$361+ 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SKP
Jul 9 — Jul 161
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 9, 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 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 9/64:20 pm
ORD
- SKP
1 stop12h 30m
Multiple Airlines
Fri 9/114:50 pm
SKP
- ORD
1 stop28h 35m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$986
This Lufthansa deal was found by Cheapflights users on 6/8. 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.
Mon 7/610:30 pm
ORD
- SKP
2 stops18h 45m
Lufthansa
Tue 7/284:25 am
SKP
- ORD
2 stops20h 50m
Lufthansa
Deal found 6/8![Lufthansa logo]()
$987
This FlightHub deal was found by Cheapflights users on 6/6. 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 8/110:30 pm
ORD
- SKP
2 stops18h 45m
Multiple Airlines
Mon 8/3112:35 pm
SKP
- ORD
2 stops35h 24m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$989
This Mytrip deal was found by Cheapflights users on 6/6. 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 7/107:25 pm
ORD
- SKP
2 stops21h 55m
Multiple Airlines
Mon 7/275:30 pm
SKP
- ORD
2 stops52h 40m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$991
This KAYAK deal was found by Cheapflights users on 6/8. 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 7/74:05 pm
ORD
- SKP
2 stops25h 10m
Lufthansa
Mon 7/2712:35 pm
SKP
- ORD
2 stops36h 40m
Lufthansa
Deal found 6/8![Lufthansa logo]()
$992
This KAYAK deal was found by Cheapflights users on 6/8. 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 7/610:30 pm
ORD
- SKP
2 stops18h 45m
Lufthansa
Thu 7/304:25 am
SKP
- ORD
2 stops22h 30m
Lufthansa
Deal found 6/8![Lufthansa logo]()
$993
This Orbitz deal was found by Cheapflights users on 6/6. 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.
Sat 7/259:40 pm
ORD
- SKP
2 stops19h 35m
Multiple Airlines
Mon 8/2412:35 pm
SKP
- ORD
2 stops37h 02m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$994
This FlightHub deal was found by Cheapflights users on 6/6. 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.
Fri 7/249:40 pm
ORD
- SKP
2 stops19h 35m
Lufthansa
Sun 8/2312:35 pm
SKP
- ORD
2 stops36h 40m
Lufthansa
Deal found 6/6![Lufthansa logo]()
$995
This Expedia deal was found by Cheapflights users on 6/6. 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.
Sat 7/48:40 pm
ORD
- SKP
2 stops44h 35m
Multiple Airlines
Tue 7/144:25 am
SKP
- ORD
2 stops20h 50m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$996
This Kiwi.com deal was found by Cheapflights users on 6/8. 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
Sun 10/115:00 pm
SKP
- ORD
2 stops31h 50m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$998
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/104:20 pm
ORD
- SKP
1 stop24h 55m
Multiple Airlines
Tue 8/2512:35 pm
SKP
- ORD
2 stops31h 20m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$999
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 9, 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 9, 2026.
This Lufthansa deal was found by Cheapflights users on 6/8. 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 9/49:40 pm
ORD
- SKP
2 stops19h 35m
Lufthansa
Sun 9/134:25 am
SKP
- ORD
2 stops15h 30m
Lufthansa
Deal found 6/8![Lufthansa logo]()
$996
This Austrian Airlines deal was found by Cheapflights users on 6/5. 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.
Fri 7/2411:07 am
ORD
- SKP
2 stops30h 08m
Austrian Airlines
Tue 11/1712:30 pm
SKP
- ORD
1 stop32h 30m
Austrian Airlines
Deal found 6/5![Austrian Airlines logo]()
$1,053
This Air Serbia deal was found by Cheapflights users on 6/5. 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 8/1511:20 pm
ORD
- SKP
1 stop19h 50m
Air Serbia
Sat 8/223:10 pm
SKP
- ORD
1 stop13h 05m
Air Serbia
Deal found 6/5![Air Serbia logo]()
$1,066
This United Airlines deal was found by Cheapflights users on 6/5. 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.
Fri 7/243:53 pm
ORD
- SKP
2 stops36h 57m
United Airlines
Thu 11/194:30 am
SKP
- ORD
1 stop16h 30m
United Airlines
Deal found 6/5![United Airlines logo]()
$1,066
This United deal was found by Cheapflights users on 6/7. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/124:20 pm
ORD
- SKP
1 stop24h 55m
Multiple Airlines
Sat 8/2212:35 pm
SKP
- ORD
2 stops31h 20m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$1,095
This Lufthansa deal was found by Cheapflights users on 6/6. 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 6/2610:30 pm
ORD
- SKP
2 stops18h 45m
Lufthansa
Thu 8/274:25 am
SKP
- ORD
2 stops15h 30m
Lufthansa
Deal found 6/6![Lufthansa logo]()
$1,119
This Lufthansa deal was found by Cheapflights users on 6/5. 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.
