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.

What is the cheapest airline that flies from Chicago to Skopje?

Turkish Airlines is the most popular carrier operating from Chicago to Skopje

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 30m.

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 38% 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 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 14m.

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 November 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.

$281 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.

8:15 pm - 8:00 pmORD Chicago O'Hare Intl-SKP Skopje

16h 45m1 stop Istanbul

8:50 am - 10:00 amSKP Skopje-ORD Chicago O'Hare Intl

32h 10m1 stop Istanbul

$699Turkish Airlines

Tue, Dec 1 - Wed, Dec 9

8:15 pm - 8:00 pmORD Chicago O'Hare Intl-SKP Skopje

16h 45m1 stop Istanbul

8:50 pm - 10:00 amSKP Skopje-ORD Chicago O'Hare Intl

20h 10m1 stop Istanbul

$699Turkish Airlines

Sun, Jan 10 - Wed, Jan 20

11:55 pm - 2:35 pmORD Chicago O'Hare Intl-SKP Skopje

31h 40m1 stop Belgrade Nikola Tesla

3:05 pm - 2:30 pmSKP Skopje-ORD Chicago O'Hare Intl

30h 25m1 stop Belgrade Nikola Tesla

$723Air Serbia

Wed, Dec 30 - Tue, Apr 13

7:30 pm - 2:35 pmORD Chicago O'Hare Intl-SKP Skopje

12h 05m1 stop Belgrade Nikola Tesla

3:05 pm - 2:30 pmSKP Skopje-ORD Chicago O'Hare Intl

30h 25m1 stop Belgrade Nikola Tesla

$723Air Serbia

Sat, Dec 26 - Tue, Apr 13

4:30 pm - 8:25 pmORD Chicago O'Hare Intl-SKP Skopje

20h 55m2 stops Toronto Pearson Intl Zurich

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

31h 45m1 stop Vienna Intl

$731Multiple Airlines

Wed, Mar 3 - Tue, Apr 6

6:30 pm - 8:05 pmORD Chicago O'Hare Intl-SKP Skopje

18h 35m2 stops Reykjavik Keflavik Intl Rome Fiumicino

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

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

$731Multiple Airlines

Mon, Jan 4 - Wed, Jan 13

7:50 pm - 8:25 pmORD Chicago O'Hare Intl-SKP Skopje

18h 35m1 stop Zurich

9:00 am - 5:15 pmSKP Skopje-ORD Chicago O'Hare Intl

14h 15m1 stop Zurich

$735SWISS

Wed, Mar 17 - Fri, Mar 19

12:51 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

15h 54m2 stops Washington, D.C. Dulles Intl Vienna Intl

4:30 am - 2:00 pmSKP Skopje-ORD Chicago O'Hare Intl

16h 30m1 stop Vienna Intl

$746Austrian Airlines

Mon, Mar 1 - Tue, Mar 9

12:51 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

15h 54m2 stops Washington, D.C. Dulles Intl Vienna Intl

12:30 pm - 3:00 pmSKP Skopje-ORD Chicago O'Hare Intl

32h 30m1 stop Vienna Intl

$747Austrian Airlines

Tue, Feb 16 - Tue, Mar 23

