What airlines fly to Skopje?

Turkish Airlines, Austrian Airlines and Lufthansa are the top three most popular airlines that fly to Skopje from Chicago according to our data. Turkish Airlines is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Skopje. Keep in mind that there are 7 different airlines that fly to Skopje on a routine basis, so you have a few additional options to choose from.

Which airport is the most popular layover for flights between Chicago and Skopje?

Vienna (VIE) was the most common stop: 34% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport has the shortest travel time from Chicago to Skopje?

Flights connecting via Vienna (VIE) have the shortest average one-way travel time: 12h 37m.

Which layover airport offers the lowest fares from Chicago to Skopje?

Flights via Frankfurt am Main (FRA) offer the lowest average round-trip price of $625.

Which layover airport has the shortest connection time from Chicago to Skopje?

Frankfurt am Main (FRA) has the shortest average layover time for this route: 3h 26m.

When did momondo last update prices for flights from Chicago to Skopje Airport?

Prices for flights from Chicago to Skopje Airport refresh daily.

How many operators does momondo search for flights from Chicago to Skopje Airport?

As of September 2026, there are 7 operators available to choose from for flights from Chicago to Skopje Airport.

How old do you have to be to fly from Chicago to Skopje Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Skopje Airport.

What documentation or ID do you need to fly to Skopje Airport?

The travel and health documents required for your trip to Skopje Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Skopje Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$303 Cheap Flights from Chicago to Skopje in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Skopje

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:45 am - 7:55 amORD Chicago O'Hare Intl-SKP Skopje

13h 10m1 stop Istanbul

8:45 pm - 10:00 amSKP Skopje-ORD Chicago O'Hare Intl

20h 15m1 stop Istanbul

$729Turkish Airlines

Thu, Nov 26 - Mon, Nov 30

8:10 pm - 7:25 pmORD Chicago O'Hare Intl-SKP Skopje

16h 15m1 stop Istanbul

8:45 pm - 11:00 amSKP Skopje-ORD Chicago O'Hare Intl

20h 15m1 stop Istanbul

$729Turkish Airlines

Mon, Oct 12 - Mon, Oct 26

5:30 pm - 2:05 amORD Chicago O'Hare Intl-SKP Skopje

25h 35m1 stop Belgrade Nikola Tesla

4:00 am - 9:15 pmSKP Skopje-ORD Chicago O'Hare Intl

24h 15m1 stop Belgrade Nikola Tesla

$731Air Serbia

Sat, Mar 13 - Sat, Apr 3

6:30 pm - 2:05 amORD Chicago O'Hare Intl-SKP Skopje

24h 35m3 stops Reykjavik Keflavik Intl Rome Fiumicino Belgrade Nikola Tesla

3:10 pm - 5:20 pmSKP Skopje-ORD Chicago O'Hare Intl

33h 10m3 stops Belgrade Nikola Tesla Rome Fiumicino Reykjavik Keflavik Intl

$738Multiple Airlines

Thu, Nov 26 - Sun, Dec 6

5:20 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

12h 25m1 stop Vienna Intl

8:35 pm - 3:55 pmSKP Skopje-ORD Chicago O'Hare Intl

26h 20m1 stop Zurich

$741Multiple Airlines

Mon, Mar 15 - Wed, Mar 31

2:35 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

15h 10m2 stops Washington, D.C. Dulles Intl Vienna Intl

4:25 am - 1:20 pmSKP Skopje-ORD Chicago O'Hare Intl

15h 55m1 stop Vienna Intl

$777Austrian Airlines

Mon, Mar 15 - Thu, Apr 1

5:00 am - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

24h 45m2 stops Newark Vienna Intl

4:25 am - 1:20 pmSKP Skopje-ORD Chicago O'Hare Intl

15h 55m1 stop Vienna Intl

$784United Airlines

Wed, Mar 17 - Thu, Apr 1

5:00 am - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

24h 45m2 stops Newark Vienna Intl

4:25 am - 1:20 pmSKP Skopje-ORD Chicago O'Hare Intl

15h 55m1 stop Vienna Intl

$784United Airlines

Wed, Mar 17 - Fri, Apr 2

5:20 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

12h 25m1 stop Vienna Intl

12:35 pm - 1:20 pmSKP Skopje-ORD Chicago O'Hare Intl

31h 45m1 stop Vienna Intl

$785Austrian Airlines

Wed, Mar 17 - Mon, Mar 29

11:55 pm - 2:05 amORD Chicago O'Hare Intl-SKP Skopje

19h 10m1 stop Belgrade Nikola Tesla

3:10 pm - 2:45 pmSKP Skopje-ORD Chicago O'Hare Intl

30h 35m1 stop Belgrade Nikola Tesla

$856Air Serbia

Wed, Dec 23 - Thu, Jan 14

Cheap last minute flights

Enter your travel dates to find the best prices.

