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: 3h 02m.

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 36% 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.

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

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

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

Vienna (VIE) was the most common stop: 35% 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 Frankfurt am Main (FRA) offer the lowest average round-trip price of $625.

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 August 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.

$343 Cheap Flights from Chicago to Skopje in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Skopje

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

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

$799LOT

Fri, Oct 2 - Sat, Oct 10

1:12 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

15h 33m2 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

$807Austrian Airlines

Mon, Jan 25 - Sun, Feb 7

1:12 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

15h 33m2 stops Washington, D.C. Dulles Intl Vienna Intl

12:30 pm - 6:33 pmSKP Skopje-ORD Chicago O'Hare Intl

37h 03m2 stops Vienna Intl Washington, D.C. Dulles Intl

$808Austrian Airlines

Tue, Dec 15 - Mon, Jan 11

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

40h 35m2 stops Toronto Pearson Intl Zurich

4:30 am - 6:29 pmSKP Skopje-ORD Chicago O'Hare Intl

19h 59m2 stops Vienna Intl Toronto Pearson Intl

$809Multiple Airlines

Tue, Nov 3 - Wed, Mar 17

8:10 pm - 7:55 amORD Chicago O'Hare Intl-SKP Skopje

28h 45m1 stop Istanbul

8:15 pm - 9:40 amSKP Skopje-ORD Chicago O'Hare Intl

20h 25m1 stop Istanbul

$810Turkish Airlines

Thu, Oct 8 - Sun, Oct 18

9:15 pm - 7:55 pmORD Chicago O'Hare Intl-SKP Skopje

16h 40m1 stop Istanbul

8:45 am - 12:00 pmSKP Skopje-ORD Chicago O'Hare Intl

33h 15m1 stop Istanbul

$810Turkish Airlines

Thu, Oct 29 - Sat, Oct 31

7:00 am - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

21h 45m2 stops Boston Logan Intl Vienna Intl

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

16h 30m1 stop Vienna Intl

$810United Airlines

Sun, Dec 13 - Thu, Jan 7

8:50 pm - 12:25 pmORD Chicago O'Hare Intl-SKP Skopje

56h 35m2 stops Toronto Pearson Intl Zurich

8:45 pm - 9:08 amSKP Skopje-ORD Chicago O'Hare Intl

43h 23m2 stops Zurich Toronto Pearson Intl

$810Multiple Airlines

Tue, Dec 1 - Sun, Dec 6

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

$816LOT

Thu, Oct 15 - Thu, Oct 22

7:00 am - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

21h 45m2 stops Boston Logan Intl Vienna Intl

4:30 am - 11:15 pmSKP Skopje-ORD Chicago O'Hare Intl

25h 45m2 stops Vienna Intl Washington, D.C. Dulles Intl

$820United Airlines

Sun, Dec 13 - Tue, Jan 5

Cheap last minute flights

Enter your travel dates to find the best prices.

4:40 pm - 2:10 amORD Chicago O'Hare Intl-SKP Skopje

26h 30m1 stop Belgrade Nikola Tesla

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

30h 35m1 stop Belgrade Nikola Tesla

$854Air Serbia

Mon, Aug 31 - Thu, Nov 12

4:40 pm - 2:10 amORD Chicago O'Hare Intl-SKP Skopje

26h 30m1 stop Belgrade Nikola Tesla

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

17h 45m1 stop Belgrade Nikola Tesla

$854Air Serbia

Mon, Aug 31 - Thu, Nov 12

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

32h 05m1 stop Warsaw Frederic Chopin

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

13h 15m1 stop Warsaw Frederic Chopin

$882LOT

Tue, Sep 1 - Tue, Sep 22

2:40 pm - 8:05 pmORD Chicago O'Hare Intl-SKP Skopje

22h 25m1 stop Zurich

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

31h 45m1 stop Vienna Intl

$900Multiple Airlines

Tue, Sep 1 - Mon, Sep 14

7:25 pm - 11:55 pmORD Chicago O'Hare Intl-SKP Skopje

21h 30m2 stops Reykjavik Keflavik Intl Oslo Gardermoen

4:50 pm - 2:25 pmSKP Skopje-ORD Chicago O'Hare Intl

28h 35m1 stop Madrid Barajas

$915Multiple Airlines

Mon, Aug 31 - Wed, Oct 21

8:10 pm - 4:45 pmORD Chicago O'Hare Intl-SKP Skopje

13h 35m1 stop Warsaw Frederic Chopin

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

13h 15m1 stop Warsaw Frederic Chopin

$916LOT

Fri, Aug 28 - Tue, Oct 20

2:40 pm - 8:05 pmORD Chicago O'Hare Intl-SKP Skopje

22h 25m1 stop Zurich

8:55 am - 4:15 pmSKP Skopje-ORD Chicago O'Hare Intl

14h 20m1 stop Zurich

$916SWISS

Tue, Sep 1 - Fri, Nov 13

2:40 pm - 8:05 pmORD Chicago O'Hare Intl-SKP Skopje

22h 25m1 stop Zurich

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

26h 10m1 stop Zurich

$920SWISS

Tue, Sep 1 - Wed, Sep 30

12:56 pm - 11:50 amORD Chicago O'Hare Intl-SKP Skopje

15h 54m2 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

$924Austrian Airlines

Tue, Sep 1 - Mon, Sep 14

12:56 pm - 12:15 amORD Chicago O'Hare Intl-SKP Skopje

28h 19m2 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

$957Austrian Airlines

Tue, Sep 1 - Tue, Sep 15

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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 4