7:05 pm - 7:55 pmORD Chicago O'Hare Intl-SKP Skopje

17h 50m1 stop Zurich

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

23h 00m1 stop Zurich

$781SWISS

Sun, Apr 4 - Wed, Sep 15

Cheap last minute 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

8:50 am - 10:00 amSKP Skopje-ORD Chicago O'Hare Intl

32h 10m1 stop Istanbul

$749Turkish Airlines

Sun, Nov 8 - Tue, Dec 8

11:45 am - 8:00 pmORD Chicago O'Hare Intl-SKP Skopje

25h 15m1 stop Istanbul

8:50 pm - 10:00 amSKP Skopje-ORD Chicago O'Hare Intl

20h 10m1 stop Istanbul

$749Turkish Airlines

Sun, Nov 8 - Wed, Dec 9

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

25h 35m1 stop Belgrade Nikola Tesla

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

30h 35m1 stop Belgrade Nikola Tesla

$856Air Serbia

Sat, Nov 7 - Thu, Dec 10

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

25h 35m1 stop Belgrade Nikola Tesla

4:00 am - 2:45 pmSKP Skopje-ORD Chicago O'Hare Intl

17h 45m1 stop Belgrade Nikola Tesla

$856Air Serbia

Sat, Nov 7 - Thu, Dec 10

4:20 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

12h 25m1 stop Vienna Intl

4:30 am - 2:00 pmSKP Skopje-ORD Chicago O'Hare Intl

16h 30m1 stop Vienna Intl

$900Austrian Airlines

Wed, Nov 4 - Tue, Dec 8

1:30 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

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

4:30 am - 2:00 pmSKP Skopje-ORD Chicago O'Hare Intl

16h 30m1 stop Vienna Intl

$904Austrian Airlines

Wed, Nov 4 - Tue, Dec 8

7:05 am - 8:25 pmORD Chicago O'Hare Intl-SKP Skopje

30h 20m2 stops Montreal Pierre Elliott Trudeau Intl Zurich

9:00 am - 7:52 pmSKP Skopje-ORD Chicago O'Hare Intl

17h 52m2 stops Zurich Montreal Pierre Elliott Trudeau Intl

$905Air Canada

Wed, Nov 4 - Fri, Dec 11

1:55 pm - 8:25 pmORD Chicago O'Hare Intl-SKP Skopje

47h 30m2 stops Montreal Pierre Elliott Trudeau Intl Zurich

9:00 am - 3:02 pmSKP Skopje-ORD Chicago O'Hare Intl

37h 02m2 stops Zurich Montreal Pierre Elliott Trudeau Intl

$905Air Canada

Tue, Nov 3 - Fri, Dec 11

9:50 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

30h 55m2 stops Munich Franz Josef Strauss Vienna Intl

12:30 pm - 1:10 pmSKP Skopje-ORD Chicago O'Hare Intl

31h 40m2 stops Vienna Intl Frankfurt am Main

$939Lufthansa

Sun, Nov 8 - Mon, Nov 16

9:50 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

30h 55m2 stops Munich Franz Josef Strauss Vienna Intl

12:30 pm - 1:10 pmSKP Skopje-ORD Chicago O'Hare Intl

31h 40m2 stops Vienna Intl Frankfurt am Main

$956Lufthansa

Tue, Nov 3 - Mon, Dec 7

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Turkish Airlines flights from Chicago to Skopje

