$314+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SKP
Aug 29 — Sep 51
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 July 30, 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 July 30, 2026.
This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/185:10 pm
ORD
- SKP
2 stops16h 35m
LOT
Thu 10/151:35 pm
SKP
- ORD
1 stop13h 15m
LOT
Deal found 7/30![LOT logo]()
$851
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:10 pm
ORD
- SKP
1 stop12h 45m
LOT
Sun 10/111:35 pm
SKP
- ORD
2 stops32h 35m
LOT
Deal found 7/30![LOT logo]()
$852
This Justfly.com deal was found by Cheapflights users on 7/30. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:10 pm
ORD
- SKP
1 stop28h 45m
Turkish Airlines
Fri 10/168:45 am
SKP
- ORD
1 stop16h 30m
Turkish Airlines
Deal found 7/30![Turkish Airlines logo]()
$854
This oojo deal was found by Cheapflights users on 7/30. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:10 pm
ORD
- SKP
2 stops40h 35m
LOT
Thu 9/31:35 pm
SKP
- ORD
2 stops32h 35m
LOT
Deal found 7/30![LOT logo]()
$856
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:10 pm
ORD
- SKP
1 stop16h 15m
Multiple Airlines
Fri 10/165:45 am
SKP
- ORD
2 stops19h 05m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$858
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:10 pm
ORD
- SKP
1 stop16h 15m
Multiple Airlines
Wed 10/145:50 pm
SKP
- ORD
2 stops31h 00m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$862
This oojo deal was found by Cheapflights users on 7/30. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/78:10 pm
ORD
- SKP
1 stop33h 45m
LOT
Thu 9/31:35 pm
SKP
- ORD
1 stop13h 15m
LOT
Deal found 7/30![LOT logo]()
$864
This Mytrip deal was found by Cheapflights users on 7/30. 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 8/277:25 pm
ORD
- SKP
3 stops23h 45m
Multiple Airlines
Thu 9/36:00 pm
SKP
- ORD
2 stops29h 00m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$865
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:10 pm
ORD
- SKP
1 stop16h 15m
Multiple Airlines
Sun 10/185:10 pm
SKP
- ORD
2 stops31h 40m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$866
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:10 pm
ORD
- SKP
1 stop16h 15m
Multiple Airlines
Sat 10/176:55 pm
SKP
- ORD
2 stops29h 55m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$867
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:10 pm
ORD
- SKP
1 stop16h 15m
Multiple Airlines
Sun 10/185:10 pm
SKP
- ORD
2 stops31h 40m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$868
This Turkish Airlines deal was found by Cheapflights users on 7/27. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/188:10 pm
ORD
- SKP
1 stop28h 45m
Turkish Airlines
Thu 10/158:15 pm
SKP
- ORD
1 stop20h 25m
Turkish Airlines
Deal found 7/27![Turkish Airlines logo]()
$869
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 July 30, 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 July 30, 2026.
This United Airlines deal was found by Cheapflights users on 7/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/254:00 pm
ORD
- SKP
2 stops36h 45m
United Airlines
Tue 1/54:30 am
SKP
- ORD
1 stop16h 30m
United Airlines
Deal found 7/27![United Airlines logo]()
$875
This Air Serbia deal was found by Cheapflights users on 7/26. 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 Air Serbia 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
Tue 9/83:50 am
SKP
- ORD
1 stop17h 40m
Air Serbia
Deal found 7/26![Air Serbia logo]()
$895
This United deal was found by Cheapflights users on 7/26. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:39 pm
ORD
- SKP
2 stops31h 11m
Multiple Airlines
Wed 12/212:30 pm
SKP
- ORD
2 stops31h 40m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$896
This Turkish Airlines deal was found by Cheapflights users on 7/26. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/168:10 pm
ORD
- SKP
1 stop28h 45m
Turkish Airlines
Fri 10/98:45 am
SKP
- ORD
1 stop31h 55m
Turkish Airlines
Deal found 7/26![Turkish Airlines logo]()
$914
This United Airlines deal was found by Cheapflights users on 7/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:39 pm
ORD
- SKP
2 stops31h 11m
United Airlines
Thu 9/174:25 am
SKP
- ORD
1 stop15h 55m
United Airlines
Deal found 7/29![United Airlines logo]()
$880
This Air Serbia deal was found by Cheapflights users on 7/28. 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 Air Serbia 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
Tue 9/223:10 pm
SKP
- ORD
1 stop30h 20m
Air Serbia
Deal found 7/28![Air Serbia logo]()
$897
This United Airlines deal was found by Cheapflights users on 7/26. 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.