Thu 7/239:40 pm
ORD
- SKP
2 stops19h 35m
Multiple Airlines
Tue 11/174:30 am
SKP
- ORD
1 stop16h 30m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$1,128
This Air Serbia deal was found by Cheapflights users on 6/8. 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
Tue 8/113:10 pm
SKP
- ORD
1 stop30h 20m
Air Serbia
Deal found 6/8![Air Serbia logo]()
$1,211
This Lufthansa deal was found by Cheapflights users on 6/6. 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.
Mon 7/139:40 pm
ORD
- SKP
2 stops19h 35m
Lufthansa
Tue 8/44:25 am
SKP
- ORD
2 stops15h 30m
Lufthansa
Deal found 6/6![Lufthansa logo]()
$1,215
This Air Serbia deal was found by Cheapflights users on 6/8. 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.
Wed 7/14:40 pm
ORD
- SKP
1 stop26h 30m
Air Serbia
Tue 8/183:10 pm
SKP
- ORD
1 stop30h 20m
Air Serbia
Deal found 6/8![Air Serbia logo]()
$1,221
This Air Serbia deal was found by Cheapflights users on 6/6. 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.
Wed 7/84:40 pm
ORD
- SKP
1 stop26h 30m
Air Serbia
Tue 8/253:50 am
SKP
- ORD
1 stop17h 40m
Air Serbia
Deal found 6/6![Air Serbia logo]()
$1,221
This Air Serbia deal was found by Cheapflights users on 6/8. 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 7/411:20 pm
ORD
- SKP
1 stop19h 50m
Air Serbia
Fri 7/103:50 am
SKP
- ORD
1 stop24h 25m
Air Serbia
Deal found 6/8![Air Serbia logo]()
$1,237
Last-minute flights from Chicago to North MacedoniaDiscover last-minute flight deals from Chicago to North Macedonia. Data last updated June 9, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to North Macedonia. Data last updated June 9, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 6/8. 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.
Thu 7/25:10 pm
ORD
- SKP
1 stop16h 35m
LOT
Thu 10/291:25 pm
SKP
- ORD
1 stop13h 30m
LOT
Deal found 6/8![LOT logo]()
$1,001
This FlightHub deal was found by Cheapflights users on 6/4. 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.
Fri 7/39:40 pm
ORD
- SKP
2 stops19h 35m
Lufthansa
Tue 8/1812:35 pm
SKP
- ORD
2 stops31h 20m
Lufthansa
Deal found 6/4![Lufthansa logo]()
$1,000
This Expedia deal was found by Cheapflights users on 6/6. 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.
Sat 7/48:40 pm
ORD
- SKP
2 stops44h 35m
Multiple Airlines
Tue 7/144:25 am
SKP
- ORD
2 stops20h 50m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$996
This Lufthansa deal was found by Cheapflights users on 6/8. 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.
Mon 7/610:30 pm
ORD
- SKP
2 stops18h 45m
Lufthansa
Tue 7/284:25 am
SKP
- ORD
2 stops20h 50m
Lufthansa
Deal found 6/8![Lufthansa logo]()
$987
This KAYAK deal was found by Cheapflights users on 6/8. 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 7/610:30 pm
ORD
- SKP
2 stops18h 45m
Lufthansa
Thu 7/304:25 am
SKP
- ORD
2 stops22h 30m
Lufthansa
Deal found 6/8![Lufthansa logo]()
$993
This KAYAK deal was found by Cheapflights users on 6/8. 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 7/74:05 pm
ORD
- SKP
2 stops25h 10m
Lufthansa
Mon 7/2712:35 pm
SKP
- ORD
2 stops36h 40m
Lufthansa
Deal found 6/8![Lufthansa logo]()
$992
This Mytrip deal was found by Cheapflights users on 6/6. 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 7/107:25 pm
ORD
- SKP
2 stops21h 55m
Multiple Airlines
Mon 7/275:30 pm
SKP
- ORD
2 stops52h 40m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$991
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/104:20 pm
ORD
- SKP
1 stop24h 55m
Multiple Airlines
Tue 8/2512:35 pm
SKP
- ORD
2 stops31h 20m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$999
This Mytrip deal was found by Cheapflights users on 6/6. 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 7/139:50 am
ORD
- SKP
3 stops31h 00m
Multiple Airlines
Wed 8/263:50 am
SKP
- ORD
3 stops22h 25m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$1,002
This FlightHub deal was found by Cheapflights users on 6/6. 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.
Fri 7/249:40 pm
ORD
- SKP
2 stops19h 35m
Lufthansa
Sun 8/2312:35 pm
SKP
- ORD
2 stops36h 40m
Lufthansa
Deal found 6/6![Lufthansa logo]()
$995
This Orbitz deal was found by Cheapflights users on 6/6. 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.
