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

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

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

Istanbul (IST) was the most common stop: 32% 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 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 layover airport offers the lowest fares from Chicago to Skopje?

Flights via Frankfurt am Main (FRA) offer the lowest average round-trip price of $666.

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 21m.

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 February 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.

$292 Cheap Flights from Chicago to Skopje in 2026

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

Prices are currently low for flights on this route. Typical prices usually range from $539 to $608. The lowest price recently found on this route was $500.

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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.

8:20 pm - 7:45 pm

ORD

SKP

16h 25m

1 stop

8:35 pm - 11:05 am

SKP

ORD

20h 30m

1 stop

$500Turkish Airlines

Tue, Mar 3 - Wed, Mar 11

6:50 pm - 8:25 pm

ORD

SKP

18h 35m

1 stop

8:45 pm - 5:20 pm

SKP

ORD

26h 35m

1 stop

$501SWISS

Wed, Mar 4 - Sun, Mar 8

11:50 am - 8:25 am

ORD

SKP

13h 35m

1 stop

9:15 am - 11:05 am

SKP

ORD

31h 50m

1 stop

$504Turkish Airlines

Tue, Mar 3 - Tue, Mar 10

11:35 pm - 12:15 am

ORD

SKP

18h 40m

2 stops

1:25 pm - 12:35 pm

SKP

ORD

30h 10m

1 stop

$507Multiple Airlines

Wed, Mar 18 - Sun, Mar 29

7:05 pm - 8:35 am

ORD

SKP

30h 30m

1 stop

12:35 pm - 1:20 pm

SKP

ORD

31h 45m

1 stop

$508Multiple Airlines

Fri, Apr 17 - Sun, Apr 26

8:10 pm - 7:25 pm

ORD

SKP

16h 15m

1 stop

8:45 am - 9:40 am

SKP

ORD

31h 55m

1 stop

$509Turkish Airlines

Sat, Apr 18 - Fri, Apr 24

11:50 am - 8:25 am

ORD

SKP

13h 35m

1 stop

8:35 pm - 11:05 am

SKP

ORD

20h 30m

1 stop

$510Turkish Airlines

Tue, Mar 3 - Wed, Mar 11

8:10 pm - 7:25 pm

ORD

SKP

16h 15m

1 stop

8:45 am - 9:40 am

SKP

ORD

31h 55m

1 stop

$512Turkish Airlines

Sat, Apr 18 - Fri, May 1

8:10 pm - 7:20 pm

ORD

SKP

16h 10m

1 stop

8:10 pm - 9:40 am

SKP

ORD

20h 30m

1 stop

$519Turkish Airlines

Wed, Apr 8 - Fri, Apr 17

8:10 pm - 7:55 am

ORD

SKP

28h 45m

1 stop

8:15 pm - 9:40 am

SKP

ORD

20h 25m

1 stop

$521Turkish Airlines

Tue, Mar 31 - Tue, Apr 7

Turkish Airlines flights from Chicago to Skopje

Our best Turkish Airlines deals on Chicago to Skopje flight tickets

Turkish Airlines

Mar 3

ORD11:50 amChicago O'Hare Intl

24h 55m

1 stop

SKP7:45 pmSkopje

Mar 11

SKP8:35 pmSkopje

20h 30m

1 stop

ORD11:05 amChicago O'Hare Intl

$500

Turkish Airlines

Mar 3

ORD11:50 amChicago O'Hare Intl

13h 35m

1 stop

SKP8:25 amSkopje

Mar 10

SKP9:15 amSkopje

31h 50m

1 stop

ORD11:05 amChicago O'Hare Intl

$504

Turkish Airlines

Apr 15

ORD8:10 pmChicago O'Hare Intl

16h 15m

1 stop

SKP7:25 pmSkopje

Apr 23

SKP8:15 pmSkopje

20h 25m

1 stop

ORD9:40 amChicago O'Hare Intl

$509

SWISS flights from Chicago to Skopje

Our best SWISS deals on Chicago to Skopje flight tickets

SWISS

Mar 4

ORD6:50 pmChicago O'Hare Intl

18h 35m

1 stop

SKP8:25 pmSkopje

Mar 8

SKP8:45 pmSkopje

26h 35m

1 stop

ORD5:20 pmChicago O'Hare Intl

$501

SWISS

Mar 4

ORD6:50 pmChicago O'Hare Intl

18h 35m

1 stop

SKP8:25 pmSkopje

Mar 13

SKP8:55 amSkopje

14h 25m

1 stop

ORD5:20 pmChicago O'Hare Intl

$519

SWISS

May 10

ORD7:05 pmChicago O'Hare Intl

17h 50m

1 stop

SKP7:55 pmSkopje

May 20

SKP8:35 pmSkopje

23h 00m

1 stop

ORD12:35 pmChicago O'Hare Intl

$528

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 3/3

8:20 pm-7:45 pm

1 stop16h 25m

Skopje

Wed 3/11

8:35 pm-11:05 am

1 stop20h 30m

$500

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 3/4

6:50 pm-8:25 pm

1 stop18h 35m

Skopje

Sun 3/8

8:45 pm-5:20 pm

1 stop26h 35m

$501

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 3/3

11:50 am-8:25 am

1 stop13h 35m

