$334+ Cheap flights from Chicago (CHI) to Skopje (SKP)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SKP
Sep 10 — Sep 171
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 August 11, 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 August 11, 2026.
This Air Serbia deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Serbia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2311:55 pm -
1 stop19h 10m
Wed 1/63:10 pm -
1 stop13h 10m
Deal found 8/9![Air Serbia logo]()
$818
This Trip.com deal was found by Cheapflights users on 8/11. 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 9/35:10 pm -
1 stop16h 35m
Fri 10/235:30 pm -
1 stop33h 20m
Deal found 8/11![LOT logo]()
$819
This Turkish Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/68:10 pm -
1 stop28h 45m
Mon 9/218:45 am -
1 stop31h 55m
Deal found 8/10![Turkish Airlines logo]()
$820
This oojo deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:10 pm -
1 stop16h 35m
Thu 10/151:35 pm -
1 stop13h 15m
Deal found 8/11![LOT logo]()
$821
This FlightHub deal was found by Cheapflights users on 8/9. 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 12/2310:35 pm -
2 stops18h 40m
Tue 1/54:30 am -
2 stops21h 03m
Deal found 8/9![Multiple Airlines logo]()
$822
This Justfly.com deal was found by Cheapflights users on 8/9. 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 11/33:45 pm -
2 stops45h 40m
Wed 11/2512:30 pm -
2 stops38h 22m
Deal found 8/9![Multiple Airlines logo]()
$823
This Expedia deal was found by Cheapflights users on 8/9. 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.
Mon 11/27:05 am -
2 stops21h 40m
Tue 11/2412:30 pm -
2 stops31h 40m
Deal found 8/9![Multiple Airlines logo]()
$824
This Turkish Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:10 pm -
1 stop16h 15m
Sun 9/208:15 pm -
1 stop20h 25m
Deal found 8/6![Turkish Airlines logo]()
$825
This FlightHub deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/284:20 pm -
1 stop24h 55m
Fri 1/84:30 am -
2 stops22h 22m
Deal found 8/10![Multiple Airlines logo]()
$826
This LOT deal was found by Cheapflights users on 8/9. 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 LOT is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/139:50 pm -
1 stop32h 05m
Tue 9/221:35 pm -
1 stop13h 15m
Deal found 8/9![LOT logo]()
$828
This United Airlines deal was found by Cheapflights users on 8/10. 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 11/810:32 am -
2 stops18h 13m
Fri 11/204:30 am -
1 stop16h 30m
Deal found 8/10![United Airlines logo]()
$829
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 August 11, 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 August 11, 2026.
This Turkish Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/148:10 pm -
1 stop16h 15m
Sun 9/208:15 pm -
1 stop20h 25m
Deal found 8/6![Turkish Airlines logo]()
$825
This United Airlines deal was found by Cheapflights users on 8/9. 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 11/15:55 am -
2 stops22h 50m
Tue 11/244:30 am -
1 stop16h 30m
Deal found 8/9![United Airlines logo]()
$839
This Air Serbia deal was found by Cheapflights users on 8/9. 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 8/2911:20 pm -
1 stop19h 50m
Tue 9/293:10 pm -
1 stop30h 20m
Deal found 8/9![Air Serbia logo]()
$893
This Turkish Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:10 pm -
1 stop28h 45m
Thu 9/248:15 pm -
1 stop20h 25m
Deal found 8/10![Turkish Airlines logo]()
$835
This United Airlines deal was found by Cheapflights users on 8/11. 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 9/84:20 pm -
1 stop12h 30m
Tue 9/224:25 am -
1 stop15h 55m
Deal found 8/11![United Airlines logo]()
$865
This Air Serbia deal was found by Cheapflights users on 8/8. 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 9/1211:20 pm -
1 stop19h 50m
Sun 9/203:10 pm -
1 stop30h 20m
Deal found 8/8![Air Serbia logo]()
$894
This United Airlines deal was found by Cheapflights users on 8/9. 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 9/148:42 am -
2 stops20h 08m
Fri 9/254:25 am -
2 stops25h 04m
Deal found 8/9![United Airlines logo]()
$879
This Air Serbia deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Serbia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/164:40 pm -
