$315+ 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 11/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SKP
Oct 22 — Oct 291
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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
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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 22, 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 22, 2026.
This FlightHub deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2611:45 am -
1 stop13h 10m
Mon 11/308:45 pm -
1 stop20h 15m
Deal found 9/21![Turkish Airlines logo]()
$729
This FlightHub deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/118:15 pm -
1 stop16h 40m
Sun 11/158:45 am -
1 stop16h 35m
Deal found 9/22![Turkish Airlines logo]()
$734
This FlightHub deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/49:15 pm -
1 stop15h 40m
Wed 4/148:45 am -
1 stop16h 30m
Deal found 9/22![Turkish Airlines logo]()
$742
This deal was found by Cheapflights users on 9/18. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/88:15 pm -
1 stop16h 40m
Sun 11/298:45 am -
1 stop16h 35m
Deal found 9/18![Turkish Airlines logo]()
$744
This Mytrip deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/266:30 pm -
3 stops24h 35m
Sun 12/63:10 pm -
3 stops33h 10m
Deal found 9/22![Multiple Airlines logo]()
$745
This Turkish Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2111:25 am -
1 stop13h 30m
Wed 11/48:45 am -
1 stop17h 35m
Deal found 9/17![Turkish Airlines logo]()
$750
This deal was found by Cheapflights users on 9/18. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:45 pm -
1 stop12h 10m
Sun 11/298:45 am -
1 stop16h 35m
Deal found 9/18![Turkish Airlines logo]()
$751
This FlightHub deal was found by Cheapflights users on 9/18. 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 10/3112:45 pm -
1 stop13h 10m
Mon 11/168:45 am -
1 stop16h 35m
Deal found 9/18![Turkish Airlines logo]()
$753
This FlightHub deal was found by Cheapflights users on 9/18. 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.
Wed 11/49:15 pm -
1 stop15h 40m
Sat 11/148:45 pm -
1 stop28h 35m
Deal found 9/18![Turkish Airlines logo]()
$760
This FlightHub deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/88:10 pm -
1 stop16h 15m
Mon 10/128:15 pm -
1 stop20h 25m
Deal found 9/19![Turkish Airlines logo]()
$761
This Turkish Airlines deal was found by Cheapflights users on 9/21. 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 10/128:10 pm -
1 stop16h 15m
Tue 10/208:15 pm -
1 stop20h 25m
Deal found 9/21![Turkish Airlines logo]()
$765
This deal was found by Cheapflights users on 9/18. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/79:15 pm -
1 stop15h 40m
Sun 11/298:45 am -
1 stop16h 35m
Deal found 9/18![Turkish Airlines logo]()
$766
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 22, 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 22, 2026.
This Turkish Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:10 pm -
1 stop16h 15m
Tue 11/108:45 am -
1 stop32h 15m
Deal found 9/17![Turkish Airlines logo]()
$750
This United deal was found by Cheapflights users on 9/21. 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 12/129:35 pm -
2 stops31h 10m
Fri 2/58:55 am -
1 stop14h 20m
Deal found 9/21![Multiple Airlines logo]()
$834
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:55 am -
2 stops23h 50m
Tue 11/104:30 am -
2 stops26h 31m
Deal found 9/17![United Airlines logo]()
$849
This Turkish Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2311:25 am -
1 stop25h 00m
Thu 11/58:45 pm -
1 stop21h 15m
Deal found 9/17![Turkish Airlines logo]()
$780
This Justfly.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/309:50 pm -
2 stops19h 25m
Tue 12/812:30 pm -
1 stop32h 30m
Deal found 9/20![Multiple Airlines logo]()
$834
This Turkish Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:25 am -
1 stop25h 00m
Wed 10/218:15 pm -
1 stop20h 25m
Deal found 9/17![Turkish Airlines logo]()
$790
This United deal was found by Cheapflights users on 9/18. 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 10/244:20 pm -
2 stops37h 25m
Thu 1/214:30 am -
2 stops34h 37m
Deal found 9/18![Multiple Airlines logo]()
$854
This Turkish Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1811:25 am -
1 stop13h 30m
Mon 11/98:45 pm -
1 stop20h 15m
Deal found 9/17![Turkish Airlines logo]()
$790
This United deal was found by Cheapflights users on 9/21. 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 12/126:15 pm -
2 stops34h 30m
Wed 2/312:30 pm -
2 stops37h 35m
Deal found 9/21![Multiple Airlines logo]()
$855
This Turkish Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2612:45 pm -
1 stop13h 10m
Sat 11/78:45 pm -
1 stop20h 15m
Deal found 9/17![Turkish Airlines logo]()
$810
This Turkish Airlines deal was found by Cheapflights users on 9/18. 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.
Tue 10/68:10 pm -
1 stop28h 45m
Tue 10/138:15 pm -
1 stop20h 25m
Deal found 9/18![Turkish Airlines logo]()
$849
Last-minute flights from Chicago to SkopjeDiscover last-minute flight deals from Chicago to Skopje. Data last updated September 22, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Skopje. Data last updated September 22, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/88:10 pm -
1 stop16h 15m
Mon 10/128:15 pm -
1 stop20h 25m
Deal found 9/19![Turkish Airlines logo]()
$761
This Justfly.com deal was found by Cheapflights users on 9/21. 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.