Our best Turkish Airlines deals on Chicago to Skopje flight tickets

Turkish Airlines

Jan 10

ORD8:15 pmChicago O'Hare Intl

16h 45m

1 stop

SKP8:00 pmSkopje

Jan 20

SKP8:50 pmSkopje

20h 10m

1 stop

ORD10:00 amChicago O'Hare Intl

$699

Turkish Airlines

Dec 30

ORD8:15 pmChicago O'Hare Intl

16h 45m

1 stop

SKP8:00 pmSkopje

Feb 10

SKP8:50 amSkopje

16h 30m

1 stop

ORD6:20 pmChicago O'Hare Intl

$706

Turkish Airlines

Dec 2

ORD11:45 amChicago O'Hare Intl

25h 15m

1 stop

SKP8:00 pmSkopje

Dec 17

SKP8:50 pmSkopje

20h 10m

1 stop

ORD10:00 amChicago O'Hare Intl

$709

Air Serbia flights from Chicago to Skopje

Our best Air Serbia deals on Chicago to Skopje flight tickets

Air Serbia

Dec 26

ORD7:30 pmChicago O'Hare Intl

12h 05m

1 stop

SKP2:35 pmSkopje

Apr 13

SKP3:05 pmSkopje

30h 25m

1 stop

ORD2:30 pmChicago O'Hare Intl

$723

Air Serbia

Nov 7

ORD5:30 pmChicago O'Hare Intl

25h 35m

1 stop

SKP2:05 amSkopje

Dec 10

SKP4:00 amSkopje

17h 45m

1 stop

ORD2:45 pmChicago O'Hare Intl

$856

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Tue 12/1

8:15 pm-8:00 pm

1 stop16h 45m

Skopje

Wed 12/9

8:50 am-10:00 am

1 stop32h 10m

$699

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Sun 1/10

8:15 pm-8:00 pm

1 stop16h 45m

Skopje

Wed 1/20

8:50 pm-10:00 am

1 stop20h 10m

$699

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Wed 12/30

11:55 pm-2:35 pm

1 stop31h 40m

Skopje

Tue 4/13

3:05 pm-2:30 pm

1 stop30h 25m

$723

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Sat 12/26

7:30 pm-2:35 pm

1 stop12h 05m

Skopje

Tue 4/13

3:05 pm-2:30 pm

1 stop30h 25m

$723

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Wed 3/3

4:30 pm-8:25 pm

2 stops20h 55m

Skopje

Tue 4/6

12:35 pm-1:20 pm

1 stop31h 45m

$731

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Mon 1/4

6:30 pm-8:05 pm

2 stops18h 35m

Skopje

Wed 1/13

3:10 pm-5:20 pm

3 stops33h 10m

$731

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Wed 3/17

7:50 pm-8:25 pm

1 stop18h 35m

Skopje

Fri 3/19

9:00 am-5:15 pm

1 stop14h 15m

$735

Quickest round-trip

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Mon 3/1

12:51 pm-11:45 am

2 stops15h 54m

Skopje

Tue 3/9

4:30 am-2:00 pm

1 stop16h 30m

$746

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Tue 2/16

12:51 pm-11:45 am

2 stops15h 54m

Skopje

Tue 3/23

12:30 pm-3:00 pm

1 stop32h 30m

$747

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Sun 4/4

7:05 pm-7:55 pm

1 stop17h 50m

Skopje

Wed 9/15

8:35 pm-12:35 pm

1 stop23h 00m

$781

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 cheapest month to fly to Skopje?

The month of February is, on average, the cheapest month to fly to Skopje from Chicago, with most prices found around $555. The month of January is another great option to travel to Skopje, with average flight prices from Chicago averaging around $559.

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 $820 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 $831 on momondo.

Can stopping save me money on Chicago to Skopje flights?

You could potentially save up to 6% on your flight if you consider stops on a Chicago to Skopje flight.

How have Chicago to Skopje flight prices changed over time?

As of November 2026, prices for Chicago to Skopje flights are approximately 3% more expensive when compared to flights at the same time last year.

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	$281
Fastest flight time	12h 25m
Direct flights	None

The best one-way flight to Skopje from Chicago in the past 72 hours is $281. The best round-trip flight deal from Chicago to Skopje found on momondo in the last 72 hours is $699.

The fastest flight from Chicago to Skopje takes 12h 25m

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 12h 25m, 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 November 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 (28% of total bookings). The next most popular airlines are Austrian Airlines (24%), LOT (18%), and Air Serbia (15%).

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
Lufthansa	PriceFrom $504	Free Cancellation	Rating 6.8 8,297 reviews	Search Lufthansa flights
SWISS	PriceFrom $505	Free Cancellation	Rating 7.5 2,107 reviews	Search SWISS flights
Turkish Airlines	PriceFrom $515	Free Cancellation	Rating 7.4 4,466 reviews	Search Turkish Airlines flights
United Airlines	PriceFrom $549	Free Cancellation	Rating 7.3 10,458 reviews	Search United Airlines flights
Austrian Airlines	PriceFrom $552	Free Cancellation	Rating 7.5 981 reviews	Search Austrian Airlines flights
LOT	PriceFrom $599	Free Cancellation	Rating 7.5 1,191 reviews	Search LOT flights
Air Serbia	PriceFrom $787	Free Cancellation	Rating 6.1 239 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

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Cheap flights from Chicago to Skopje from $281

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 11/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Turkish Airlines flights from Chicago to Skopje

Our best Turkish Airlines deals on Chicago to Skopje flight tickets

Air Serbia flights from Chicago to Skopje

Our best Air Serbia 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 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 is the cheapest airline that flies from Chicago to Skopje?

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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