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$417+ Cheap flights from Skopje (SKP) to Chicago (CHI)

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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
SKP — CHI
May 29 — Jun 51
Fri 5/29
Fri 6/5
1 adult, Economy
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Cheap flight deals from Skopje to Chicago

Cheapest flights from Skopje to Chicago
Explore the most affordable flight options available from Skopje to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2026.

This FlightHub deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:15 pm
SKP
-
ORD
1 stop20h 25m
Turkish Airlines
Fri 7/108:10 pm
ORD
-
SKP
1 stop16h 15m
Turkish Airlines
Deal found 4/27$680
This FlightHub deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:45 am
SKP
-
ORD
1 stop31h 55m
Turkish Airlines
Sat 1/168:20 pm
ORD
-
SKP
1 stop16h 25m
Turkish Airlines
Deal found 4/27$681
This FlightHub deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/88:15 pm
SKP
-
ORD
1 stop20h 25m
Turkish Airlines
Wed 8/1911:25 am
ORD
-
SKP
1 stop13h 30m
Turkish Airlines
Deal found 4/27$684
This FlightHub deal was found by Cheapflights users on 4/27. 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.
Thu 6/118:45 am
SKP
-
ORD
1 stop31h 55m
Turkish Airlines
Sat 2/611:50 am
ORD
-
SKP
1 stop13h 35m
Turkish Airlines
Deal found 4/27$685
This FlightHub deal was found by Cheapflights users on 4/29. 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 7/58:45 am
SKP
-
ORD
1 stop31h 55m
Turkish Airlines
Tue 8/118:10 pm
ORD
-
SKP
1 stop16h 15m
Turkish Airlines
Deal found 4/29$686
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/68:15 pm
SKP
-
ORD
1 stop20h 25m
Turkish Airlines
Wed 8/128:10 pm
ORD
-
SKP
1 stop28h 45m
Turkish Airlines
Deal found 4/28$692
This oojo deal was found by Cheapflights users on 4/28. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/225:30 pm
SKP
-
ORD
2 stops28h 35m
LOT
Fri 8/288:10 pm
ORD
-
SKP
1 stop33h 45m
LOT
Deal found 4/28$700
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:30 pm
SKP
-
ORD
1 stop28h 40m
LOT
Mon 8/105:10 pm
ORD
-
SKP
1 stop12h 45m
LOT
Deal found 4/28$702
This oojo deal was found by Cheapflights users on 4/26. 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.
Wed 7/225:30 pm
SKP
-
ORD
1 stop33h 20m
LOT
Thu 8/65:10 pm
ORD
-
SKP
1 stop16h 35m
LOT
Deal found 4/26$707
This FlightHub deal was found by Cheapflights users on 4/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/135:30 pm
SKP
-
ORD
1 stop28h 40m
LOT
Tue 10/69:50 pm
ORD
-
SKP
1 stop32h 05m
LOT
Deal found 4/28$709
This FlightHub deal was found by Cheapflights users on 4/29. 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 7/65:30 pm
SKP
-
ORD
1 stop33h 20m
LOT
Tue 8/119:50 pm
ORD
-
SKP
1 stop32h 05m
LOT
Deal found 4/29$710
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/98:15 pm
SKP
-
ORD
1 stop20h 25m
Turkish Airlines
Thu 11/128:20 pm
ORD
-
SKP
1 stop16h 25m
Turkish Airlines
Deal found 4/27$712

Find flight deals from Skopje to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Skopje (SKP) to Chicago (CHI). 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 April 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$680
(FlightHub)

One-way from

$417
(Kiwi.com)

Popular in

August

Cheapest in

January

Average price

$772
Provider with most accurate pricing for Skopje-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Skopje-Chicago (CHI) flights.
Search Deals
From Skopje to Chicago (CHI)
Search Deals
One-way flight from Skopje to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($44 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Skopje to Chicago 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 April 29, 2026.
Use the filters below to find and compare flights from Skopje to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Wed 7/22

