$281+ 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 11/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SKP
Dec 2 — Dec 91
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
Cheapest
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 November 2, 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 November 2, 2026.
This FlightHub deal was found by Cheapflights users on 11/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/18:15 pm -
1 stop16h 45m
Wed 12/98:50 pm -
1 stop20h 10m
Deal found 11/2![Turkish Airlines logo]()
$699
This Gotogate deal was found by Cheapflights users on 11/1. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/308:15 pm -
1 stop16h 45m
Wed 2/108:50 am -
1 stop16h 30m
Deal found 11/1![Turkish Airlines logo]()
$706
This FlightHub deal was found by Cheapflights users on 11/1. 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 12/211:45 am -
1 stop25h 15m
Thu 12/178:50 pm -
1 stop20h 10m
Deal found 11/1![Turkish Airlines logo]()
$709
This FlightHub deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/911:45 am -
1 stop13h 10m
Wed 12/98:50 pm -
1 stop20h 10m
Deal found 10/29![Turkish Airlines logo]()
$710
This Gotogate deal was found by Cheapflights users on 11/1. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2911:45 am -
1 stop25h 15m
Tue 2/98:50 am -
1 stop16h 30m
Deal found 11/1![Turkish Airlines logo]()
$716
This Justfly.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1111:45 am -
1 stop25h 15m
Wed 11/188:50 pm -
1 stop20h 10m
Deal found 10/28![Turkish Airlines logo]()
$720
This Air Serbia deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Serbia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/267:30 pm -
1 stop12h 05m
Tue 4/133:05 pm -
1 stop30h 25m
Deal found 11/1![Air Serbia logo]()
$723
This FlightHub deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/98:15 pm -
1 stop28h 40m
Tue 12/88:50 am -
1 stop32h 10m
Deal found 10/29![Turkish Airlines logo]()
$724
This CheapOair deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/268:15 pm -
1 stop16h 45m
Thu 12/38:50 pm -
1 stop20h 10m
Deal found 10/28![Turkish Airlines logo]()
$731
This CheapOair deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/911:45 am -
1 stop13h 10m
Wed 1/138:50 pm -
1 stop20h 10m
Deal found 10/29![Turkish Airlines logo]()
$746
This Turkish Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/111:45 am -
1 stop13h 15m
Wed 12/168:50 am -
1 stop32h 10m
Deal found 10/30![Turkish Airlines logo]()
$749
This deal was found by Cheapflights users on 11/1. 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 11/78:15 pm -
1 stop16h 45m
Sat 11/148:45 am -
1 stop16h 35m
Deal found 11/1![Turkish Airlines logo]()
$752
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 November 2, 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 November 2, 2026.
This Turkish Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:45 am -
1 stop13h 15m
Tue 12/158:50 am -
1 stop32h 10m
Deal found 10/28![Turkish Airlines logo]()
$794
This United Airlines deal was found by Cheapflights users on 10/31. 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 12/18:52 am -
2 stops19h 53m
Tue 12/84:30 am -
1 stop16h 30m
Deal found 10/31![United Airlines logo]()
$833
This FlightHub deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/109:50 pm -
2 stops30h 55m
Wed 1/2012:30 pm -
2 stops31h 40m
Deal found 10/29![Lufthansa logo]()
$839
This Turkish Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/38:15 pm -
1 stop28h 45m
Thu 12/178:50 pm -
1 stop20h 10m
Deal found 10/28![Turkish Airlines logo]()
$794
This Turkish Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:45 am -
1 stop13h 15m
Wed 12/168:50 pm -
1 stop28h 30m
Deal found 10/28![Turkish Airlines logo]()
$794
This Turkish Airlines deal was found by Cheapflights users on 11/1. 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 12/311:45 am -
1 stop13h 15m
Fri 12/188:50 am -
1 stop32h 10m
Deal found 11/1![Turkish Airlines logo]()
$794
This Turkish Airlines deal was found by Cheapflights users on 11/1. 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 1/311:45 am -
1 stop25h 15m
Sun 2/288:50 pm -
1 stop28h 30m
Deal found 11/1![Turkish Airlines logo]()
$809
This Turkish Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/111:45 am -
1 stop25h 15m
Sat 12/198:50 am -
1 stop32h 10m
Deal found 10/28![Turkish Airlines logo]()
$809
This Turkish Airlines deal was found by Cheapflights users on 11/1. 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 1/311:45 am -
1 stop13h 15m
Fri 3/58:50 pm -
1 stop20h 10m
Deal found 11/1![Turkish Airlines logo]()
$819
This Turkish Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/911:45 am -
1 stop25h 15m
Wed 1/208:50 am -
1 stop16h 30m
Deal found 10/30![Turkish Airlines logo]()
$829
This Turkish Airlines deal was found by Cheapflights users on 11/1. 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 4/38:05 pm -
1 stop16h 20m
Thu 9/168:45 am -
1 stop31h 50m
Deal found 11/1![Turkish Airlines logo]()
$838
Last-minute flights from Chicago to SkopjeDiscover last-minute flight deals from Chicago to Skopje. Data last updated November 2, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Skopje. Data last updated November 2, 2026 and is based on user searches.