Sat 10/108:10 pm -
1 stop16h 15m
Sat 10/318:45 pm -
1 stop21h 15m
Deal found 9/21![Turkish Airlines logo]()
$786
This Turkish Airlines deal was found by Cheapflights users on 9/21. 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 10/128:10 pm -
1 stop16h 15m
Tue 10/208:15 pm -
1 stop20h 25m
Deal found 9/21![Turkish Airlines logo]()
$765
This Turkish Airlines deal was found by Cheapflights users on 9/21. 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 10/158:10 pm -
1 stop28h 45m
Tue 10/208:15 pm -
1 stop29h 00m
Deal found 9/21![Turkish Airlines logo]()
$775
This Turkish Airlines deal was found by Cheapflights users on 9/21. 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 10/168:10 pm -
1 stop28h 45m
Tue 10/208:45 am -
1 stop16h 30m
Deal found 9/21![Turkish Airlines logo]()
$805
This Turkish Airlines deal was found by Cheapflights users on 9/21. 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 10/178:10 pm -
1 stop28h 45m
Wed 10/218:15 pm -
1 stop20h 25m
Deal found 9/21![Turkish Airlines logo]()
$790
This Air Canada deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/188:49 am -
2 stops28h 11m
Fri 11/68:55 am -
2 stops34h 02m
Deal found 9/17![Air Canada logo]()
$806
This Turkish Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2111:25 am -
1 stop13h 30m
Wed 11/48:45 am -
1 stop17h 35m
Deal found 9/17![Turkish Airlines logo]()
$750
This Turkish Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/249:15 pm -
1 stop28h 40m
Thu 11/58:45 pm -
1 stop21h 15m
Deal found 9/17![Turkish Airlines logo]()
$780
This FlightHub deal was found by Cheapflights users on 9/18. 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 10/3112:45 pm -
1 stop13h 10m
Mon 11/168:45 am -
1 stop16h 35m
Deal found 9/18![Turkish Airlines logo]()
$753
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 22, 2026.
Search for one-way flight options from Chicago to Skopje. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 11/306:30 pm -
2 stops18h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Multiple Airlines logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 9/20![Multiple Airlines logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 11/16:30 pm -
3 stops46h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Multiple Airlines logo]()
$327
This FlightHub deal was found by Cheapflights users on 9/21. 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 10/68:10 pm -
1 stop28h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Turkish Airlines logo]()
$377
This CheapOair deal was found by Cheapflights users on 9/18. 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 11/112:45 pm -
1 stop12h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Turkish Airlines logo]()
$389
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/15:40 pm -
2 stops43h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$401
This Booking.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/278:10 pm -
1 stop16h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Turkish Airlines logo]()
$486
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 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $729 (Justfly.com) |
One-way from | $315 (Kiwi.com) |
Popular in | July |
Cheapest in | February |
Average price | $768 |
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 22, 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
Mon 11/30
6:30 pm-8:05 pm
2 stops18h 35m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$315
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sun 9/27
10:25 pm-11:15 pm
3 stops41h 50m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$323
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sun 11/1
6:30 pm-11:35 pm
3 stops46h 05m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$327
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Tue 12/1
6:30 pm-12:20 am
3 stops22h 50m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$327
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Mon 11/30
11:45 am-7:55 am
1 stop13h 10m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$377
Quickest round-trip
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sun 11/1
12:45 pm-7:55 am
1 stop12h 10m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$389
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Tue 10/6
8:10 pm-2:10 am
3 stops23h 00m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$584
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Mon 10/19
8:10 pm-7:25 pm
1 stop16h 15m
Skopje
Tue 11/10
8:45 am-10:00 am
1 stop32h 15m
$750
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Fri 10/23
11:25 am-7:25 pm
1 stop25h 00m
Skopje
Thu 11/5
8:45 pm-11:00 am
1 stop21h 15m
$780
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sat 10/17
11:25 am-7:25 pm
1 stop25h 00m
Skopje
Wed 10/21
8:15 pm-9:40 am
1 stop20h 25m
$790
Showing 1-10 of 18 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 Accuracy- | Trust Score*1 star | |
| 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 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 $1,111). 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 $636 and $806 in October.The cheapest round-trip price found within the last 5 days was $729 on Turkish Airlines (Oct 12-Oct 26).
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 39% 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 22, 2026.
See what other customers who have flown with LOT,Austrian Airlines, 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.
Boarding
7.6
Comfort
7.5
Entertainment
6.9
Food
7.2
Overall
7.6
Crew
8.2
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Boarding
7.6
Comfort
7.5
Entertainment
6.9
Food
7.2
Overall
7.6
Crew
8.2
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Boarding
7.6
Comfort
7.5
Entertainment
6.9
Food
7.2
Overall
7.6
Crew
8.2
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Boarding
7.6
Comfort
7.5
Entertainment
6.9
Food
7.2
Overall
7.6
Crew
8.2
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Boarding
7.6
Comfort
7.5
Entertainment
6.9
Food
7.2
Overall
7.6
Crew
8.2
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Boarding
7.6
Comfort
7.5
Entertainment
6.9
Food
7.2
Overall
7.6
Crew
8.2
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 Skopje. 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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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 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$497 | Average$894 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$514 | Average$1,030 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$518 | Average$959 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$546 | Average$924 | FlexibilityNo cancel fee | On-time78% | |
| Cheapest$549 | Average$985 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$561 | Average$1,083 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$796 | Average$909 | FlexibilityNo cancel fee | On-timeN/A |