Wed 9/27:45 am
ORD
- SKP
2 stops21h 05m
United Airlines
Fri 10/164:25 am
SKP
- ORD
2 stops19h 55m
United Airlines
Deal found 7/26![United Airlines logo]()
$884
This United Airlines deal was found by Cheapflights users on 7/26. 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 8/319:40 pm
ORD
- SKP
2 stops31h 10m
United Airlines
Wed 9/94:25 am
SKP
- ORD
2 stops23h 15m
United Airlines
Deal found 7/26![United Airlines logo]()
$889
This United Airlines deal was found by Cheapflights users on 7/26. 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 8/319:40 pm
ORD
- SKP
2 stops31h 10m
United Airlines
Wed 10/214:25 am
SKP
- ORD
2 stops25h 03m
United Airlines
Deal found 7/26![United Airlines logo]()
$889
This United Airlines deal was found by Cheapflights users on 7/26. 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.
Sat 8/296:15 pm
ORD
- SKP
2 stops34h 35m
United Airlines
Tue 12/14:30 am
SKP
- ORD
1 stop16h 30m
United Airlines
Deal found 7/26![United Airlines logo]()
$915
Last-minute flights from Chicago to North MacedoniaDiscover last-minute flight deals from Chicago to North Macedonia. Data last updated July 30, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to North Macedonia. Data last updated July 30, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 7/30. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/78:10 pm
ORD
- SKP
1 stop33h 45m
LOT
Thu 9/31:35 pm
SKP
- ORD
1 stop13h 15m
LOT
Deal found 7/30![LOT logo]()
$864
This Turkish Airlines deal was found by Cheapflights users on 7/30. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/168:10 pm
ORD
- SKP
1 stop28h 45m
Turkish Airlines
Fri 10/168:45 am
SKP
- ORD
1 stop16h 30m
Turkish Airlines
Deal found 7/30![Turkish Airlines logo]()
$869
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:10 pm
ORD
- SKP
1 stop12h 45m
LOT
Sun 10/111:35 pm
SKP
- ORD
2 stops32h 35m
LOT
Deal found 7/30![LOT logo]()
$852
This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/185:10 pm
ORD
- SKP
2 stops16h 35m
LOT
Thu 10/151:35 pm
SKP
- ORD
1 stop13h 15m
LOT
Deal found 7/30![LOT logo]()
$851
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:10 pm
ORD
- SKP
1 stop16h 15m
Multiple Airlines
Fri 10/165:45 am
SKP
- ORD
2 stops19h 05m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$858
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:10 pm
ORD
- SKP
1 stop16h 15m
Multiple Airlines
Sun 10/185:10 pm
SKP
- ORD
2 stops31h 40m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$866
This Justfly.com deal was found by Cheapflights users on 7/30. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:10 pm
ORD
- SKP
1 stop28h 45m
Turkish Airlines
Fri 10/168:45 am
SKP
- ORD
1 stop16h 30m
Turkish Airlines
Deal found 7/30![Turkish Airlines logo]()
$854
This oojo deal was found by Cheapflights users on 7/30. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:10 pm
ORD
- SKP
2 stops40h 35m
LOT
Thu 9/31:35 pm
SKP
- ORD
2 stops32h 35m
LOT
Deal found 7/30![LOT logo]()
$856
This Mytrip deal was found by Cheapflights users on 7/30. 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 8/277:25 pm
ORD
- SKP
3 stops23h 45m
Multiple Airlines
Thu 9/36:00 pm
SKP
- ORD
2 stops29h 00m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$865
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:10 pm
ORD
- SKP
1 stop16h 15m
Multiple Airlines
Wed 10/145:50 pm
SKP
- ORD
2 stops31h 00m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$862
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:10 pm
ORD
- SKP
1 stop16h 15m
Multiple Airlines
Sat 10/176:55 pm
SKP
- ORD
2 stops29h 55m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$867
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:10 pm
ORD
- SKP
1 stop16h 15m
Multiple Airlines
Sun 10/185:10 pm
SKP
- ORD
2 stops31h 40m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$868
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 July 30, 2026.
Search for one-way flight options from Chicago to North Macedonia. Find affordable one-way fares based on user searches. Data last updated July 30, 2026.
This Trip.com deal was found by Cheapflights users on 7/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:25 pm
ORD
- SKP
2 stops15h 10m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:25 pm
ORD
- SKP
3 stops36h 55m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/86:30 pm
ORD
- SKP
2 stops34h 15m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:30 pm
ORD
- SKP
2 stops21h 50m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:25 pm
ORD
- SKP
3 stops36h 55m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$371
This CheapOair deal was found by Cheapflights users on 7/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/98:10 pm
ORD
- SKP
1 stop28h 45m
Turkish Airlines
Deal found 7/26![Turkish Airlines logo]()
$389
This Turkish Airlines deal was found by Cheapflights users on 7/26. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:10 pm
ORD
- SKP
1 stop28h 45m
Turkish Airlines
Deal found 7/26![Turkish Airlines logo]()
$390
This oojo deal was found by Cheapflights users on 7/27. 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.
