$309+ Cheap flights from Chicago (CHI) to Skopje (SKP)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SKP
Oct 8 — Oct 151
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Skopje with Cheapflights
1. Tell us where you want to go
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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Skopje
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Best
Last-minute
One-way
Cheapest flights from Chicago to SkopjeExplore the most affordable flight options available from Chicago to Skopje. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 8, 2026.
Explore the most affordable flight options available from Chicago to Skopje. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 8, 2026.
This FlightHub deal was found by Cheapflights users on 9/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/279:50 pm -
2 stops30h 55m
Tue 1/1212:30 pm -
2 stops57h 22m
Deal found 9/7![Multiple Airlines logo]()
$777
This Turkish Airlines deal was found by Cheapflights users on 9/2. 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.
Sat 10/1711:25 am -
1 stop25h 00m
Wed 10/218:45 am -
1 stop31h 55m
Deal found 9/2![Turkish Airlines logo]()
$780
This FlightHub deal was found by Cheapflights users on 9/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/86:17 pm -
2 stops43h 08m
Wed 1/2712:30 pm -
2 stops31h 40m
Deal found 9/7![Multiple Airlines logo]()
$781
This FlightHub deal was found by Cheapflights users on 9/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/79:50 pm -
2 stops19h 25m
Wed 1/2712:30 pm -
2 stops31h 40m
Deal found 9/7![Lufthansa logo]()
$783
This Austrian Airlines deal was found by Cheapflights users on 9/7. 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 Austrian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/94:20 pm -
1 stop24h 55m
Wed 1/2712:30 pm -
2 stops35h 33m
Deal found 9/7![Austrian Airlines logo]()
$785
This FlightHub deal was found by Cheapflights users on 9/5. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:10 pm -
1 stop16h 15m
Sun 11/158:45 pm -
1 stop28h 35m
Deal found 9/5![Turkish Airlines logo]()
$786
This Turkish Airlines deal was found by Cheapflights users on 9/7. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/511:45 am -
1 stop13h 10m
Fri 1/298:45 pm -
1 stop20h 15m
Deal found 9/7![Turkish Airlines logo]()
$790
This FlightHub deal was found by Cheapflights users on 9/6. 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 10/168:10 pm -
1 stop28h 45m
Sun 11/18:45 am -
1 stop33h 15m
Deal found 9/6![Turkish Airlines logo]()
$791
This Air Serbia deal was found by Cheapflights users on 9/6. 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 9/304:40 pm -
1 stop26h 30m
Wed 1/63:10 pm -
1 stop13h 10m
Deal found 9/6![Air Serbia logo]()
$792
This Trip.com deal was found by Cheapflights users on 9/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/288:10 pm -
1 stop16h 15m
Thu 10/88:15 pm -
1 stop20h 25m
Deal found 9/7![Turkish Airlines logo]()
$793
This United Airlines deal was found by Cheapflights users on 9/7. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/79:30 pm -
2 stops31h 15m
Thu 1/284:30 am -
2 stops21h 35m
Deal found 9/7![United Airlines logo]()
$795
This Justfly.com deal was found by Cheapflights users on 9/6. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:10 pm -
1 stop16h 15m
Mon 10/128:15 pm -
1 stop29h 00m
Deal found 9/6![Turkish Airlines logo]()
$796
Best flights from Chicago to SkopjeDiscover carefully curated flight deals from Chicago to Skopje that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 8, 2026.
Discover carefully curated flight deals from Chicago to Skopje that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 8, 2026.
