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 15m.

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 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 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 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 is the cheapest airline that flies from Chicago to Skopje?

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

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 October 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.

$342 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

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

20h 10m1 stop Istanbul

$699Turkish Airlines

Mon, Nov 9 - Wed, Nov 18

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

13h 10m1 stop Istanbul

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

20h 10m1 stop Istanbul

$699Turkish Airlines

Sat, Nov 14 - Sun, Nov 15

9:50 pm - 12:55 pmORD Chicago O'Hare Intl-SKP Skopje

32h 05m1 stop Warsaw Frederic Chopin

5:30 pm - 3:10 pmSKP Skopje-ORD Chicago O'Hare Intl

28h 40m1 stop Warsaw Frederic Chopin

$745LOT

Fri, Apr 16 - Sat, Sep 11

12:55 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

15h 50m2 stops Washington, D.C. Dulles Intl Vienna Intl

12:30 pm - 5:03 pmSKP Skopje-ORD Chicago O'Hare Intl

35h 33m2 stops Vienna Intl Washington, D.C. Dulles Intl

$759Austrian Airlines

Mon, Jan 25 - Mon, Mar 8

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

$762Lufthansa

Mon, Jan 25 - Mon, Mar 8

6:50 pm - 7:55 pmORD Chicago O'Hare Intl-SKP Skopje

18h 05m1 stop Zurich

4:30 am - 7:58 pmSKP Skopje-ORD Chicago O'Hare Intl

22h 28m2 stops Vienna Intl Toronto Pearson Intl

$770Multiple Airlines

Sat, Feb 6 - Tue, Mar 9

9:50 pm - 12:55 pmORD Chicago O'Hare Intl-SKP Skopje

32h 05m1 stop Warsaw Frederic Chopin

5:30 pm - 3:10 pmSKP Skopje-ORD Chicago O'Hare Intl

28h 40m1 stop Warsaw Frederic Chopin

$771LOT

Fri, Apr 16 - Wed, Sep 8

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

29h 50m2 stops Montreal Pierre Elliott Trudeau Intl Zurich

12:30 pm - 5:43 pmSKP Skopje-ORD Chicago O'Hare Intl

36h 13m2 stops Vienna Intl Toronto Pearson Intl

$773Multiple Airlines

Sat, Feb 6 - Wed, Mar 10

12:55 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

15h 50m2 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

$784Austrian Airlines

Mon, Jan 25 - Sun, Mar 7

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

30h 55m2 stops Munich Franz Josef Strauss Vienna Intl

12:30 pm - 2:10 pmSKP Skopje-ORD Chicago O'Hare Intl

55h 40m2 stops Vienna Intl Frankfurt am Main

$795Lufthansa

Sun, Mar 7 - Sun, Mar 21

Cheap last minute flights

Enter your travel dates to find the best prices.

12:45 pm - 7:55 amORD Chicago O'Hare Intl-SKP Skopje

13h 10m1 stop Istanbul

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

32h 15m1 stop Istanbul

$736Turkish Airlines

Sun, Oct 25 - Tue, Nov 10

12:45 pm - 7:55 pmORD Chicago O'Hare Intl-SKP Skopje

25h 10m1 stop Istanbul

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

32h 15m1 stop Istanbul

$749Turkish Airlines

Tue, Oct 27 - Tue, Nov 10

11:20 pm - 2:05 amORD Chicago O'Hare Intl-SKP Skopje

20h 45m1 stop Belgrade Nikola Tesla

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

17h 45m1 stop Belgrade Nikola Tesla

$857Air Serbia

Sat, Oct 24 - Thu, Nov 26

11:20 pm - 2:05 amORD Chicago O'Hare Intl-SKP Skopje

20h 45m1 stop Belgrade Nikola Tesla

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

30h 35m1 stop Belgrade Nikola Tesla

$857Air Serbia

Sat, Oct 24 - Thu, Nov 26

10:50 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

30h 55m2 stops Munich Franz Josef Strauss Vienna Intl

9:00 am - 7:58 pmSKP Skopje-ORD Chicago O'Hare Intl

17h 58m2 stops Zurich Toronto Pearson Intl

$905Multiple Airlines

Sun, Oct 25 - Fri, Nov 20

1:57 pm - 8:25 pmORD Chicago O'Hare Intl-SKP Skopje

24h 28m2 stops Toronto Pearson Intl Zurich

9:00 am - 7:58 pmSKP Skopje-ORD Chicago O'Hare Intl

17h 58m2 stops Zurich Toronto Pearson Intl

$905Air Canada

Wed, Oct 28 - Fri, Nov 13

10:50 pm - 12:15 amORD Chicago O'Hare Intl-SKP Skopje

19h 25m2 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

$927Lufthansa

Mon, Oct 26 - Mon, Nov 9

10:50 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

$927Lufthansa

Sun, Oct 25 - Tue, Nov 10

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

12h 25m1 stop Vienna Intl

4:30 am - 12:01 amSKP Skopje-ORD Chicago O'Hare Intl

26h 31m2 stops Vienna Intl Washington, D.C. Dulles Intl

$935United Airlines

Mon, Oct 26 - Thu, Nov 26

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

16h 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

$940United Airlines

Mon, Oct 26 - Thu, Nov 5

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Turkish Airlines flights from Chicago to Skopje