2:20 pm - 7:55 pmORD Chicago O'Hare Intl-SKP Skopje

22h 35m1 stop Zurich

4:25 am - 1:20 pmSKP Skopje-ORD Chicago O'Hare Intl

15h 55m1 stop Vienna Intl

$1,036Multiple Airlines

Thu, Sep 24 - Fri, Oct 2

2:20 pm - 7:55 pmORD Chicago O'Hare Intl-SKP Skopje

22h 35m1 stop Zurich

8:45 pm - 12:35 pmSKP Skopje-ORD Chicago O'Hare Intl

22h 50m1 stop Zurich

$1,037SWISS

Thu, Sep 24 - Wed, Sep 30

2:20 pm - 7:55 pmORD Chicago O'Hare Intl-SKP Skopje

22h 35m1 stop Zurich

12:35 pm - 1:20 pmSKP Skopje-ORD Chicago O'Hare Intl

31h 45m1 stop Vienna Intl

$1,039Multiple Airlines

Thu, Sep 24 - Thu, Oct 1

2:20 pm - 7:55 pmORD Chicago O'Hare Intl-SKP Skopje

22h 35m1 stop Zurich

8:45 pm - 3:55 pmSKP Skopje-ORD Chicago O'Hare Intl

26h 10m1 stop Zurich

$1,040SWISS

Thu, Sep 24 - Mon, Sep 28

6:00 am - 11:50 amORD Chicago O'Hare Intl-SKP Skopje

46h 50m2 stops Los Angeles Vienna Intl

4:25 am - 1:20 pmSKP Skopje-ORD Chicago O'Hare Intl

15h 55m1 stop Vienna Intl

$1,071United Airlines

Thu, Sep 24 - Fri, Oct 2

6:00 am - 11:50 amORD Chicago O'Hare Intl-SKP Skopje

46h 50m2 stops Los Angeles Vienna Intl

4:25 am - 9:29 pmSKP Skopje-ORD Chicago O'Hare Intl

24h 04m2 stops Vienna Intl Washington, D.C. Dulles Intl

$1,081United Airlines

Thu, Sep 24 - Fri, Oct 2

12:55 pm - 11:50 amORD Chicago O'Hare Intl-SKP Skopje

15h 55m2 stops Washington, D.C. Dulles Intl Vienna Intl

12:35 pm - 1:20 pmSKP Skopje-ORD Chicago O'Hare Intl

31h 45m1 stop Vienna Intl

$1,096Austrian Airlines

Thu, Sep 24 - Thu, Oct 1

5:10 pm - 4:45 pmORD Chicago O'Hare Intl-SKP Skopje

40h 35m2 stops Krakow J. Paul II Balice Warsaw Frederic Chopin

1:35 pm - 7:50 pmSKP Skopje-ORD Chicago O'Hare Intl

13h 15m1 stop Warsaw Frederic Chopin

$1,124LOT

Thu, Sep 24 - Thu, Oct 1

5:10 pm - 4:45 pmORD Chicago O'Hare Intl-SKP Skopje

40h 35m2 stops Krakow J. Paul II Balice Warsaw Frederic Chopin

1:35 pm - 3:10 pmSKP Skopje-ORD Chicago O'Hare Intl

32h 35m2 stops Warsaw Frederic Chopin Krakow J. Paul II Balice

$1,148LOT

Thu, Sep 24 - Thu, Oct 1

4:20 pm - 11:50 amORD Chicago O'Hare Intl-SKP Skopje

12h 30m1 stop Vienna Intl

12:35 pm - 1:20 pmSKP Skopje-ORD Chicago O'Hare Intl

31h 45m1 stop Vienna Intl

$1,227Austrian Airlines

Thu, Sep 24 - Thu, Oct 1

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Turkish Airlines flights from Chicago to Skopje

