$305+ 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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SKP
Sep 21 — Sep 281
Round-trip
1 adult, Economy
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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 August 22, 2026.
Explore the most affordable flight options available from Chicago to Skopje. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 22, 2026.
This FlightHub deal was found by Cheapflights users on 8/17. 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.
Sun 10/187:05 pm -
1 stop17h 55m
Fri 11/68:55 am -
2 stops17h 57m
Deal found 8/17![Multiple Airlines logo]()
$806
This Trip.com deal was found by Cheapflights users on 8/18. 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 9/78:10 pm -
1 stop28h 45m
Thu 10/18:15 pm -
1 stop20h 25m
Deal found 8/18![Turkish Airlines logo]()
$809
This Air Canada deal was found by Cheapflights users on 8/18. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/47:05 am -
2 stops30h 20m
Fri 11/138:55 am -
3 stops18h 26m
Deal found 8/18![Air Canada logo]()
$810
This Expedia deal was found by Cheapflights users on 8/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/108:50 pm -
2 stops40h 35m
Tue 11/1712:30 pm -
2 stops31h 40m
Deal found 8/18![Multiple Airlines logo]()
$811
This Mytrip deal was found by Cheapflights users on 8/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/78:10 pm -
1 stop28h 45m
Wed 11/48:45 am -
1 stop17h 35m
Deal found 8/18![Turkish Airlines logo]()
$815
This Air Serbia deal was found by Cheapflights users on 8/18. 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 Air Serbia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2911:20 pm -
1 stop32h 00m
Thu 11/264:00 am -
1 stop17h 45m
Deal found 8/18![Air Serbia logo]()
$818
This CheapOair deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/811:25 am -
1 stop13h 30m
Mon 10/128:45 am -
1 stop31h 55m
Deal found 8/18![Turkish Airlines logo]()
$820
This United deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/229:35 pm -
2 stops43h 40m
Tue 1/54:30 am -
1 stop16h 30m
Deal found 8/19![Multiple Airlines logo]()
$821
This Travelocity deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/258:50 pm -
2 stops44h 25m
Fri 2/128:55 am -
2 stops29h 55m
Deal found 8/19![Multiple Airlines logo]()
$823
This FlightHub deal was found by Cheapflights users on 8/18. 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.
Mon 12/284:20 pm -
1 stop24h 55m
Fri 1/84:30 am -
2 stops22h 22m
Deal found 8/18![Multiple Airlines logo]()
$824
This CheapOair deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:10 pm -
1 stop28h 45m
Sun 10/48:15 pm -
1 stop20h 25m
Deal found 8/18![Turkish Airlines logo]()
$825
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 22, 2026.
Discover carefully curated flight deals from Chicago to Skopje that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 22, 2026.
This Turkish Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/111:45 am -
1 stop25h 10m
Sun 1/248:45 pm -
1 stop20h 15m
Deal found 8/19![Turkish Airlines logo]()
$810
This United deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/29:49 pm -
2 stops30h 56m
Sat 1/2312:30 pm -
2 stops37h 03m
Deal found 8/18![Multiple Airlines logo]()
$850
This Air Serbia deal was found by Cheapflights users on 8/18. 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 Air Serbia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/24:40 pm -
1 stop26h 30m
Sat 9/263:10 pm -
1 stop13h 05m
Deal found 8/18![Air Serbia logo]()
$893
This SWISS deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/172:20 pm -
1 stop22h 35m
Mon 9/218:45 pm -
1 stop26h 10m
Deal found 8/19![SWISS logo]()
$923
This Austrian Airlines deal was found by Cheapflights users on 8/18. 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 Austrian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:55 pm -
2 stops15h 55m
Mon 9/2112:35 pm -
1 stop31h 45m
Deal found 8/18![Austrian Airlines logo]()
$960
This Turkish Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2711:45 am -
1 stop25h 10m
Sat 2/138:45 am -
1 stop16h 35m
Deal found 8/20![Turkish Airlines logo]()
$840
This Air Serbia deal was found by Cheapflights users on 8/18. 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 Air Serbia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/24:40 pm -
1 stop26h 30m
Tue 9/293:10 pm -
1 stop30h 20m
Deal found 8/18![Air Serbia logo]()
$893
This Mytrip deal was found by Cheapflights users on 8/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/128:40 pm -
2 stops40h 15m
Wed 11/188:40 pm -
3 stops27h 05m
Deal found 8/17![Multiple Airlines logo]()
$947
This Air Serbia deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Sun 9/203:50 am -
1 stop17h 40m
Deal found 8/21![Air Serbia logo]()
$894
This United deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:45 am -
2 stops21h 05m
Mon 11/212:30 pm -
2 stops37h 01m
Deal found 8/21![Multiple Airlines logo]()
$952
This Expedia deal was found by Cheapflights users on 8/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/249:50 pm -
2 stops19h 25m
Sun 2/144:30 am -
1 stop16h 30m
Deal found 8/17![Multiple Airlines logo]()
$972
Last-minute flights from Chicago to SkopjeDiscover last-minute flight deals from Chicago to Skopje. Data last updated August 22, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Skopje. Data last updated August 22, 2026 and is based on user searches.