Our best Turkish Airlines deals on Chicago to Skopje flight tickets

Turkish Airlines

Nov 6

ORD9:15 pmChicago O'Hare Intl

27h 40m

1 stop

SKP7:55 amSkopje

Nov 22

SKP8:45 amSkopje

32h 15m

1 stop

ORD10:00 amChicago O'Hare Intl

$699

Turkish Airlines

Dec 5

ORD11:45 amChicago O'Hare Intl

13h 15m

1 stop

SKP8:00 amSkopje

Dec 15

SKP8:50 amSkopje

32h 10m

1 stop

ORD10:00 amChicago O'Hare Intl

$704

Turkish Airlines

Nov 25

ORD11:45 amChicago O'Hare Intl

25h 15m

1 stop

SKP8:00 pmSkopje

Dec 13

SKP8:50 amSkopje

32h 10m

1 stop

ORD10:00 amChicago O'Hare Intl

$709

Lufthansa flights from Chicago to Skopje

Our best Lufthansa deals on Chicago to Skopje flight tickets

Lufthansa

Jan 25

ORD9:50 pmChicago O'Hare Intl

30h 55m

2 stops

SKP11:45 amSkopje

Mar 8

SKP12:30 pmSkopje

31h 40m

2 stops

ORD1:10 pmChicago O'Hare Intl

$762

Lufthansa

Apr 18

ORD3:35 pmChicago O'Hare Intl

13h 15m

2 stops

SKP11:50 amSkopje

Sep 10

SKP4:25 amSkopje

15h 30m

2 stops

ORD12:55 pmChicago O'Hare Intl

$804

Lufthansa

Apr 14

ORD3:35 pmChicago O'Hare Intl

25h 40m

2 stops

SKP12:15 amSkopje

Sep 13

SKP12:35 pmSkopje

31h 20m

2 stops

ORD12:55 pmChicago O'Hare Intl

$821

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Mon 11/9

11:45 am-7:55 am

1 stop13h 10m

Skopje

Wed 11/18

8:50 pm-10:00 am

1 stop20h 10m

$699

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Sat 11/14

11:45 am-7:55 am

1 stop13h 10m

Skopje

Sun 11/15

8:50 pm-10:00 am

1 stop20h 10m

$699

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Fri 4/16

9:50 pm-12:55 pm

1 stop32h 05m

Skopje

Sat 9/11

5:30 pm-3:10 pm

1 stop28h 40m

$745

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Mon 1/25

12:55 pm-11:45 am

2 stops15h 50m

Skopje

Mon 3/8

12:30 pm-5:03 pm

2 stops35h 33m

$759

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Mon 1/25

9:50 pm-11:45 am

2 stops30h 55m

Skopje

Mon 3/8

12:30 pm-1:10 pm

2 stops31h 40m

$762

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Sat 2/6

6:50 pm-7:55 pm

1 stop18h 05m

Skopje

Tue 3/9

4:30 am-7:58 pm

2 stops22h 28m

$770

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Fri 4/16

9:50 pm-12:55 pm

1 stop32h 05m

Skopje

Wed 9/8

5:30 pm-3:10 pm

1 stop28h 40m

$771

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Sat 2/6

7:05 am-7:55 pm

2 stops29h 50m

Skopje

Wed 3/10

12:30 pm-5:43 pm

2 stops36h 13m

$773

Quickest round-trip

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Mon 1/25

12:55 pm-11:45 am

2 stops15h 50m

Skopje

Sun 3/7

4:30 am-2:00 pm

1 stop16h 30m

$784

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Sun 3/7

9:50 pm-11:45 am

2 stops30h 55m

Skopje

Sun 3/21

12:30 pm-2:10 pm

2 stops55h 40m

$795

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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 $652 to $886.
The lowest price recently found on this route was $699.

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 $554. 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 $803 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 October 2026, prices for Chicago to Skopje flights are approximately 5% 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	$342
Fastest flight time	13h 10m
Direct flights	None

The best one-way flight to Skopje from Chicago in the past 72 hours is $342. 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 13h 10m

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 13h 10m, 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 October 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
SWISS	PriceFrom $505	Free Cancellation	Rating 7.5 2,113 reviews	Search SWISS flights
Lufthansa	PriceFrom $514	Free Cancellation	Rating 6.8 8,293 reviews	Search Lufthansa flights
Turkish Airlines	PriceFrom $515	Free Cancellation	Rating 7.4 4,460 reviews	Search Turkish Airlines flights
United Airlines	PriceFrom $549	Free Cancellation	Rating 7.3 10,408 reviews	Search United Airlines flights
Austrian Airlines	PriceFrom $550	Free Cancellation	Rating 7.5 984 reviews	Search Austrian Airlines flights
LOT	PriceFrom $598	Free Cancellation	Rating 7.5 1,193 reviews	Search LOT flights
Air Serbia	PriceFrom $787	Free Cancellation	Rating 6.1 240 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 $342

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 11/30. 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

Lufthansa flights from Chicago to Skopje

Our best Lufthansa 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 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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