$342+ 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
Nov 18 — Nov 251
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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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 October 19, 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 October 19, 2026.
This FlightHub deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3012:45 pm -
1 stop25h 10m
Thu 1/288:50 pm -
1 stop20h 10m
Deal found 10/15![Turkish Airlines logo]()
$725
This Justfly.com deal was found by Cheapflights users on 10/18. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/811:45 am -
1 stop13h 15m
Tue 1/128:50 am -
1 stop32h 10m
Deal found 10/18![Turkish Airlines logo]()
$728
This Turkish Airlines deal was found by Cheapflights users on 10/18. 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.
Mon 11/911:45 am -
1 stop13h 10m
Mon 11/168:50 pm -
1 stop28h 30m
Deal found 10/18![Turkish Airlines logo]()
$729
This CheapOair deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:15 pm -
1 stop16h 45m
Wed 12/28:50 pm -
1 stop28h 30m
Deal found 10/14![Turkish Airlines logo]()
$735
This CheapOair deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3012:45 pm -
1 stop25h 10m
Fri 11/208:50 pm -
1 stop20h 10m
Deal found 10/15![Turkish Airlines logo]()
$739
This oojo deal was found by Cheapflights users on 10/17. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:10 pm -
1 stop16h 15m
Thu 11/198:50 pm -
1 stop28h 30m
Deal found 10/17![Turkish Airlines logo]()
$742
This FlightHub deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:15 pm -
1 stop16h 45m
Wed 11/48:50 pm -
1 stop29h 30m
Deal found 10/17![Turkish Airlines logo]()
$747
This oojo deal was found by Cheapflights users on 10/18. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:15 pm -
1 stop28h 40m
Wed 11/188:50 pm -
1 stop20h 10m
Deal found 10/18![Turkish Airlines logo]()
$748
This FlightHub deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Tue 11/178:45 am -
1 stop16h 35m
Deal found 10/15![Turkish Airlines logo]()
$749
This FlightHub deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:45 pm -
1 stop25h 10m
Sun 11/88:50 pm -
1 stop28h 30m
Deal found 10/15![Turkish Airlines logo]()
$754
This FlightHub deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/268:15 pm -
1 stop16h 45m
Sat 1/308:45 am -
1 stop32h 15m
Deal found 10/15![Turkish Airlines logo]()
$755
This Turkish Airlines deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/911:45 am -
1 stop25h 15m
Sat 12/198:45 am -
1 stop32h 15m
Deal found 10/15![Turkish Airlines logo]()
$759
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 October 19, 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 October 19, 2026.
This Turkish Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1511:45 am -
1 stop13h 10m
Thu 11/198:50 pm -
1 stop28h 30m
Deal found 10/16![Turkish Airlines logo]()
$729
This Cheapflightsfares deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/2512:55 pm -
2 stops15h 50m
Sun 3/74:30 am -
1 stop16h 30m
Deal found 10/15![Austrian Airlines logo]()
$784
This United Airlines deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/139:00 am -
2 stops19h 45m
Thu 12/244:30 am -
2 stops21h 20m
Deal found 10/15![United Airlines logo]()
$834
This FlightHub deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/93:35 pm -
2 stops25h 40m
Sun 4/189:20 am -
2 stops37h 15m
Deal found 10/17![Multiple Airlines logo]()
$847
This Turkish Airlines deal was found by Cheapflights users on 10/17. 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 11/1611:45 am -
1 stop13h 10m
Thu 11/198:50 pm -
1 stop20h 10m
Deal found 10/17![Turkish Airlines logo]()
$729
This United deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/29:35 pm -
2 stops31h 10m
Tue 1/1212:30 pm -
2 stops33h 50m
Deal found 10/16![Multiple Airlines logo]()
$850
This United Airlines deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1410:35 am -
2 stops18h 10m
Tue 12/224:30 am -
1 stop16h 30m
Deal found 10/15![United Airlines logo]()
$861
This Turkish Airlines deal was found by Cheapflights users on 10/18. 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.