This Air Serbia deal was found by Cheapflights users on 8/18. 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 Air Serbia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2911:20 pm -
1 stop32h 00m
Thu 11/264:00 am -
1 stop17h 45m
Deal found 8/18![Air Serbia logo]()
$818
This oojo deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/69:50 pm -
1 stop32h 05m
Sun 10/181:35 pm -
1 stop13h 15m
Deal found 8/21![LOT logo]()
$824
This Trip.com deal was found by Cheapflights users on 8/18. 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 9/78:10 pm -
1 stop28h 45m
Thu 10/18:15 pm -
1 stop20h 25m
Deal found 8/18![Turkish Airlines logo]()
$809
This Mytrip deal was found by Cheapflights users on 8/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/78:10 pm -
1 stop28h 45m
Wed 11/48:45 am -
1 stop17h 35m
Deal found 8/18![Turkish Airlines logo]()
$815
This Justfly.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.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
Thu 10/151:35 pm -
1 stop13h 15m
Deal found 8/19![LOT logo]()
$855
This Justfly.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/88:10 pm -
1 stop16h 15m
Mon 10/128:45 am -
1 stop31h 55m
Deal found 8/19![Turkish Airlines logo]()
$810
This Mytrip deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:10 pm -
1 stop28h 45m
Sun 10/188:15 pm -
1 stop20h 25m
Deal found 8/20![Turkish Airlines logo]()
$837
This Mytrip deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:10 pm -
1 stop16h 15m
Thu 10/155:20 pm -
3 stops31h 55m
Deal found 8/19![Multiple Airlines logo]()
$852
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2111:25 am -
1 stop13h 30m
Sun 10/115:00 pm -
2 stops31h 50m
Deal found 8/17![Multiple Airlines logo]()
$833
This Gotogate deal was found by Cheapflights users on 8/17. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:10 pm -
1 stop28h 45m
Sun 10/48:15 pm -
1 stop20h 25m
Deal found 8/17![Turkish Airlines logo]()
$823
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 22, 2026.
Search for one-way flight options from Chicago to Skopje. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/410:25 pm -
3 stops41h 50m
Deal found 8/19![Multiple Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:25 pm -
3 stops36h 55m
Deal found 8/17![Multiple Airlines logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/67:25 pm -
3 stops33h 45m
Deal found 8/18![Multiple Airlines logo]()
$352
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/77:25 pm -
3 stops36h 55m
Deal found 8/18![Multiple Airlines logo]()
$368
This Mytrip deal was found by Cheapflights users on 8/17. 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 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 8/17![Multiple Airlines logo]()
$379
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/210:25 pm -
3 stops34h 05m
Deal found 8/18![Multiple Airlines logo]()
$392
This Mytrip deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/810:25 pm -
2 stops19h 25m
Deal found 8/21![Multiple Airlines logo]()
$398
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 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $803 (Expedia) |
One-way from | $305 (Kiwi.com) |
Popular in | July |
Cheapest in | February |
Average price | $1,048 |
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 August 22, 2026.
