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

Flights via Zurich (ZRH) offer the lowest average round-trip price of $728.

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

Istanbul (IST) was the most common stop: 36% of momondo users choosing 1-stop flights on this route connected there.

What airlines fly to Skopje?

Turkish Airlines, Austrian Airlines and LOT 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 41% 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 connection time from Chicago to Skopje?

Warsaw (WAW) has the shortest average layover time for this route: 2h 05m.

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

Lufthansa and Air Serbia are the most popular carriers 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 November 2025, 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.

$274 Cheap Flights from Chicago to Skopje in 2025/26

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4:10 pm - 7:35 pmORD-SKP

20h 25m1 stop

12:30 pm - 11:00 amSKP-ORD

29h 30m2 stops

$513Multiple Airlines

Find Deal

Sat, Nov 29 - Fri, Jan 23

3:20 pm - 3:35 pmORD-SKP

17h 15m1 stop

8:55 am - 4:20 pmSKP-ORD

14h 25m1 stop

$514Multiple Airlines

Find Deal

Sat, Nov 29 - Fri, Jan 16

6:50 pm - 8:25 pmORD-SKP

18h 35m1 stop

8:45 pm - 12:45 pmSKP-ORD

23h 00m1 stop

$515SWISS

Find Deal

Wed, Jan 28 - Sun, Feb 1

2:40 pm - 3:35 pmORD-SKP

17h 55m2 stops

8:55 am - 4:20 pmSKP-ORD

14h 25m1 stop

$516Multiple Airlines

Find Deal

Mon, Dec 8 - Fri, Jan 16

9:05 pm - 11:45 amORD-SKP

31h 40m2 stops

8:45 pm - 4:20 pmSKP-ORD

26h 35m1 stop

$517Multiple Airlines

Find Deal

Fri, Jan 16 - Sun, Jan 25

6:25 pm - 3:35 pmORD-SKP

14h 10m1 stop

8:55 am - 8:10 pmSKP-ORD

18h 15m2 stops

$518Multiple Airlines

Find Deal

Mon, Dec 1 - Fri, Jan 23

7:15 am - 3:25 pmORD-SKP

25h 10m2 stops

4:30 am - 11:06 amSKP-ORD

37h 36m2 stops

$519Multiple Airlines

Find Deal

Tue, Jan 13 - Tue, Feb 24

10:35 pm - 10:20 pmORD-SKP

16h 45m1 stop

8:45 pm - 2:10 pmSKP-ORD

24h 25m2 stops

$520Multiple Airlines

Find Deal

Thu, Jan 1 - Sun, Jan 25

9:05 pm - 11:45 amORD-SKP

31h 40m2 stops

8:45 pm - 4:20 pmSKP-ORD

26h 35m1 stop

$521Multiple Airlines

Find Deal

Fri, Dec 5 - Sun, Dec 14

3:45 pm - 8:25 pmORD-SKP

45h 40m2 stops

8:45 pm - 4:20 pmSKP-ORD

26h 35m1 stop

$522SWISS

Find Deal

Tue, Dec 30 - Sun, Jan 18

Austrian Airlines flights from Chicago to Skopje

Our best Austrian Airlines deals on Chicago to Skopje flight tickets

Austrian Airlines

Feb 17

ORD9:05 pmChicago O'Hare Intl

31h 40m

2 stops

SKP11:45 amSkopje

Mar 24

SKP12:30 pmSkopje

32h 30m

1 stop

ORD3:00 pmChicago O'Hare Intl

$531

Find similar

Austrian Airlines

Mar 3

ORD5:50 pmChicago O'Hare Intl

34h 55m

2 stops

SKP11:45 amSkopje

Mar 11

SKP4:30 amSkopje

20h 21m

2 stops

ORD6:51 pmChicago O'Hare Intl

$538

Find similar

Austrian Airlines

Dec 1

ORD9:05 pmChicago O'Hare Intl

31h 40m

2 stops

SKP11:45 amSkopje

Dec 12

SKP12:30 pmSkopje

32h 30m

1 stop

ORD2:00 pmChicago O'Hare Intl

$545

Find similar

United Airlines flights from Chicago to Skopje

Our best United Airlines deals on Chicago to Skopje flight tickets

United Airlines

Mar 23

ORD5:20 pmChicago O'Hare Intl

12h 25m

1 stop

SKP11:45 amSkopje

Apr 16

SKP4:25 amSkopje

15h 55m

1 stop

ORD1:20 pmChicago O'Hare Intl

$548

Find similar

United Airlines

Mar 23

ORD1:09 pmChicago O'Hare Intl

16h 36m

2 stops

SKP11:45 amSkopje

Apr 16

SKP4:25 amSkopje

15h 55m

1 stop

ORD1:20 pmChicago O'Hare Intl

$553

Find similar

United Airlines

Dec 1

ORD4:20 pmChicago O'Hare Intl

12h 25m

1 stop

SKP11:45 amSkopje

Jan 22

SKP4:30 amSkopje

21h 47m

2 stops

ORD7:17 pmChicago O'Hare Intl

$559

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sat 11/29

4:10 pm-7:35 pm

1 stop20h 25m

Skopje

Fri 1/23

12:30 pm-11:00 am

2 stops29h 30m

$513

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sat 11/29

3:20 pm-3:35 pm

1 stop17h 15m

Skopje

Fri 1/16

8:55 am-4:20 pm

1 stop14h 25m

$514

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 1/28

6:50 pm-8:25 pm

1 stop18h 35m

Skopje

Sun 2/1

8:45 pm-12:45 pm

1 stop23h 00m

$515

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 12/8

2:40 pm-3:35 pm

2 stops17h 55m

Skopje

Fri 1/16

8:55 am-4:20 pm

1 stop14h 25m

$516

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Fri 1/16

9:05 pm-11:45 am

2 stops31h 40m

Skopje

Sun 1/25

8:45 pm-4:20 pm

1 stop26h 35m

$517

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 12/1

6:25 pm-3:35 pm

1 stop14h 10m

Skopje

Fri 1/23

8:55 am-8:10 pm

2 stops18h 15m

$518

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 1/13

7:15 am-3:25 pm

2 stops25h 10m

Skopje

Tue 2/24

4:30 am-11:06 am

2 stops37h 36m

$519

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Thu 1/1

10:35 pm-10:20 pm

1 stop16h 45m

Skopje

Sun 1/25

8:45 pm-2:10 pm

2 stops24h 25m

$520

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Fri 12/5

9:05 pm-11:45 am

2 stops31h 40m

Skopje

Sun 12/14

8:45 pm-4:20 pm

1 stop26h 35m

$521

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 12/30

