
VIE - EWR
Boarding
7.6
Overall
7.6
Comfort
7.3
Entertainment
6.8
Crew
8.1
Food
6.8
Reviews
1 / 20
10.0
ExcellentKENNETH,Mar 2026
VIE - EWR
Boarding
7.6
Overall
7.6
Comfort
7.3
Entertainment
6.8
Crew
8.1
Food
6.8
Reviews
1 / 20
10.0
ExcellentKENNETH,Mar 2026
VIE - EWR
Boarding
7.6
Overall
7.6
Comfort
7.3
Entertainment
6.8
Crew
8.1
Food
6.8
Reviews
1 / 20
10.0
ExcellentKENNETH,Mar 2026
VIE - EWR
Boarding
7.6
Overall
7.6
Comfort
7.3
Entertainment
6.8
Crew
8.1
Food
6.8
Reviews
1 / 20
10.0
ExcellentKENNETH,Mar 2026
VIE - EWR
Boarding
7.6
Overall
7.6
Comfort
7.3
Entertainment
6.8
Crew
8.1
Food
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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Chicago and North Macedonia flights
Browse other Chicago and North Macedonia flight options. Last updated on June 17, 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 June 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$505 | Average$945 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$518 | Average$1,008 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$528 | Average$996 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$549 | Average$885 | FlexibilityNo cancel fee | On-time78% | |
| Cheapest$549 | Average$920 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$552 | Average$1,098 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$740 | Average$894 | FlexibilityNo cancel fee | On-timeN/A |