Our best Turkish Airlines deals on Chicago to Skopje flight tickets

Turkish Airlines

Oct 12

ORD8:10 pmChicago O'Hare Intl

16h 15m

1 stop

SKP7:25 pmSkopje

Oct 26

SKP8:45 pmSkopje

20h 15m

1 stop

ORD11:00 amChicago O'Hare Intl

$729

Turkish Airlines

Oct 14

ORD11:25 amChicago O'Hare Intl

13h 30m

1 stop

SKP7:55 amSkopje

Dec 5

SKP8:45 pmSkopje

20h 15m

1 stop

ORD10:00 amChicago O'Hare Intl

$734

Turkish Airlines

Nov 4

ORD9:15 pmChicago O'Hare Intl

15h 40m

1 stop

SKP7:55 pmSkopje

Apr 14

SKP8:45 amSkopje

16h 30m

1 stop

ORD6:15 pmChicago O'Hare Intl

$742

LOT flights from Chicago to Skopje

Our best LOT deals on Chicago to Skopje flight tickets

LOT

Oct 6

ORD9:50 pmChicago O'Hare Intl

32h 05m

1 stop

SKP12:55 pmSkopje

Oct 21

SKP5:30 pmSkopje

33h 20m

1 stop

ORD7:50 pmChicago O'Hare Intl

$815

LOT

Sep 24

ORD5:10 pmChicago O'Hare Intl

40h 35m

2 stops

SKP4:45 pmSkopje

Oct 1

SKP1:35 pmSkopje

32h 35m

2 stops

ORD3:10 pmChicago O'Hare Intl

$1,148

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Thu 11/26

11:45 am-7:55 am

1 stop13h 10m

Skopje

Mon 11/30

8:45 pm-10:00 am

1 stop20h 15m

$729

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Mon 10/12

8:10 pm-7:25 pm

1 stop16h 15m

Skopje

Mon 10/26

8:45 pm-11:00 am

1 stop20h 15m

$729

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Sat 3/13

5:30 pm-2:05 am

1 stop25h 35m

Skopje

Sat 4/3

4:00 am-9:15 pm

1 stop24h 15m

$731

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Thu 11/26

6:30 pm-2:05 am

3 stops24h 35m

Skopje

Sun 12/6

3:10 pm-5:20 pm

3 stops33h 10m

$738

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Mon 3/15

5:20 pm-11:45 am

1 stop12h 25m

Skopje

Wed 3/31

8:35 pm-3:55 pm

1 stop26h 20m

$741

Quickest round-trip

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Mon 3/15

2:35 pm-11:45 am

2 stops15h 10m

Skopje

Thu 4/1

4:25 am-1:20 pm

1 stop15h 55m

$777

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Wed 3/17

5:00 am-11:45 am

2 stops24h 45m

Skopje

Thu 4/1

4:25 am-1:20 pm

1 stop15h 55m

$784

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Wed 3/17

5:00 am-11:45 am

2 stops24h 45m

Skopje

Fri 4/2

4:25 am-1:20 pm

1 stop15h 55m

$784

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Wed 3/17

5:20 pm-11:45 am

1 stop12h 25m

Skopje

Mon 3/29

12:35 pm-1:20 pm

1 stop31h 45m

$785

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Wed 12/23

11:55 pm-2:05 am

1 stop19h 10m

Skopje

Thu 1/14

3:10 pm-2:45 pm

1 stop30h 35m

$856

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Skopje

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Layovers

What is the typical price of a round-trip flight between Chicago and Skopje?

Prices are currently typical for flights on this route.

Typical prices usually range from $636 to $806.
The lowest price recently found on this route was $729.

What is the cheapest month to fly to Skopje?

The month of January is, on average, the cheapest month to fly to Skopje from Chicago, with most prices found around $550. The month of February is another great option to travel to Skopje, with average flight prices from Chicago averaging around $555.

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

You are more likely to see cheaper flights to Skopje from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Skopje for around $785 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Skopje from Chicago for as low as $794 on momondo.

Can stopping save me money on Chicago to Skopje flights?

You could potentially save up to 2% on your flight if you consider stops on a Chicago to Skopje flight.

How have Chicago to Skopje flight prices changed over time?