This deal was found by Cheapflights users on 11/1. 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 11/78:15 pm -
1 stop16h 45m
Sat 11/148:45 am -
1 stop16h 35m
Deal found 11/1![Turkish Airlines logo]()
$752
This Turkish Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/811:45 am -
1 stop13h 10m
Fri 12/118:50 pm -
1 stop20h 10m
Deal found 10/29![Turkish Airlines logo]()
$749
This oojo deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/811:45 am -
1 stop25h 15m
Mon 11/168:50 pm -
1 stop20h 10m
Deal found 10/30![Turkish Airlines logo]()
$753
This FlightHub deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/911:45 am -
1 stop13h 10m
Wed 12/98:50 pm -
1 stop20h 10m
Deal found 10/29![Turkish Airlines logo]()
$710
This FlightHub deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/98:15 pm -
1 stop28h 40m
Tue 12/88:50 am -
1 stop32h 10m
Deal found 10/29![Turkish Airlines logo]()
$724
This CheapOair deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/911:45 am -
1 stop13h 10m
Wed 1/138:50 pm -
1 stop20h 10m
Deal found 10/29![Turkish Airlines logo]()
$746
This Turkish Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1011:45 am -
1 stop25h 15m
Tue 12/88:50 am -
1 stop32h 10m
Deal found 10/29![Turkish Airlines logo]()
$764
This Justfly.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1111:45 am -
1 stop25h 15m
Wed 11/188:50 pm -
1 stop20h 10m
Deal found 10/28![Turkish Airlines logo]()
$720
This CheapOair deal was found by Cheapflights users on 10/31. 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 11/1311:45 am -
1 stop25h 15m
Wed 11/258:45 am -
1 stop32h 15m
Deal found 10/31![Turkish Airlines logo]()
$761
This CheapOair deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/268:15 pm -
1 stop16h 45m
Thu 12/38:50 pm -
1 stop20h 10m
Deal found 10/28![Turkish Airlines logo]()
$731
This CheapOair deal was found by Cheapflights users on 11/1. 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 11/2911:45 am -
1 stop13h 10m
Sun 12/68:50 am -
1 stop32h 10m
Deal found 11/1![Turkish Airlines logo]()
$759
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 November 2, 2026.
Search for one-way flight options from Chicago to Skopje. Find affordable one-way fares based on user searches. Data last updated November 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 11/298:10 pm -
2 stops39h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 11/158:10 pm -
2 stops38h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Multiple Airlines logo]()
$289
This Trip.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/316:30 pm -
2 stops23h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Multiple Airlines logo]()
$345
This Expedia deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/245:20 pm -
1 stop12h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Austrian Airlines logo]()
$351
This Trip.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/106:30 pm -
2 stops23h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$358
This United Airlines deal was found by Cheapflights users on 11/1. 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 3/2110:50 pm -
2 stops54h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![United Airlines logo]()
$361
This Austrian Airlines deal was found by Cheapflights users on 11/1. 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.
Mon 3/225:20 pm -
1 stop12h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Austrian Airlines logo]()
$362
This Trip.com deal was found by Cheapflights users on 11/1. 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.
Sun 12/136:30 pm -
2 stops22h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Multiple Airlines logo]()
$378
This Kiwi.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/96:30 pm -
2 stops18h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Multiple Airlines logo]()
$380
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 November 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $699 (CheapOair) |
One-way from | $281 (Kiwi.com) |
Popular in | July |
Cheapest in | February |
Average price | $759 |
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 November 2, 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
Sun 11/29
8:10 pm-6:45 pm
2 stops39h 35m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$281
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sun 12/13
6:30 pm-11:55 pm
2 stops22h 25m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$378
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Tue 12/29
11:45 am-8:00 pm
1 stop25h 15m
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
Wed 12/9
6:30 pm-7:25 pm
3 stops17h 55m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$400
Quickest round-trip
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Tue 1/12
11:45 am-8:00 am
1 stop13h 15m
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
Wed 1/13
8:15 pm-8:00 pm
1 stop16h 45m
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
Mon 12/28
12:50 pm-6:45 pm
2 stops22h 55m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$424
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Fri 1/8
11:45 am-8:00 am
1 stop13h 15m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$459
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sat 1/2
8:15 pm-8:00 pm
1 stop16h 45m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$459
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sat 1/9
11:45 am-8:00 am
1 stop13h 15m
Skopje
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$459
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 November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 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 Accuracy3 stars | Trust Score*3 stars | |
| 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, February is the cheapest month in which you can book a flight from Chicago to Skopje (average of $555). Flying from Chicago to Skopje in June is currently the most expensive (average of $1,138). 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.
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 45% 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 November 2, 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.
Comfort
7.4
Food
7.2
Entertainment
6.9
Boarding
7.6
Crew
8.2
Overall
7.5
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Comfort
7.4
Food
7.2
Entertainment
6.9
Boarding
7.6
Crew
8.2
Overall
7.5
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Comfort
7.4
Food
7.2
Entertainment
6.9
Boarding
7.6
Crew
8.2
Overall
7.5
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Comfort
7.4
Food
7.2
Entertainment
6.9
Boarding
7.6
Crew
8.2
Overall
7.5
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Comfort
7.4
Food
7.2
Entertainment
6.9
Boarding
7.6
Crew
8.2
Overall
7.5
Reviews
1 / 20
10.0
ExcellentRami,Sep 2025
LAX - WAW
Comfort
7.4
Food
7.2
Entertainment
6.9
Boarding
7.6
Crew
8.2
Overall
7.5
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Chicago
Popular flights
Skopje flight routes
Alternative routes for Chicago to Skopje
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Skopje by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Skopje by cabin class
Find flights from Chicago to Skopje, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Skopje flights
Browse other Chicago and Skopje flight options. Last updated on November 2, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on November 2, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 November 2, 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 November 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$504 | Average$976 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$505 | Average$907 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$515 | Average$1,047 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$549 | Average$997 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$552 | Average$951 | FlexibilityNo cancel fee | On-time78% | |
| Cheapest$599 | Average$1,083 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$787 | Average$984 | FlexibilityNo cancel fee | On-timeN/A |