ORD8:10 pmChicago O'Hare Intl

28h 45m

1 stop

SKP7:55 amSkopje

Oct 18

SKP8:15 pmSkopje

20h 25m

1 stop

ORD9:40 amChicago O'Hare Intl

$810

Turkish Airlines

Sep 15

ORD8:10 pmChicago O'Hare Intl

28h 45m

1 stop

SKP7:55 amSkopje

Oct 11

SKP8:45 amSkopje

31h 55m

1 stop

ORD9:40 amChicago O'Hare Intl

$815

Turkish Airlines

Oct 3

ORD8:10 pmChicago O'Hare Intl

16h 15m

1 stop

SKP7:25 pmSkopje

Oct 19

SKP8:45 amSkopje

31h 55m

1 stop

ORD9:40 amChicago O'Hare Intl

$830

Air Canada flights from Chicago to Skopje

Our best Air Canada deals on Chicago to Skopje flight tickets

Air Canada

Nov 4

ORD7:05 amChicago O'Hare Intl

30h 20m

2 stops

SKP8:25 pmSkopje

Mar 19

SKP8:55 amSkopje

28h 55m

2 stops

ORD7:50 amChicago O'Hare Intl

$811

Air Canada

Sep 1

ORD8:50 amChicago O'Hare Intl

28h 15m

2 stops

SKP8:05 pmSkopje

Nov 13

SKP8:55 amSkopje

36h 57m

2 stops

ORD2:52 pmChicago O'Hare Intl

$917

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Fri 10/2

9:50 pm-12:55 pm

1 stop32h 05m

Skopje

Sat 10/10

5:30 pm-3:10 pm

1 stop28h 40m

$799

Quickest round-trip

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Mon 1/25

1:12 pm-11:45 am

2 stops15h 33m

Skopje

Sun 2/7

4:30 am-2:00 pm

1 stop16h 30m

$807

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Tue 12/15

1:12 pm-11:45 am

2 stops15h 33m

Skopje

Mon 1/11

12:30 pm-6:33 pm

2 stops37h 03m

$808

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Tue 11/3

8:50 pm-8:25 pm

2 stops40h 35m

Skopje

Wed 3/17

4:30 am-6:29 pm

2 stops19h 59m

$809

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Thu 10/8

8:10 pm-7:55 am

1 stop28h 45m

Skopje

Sun 10/18

8:15 pm-9:40 am

1 stop20h 25m

$810

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Thu 10/29

9:15 pm-7:55 pm

1 stop16h 40m

Skopje

Sat 10/31

8:45 am-12:00 pm

1 stop33h 15m

$810

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Sun 12/13

7:00 am-11:45 am

2 stops21h 45m

Skopje

Thu 1/7

4:30 am-2:00 pm

1 stop16h 30m

$810

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Tue 12/1

8:50 pm-12:25 pm

2 stops56h 35m

Skopje

Sun 12/6

8:45 pm-9:08 am

2 stops43h 23m

$810

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Thu 10/15

5:10 pm-4:45 pm

2 stops40h 35m

Skopje

Thu 10/22

1:35 pm-7:50 pm

1 stop13h 15m

$816

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Sun 12/13

7:00 am-11:45 am

2 stops21h 45m

Skopje

Tue 1/5

4:30 am-11:15 pm

2 stops25h 45m

$820

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 high for flights on this route.

Typical prices usually range from $592 to $796.
The lowest price recently found on this route was $799.

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 $551.

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 $766 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 4% 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	$343
Fastest flight time	13h 30m
Direct flights	None

The best one-way flight to Skopje from Chicago in the past 72 hours is $343. The best round-trip flight deal from Chicago to Skopje found on momondo in the last 72 hours is $799.

The fastest flight from Chicago to Skopje takes 13h 30m

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 30m, 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 August 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 (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 $497	Free Cancellation	Rating 7.5 2,055 reviews	Search SWISS flights
Turkish Airlines	PriceFrom $514	Free Cancellation	Rating 7.4 4,484 reviews	Search Turkish Airlines flights
Lufthansa	PriceFrom $520	Free Cancellation	Rating 6.8 8,222 reviews	Search Lufthansa flights
Austrian Airlines	PriceFrom $549	Free Cancellation	Rating 7.6 951 reviews	Search Austrian Airlines flights
United Airlines	PriceFrom $549	Free Cancellation	Rating 7.4 10,127 reviews	Search United Airlines flights
LOT	PriceFrom $565	Free Cancellation	Rating 7.5 1,210 reviews	Search LOT flights
Air Serbia	PriceFrom $768	Free Cancellation	Rating 6.1 237 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 $343

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 9/13. 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 Canada flights from Chicago to Skopje

Our best Air Canada 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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