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Skopje

$559+ 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 7/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SKP
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Skopje are usually found in October or March, booked 70 days in advance, depart on a Friday or Saturday and return on a Wednesday

Cheap 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 July 2, 2025.

Round-trip from

$773
(CheapOair)

One-way from

$559
(Mytrip)

Popular in

June

Cheapest in

October

Average price

$1,080
From Chicago (CHI) to Skopje
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One-way flight from Chicago (CHI) to Skopje
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Highest demand for flights based on searches. 32% potential increase in price ($362 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($35 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Chicago to Skopje

Cheapest flights from Chicago to Skopje
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 July 2, 2025.

This CheapOair deal was found by Cheapflights users on 7/1. 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.
Mon 12/229:45 pmORD - SKP
2 stops42h 10mMultiple Airlines
Thu 1/156:25 amSKP - ORD
2 stops18h 03mMultiple Airlines
Deal found 7/1$773
This LOT deal was found by Cheapflights users on 7/1. 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 LOT is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/319:40 pmORD - SKP
1 stop12h 05mLOT
Sat 10/255:30 pmSKP - ORD
1 stop34h 30mLOT
Deal found 7/1$774
This Lufthansa deal was found by Cheapflights users on 7/2. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2210:30 pmORD - SKP
2 stops30h 20mLufthansa
Mon 8/1812:35 pmSKP - ORD
2 stops30h 55mLufthansa
Deal found 7/2$776
This Austrian Airlines deal was found by Cheapflights users on 6/30. 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 Austrian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1412:55 pmORD - SKP
2 stops28h 20mAustrian Airlines
Wed 10/294:30 amSKP - ORD
1 stop16h 30mAustrian Airlines
Deal found 6/30$778
This Turkish Airlines deal was found by Cheapflights users on 6/29. 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 10/217:50 pmORD - SKP
1 stop16h 40mTurkish Airlines
Sat 10/258:20 pmSKP - ORD
1 stop21h 45mTurkish Airlines
Deal found 6/29$784
This United Airlines deal was found by Cheapflights users on 6/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1511:45 amORD - SKP
2 stops17h 05mUnited Airlines
Fri 10/34:25 amSKP - ORD
1 stop15h 55mUnited Airlines
Deal found 6/30$785
This SWISS deal was found by Cheapflights users on 6/29. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/212:20 pmORD - SKP
1 stop22h 25mSWISS
Fri 8/298:40 pmSKP - ORD
1 stop22h 30mSWISS
Deal found 6/29$799
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/164:30 pmORD - SKP
1 stop26h 35mAir Serbia
Tue 9/93:10 pmSKP - ORD
1 stop30h 15mAir Serbia
Deal found 6/30$821

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 July 2, 2025.
Use the filters below to find and compare flights from Chicago to Skopje that are best for you.

Fly from

Chicago

Fly to

Skopje

Route

Depart

Return

Price

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 12/22

9:45 pm-10:55 pm

2 stops42h 10m

Skopje

Thu 1/15

6:25 am-5:28 pm

2 stops18h 03m

$773

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 8/31

9:40 pm-4:45 pm

1 stop12h 05m

Skopje

Sat 10/25

5:30 pm-9:00 pm

1 stop34h 30m

$774

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 7/22

10:30 pm-11:50 am

2 stops30h 20m

Skopje

Mon 8/18

12:35 pm-12:30 pm

2 stops30h 55m

$776

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 10/14

12:55 pm-12:15 am

2 stops28h 20m

Skopje

Tue 10/28

12:30 pm-3:00 pm

1 stop32h 30m

$778

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 10/21

11:25 am-7:30 pm

1 stop25h 05m

Skopje

Sat 10/25

8:20 pm-7:25 pm

1 stop30h 05m

$784

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 9/15

11:40 am-11:50 am

2 stops17h 10m

Skopje

Tue 9/30

4:25 am-1:20 pm

1 stop15h 55m

$785

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Thu 8/21

2:20 pm-7:45 pm

1 stop22h 25m

Skopje

Fri 8/29

8:40 pm-12:10 pm

1 stop22h 30m

$799

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 7/16

4:30 pm-2:05 am

1 stop26h 35m

Skopje

Tue 9/9

3:10 pm-2:25 pm

1 stop30h 15m

$821

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 7/16

8:09 am-11:55 pm

3 stops32h 46m

$559

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Thu 7/10

2:20 pm-7:45 pm

1 stop22h 25m

$651

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 13 results
1
2

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.
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

How far ahead should I book a flight from Chicago to Skopje?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Skopje. Price data was last updated on June 27, 2025.