1 stop14h 55m
Fri 9/183:50 am -
1 stop24h 25m
Deal found 8/10![Air Serbia logo]()
$895
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/129:39 pm -
2 stops31h 11m
Fri 9/254:25 am -
2 stops25h 04m
Deal found 8/6![United Airlines logo]()
$885
This Air Serbia deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Serbia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/144:40 pm -
1 stop14h 55m
Sat 9/193:10 pm -
1 stop13h 05m
Deal found 8/10![Air Serbia logo]()
$895
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:22 pm -
2 stops34h 28m
Tue 9/224:25 am -
2 stops26h 15m
Deal found 8/8![United Airlines logo]()
$885
Last-minute flights from Chicago to SkopjeDiscover last-minute flight deals from Chicago to Skopje. Data last updated August 11, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Skopje. Data last updated August 11, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 8/268:10 pm -
1 stop16h 15m
Tue 10/137:05 pm -
2 stops29h 45m
Deal found 8/9![Multiple Airlines logo]()
$834
This Turkish Airlines deal was found by Cheapflights users on 8/10. 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 8/298:10 pm -
1 stop16h 15m
Wed 9/308:15 pm -
1 stop20h 25m
Deal found 8/10![Turkish Airlines logo]()
$830
This Trip.com deal was found by Cheapflights users on 8/11. 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 9/35:10 pm -
1 stop16h 35m
Fri 10/235:30 pm -
1 stop33h 20m
Deal found 8/11![LOT logo]()
$819
This oojo deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:10 pm -
1 stop16h 35m
Thu 10/151:35 pm -
1 stop13h 15m
Deal found 8/11![LOT logo]()
$821
This Turkish Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/68:10 pm -
1 stop28h 45m
Mon 9/288:15 pm -
1 stop20h 25m
Deal found 8/10![Turkish Airlines logo]()
$820
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/75:10 pm -
1 stop12h 45m
Mon 9/215:30 pm -
1 stop28h 40m
Deal found 8/11![LOT logo]()
$833
This LOT deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure LOT is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:10 pm -
1 stop12h 45m
Sat 9/265:30 pm -
1 stop28h 40m
Deal found 8/6![LOT logo]()
$837
This LOT deal was found by Cheapflights users on 8/11. 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 LOT is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:10 pm -
1 stop12h 45m
Tue 9/221:35 pm -
1 stop13h 15m
Deal found 8/11![LOT logo]()
$838
This LOT deal was found by Cheapflights users on 8/9. 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 LOT is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/139:50 pm -
1 stop32h 05m
Tue 9/221:35 pm -
1 stop13h 15m
Deal found 8/9![LOT logo]()
$828
This Turkish Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:10 pm -
1 stop16h 15m
Sun 9/208:15 pm -
1 stop20h 25m
Deal found 8/6![Turkish Airlines logo]()
$825
This FlightHub deal was found by Cheapflights users on 8/11. 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 9/165:10 pm -
1 stop12h 45m
Tue 9/221:35 pm -
1 stop13h 15m
Deal found 8/11![LOT logo]()
$836
This Turkish Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/178:10 pm -
1 stop28h 45m
Wed 9/238:15 pm -
1 stop20h 25m
Deal found 8/6![Turkish Airlines logo]()
$835
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 August 11, 2026.
Search for one-way flight options from Chicago to Skopje. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/286:30 pm -
2 stops34h 15m
Deal found 8/8![Multiple Airlines logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 8/8. 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
Deal found 8/8![Multiple Airlines logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:25 pm -
3 stops33h 55m
Deal found 8/8![Multiple Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/3010:25 pm -
3 stops37h 05m
Deal found 8/10![Multiple Airlines logo]()
$370
This FlightHub deal was found by Cheapflights users on 8/10. 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 9/811:25 am -
1 stop25h 00m
Deal found 8/10![Turkish Airlines logo]()
$384
This Mytrip deal was found by Cheapflights users on 8/11. 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.