Mon 11/238:15 pm -
1 stop28h 40m
Mon 11/308:45 am -
1 stop32h 15m
Deal found 10/18![Turkish Airlines logo]()
$824
This KAYAK deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:00 pm -
2 stops15h 45m
Wed 1/612:30 pm -
2 stops35h 35m
Deal found 10/14![Austrian Airlines logo]()
$931
This United Airlines deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/227:45 pm -
2 stops33h 00m
Tue 12/14:30 am -
1 stop16h 30m
Deal found 10/14![United Airlines logo]()
$872
This Turkish Airlines deal was found by Cheapflights users on 10/18. 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.
Fri 11/278:15 pm -
1 stop16h 45m
Mon 11/308:45 am -
1 stop32h 15m
Deal found 10/18![Turkish Airlines logo]()
$824
This Turkish Airlines deal was found by Cheapflights users on 10/18. 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.
Thu 11/268:15 pm -
1 stop28h 40m
Mon 11/308:50 pm -
1 stop28h 30m
Deal found 10/18![Turkish Airlines logo]()
$824
Last-minute flights from Chicago to SkopjeDiscover last-minute flight deals from Chicago to Skopje. Data last updated October 19, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Skopje. Data last updated October 19, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 10/17. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:10 pm -
1 stop16h 15m
Thu 11/198:50 pm -
1 stop28h 30m
Deal found 10/17![Turkish Airlines logo]()
$742
This FlightHub deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:10 pm -
1 stop28h 45m
Mon 11/28:45 am -
1 stop33h 15m
Deal found 10/17![Turkish Airlines logo]()
$780
This FlightHub deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:10 pm -
1 stop16h 15m
Sat 11/78:50 pm -
1 stop20h 10m
Deal found 10/16![Turkish Airlines logo]()
$781
This FlightHub deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:45 pm -
1 stop25h 10m
Sun 11/88:50 pm -
1 stop28h 30m
Deal found 10/15![Turkish Airlines logo]()
$754
This FlightHub deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3012:45 pm -
1 stop25h 10m
Thu 1/288:50 pm -
1 stop20h 10m
Deal found 10/15![Turkish Airlines logo]()
$725
This CheapOair deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3012:45 pm -
1 stop25h 10m
Fri 11/208:50 pm -
1 stop20h 10m
Deal found 10/15![Turkish Airlines logo]()
$739
This FlightHub deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:15 pm -
1 stop16h 45m
Wed 11/48:50 pm -
1 stop29h 30m
Deal found 10/17![Turkish Airlines logo]()
$747
This oojo deal was found by Cheapflights users on 10/18. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:15 pm -
1 stop28h 40m
Wed 11/188:50 pm -
1 stop20h 10m
Deal found 10/18![Turkish Airlines logo]()
$748
This FlightHub deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Tue 11/178:45 am -
1 stop16h 35m
Deal found 10/15![Turkish Airlines logo]()
$749
This Turkish Airlines deal was found by Cheapflights users on 10/18. 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.
Mon 11/911:45 am -
1 stop13h 10m
Tue 11/178:45 am -
1 stop16h 35m
Deal found 10/18![Turkish Airlines logo]()
$729
This CheapOair deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:15 pm -
1 stop16h 45m
Wed 12/28:50 pm -
1 stop28h 30m
Deal found 10/14![Turkish Airlines logo]()
$735
This FlightHub deal was found by Cheapflights users on 10/18. 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.
Tue 11/248:15 pm -
1 stop16h 45m
Mon 11/308:45 am -
1 stop32h 15m
Deal found 10/18![Turkish Airlines logo]()
$767
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 October 19, 2026.
Search for one-way flight options from Chicago to Skopje. Find affordable one-way fares based on user searches. Data last updated October 19, 2026.