This Turkish Airlines deal was found by Cheapflights users on 9/4. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:25 am -
1 stop25h 00m
Wed 10/218:45 am -
1 stop31h 55m
Deal found 9/4![Turkish Airlines logo]()
$790
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1010:39 am -
2 stops18h 06m
Fri 3/194:30 am -
1 stop16h 30m
Deal found 9/6![United Airlines logo]()
$840
This Austrian Airlines deal was found by Cheapflights users on 9/6. 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 Austrian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/31:30 pm -
2 stops15h 15m
Sun 3/1412:30 pm -
1 stop32h 30m
Deal found 9/6![Austrian Airlines logo]()
$890
This Air Serbia deal was found by Cheapflights users on 9/3. 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 9/214:40 pm -
1 stop14h 55m
Tue 9/293:50 am -
1 stop17h 40m
Deal found 9/3![Air Serbia logo]()
$895
This Justfly.com deal was found by Cheapflights users on 9/7. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2310:35 pm -
2 stops18h 40m
Tue 12/294:30 am -
2 stops21h 20m
Deal found 9/7![Multiple Airlines logo]()
$901
This Turkish Airlines deal was found by Cheapflights users on 9/7. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/68:15 pm -
1 stop16h 40m
Mon 1/258:45 pm -
1 stop28h 35m
Deal found 9/7![Turkish Airlines logo]()
$790
This Turkish Airlines deal was found by Cheapflights users on 9/7. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/511:45 am -
1 stop13h 10m
Fri 1/298:45 pm -
1 stop20h 15m
Deal found 9/7![Turkish Airlines logo]()
$790
This Turkish Airlines deal was found by Cheapflights users on 9/6. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:45 pm -
1 stop24h 10m
Tue 3/168:45 am -
1 stop16h 35m
Deal found 9/6![Turkish Airlines logo]()
$799
This Turkish Airlines deal was found by Cheapflights users on 9/7. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/611:45 am -
1 stop25h 10m
Sun 1/248:45 pm -
1 stop28h 35m
Deal found 9/7![Turkish Airlines logo]()
$810
This Turkish Airlines deal was found by Cheapflights users on 9/7. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/511:45 am -
1 stop25h 10m
Mon 1/258:45 pm -
1 stop28h 35m
Deal found 9/7![Turkish Airlines logo]()
$830
This Turkish Airlines deal was found by Cheapflights users on 9/6. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/412:45 pm -
1 stop12h 10m
Sat 3/138:45 am -
1 stop32h 15m
Deal found 9/6![Turkish Airlines logo]()
$859
Last-minute flights from Chicago to SkopjeDiscover last-minute flight deals from Chicago to Skopje. Data last updated September 8, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Skopje. Data last updated September 8, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 9/5. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:10 pm -
1 stop16h 15m
Sun 11/158:45 pm -
1 stop28h 35m
Deal found 9/5![Turkish Airlines logo]()
$786
This Booking.com deal was found by Cheapflights users on 9/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:10 pm -
1 stop16h 15m
Mon 10/58:15 pm -
1 stop20h 25m
Deal found 9/5![Turkish Airlines logo]()
$809
This Turkish Airlines deal was found by Cheapflights users on 9/6. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:10 pm -
1 stop16h 15m
Tue 10/68:15 pm -
1 stop20h 25m
Deal found 9/6![Turkish Airlines logo]()
$819
This Turkish Airlines deal was found by Cheapflights users on 9/7. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/278:10 pm -
1 stop16h 15m
Thu 10/88:15 pm -
1 stop20h 25m
Deal found 9/7![Turkish Airlines logo]()
$810
This Trip.com deal was found by Cheapflights users on 9/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/288:10 pm -
1 stop16h 15m
Thu 10/88:15 pm -
1 stop20h 25m
Deal found 9/7![Turkish Airlines logo]()
$793
This Air Serbia deal was found by Cheapflights users on 9/6. 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 9/304:40 pm -
1 stop26h 30m
Wed 1/63:10 pm -
1 stop13h 10m
Deal found 9/6![Air Serbia logo]()
$792
This Justfly.com deal was found by Cheapflights users on 9/6. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:10 pm -
1 stop16h 15m
Mon 10/128:15 pm -
1 stop29h 00m
Deal found 9/6![Turkish Airlines logo]()
$796
This FlightHub deal was found by Cheapflights users on 9/3. 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 10/98:10 pm -
1 stop28h 45m
Wed 10/288:45 am -
1 stop16h 35m
Deal found 9/3![Turkish Airlines logo]()
$805
This FlightHub deal was found by Cheapflights users on 9/6. 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 10/168:10 pm -
1 stop28h 45m
Sun 11/18:45 am -
1 stop33h 15m
Deal found 9/6![Turkish Airlines logo]()
$791
This Turkish Airlines deal was found by Cheapflights users on 9/2. 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.
Sat 10/1711:25 am -
1 stop25h 00m
Wed 10/218:45 am -
1 stop31h 55m
Deal found 9/2![Turkish Airlines logo]()
$780
One-way flights from Chicago to SkopjeSearch for one-way flight options from Chicago to Skopje. Find affordable one-way fares based on user searches. Data last updated September 8, 2026.
Search for one-way flight options from Chicago to Skopje. Find affordable one-way fares based on user searches. Data last updated September 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 12/46:30 pm -
2 stops23h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Multiple Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Sun 10/410:25 pm -
3 stops41h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 12/68:05 pm -
2 stops56h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Multiple Airlines logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2710:25 pm -
3 stops41h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Multiple Airlines logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Mon 10/57:25 pm -
3 stops32h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$348
This Travelocity deal was found by Cheapflights users on 9/3. 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.
Wed 1/206:50 pm -
1 stop34h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![SWISS logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 12/56:30 pm -
3 stops34h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Multiple Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Thu 10/17:25 pm -
3 stops44h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$359
This Booking.com deal was found by Cheapflights users on 9/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/299:50 pm -
2 stops30h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Lufthansa logo]()
$370
Find flight deals from Chicago to Skopje
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Skopje (SKP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $777 (FlightHub) |
One-way from | $309 (Kiwi.com) |
Popular in | July |
Cheapest in | February |
Average price | $738 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Skopje 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 7,457,451 searches. Data last updated September 8, 2026.