Tue 9/110:25 pm -
2 stops19h 25m
Deal found 8/11![Multiple Airlines logo]()
$385
This Justfly.com deal was found by Cheapflights users on 8/9. 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 9/148:10 pm -
1 stop16h 15m
Deal found 8/9![Turkish Airlines logo]()
$389
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 August 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $818 (Air Serbia) |
One-way from | $334 (Kiwi.com) |
Popular in | July |
Cheapest in | November |
Average price | $946 |
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 2,558,603 searches. Data last updated August 11, 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 9/14
8:10 pm-7:25 pm
1 stop16h 15m
Skopje
Sun 9/20
8:15 pm-9:40 am
1 stop20h 25m
$825
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Wed 9/16
8:10 pm-7:55 am
1 stop28h 45m
Skopje
Thu 9/24
8:15 pm-9:40 am
1 stop20h 25m
$835
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sun 11/1
5:55 am-11:45 am
2 stops22h 50m
Skopje
Tue 11/24
4:30 am-2:00 pm
1 stop16h 30m
$839
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Tue 9/8
4:20 pm-11:50 am
1 stop12h 30m
Skopje
Tue 9/22
4:25 am-1:20 pm
1 stop15h 55m
$865
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Mon 9/14
8:42 am-11:50 am
2 stops20h 08m
Skopje
Fri 9/25
4:25 am-10:29 pm
2 stops25h 04m
$879
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sat 9/12
9:39 pm-11:50 am
2 stops31h 11m
Skopje
Fri 9/25
4:25 am-10:29 pm
2 stops25h 04m
$885
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sat 9/12
6:22 pm-11:50 am
2 stops34h 28m
Skopje
Tue 9/22
4:25 am-11:40 pm
2 stops26h 15m
$885
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sat 8/29
11:20 pm-2:10 am
1 stop19h 50m
Skopje
Tue 9/29
3:10 pm-2:30 pm
1 stop30h 20m
$893
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sat 9/12
11:20 pm-2:10 am
1 stop19h 50m
Skopje
Sun 9/20
3:10 pm-2:30 pm
1 stop30h 20m
$894
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Wed 9/16
4:40 pm-2:35 pm
1 stop14h 55m
Skopje
Fri 9/18
3:50 am-9:15 pm
1 stop24h 25m
$895
Showing 1-10 of 21 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 August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Skopje flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Skopje flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Skopje flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Skopje flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Skopje flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Skopje
Have a flexible travel schedule? Discover the best time to fly to Skopje from Chicago with our price prediction graph.
CHI-SKP
ORD-SKP
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Skopje
CHI-SKP
ORD-SKP
What is the cheapest month to book a flight from Chicago to Skopje?
Currently, January is the cheapest month in which you can book a flight from Chicago to Skopje (average of $550). Flying from Chicago to Skopje in July is currently the most expensive (average of $1,112). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Chicago to Skopje?
Airfare is typical for this route at the moment.
Chicago to Skopje flights typically cost between $619 and $1,181 in December.The cheapest round-trip price found within the last 5 days was $818 on Air Serbia (Dec 23-Jan 6).
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 36% 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 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 August 11, 2026.
See what other customers who have flown with Austrian Airlines,LOT, andTurkish Airlines from Chicago to Skopje have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.8
Boarding
7.6
Crew
8.1
Overall
7.6
Comfort
7.3
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreNate,Dec 2025
IAD - GSP
Food
6.8
Boarding
7.6
Crew
8.1
Overall
7.6
Comfort
7.3
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreNate,Dec 2025
IAD - GSP
Food
6.8
Boarding
7.6
Crew
8.1
Overall
7.6
Comfort
7.3
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreNate,Dec 2025
IAD - GSP
Food
6.8
Boarding
7.6
Crew
8.1
Overall
7.6
Comfort
7.3
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreNate,Dec 2025
IAD - GSP
Food
6.8
Boarding
7.6
Crew
8.1
Overall
7.6
Comfort
7.3
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreNate,Dec 2025
IAD - GSP
Food
6.8
Boarding
7.6
Crew
8.1
Overall
7.6
Comfort
7.3
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreNate,Dec 2025
IAD - GSP
Related info for your journey
Find useful and relevant information for your journey from Chicago to Skopje. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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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 2,558,603 searches. Data last updated August 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$497 | Average$878 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$515 | Average$999 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$520 | Average$954 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$548 | Average$892 | FlexibilityNo cancel fee | On-time78% | |
| Cheapest$549 | Average$948 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$561 | Average$1,083 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$755 | Average$898 | FlexibilityNo cancel fee | On-timeN/A |