This Trip.com deal was found by Cheapflights users on 10/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/306:30 pm -
2 stops16h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Multiple Airlines logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:05 pm -
3 stops45h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/23:55 pm -
3 stops42h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$359
This FlightHub deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/39:15 pm -
1 stop15h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Turkish Airlines logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/278:05 pm -
2 stops40h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$383
This oojo deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/29:15 pm -
1 stop27h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Turkish Airlines logo]()
$385
This FlightHub deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2711:45 am -
1 stop13h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Turkish Airlines logo]()
$400
This Cheapflightsfares deal was found by Cheapflights users on 10/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/304:20 pm -
1 stop12h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Austrian Airlines logo]()
$511
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 October 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $725 (FlightHub) |
One-way from | $342 (Trip.com) |
Popular in | July |
Cheapest in | February |
Average price | $966 |
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 October 19, 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-6:05 pm
2 stops16h 35m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$342
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Tue 11/3
8:05 pm-12:20 am
3 stops45h 15m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$343
Quickest round-trip
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Tue 11/3
9:15 pm-8:00 pm
1 stop15h 45m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$377
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sun 12/27
8:05 pm-7:25 pm
2 stops40h 20m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$383
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sun 11/15
11:45 am-7:55 am
1 stop13h 10m
Skopje
Thu 11/19
8:50 pm-6:20 pm
1 stop28h 30m
$729
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Mon 11/16
11:45 am-7:55 am
1 stop13h 10m
Skopje
Thu 11/19
8:50 pm-10:00 am
1 stop20h 10m
$729
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Mon 1/25
12:55 pm-11:45 am
2 stops15h 50m
Skopje
Sun 3/7
4:30 am-2:00 pm
1 stop16h 30m
$784
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Mon 11/23
8:15 pm-7:55 am
1 stop28h 40m
Skopje
Mon 11/30
8:45 am-10:00 am
1 stop32h 15m
$824
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Fri 11/27
8:15 pm-8:00 pm
1 stop16h 45m
Skopje
Mon 11/30
8:45 am-10:00 am
1 stop32h 15m
$824
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Thu 11/26
8:15 pm-7:55 am
1 stop28h 40m
Skopje
Mon 11/30
8:50 pm-6:20 pm
1 stop28h 30m
$824
Showing 1-10 of 16 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 October.
| 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
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What is the cheapest month to book a flight from Chicago to Skopje?
Currently, February is the cheapest month in which you can book a flight from Chicago to Skopje (average of $554). Flying from Chicago to Skopje in July is currently the most expensive (average of $1,116). 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 below average for this route at the moment.
Chicago to Skopje flights typically cost between $768 and $988 in October.The cheapest round-trip price found within the last 5 days was $725 on Turkish Airlines (Oct 30-Jan 28).
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 43% 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 30m.
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 56m.
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 86 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 October 19, 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.
Crew
8.2
Overall
7.6
Boarding
7.6
Food
7.2
Comfort
7.5
Entertainment
6.9
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Crew
8.2
Overall
7.6
Boarding
7.6
Food
7.2
Comfort
7.5
Entertainment
6.9
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Crew
8.2
Overall
7.6
Boarding
7.6
Food
7.2
Comfort
7.5
Entertainment
6.9
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Crew
8.2
Overall
7.6
Boarding
7.6
Food
7.2
Comfort
7.5
Entertainment
6.9
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Crew
8.2
Overall
7.6
Boarding
7.6
Food
7.2
Comfort
7.5
Entertainment
6.9
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Crew
8.2
Overall
7.6
Boarding
7.6
Food
7.2
Comfort
7.5
Entertainment
6.9
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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Chicago and Skopje flights
Browse other Chicago and Skopje flight options. Last updated on October 19, 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 October 19, 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 October 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$505 | Average$907 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$514 | Average$965 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$515 | Average$1,049 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$549 | Average$997 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$550 | Average$948 | FlexibilityNo cancel fee | On-time78% | |
| Cheapest$598 | Average$1,084 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$787 | Average$925 | FlexibilityNo cancel fee | On-timeN/A |