Use the filters below to find and compare flights from Chicago to Skopje that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Wed 1/20
6:50 pm-12:25 pm
1 stop34h 35m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$351
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sat 12/5
6:30 pm-12:00 pm
3 stops34h 30m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$357
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Wed 1/20
10:05 am-12:25 pm
2 stops43h 20m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$359
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Tue 12/29
9:50 pm-11:45 am
2 stops30h 55m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$370
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sun 9/27
4:55 pm-11:15 pm
2 stops47h 20m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$389
Quickest round-trip
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Fri 12/4
4:20 pm-11:45 am
1 stop12h 25m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$419
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sun 9/20
7:25 pm-11:15 pm
3 stops44h 50m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$419
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sat 10/3
7:25 pm-10:50 pm
3 stops20h 25m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$437
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Tue 12/29
6:30 pm-3:00 pm
3 stops37h 30m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$449
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Thu 9/24
4:55 pm-12:50 am
1 stop24h 55m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$469
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from Chicago to Skopje
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Skopje in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Skopje flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Skopje flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Skopje flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Skopje flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Skopje flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Skopje
Have a flexible travel schedule? Discover the best time to fly to Skopje from Chicago with our price prediction graph.
CHI-SKP
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 Skopje
CHI-SKP
ORD-SKP
What is the cheapest month to book a flight from Chicago to Skopje?
Currently, January is the cheapest month in which you can book a flight from Chicago to Skopje (average of $550). Flying from Chicago to Skopje in July is currently the most expensive (average of $1,112). 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 much does it cost to fly round-trip from Chicago to Skopje?
Airfare is typical for this route at the moment.
Chicago to Skopje flights typically cost between $608 and $839 in December.The cheapest round-trip price found within the last 5 days was $777 on Multiple Airlines (Dec 27-Jan 12).
What’s the top layover airport for flights from Chicago to Skopje?
Share of 1-stop round-trip flights from Chicago to Skopje chosen by Cheapflights users in the past 12 months, using the same layover each way.
Warsaw (WAW) – chosen by Cheapflights users on 38% of 1-stop itineraries from Chicago to Skopje on Cheapflights.
What’s the cheapest layover airport for flights from Chicago to Skopje?
Average round-trip fare for 1-stop flights from Chicago to Skopje, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Zurich (ZRH) is the most affordable 1-stop option, with an average round-trip price of $569.
What’s the fastest layover option from Chicago to Skopje?
Shortest average travel time for 1-stop one-way flights from Chicago to Skopje, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Vienna (VIE) have the shortest average one-way travel time for 1-stop routes: 12h 28m.
Which airport typically offers the quickest layover for flights from Chicago to Skopje?
Average layover duration for 1-stop one-way flights from Chicago to Skopje, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Warsaw (WAW) offer the fastest connection on this route, with an average layover time of 1h 55m.
How far ahead should I book a flight from Chicago to Skopje?
The price you pay for your flight from Chicago to Skopje may vary depending on when you book. For the best chance of a lower fare, look to book 12 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Skopje
Get insights into the airlines that provide service to Skopje. 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 Skopje. Reviews last updated September 8, 2026.
See what other customers who have flown with Austrian Airlines,LOT, andTurkish Airlines from Chicago to Skopje have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.8
Boarding
7.6
Comfort
7.3
Crew
8.1
Overall
7.6
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreNate,Dec 2025
IAD - GSP
Food
6.8
Boarding
7.6
Comfort
7.3
Crew
8.1
Overall
7.6
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreNate,Dec 2025
IAD - GSP
Food
6.8
Boarding
7.6
Comfort
7.3
Crew
8.1
Overall
7.6
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreNate,Dec 2025
IAD - GSP
Food
6.8
Boarding
7.6
Comfort
7.3
Crew
8.1
Overall
7.6
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreNate,Dec 2025
IAD - GSP
Food
6.8
Boarding
7.6
Comfort
7.3
Crew
8.1
Overall
7.6
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreNate,Dec 2025
IAD - GSP
Food
6.8
Boarding
7.6
Comfort
7.3
Crew
8.1
Overall
7.6
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreNate,Dec 2025
IAD - GSP
Related info for your journey
Find useful and relevant information for your journey from Chicago to Skopje. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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Chicago and Skopje flights
Browse other Chicago and Skopje flight options. Last updated on September 8, 2026.
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Other flights to Skopje
Explore flights to Skopje departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 8, 2026.
Top 7 airlines flying from Chicago to Skopje
Discover the top 7 airlines that operate flights from Chicago to Skopje. 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 7,457,451 searches. Data last updated September 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$497 | Average$894 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$514 | Average$1,023 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$518 | Average$959 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$548 | Average$901 | FlexibilityNo cancel fee | On-time78% | |
| Cheapest$549 | Average$955 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$564 | Average$1,080 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$788 | Average$910 | FlexibilityNo cancel fee | On-timeN/A |