Fri 1/84:20 pm
ORD
- SKP
1 stop12h 25m
Austrian Airlines
Deal found 7/27![Austrian Airlines logo]()
$414
This FlightHub deal was found by Cheapflights users on 7/26. 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.
Mon 8/108:10 pm
ORD
- SKP
1 stop16h 15m
Turkish Airlines
Deal found 7/26![Turkish Airlines logo]()
$419
This Flightnetwork deal was found by Cheapflights users on 7/29. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/128:10 pm
ORD
- SKP
1 stop16h 15m
Turkish Airlines
Deal found 7/29![Turkish Airlines logo]()
$427
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 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $862 (oojo) |
One-way from | $314 (Trip.com) |
Popular in | July |
Cheapest in | November |
Average price | $1,206 |
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 30, 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 12/25
4:00 pm-11:45 am
2 stops36h 45m
Skopje
Tue 1/5
4:30 am-2:00 pm
1 stop16h 30m
$875
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Sat 9/5
9:39 pm-11:50 am
2 stops31h 11m
Skopje
Thu 9/17
4:25 am-1:20 pm
1 stop15h 55m
$880
Quickest round-trip
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Wed 9/2
7:45 am-11:50 am
2 stops21h 05m
Skopje
Fri 10/16
4:25 am-5:20 pm
2 stops19h 55m
$884
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Mon 8/31
9:40 pm-11:50 am
2 stops31h 10m
Skopje
Wed 9/9
4:25 am-8:40 pm
2 stops23h 15m
$889
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Mon 8/31
9:40 pm-11:50 am
2 stops31h 10m
Skopje
Wed 10/21
4:25 am-10:28 pm
2 stops25h 03m
$889
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Wed 8/26
4:40 pm-2:10 am
1 stop26h 30m
Skopje
Tue 9/8
3:50 am-2:30 pm
1 stop17h 40m
$895
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Sat 8/29
9:39 pm-11:50 am
2 stops31h 11m
Skopje
Wed 12/2
12:30 pm-1:10 pm
2 stops31h 40m
$896
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Wed 8/19
4:40 pm-2:10 am
1 stop26h 30m
Skopje
Tue 9/22
3:10 pm-2:30 pm
1 stop30h 20m
$897
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Sun 8/16
8:10 pm-7:55 am
1 stop28h 45m
Skopje
Fri 10/9
8:45 am-9:40 am
1 stop31h 55m
$914
ChicagoSkopje
ORD - SKP
ORDSKP
Chicago O'Hare Intl
Sat 8/29
6:15 pm-11:50 am
2 stops34h 35m
Skopje
Tue 12/1
4:30 am-2:00 pm
1 stop16h 30m
$915
Showing 1-10 of 21 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, January is the cheapest month in which you can book a flight from Chicago to North Macedonia (average of $550). Flying from Chicago to North Macedonia in July is currently the most expensive (average of $1,102). 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 July 30, 2026.
Peruse reviews from past customers who have flown with LOT,Austrian Airlines, 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.
Overall
7.6
Crew
8.2
Comfort
7.5
Entertainment
6.9
Boarding
7.6
Food
7.2
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Overall
7.6
Crew
8.2
Comfort
7.5
Entertainment
6.9
Boarding
7.6
Food
7.2
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Overall
7.6
Crew
8.2
Comfort
7.5
Entertainment
6.9
Boarding
7.6
Food
7.2
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Overall
7.6
Crew
8.2
Comfort
7.5
Entertainment
6.9
Boarding
7.6
Food
7.2
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Overall
7.6
Crew
8.2
Comfort
7.5
Entertainment
6.9
Boarding
7.6
Food
7.2
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Overall
7.6
Crew
8.2
Comfort
7.5
Entertainment
6.9
Boarding
7.6
Food
7.2
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
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
Complete your trip to North Macedonia by adding a car rental and/or hotel reservation to your travel itinerary.
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 July 30, 2026.
Popular flight searches
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Chicago to North Macedonia flights
Consider these flights traveling from Chicago to North Macedonia.
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 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$497 | Average$900 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$516 | Average$997 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$517 | Average$936 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$548 | Average$889 | FlexibilityNo cancel fee | On-time78% | |
| Cheapest$549 | Average$922 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$555 | Average$1,093 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$755 | Average$896 | FlexibilityNo cancel fee | On-timeN/A |