Use the filters below to find and compare flights from Chicago to Skopje that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Fri 1/1
11:45 am-7:55 pm
1 stop25h 10m
Skopje
Sun 1/24
8:45 pm-10:00 am
1 stop20h 15m
$810
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sun 12/27
11:45 am-7:55 pm
1 stop25h 10m
Skopje
Sat 2/13
8:45 am-6:20 pm
1 stop16h 35m
$840
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sat 1/2
9:49 pm-11:45 am
2 stops30h 56m
Skopje
Sat 1/23
12:30 pm-6:33 pm
2 stops37h 03m
$850
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Wed 9/2
4:40 pm-2:10 am
1 stop26h 30m
Skopje
Sat 9/26
3:10 pm-9:15 pm
1 stop13h 05m
$893
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Wed 9/2
4:40 pm-2:10 am
1 stop26h 30m
Skopje
Tue 9/29
3:10 pm-2:30 pm
1 stop30h 20m
$893
Quickest round-trip
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Mon 9/14
4:40 pm-2:35 pm
1 stop14h 55m
Skopje
Sun 9/20
3:50 am-2:30 pm
1 stop17h 40m
$894
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Thu 9/17
2:20 pm-7:55 pm
1 stop22h 35m
Skopje
Mon 9/21
8:45 pm-3:55 pm
1 stop26h 10m
$923
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Mon 10/12
8:40 pm-7:55 pm
2 stops40h 15m
Skopje
Wed 11/18
8:40 pm-4:45 pm
3 stops27h 05m
$947
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Wed 9/2
7:45 am-11:50 am
2 stops21h 05m
Skopje
Mon 11/2
12:30 pm-6:31 pm
2 stops37h 01m
$952
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Thu 9/17
12:55 pm-11:50 am
2 stops15h 55m
Skopje
Mon 9/21
12:35 pm-1:20 pm
1 stop31h 45m
$960
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 Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Skopje flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Skopje flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Skopje flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Skopje flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Skopje flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Skopje
Have a flexible travel schedule? Discover the best time to fly to Skopje from Chicago with our price prediction graph.
CHI-SKP
ORD-SKP
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Skopje
CHI-SKP
ORD-SKP
What is the cheapest month to book a flight from Chicago to Skopje?
Currently, January is the cheapest month in which you can book a flight from Chicago to Skopje (average of $550). Flying from Chicago to Skopje in July is currently the most expensive (average of $1,112). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Chicago to Skopje?
Airfare is typical for this route at the moment.
Chicago to Skopje flights typically cost between $690 and $994 in January.The cheapest round-trip price found within the last 5 days was $803 on Multiple Airlines (Jan 8-Feb 12).
What’s the top layover airport for flights from Chicago to Skopje?
Share of 1-stop round-trip flights from Chicago to Skopje chosen by Cheapflights users in the past 12 months, using the same layover each way.
Warsaw (WAW) – chosen by Cheapflights users on 38% of 1-stop itineraries from Chicago to Skopje on Cheapflights.
What’s the cheapest layover airport for flights from Chicago to Skopje?
Average round-trip fare for 1-stop flights from Chicago to Skopje, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Zurich (ZRH) is the most affordable 1-stop option, with an average round-trip price of $569.
What’s the fastest layover option from Chicago to Skopje?
Shortest average travel time for 1-stop one-way flights from Chicago to Skopje, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Vienna (VIE) have the shortest average one-way travel time for 1-stop routes: 12h 28m.
Which airport typically offers the quickest layover for flights from Chicago to Skopje?
Average layover duration for 1-stop one-way flights from Chicago to Skopje, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Warsaw (WAW) offer the fastest connection on this route, with an average layover time of 1h 55m.
How far ahead should I book a flight from Chicago to Skopje?
The price you pay for your flight from Chicago to Skopje may vary depending on when you book. For the best chance of a lower fare, look to book 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 22, 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.
Entertainment
6.8
Overall
7.6
Boarding
7.6
Comfort
7.3
Crew
8.1
Food
6.8
Reviews
1 / 20
2.0
MediocreNate,Dec 2025
IAD - GSP
Entertainment
6.8
Overall
7.6
Boarding
7.6
Comfort
7.3
Crew
8.1
Food
6.8
Reviews
1 / 20
2.0
MediocreNate,Dec 2025
IAD - GSP
Entertainment
6.8
Overall
7.6
Boarding
7.6
Comfort
7.3
Crew
8.1
Food
6.8
Reviews
1 / 20
2.0
MediocreNate,Dec 2025
IAD - GSP
Entertainment
6.8
Overall
7.6
Boarding
7.6
Comfort
7.3
Crew
8.1
Food
6.8
Reviews
1 / 20
2.0
MediocreNate,Dec 2025
IAD - GSP
Entertainment
6.8
Overall
7.6
Boarding
7.6
Comfort
7.3
Crew
8.1
Food
6.8
Reviews
1 / 20
2.0
MediocreNate,Dec 2025
IAD - GSP
Entertainment
6.8
Overall
7.6
Boarding
7.6
Comfort
7.3
Crew
8.1
Food
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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Chicago and Skopje flights
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Top 7 airlines flying from Chicago to Skopje
Discover the top 7 airlines that operate flights from Chicago to Skopje. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$497 | Average$878 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$515 | Average$1,015 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$520 | Average$954 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$548 | Average$891 | FlexibilityNo cancel fee | On-time78% | |
| Cheapest$549 | Average$948 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$564 | Average$1,079 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$755 | Average$897 | FlexibilityNo cancel fee | On-timeN/A |