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 70 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Skopje?

Currently, November is the cheapest month in which you can book a flight from Chicago to Skopje (average of $579). Flying from Chicago to Skopje in June is currently the most expensive (average of $1,194). 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 is the cheapest time of day to fly from CHI to SKP?

Find hourly flight availability from Chicago to Skopje. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 2, 2025.

One of the essential ways to save on airfare from Chicago to Skopje is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the morning could potentially save you up to 22% on airfare.

What is the cheapest day to fly from Chicago to Skopje?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Skopje. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Skopje flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Chicago to Skopje?

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 July 2, 2025.
See what other customers who have flown with LOT, Austrian Airlines, and SWISS 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.
LOT
7.6
Good
1,092 reviews

Food

7.2

Overall

7.6

Comfort

7.5

Entertainment

7.0

Crew

8.2

Boarding

7.6

Reviews

1 / 20
2.0
Mediocre

Hinesh,May 2025

LHR - WAW

Would not recommend this airline flight was delayed baggage was lost bad communication, our bag landed at the destination airport at 12 midday but did not arrive at the hotel till midnight no urgency at all this totally ruined the first 2 days of our trip worst airline I have used.
LOT
7.6
Good
1,092 reviews
LOT
7.6
Good
1,092 reviews

Food

7.2

Overall

7.6

Comfort

7.5

Entertainment

7.0

Crew

8.2

Boarding

7.6

Reviews

1 / 20
2.0
Mediocre

Hinesh,May 2025

LHR - WAW

Would not recommend this airline flight was delayed baggage was lost bad communication, our bag landed at the destination airport at 12 midday but did not arrive at the hotel till midnight no urgency at all this totally ruined the first 2 days of our trip worst airline I have used.
Austrian Airlines
7.6
Good
809 reviews
LOT
7.6
Good
1,092 reviews

Food

7.2

Overall

7.6

Comfort

7.5

Entertainment

7.0

Crew

8.2

Boarding

7.6

Reviews

1 / 20
2.0
Mediocre

Hinesh,May 2025

LHR - WAW

Would not recommend this airline flight was delayed baggage was lost bad communication, our bag landed at the destination airport at 12 midday but did not arrive at the hotel till midnight no urgency at all this totally ruined the first 2 days of our trip worst airline I have used.
SWISS
7.5
Good
1,654 reviews
LOT
7.6
Good
1,092 reviews

Food

7.2

Overall

7.6

Comfort

7.5

Entertainment

7.0

Crew

8.2

Boarding

7.6

Reviews

1 / 20
2.0
Mediocre

Hinesh,May 2025

LHR - WAW

Would not recommend this airline flight was delayed baggage was lost bad communication, our bag landed at the destination airport at 12 midday but did not arrive at the hotel till midnight no urgency at all this totally ruined the first 2 days of our trip worst airline I have used.
United Airlines
7.4
Good
8,861 reviews
LOT
7.6
Good
1,092 reviews

Food

7.2

Overall

7.6

Comfort

7.5

Entertainment

7.0

Crew

8.2

Boarding

7.6

Reviews

1 / 20
2.0
Mediocre

Hinesh,May 2025

LHR - WAW

Would not recommend this airline flight was delayed baggage was lost bad communication, our bag landed at the destination airport at 12 midday but did not arrive at the hotel till midnight no urgency at all this totally ruined the first 2 days of our trip worst airline I have used.
Turkish Airlines
7.3
Good
3,891 reviews
LOT
7.6
Good
1,092 reviews

Food

7.2

Overall

7.6

Comfort

7.5

Entertainment

7.0

Crew

8.2

Boarding

7.6

Reviews

1 / 20
2.0
Mediocre

Hinesh,May 2025

LHR - WAW

Would not recommend this airline flight was delayed baggage was lost bad communication, our bag landed at the destination airport at 12 midday but did not arrive at the hotel till midnight no urgency at all this totally ruined the first 2 days of our trip worst airline I have used.