Skopje

Tue 3/10

9:15 am-11:05 am

1 stop31h 50m

$504

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 3/18

11:35 pm-12:15 am

2 stops18h 40m

Skopje

Sun 3/29

1:25 pm-12:35 pm

1 stop30h 10m

$507

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Fri 4/17

7:05 pm-8:35 am

1 stop30h 30m

Skopje

Sun 4/26

12:35 pm-1:20 pm

1 stop31h 45m

$508

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sat 4/18

8:10 pm-7:25 pm

1 stop16h 15m

Skopje

Fri 4/24

8:45 am-9:40 am

1 stop31h 55m

$509

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 3/3

11:50 am-8:25 am

1 stop13h 35m

Skopje

Wed 3/11

8:35 pm-11:05 am

1 stop20h 30m

$510

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sat 4/18

8:10 pm-7:25 pm

1 stop16h 15m

Skopje

Fri 5/1

8:45 am-9:40 am

1 stop31h 55m

$512

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 4/8

8:10 pm-7:20 pm

1 stop16h 10m

Skopje

Fri 4/17

8:10 pm-9:40 am

1 stop20h 30m

$519

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 3/31

8:10 pm-7:55 am

1 stop28h 45m

Skopje

Tue 4/7

8:15 pm-9:40 am

1 stop20h 25m

$521

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?

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 $514. The month of November is another great option to travel to Skopje, with average flight prices from Chicago averaging around $535.

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 week ahead of your departure date. In general, you can expect to find flights to Skopje for around $729 when searching week 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 $784 on momondo.

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

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 February 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 (23%), LOT (18%), and Lufthansa (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 $512	Free Cancellation	Rating 7.5 1,878 reviews	Search SWISS flights
Turkish Airlines	PriceFrom $518	Free Cancellation	Rating 7.3 4,225 reviews	Search Turkish Airlines flights
Lufthansa	PriceFrom $528	Free Cancellation	Rating 6.8 7,794 reviews	Search Lufthansa flights
Air Serbia	PriceFrom $547	Free Cancellation	Rating 6.1 215 reviews	Search Air Serbia flights
Austrian Airlines	PriceFrom $548	Free Cancellation	Rating 7.5 899 reviews	Search Austrian Airlines flights
United Airlines	PriceFrom $549	Free Cancellation	Rating 7.4 9,336 reviews	Search United Airlines flights
LOT	PriceFrom $556	Free Cancellation	Rating 7.5 1,181 reviews	Search LOT 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.

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

Mon 3/23

Mon 3/30

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to North Macedonia

Nearby airports

Airlines

Cabin classes

Other North Macedonia destinations

Other flights from Chicago

Complete your trip

Feeling lucky

Airports servicing North Macedonia

Ohrid Airport

Cheap flights from Chicago to Skopje from $292

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 5/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Chicago to Skopje

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Turkish Airlines flights from Chicago to Skopje

Our best Turkish Airlines deals on Chicago to Skopje flight tickets

SWISS flights from Chicago to Skopje

Our best SWISS deals on Chicago to Skopje flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Chicago to Skopje that are best for you.

See travel insights to Skopje from

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 to Skopje?

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

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

Fastest flight time

Direct flights

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

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

Fly to other destinations from Chicago

According to popular flight searches on momondo this year

Complete your trip to Skopje

Explore popular destinations other users love

According to popular flight searches on momondo this year