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 43m.

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?

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

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 39% 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.

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 June 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.

$357 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 $1,395 to $870. The lowest price recently found on this route was $985.

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.

7:25 pm - 6:20 am

ORD

SKP

27h 55m

3 stops

3:10 pm - 2:00 pm

SKP

ORD

29h 50m

3 stops

$985Multiple Airlines

Wed, Aug 26 - Wed, Sep 23

9:40 pm - 12:15 am

ORD

SKP

19h 35m

2 stops

12:35 pm - 12:55 pm

SKP

ORD

31h 20m

2 stops

$987Lufthansa

Fri, Sep 4 - Sat, Sep 12

4:05 pm - 12:15 am

ORD

SKP

25h 10m

2 stops

4:25 am - 12:55 pm

SKP

ORD

39h 30m

2 stops

$988Lufthansa

Mon, Jul 20 - Sun, Aug 16

7:25 pm - 2:10 am

ORD

SKP

23h 45m

3 stops

1:35 pm - 6:10 pm

SKP

ORD

35h 35m

1 stop

$989Multiple Airlines

Sun, Jul 12 - Thu, Jul 23

7:25 pm - 12:20 am

ORD

SKP

21h 55m

2 stops

6:15 am - 6:10 pm

SKP

ORD

18h 55m

2 stops

$990Multiple Airlines

Fri, Jul 10 - Fri, Jul 17

9:40 pm - 12:15 am

ORD

SKP

19h 35m

2 stops

4:25 am - 12:35 pm

SKP

ORD

39h 10m

2 stops

$991Lufthansa

Mon, Jul 13 - Sun, Aug 16

8:10 pm - 7:25 pm

ORD

SKP

16h 15m

1 stop

7:05 pm - 5:50 pm

SKP

ORD

29h 45m

2 stops

$992Multiple Airlines

Thu, Aug 13 - Tue, Oct 6

9:40 pm - 12:15 am

ORD

SKP

19h 35m

2 stops

12:35 pm - 12:55 pm

SKP

ORD

31h 20m

2 stops

$993Lufthansa

Mon, Jul 27 - Wed, Aug 19

4:20 pm - 12:15 am

ORD

SKP

24h 55m

1 stop

12:35 pm - 7:55 pm

SKP

ORD

38h 20m

2 stops

$994Multiple Airlines

Tue, Jul 21 - Tue, Aug 4

9:40 pm - 12:15 am

ORD

SKP

19h 35m

2 stops

4:25 am - 12:55 pm

SKP

ORD

15h 30m

2 stops

$995Lufthansa

Fri, Sep 4 - Sun, Sep 13

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Lufthansa flights from Chicago to Skopje

Our best Lufthansa deals on Chicago to Skopje flight tickets

Lufthansa

Sep 4

ORD9:40 pmChicago O'Hare Intl

19h 35m

2 stops

SKP12:15 amSkopje

Sep 12

SKP12:35 pmSkopje

31h 20m

2 stops

ORD12:55 pmChicago O'Hare Intl

$987

Lufthansa

Jul 20

ORD4:05 pmChicago O'Hare Intl

25h 10m

2 stops

SKP12:15 amSkopje

Aug 16

SKP4:25 amSkopje

39h 30m

2 stops

ORD12:55 pmChicago O'Hare Intl

$988

Lufthansa

Jul 13

ORD9:40 pmChicago O'Hare Intl

19h 35m

2 stops

SKP12:15 amSkopje

Aug 16

SKP4:25 amSkopje

39h 10m

2 stops

ORD12:35 pmChicago O'Hare Intl

$991

LOT flights from Chicago to Skopje

Our best LOT deals on Chicago to Skopje flight tickets

LOT

Jun 23

ORD9:50 pmChicago O'Hare Intl

32h 05m

1 stop

SKP12:55 pmSkopje

Nov 19

SKP1:25 pmSkopje

13h 30m

1 stop

ORD7:55 pmChicago O'Hare Intl

$998

LOT

Jul 27

ORD5:10 pmChicago O'Hare Intl

12h 45m

1 stop

SKP12:55 pmSkopje

Aug 19

SKP5:30 pmSkopje

52h 40m

2 stops

ORD3:10 pmChicago O'Hare Intl

$1,006

LOT

Jul 19

ORD9:50 pmChicago O'Hare Intl

32h 05m

1 stop

SKP12:55 pmSkopje

Aug 12

SKP5:30 pmSkopje

28h 40m

1 stop

ORD3:10 pmChicago O'Hare Intl

$1,007

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 8/26

7:25 pm-6:20 am

3 stops27h 55m

Skopje

Wed 9/23

3:10 pm-2:00 pm

3 stops29h 50m

$985

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Fri 9/4

9:40 pm-12:15 am

2 stops19h 35m

Skopje

Sat 9/12

12:35 pm-12:55 pm

2 stops31h 20m

$987

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 7/20

4:05 pm-12:15 am

2 stops25h 10m

Skopje

Sun 8/16

4:25 am-12:55 pm

2 stops39h 30m

$988

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 7/12

7:25 pm-2:10 am

3 stops23h 45m

Skopje

Thu 7/23

1:35 pm-6:10 pm

1 stop35h 35m

$989

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Fri 7/10

7:25 pm-12:20 am

2 stops21h 55m

Skopje

Fri 7/17

6:15 am-6:10 pm

2 stops18h 55m

$990

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 7/13

9:40 pm-12:15 am

2 stops19h 35m

Skopje

Sun 8/16

4:25 am-12:35 pm

2 stops39h 10m

$991

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Thu 8/13

8:10 pm-7:25 pm

1 stop16h 15m

Skopje

Tue 10/6

7:05 pm-5:50 pm

2 stops29h 45m

$992

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 7/27

9:40 pm-12:15 am

2 stops19h 35m

Skopje

Wed 8/19

12:35 pm-12:55 pm

2 stops31h 20m

$993

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 7/21

4:20 pm-12:15 am

1 stop24h 55m

Skopje

Tue 8/4

12:35 pm-7:55 pm

2 stops38h 20m

$994

Quickest round-trip

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Fri 9/4

9:40 pm-12:15 am

2 stops19h 35m

Skopje

Sun 9/13

4:25 am-12:55 pm

2 stops15h 30m

$995

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 May is, on average, the cheapest month to fly to Skopje from Chicago, with most prices found around $472. The month of March is another great option to travel to Skopje, with average flight prices from Chicago averaging around $478.

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 $759 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 25% 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

Fastest flight time	13h 30m
Direct flights	None

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.

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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 June 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 (31% of total bookings). The next most popular airlines are Austrian Airlines (19%), LOT (18%), and Air Serbia (13%).

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 1,968 reviews	Search SWISS flights
Turkish Airlines	PriceFrom $518	Free Cancellation	Rating 7.4 4,409 reviews	Search Turkish Airlines flights
Lufthansa	PriceFrom $528	Free Cancellation	Rating 6.8 8,061 reviews	Search Lufthansa flights
Austrian Airlines	PriceFrom $548	Free Cancellation	Rating 7.6 935 reviews	Search Austrian Airlines flights
United Airlines	PriceFrom $549	Free Cancellation	Rating 7.4 9,830 reviews	Search United Airlines flights
LOT	PriceFrom $558	Free Cancellation	Rating 7.5 1,197 reviews	Search LOT flights
Air Serbia	PriceFrom $740	Free Cancellation	Rating 6.1 231 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 $357

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 7/28. 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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Lufthansa flights from Chicago to Skopje

Our best Lufthansa deals on Chicago to Skopje flight tickets

LOT flights from Chicago to Skopje

Our best LOT 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

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

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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