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.

  • What airport do you fly into for flights to Skopje from Chicago?

    For a flight from Chicago to Skopje, you will be flying into Skopje. Skopje (SKP) is just 9.2 mi from the center of the city. Skopje is the only Skopje airport and it handles 0 inbound flights from Chicago per day. 7 airlines have flights to Skopje from Chicago on a regular basis.

  • What are the cheapest airlines flying from Chicago to Skopje round-trip?

    According to our current data, LOT ($774), Lufthansa ($776), and Austrian Airlines ($778) offers the cheapest pricing from Chicago to Skopje.

  • What are the cheapest airlines to fly from Chicago to Skopje one-way?

    For one-way options, check prices for SWISS. According to our data, you can fly for as low as $651. Users have also found prices from $2,399 and $2,740 on Turkish Airlines and LOT, respectively.

  • Where are the most common layover locations when flying from Chicago to Skopje?

    Flights departing from Chicago and landing in Skopje layover in Vienna most frequently. Istanbul follows Vienna in terms of the most common layover location on Chicago to Skopje flights.

  • What are some popular things to do or see while on a layover in Vienna?

    Stephansplatz, Austria Center Vienna, and Rathausplatz are currently the most popular points of interest in Vienna at the moment. Those on a layover in Vienna interested in visiting Stephansplatz, Austria Center Vienna, or Rathausplatz can do so by traveling 11.0 mi, 10.8 mi, and 11.6 mi, respectively from Vienna Intl. Those landing in Vienna looking to spend some time exploring during their layover can rent a car for about $60 per day.

  • What are some popular points of interest to see during a layover in Istanbul?

    Taksim Square, Sultan Ahmet Camii, and Beyazit Meydani are the most popular attractions in Istanbul if you're in need of something to do during your layover. Taksim Square, Sultan Ahmet Camii and Beyazit Meydani are located about 20.8 mi, 22.3 mi, and 21.7 mi, respectively from Istanbul if you are interested in checking them out. Those on a layover in Istanbul in need of a rental car can book one at Istanbul for about $45.

  • Where are the least popular layover locations for Chicago to Skopje flights?

    Of the flights from Chicago to Skopje that have layovers, the fewest flights stop in Warsaw. Frankfurt am Main follows Warsaw in terms of the least common layover location on Chicago to Skopje flights.

  • Can I find deals for flights from Chicago to Skopje that include hotel bookings?

    Yes. In addition to deals on Chicago to Skopje flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Skopje?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Skopje.

  • Can I find deals for business class flights from Chicago to Skopje?

    Yes. Cheapflights offers flight deals from Chicago to Skopje by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Skopje?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Skopje (average of $579). Flying from Chicago to Skopje in June is currently the most expensive (average of $1,194). 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.

See more FAQs

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Alternative routes for Chicago to Skopje

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Skopje flights
St. Louis to Skopje flights

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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
SWISSCheapest$491Average$890FlexibilityNo cancel feeOn-time79%
United AirlinesCheapest$500Average$886FlexibilityNo cancel feeOn-time69%
Turkish AirlinesCheapest$506Average$905FlexibilityNo cancel feeOn-time77%
Austrian AirlinesCheapest$515Average$959FlexibilityNo cancel feeOn-time78%
LufthansaCheapest$559Average$1,005FlexibilityNo cancel feeOn-time76%
Air SerbiaCheapest$577Average$974FlexibilityNo cancel feeOn-timeN/A
LOTCheapest$621Average$976FlexibilityNo cancel feeOn-time81%

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