3:45 pm-8:25 pm

2 stops45h 40m

Skopje

Sun 1/18

8:45 pm-4:20 pm

1 stop26h 35m

$522

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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 January is, on average, the cheapest month to fly to Skopje from Chicago, with most prices found around $524. The month of March is another great option to travel to Skopje, with average flight prices from Chicago averaging around $547.

What is the cheapest day to depart on your flight to Skopje?

Our data shows that Friday is the least expensive day to fly to Skopje. Tickets to fly out on this day can be as low as $928. Flights from Chicago to Skopje on a Thursday will generally be more expensive and average around $1,140. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Skopje?

According to our data, the cheapest time of day to fly to Skopje is in the morning. momondo users have found flights departing from Chicago to Skopje in the morning for as low as $907. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $1,152 on average. Flights to Skopje from Chicago in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

How far in advance should I book a flight 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 $756 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 $774 on momondo.

How have Chicago to Skopje flight prices changed over time?

As of November 2025, prices for Chicago to Skopje flights are approximately 3% cheaper 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

Fastest flight time	12h 25m
Direct flights	None

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

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 2025, 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 (30% of total bookings). The next most popular airlines are Austrian Airlines (18%), Air Serbia (18%), and LOT (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
Turkish Airlines	PriceFrom $512	Free Cancellation	Rating 7.3 4,059 reviews	Search Turkish Airlines flights
SWISS	PriceFrom $512	Free Cancellation	Rating 7.5 1,794 reviews	Search SWISS flights
Austrian Airlines	PriceFrom $571	Free Cancellation	Rating 7.6 874 reviews	Search Austrian Airlines flights
United Airlines	PriceFrom $578	Free Cancellation	Rating 7.4 9,046 reviews	Search United Airlines flights
Air Serbia	PriceFrom $589	Free Cancellation	Rating 6.2 209 reviews	Search Air Serbia flights
LOT	PriceFrom $613	Free Cancellation	Rating 7.5 1,140 reviews	Search LOT flights
Lufthansa	PriceFrom $673	Free Cancellation	Rating 6.8 7,594 reviews	Search Lufthansa 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 $274

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 1/19. 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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Austrian Airlines flights from Chicago to Skopje

Our best Austrian Airlines deals on Chicago to Skopje flight tickets

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Our best United Airlines deals on Chicago to Skopje flight tickets

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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

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 $524. The month of March is another great option to travel to Skopje, with average flight prices from Chicago averaging around $547.

What is the cheapest day to depart on your flight to Skopje?

What is the cheapest time of day to depart on your flight to Skopje?

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

How have Chicago to Skopje flight prices changed over time?

As of November 2025, prices for Chicago to Skopje flights are approximately 3% cheaper when compared to flights at the same time last year.

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

Lufthansa and Air Serbia are the most popular carriers operating from Chicago to Skopje

What airlines fly to Skopje?

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

Istanbul (IST) was the most common stop: 36% of momondo users choosing 1-stop flights on this route connected there.

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

Flights via Zurich (ZRH) offer the lowest average round-trip price of $728.

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 has the shortest connection time from Chicago to Skopje?

Warsaw (WAW) has the shortest average layover time for this route: 2h 05m.

When to book flights from Chicago to Skopje

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

Fastest flight time

Direct flights

How far is Chicago to Skopje by plane?

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

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

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

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

What is the most popular airline 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?

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

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

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

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

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