5:30 pm-7:50 pm

1 stop33h 20m

Chicago O'Hare Intl

Thu 8/6

5:10 pm-4:45 pm

1 stop16h 35m

$709

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Sat 6/13

5:30 pm-3:10 pm

1 stop28h 40m

Chicago O'Hare Intl

Tue 6/30

9:50 pm-12:55 pm

1 stop32h 05m

$746

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Thu 7/16

1:35 pm-3:10 pm

2 stops32h 35m

Chicago O'Hare Intl

Thu 8/6

5:10 pm-4:45 pm

1 stop16h 35m

$802

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Tue 7/7

8:15 pm-9:40 am

1 stop20h 25m

Chicago O'Hare Intl

Fri 10/23

11:25 am-7:25 pm

1 stop25h 00m

$833

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Thu 5/21

4:25 am-1:20 pm

1 stop15h 55m

Chicago O'Hare Intl

Thu 6/4

6:00 am-11:50 am

2 stops22h 50m

$842

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Wed 7/8

4:25 am-11:26 pm

2 stops26h 01m

Chicago O'Hare Intl

Sat 10/24

4:20 pm-12:45 pm

1 stop13h 25m

$845
Quickest round-trip

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Thu 7/2

4:25 am-6:29 pm

2 stops21h 04m

Chicago O'Hare Intl

Tue 8/11

4:20 pm-11:50 am

1 stop12h 30m

$848

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Sat 10/17

4:25 am-8:11 pm

2 stops22h 46m

Chicago O'Hare Intl

Sat 1/16

1:12 pm-11:45 am

2 stops15h 33m

$850

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Mon 9/7

4:25 am-5:00 pm

2 stops19h 35m

Chicago O'Hare Intl

Thu 1/14

5:00 am-11:45 am

2 stops23h 45m

$852

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Fri 7/10

4:25 am-9:32 pm

2 stops24h 07m

Chicago O'Hare Intl

Sat 9/12

10:00 am-11:50 am

2 stops18h 50m

$852

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

Compare providers for flights from Skopje to Chicago

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 Skopje to Chicago in April.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*1 star
Justfly.comPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars
oojoPrice Accuracy3 starsTrust Score*2 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars
SmartFaresPrice Accuracy1 starTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Skopje-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Skopje-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Skopje-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Skopje-Chicago 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 Skopje-Chicago 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 Skopje to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Skopje 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 Skopje to Chicago

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

The price you pay for your flight from Skopje to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 76 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 Skopje to Chicago?

Currently, June is the cheapest month in which you can book a flight from Skopje to Chicago (average of $278). Flying from Skopje to Chicago in August is currently the most expensive (average of $675). 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 Skopje to Chicago?

What’s the top layover airport for flights from Skopje to Chicago?

Share of 1-stop round-trip flights from Skopje to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.

Vienna (VIE) – chosen by Cheapflights users on 46% of 1-stop itineraries from Skopje to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from Skopje to Chicago?

Average round-trip fare for 1-stop flights from Skopje to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Vienna (VIE) is the most affordable 1-stop option, with an average round-trip price of $603.

What’s the fastest layover option from Skopje to Chicago?

Shortest average travel time for 1-stop one-way flights from Skopje to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Belgrade (BEG) have the shortest average one-way travel time for 1-stop routes: 13h 05m.

Which airport typically offers the quickest layover for flights from Skopje to Chicago?

Average layover duration for 1-stop one-way flights from Skopje to Chicago, 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 03m.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated April 29, 2026.
See what other customers who have flown with Austrian Airlines,LOT, andTurkish Airlines from Skopje to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Austrian Airlines
7.6
Good
913 reviews

Boarding

7.6

Crew

8.1

Overall

7.6

Entertainment

6.8

Comfort

7.3

Food

6.8

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.
Austrian Airlines
7.6
Good
913 reviews
Austrian Airlines
7.6
Good
913 reviews

Boarding

7.6

Crew

8.1

Overall

7.6

Entertainment

6.8

Comfort

7.3

Food

6.8

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.
LOT
7.5
Good
1,192 reviews
Austrian Airlines
7.6
Good
913 reviews

Boarding

7.6

Crew

8.1

Overall

7.6

Entertainment

6.8

Comfort

7.3

Food

6.8

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.
Turkish Airlines
7.4
Good
4,342 reviews
Austrian Airlines
7.6
Good
913 reviews

Boarding

7.6

Crew

8.1

Overall

7.6

Entertainment

6.8

Comfort

7.3

Food

6.8

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.
Lufthansa
6.8
Okay
7,960 reviews
Austrian Airlines
7.6
Good
913 reviews

Boarding

7.6

Crew

8.1

Overall

7.6

Entertainment

6.8

Comfort

7.3

Food

6.8

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.
Air Serbia
6.2
Okay
220 reviews
Austrian Airlines
7.6
Good
913 reviews

Boarding

7.6

Crew

8.1

Overall

7.6

Entertainment

6.8

Comfort

7.3

Food

6.8

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.

Related info for your journey

Find useful and relevant information for your journey from Skopje to Chicago. 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 from for flights from Skopje to Chicago?

    Skopje (SKP), located 9.2 mi from the city center, is the airport you fly out of when you book flights from Skopje to Chicago. 5 airlines have flights from Skopje to Chicago on a regular basis. Booking flights from Skopje to Chicago should not be difficult; the airport handles an average of 0 outbound flights to Chicago per day.

  • How long is the flight from Skopje to Chicago?

    There are many flights that can get you from Skopje to Chicago in 20h 25m. Fly via LOT or Turkish Airlines to get the fastest option. The distance between Skopje and Chicago is about 5163 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    LOT, at $589, was found to be the cheapest airline from Skopje to Chicago.Alternate airlines to your destination round-trip include Turkish Airlines and Austrian Airlines. LOT is 22% cheaper than the average price of flights available within the next 90 days to this destination.

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

    $347 is the cheapest one-way deal found within the past few days, from Air Serbia. You may also be able to find cheap deals on Turkish Airlines and LOT, with prices starting from $525 and $528, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Skopje to Chicago 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 Skopje to Chicago?

    Currently, June is the cheapest month in which you can book a flight from Skopje to Chicago (average of $278). Flying from Skopje to Chicago in August is currently the most expensive (average of $675). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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Alternative routes for Skopje to Chicago

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

Top 5 airlines flying from Skopje to Chicago

Discover the top 5 airlines that operate flights from Skopje to Chicago. 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 April 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
LOTCheapest$589Average$666FlexibilityNo cancel feeOn-time81%
Turkish AirlinesCheapest$604Average$694FlexibilityNo cancel feeOn-time77%
Austrian AirlinesCheapest$625Average$793FlexibilityNo cancel feeOn-time78%
LufthansaCheapest$655Average$738FlexibilityNo cancel feeOn-time76%
Air SerbiaCheapest$717Average$753FlexibilityNo cancel feeOn-timeN/A

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