When to book flights from Chicago to Skopje

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Skopje according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Skopje (CHI to SKP) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Skopje

Best Price Found	$303
Fastest flight time	16h 15m
Direct flights	None

The best one-way flight to Skopje from Chicago in the past 72 hours is $303. The best round-trip flight deal from Chicago to Skopje found on momondo in the last 72 hours is $729.

The fastest flight from Chicago to Skopje takes 16h 15m

There are no direct flights from Chicago to Skopje. There are no popular flight routes from Chicago to Skopje.

Search flight deals

Frequently asked questions about flying from Chicago to Skopje

How far is Chicago to Skopje by plane?
The straight-line distance from Chicago to Skopje is 5149.8 mi. Flights usually cover this in 16h 15m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Chicago to Skopje Airport?
Prices for flights from Chicago to Skopje Airport refresh daily.
How many operators does momondo search for flights from Chicago to Skopje Airport?
As of September 2026, there are 7 operators available to choose from for flights from Chicago to Skopje Airport.
How old do you have to be to fly from Chicago to Skopje Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Skopje Airport.
What documentation or ID do you need to fly to Skopje Airport?
The travel and health documents required for your trip to Skopje Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Skopje Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular airline from Chicago to Skopje?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Skopje is Turkish Airlines (27% of total bookings). The next most popular airlines are Austrian Airlines (24%), LOT (17%), and Air Serbia (16%).

Best airlines flying from Chicago to Skopje

Compare and see reviews for airlines that fly from Chicago to Skopje with momondo

Airline	Rating	Free Cancellation	Price
SWISS	PriceFrom $497	Free Cancellation	Rating 7.5 2,083 reviews	Search SWISS flights
Turkish Airlines	PriceFrom $514	Free Cancellation	Rating 7.4 4,461 reviews	Search Turkish Airlines flights
Lufthansa	PriceFrom $518	Free Cancellation	Rating 6.8 8,238 reviews	Search Lufthansa flights
Austrian Airlines	PriceFrom $546	Free Cancellation	Rating 7.6 967 reviews	Search Austrian Airlines flights
United Airlines	PriceFrom $549	Free Cancellation	Rating 7.4 10,228 reviews	Search United Airlines flights
LOT	PriceFrom $561	Free Cancellation	Rating 7.6 1,201 reviews	Search LOT flights
Air Serbia	PriceFrom $796	Free Cancellation	Rating 6.1 238 reviews	Search Air Serbia flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Skopje?

Finding the right flight to Skopje from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Skopje quick and easy, saving you time and money.

Can I find flights from Chicago to Skopje with flexible booking policies on momondo?

Flights from Chicago to Skopje with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Skopje?

momondo provides multiple filters to help you find the best flight to Skopje from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Skopje right now. Can momondo alert me if prices change?

Price alerts on flights to Skopje from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Skopje trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Cheap flights from Chicago to Skopje from $303

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Skopje departing on 10/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Chicago to Skopje

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Cheap one-way flights

Cheap last minute flights

Big names and deals

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Filter for what you want

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Turkish Airlines flights from Chicago to Skopje

Our best Turkish Airlines deals on Chicago to Skopje flight tickets

LOT flights from Chicago to Skopje

Our best LOT deals on Chicago to Skopje flight tickets

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How to get the cheapest flight ticket from Chicago to Skopje

What is the typical price of a round-trip flight between Chicago and Skopje?

What is the cheapest month to fly to Skopje?

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

Can stopping save me money on Chicago to Skopje flights?

How have Chicago to Skopje flight prices changed over time?

What airlines fly to Skopje?

Which airport is the most popular layover for flights between Chicago and Skopje?

Which layover airport offers the lowest fares from Chicago to Skopje?

Which layover airport has the shortest travel time from Chicago to Skopje?

Which layover airport has the shortest connection time from Chicago to Skopje?

When to book flights from Chicago to Skopje

Cheap Chicago to Skopje (CHI to SKP) flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Chicago to Skopje

Best airlines flying from Chicago to Skopje

Compare and see reviews for airlines that fly from Chicago to Skopje with momondo

Why use momondo?

An easier way to manage your Skopje trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to North Macedonia

Airports servicing North Macedonia

Fly your favorite airline to Skopje

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Skopje

List of cabin classes available on flights landing in Skopje. Availability may vary depending on flight origin and airline.

Popular cities in North Macedonia

Popular flights according to clicks in the last 7 days on momondo

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According to popular flight searches on momondo this year

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