Sat 7/259:40 pm
ORD
- SKP
2 stops19h 35m
Multiple Airlines
Mon 8/2412:35 pm
SKP
- ORD
2 stops37h 02m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$994
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 9, 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 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 8/197:25 pm
ORD
- SKP
3 stops20h 50m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 6/6. 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 7/47:25 pm
ORD
- SKP
3 stops36h 55m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 6/6. 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 7/77:25 pm
ORD
- SKP
3 stops45h 25m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$404
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 stops41h 50m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$420
This Trip.com deal was found by Cheapflights users on 6/4. 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.
Mon 7/133:35 pm
ORD
- SKP
2 stops25h 15m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$443
This Kiwi.com deal was found by Cheapflights users on 6/6. 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 7/67:25 pm
ORD
- SKP
3 stops36h 55m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$447
This Kiwi.com deal was found by Cheapflights users on 6/6. 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 7/87:25 pm
ORD
- SKP
3 stops36h 55m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$455
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 8/194:40 pm
ORD
- SKP
1 stop26h 30m
Air Serbia
Deal found 6/8![Air Serbia logo]()
$468
This Mytrip deal was found by Cheapflights users on 6/4. 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 7/52:20 pm
ORD
- SKP
2 stops18h 00m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$476
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 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $989 (FlightHub) |
One-way from | $361 (Kiwi.com) |
Popular in | June |
Cheapest in | November |
Average price | $1,104 |
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 9, 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
Fri 9/4
9:40 pm-12:15 am
2 stops19h 35m
Skopje
Sun 9/13
4:25 am-12:55 pm
2 stops15h 30m
$996
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Fri 7/24
11:07 am-12:15 am
2 stops30h 08m
Skopje
Tue 11/17
12:30 pm-2:00 pm
1 stop32h 30m
$1,053
Quickest round-trip
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Sat 8/15
11:20 pm-2:10 am
1 stop19h 50m
Skopje
Sat 8/22
3:10 pm-9:15 pm
1 stop13h 05m
$1,066
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Fri 7/24
3:53 pm-11:50 am
2 stops36h 57m
Skopje
Thu 11/19
4:30 am-2:00 pm
1 stop16h 30m
$1,066
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Sun 7/12
4:20 pm-12:15 am
1 stop24h 55m
Skopje
Sat 8/22
12:35 pm-12:55 pm
2 stops31h 20m
$1,095
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Fri 6/26
10:30 pm-12:15 am
2 stops18h 45m
Skopje
Thu 8/27
4:25 am-12:55 pm
2 stops15h 30m
$1,119
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Thu 7/23
9:40 pm-12:15 am
2 stops19h 35m
Skopje
Tue 11/17
4:30 am-2:00 pm
1 stop16h 30m
$1,128
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Sat 7/18
11:20 pm-2:35 pm
1 stop32h 15m
Skopje
Tue 8/11
3:10 pm-2:30 pm
1 stop30h 20m
$1,211
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Mon 7/13
9:40 pm-12:15 am
2 stops19h 35m
Skopje
Tue 8/4
4:25 am-12:55 pm
2 stops15h 30m
$1,215
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Wed 7/1
4:40 pm-2:10 am
1 stop26h 30m
Skopje
Tue 8/18
3:10 pm-2:30 pm
1 stop30h 20m
$1,221
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 $472). Flying from Chicago to North Macedonia in June is currently the most expensive (average of $1,221). 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 9, 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.
Comfort
7.3
Entertainment
6.8
Food
6.8
Boarding
7.6
Crew
8.1
Overall
7.6
Reviews
1 / 20
10.0
ExcellentKENNETH,Mar 2026
VIE - EWR
Comfort
7.3
Entertainment
6.8
Food
6.8
Boarding
7.6
Crew
8.1
Overall
7.6
Reviews
1 / 20
10.0
ExcellentKENNETH,Mar 2026
VIE - EWR
Comfort
7.3
Entertainment
6.8
Food
6.8
Boarding
7.6
Crew
8.1
Overall
7.6
Reviews
1 / 20
10.0
ExcellentKENNETH,Mar 2026
VIE - EWR
Comfort
7.3
Entertainment
6.8
Food
6.8
Boarding
7.6
Crew
8.1
Overall
7.6
Reviews
1 / 20
10.0
ExcellentKENNETH,Mar 2026
VIE - EWR
Comfort
7.3
Entertainment
6.8
Food
6.8
Boarding
7.6
Crew
8.1
Overall
7.6
Reviews
1 / 20
10.0
ExcellentKENNETH,Mar 2026
VIE - EWR
Comfort
7.3
Entertainment
6.8
Food
6.8
Boarding
7.6
Crew
8.1
Overall
7.6
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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Complete your trip
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Search flights from Chicago to North Macedonia by cabin class
Find flights from Chicago to North Macedonia, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and North Macedonia flights
Browse other Chicago and North Macedonia flight options. Last updated on June 9, 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 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$505 | Average$957 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$518 | Average$1,005 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$528 | Average$1,019 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$548 | Average$883 | FlexibilityNo cancel fee | On-time78% | |
| Cheapest$549 | Average$912 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$558 | Average$1,082 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$740 | Average$894 | FlexibilityNo cancel fee | On-timeN/A |