What is the cheapest airline that flies from Chicago to North Macedonia?

SWISS and United Airlines are the most popular carriers operating from Chicago to North Macedonia

What airlines fly to North Macedonia?

Turkish Airlines, Austrian Airlines and Lufthansa are the top three most popular airlines that fly to North Macedonia 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 North Macedonia. Keep in mind that there are 7 different airlines that fly to North Macedonia on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Chicago to North Macedonia?

Prices for flights from Chicago to North Macedonia are refreshed on a daily basis.

How many operators does momondo search for flights from Chicago to North Macedonia?

The number of operators available for flights from Chicago to North Macedonia is 7 as of November 2026.

How old do you have to be to fly from Chicago to North Macedonia?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to North Macedonia.

What documentation or ID do you need to fly to North Macedonia?

The required travel and health documents for your North Macedonia trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at North Macedonia. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$281 Cheap Flights from Chicago to North Macedonia in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to North Macedonia

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:15 pm - 8:00 pmORD Chicago O'Hare Intl-SKP Skopje

16h 45m1 stop Istanbul

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

20h 10m1 stop Istanbul

$699Turkish Airlines

Tue, Dec 1 - Wed, Dec 9

8:15 pm - 8:00 amORD Chicago O'Hare Intl-SKP Skopje

28h 45m1 stop Istanbul

8:50 pm - 7:20 pmSKP Skopje-ORD Chicago O'Hare Intl

29h 30m1 stop Istanbul

$699Turkish Airlines

Mon, Mar 1 - Wed, Mar 10

7:30 pm - 2:35 pmORD Chicago O'Hare Intl-SKP Skopje

12h 05m1 stop Belgrade Nikola Tesla

3:05 pm - 2:30 pmSKP Skopje-ORD Chicago O'Hare Intl

30h 25m1 stop Belgrade Nikola Tesla

$723Air Serbia

Sat, Dec 26 - Tue, Apr 13

11:55 pm - 2:35 pmORD Chicago O'Hare Intl-SKP Skopje

31h 40m1 stop Belgrade Nikola Tesla

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

17h 30m1 stop Belgrade Nikola Tesla

$723Air Serbia

Wed, Dec 30 - Wed, Apr 14

4:30 pm - 8:25 pmORD Chicago O'Hare Intl-SKP Skopje

20h 55m2 stops Toronto Pearson Intl Zurich

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

31h 45m1 stop Vienna Intl

$731Multiple Airlines

Wed, Mar 3 - Tue, Apr 6

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

40h 35m2 stops Toronto Pearson Intl Zurich

12:30 pm - 3:00 pmSKP Skopje-ORD Chicago O'Hare Intl

32h 30m1 stop Vienna Intl

$731Multiple Airlines

Tue, Feb 23 - Tue, Mar 16

7:50 pm - 8:25 pmORD Chicago O'Hare Intl-SKP Skopje

18h 35m1 stop Zurich

9:00 am - 5:15 pmSKP Skopje-ORD Chicago O'Hare Intl

14h 15m1 stop Zurich

$735SWISS

Wed, Mar 17 - Fri, Mar 19

12:51 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

15h 54m2 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

$746Austrian Airlines

Mon, Mar 1 - Tue, Mar 9

12:51 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

15h 54m2 stops Washington, D.C. Dulles Intl Vienna Intl

12:30 pm - 3:00 pmSKP Skopje-ORD Chicago O'Hare Intl

32h 30m1 stop Vienna Intl

$747Austrian Airlines

Tue, Feb 16 - Tue, Mar 23

7:05 pm - 7:45 pmORD Chicago O'Hare Intl-SKP Skopje

17h 40m1 stop Zurich

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

26h 10m1 stop Zurich

$781SWISS

Tue, Apr 6 - Mon, Sep 20

Cheap last minute 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

$724Turkish Airlines

Mon, Nov 9 - Wed, Nov 18

8:15 pm - 8:00 pmORD Chicago O'Hare Intl-SKP Skopje

16h 45m1 stop Istanbul

8:45 am - 6:20 pmSKP Skopje-ORD Chicago O'Hare Intl

16h 35m1 stop Istanbul

$752Turkish Airlines

Sat, Nov 7 - Sat, Nov 14

4:20 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

12h 25m1 stop Vienna Intl

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

16h 30m1 stop Vienna Intl

$900Austrian Airlines

Wed, Nov 4 - Tue, Dec 8

9:50 pm - 12:15 amORD Chicago O'Hare Intl-SKP Skopje

19h 25m2 stops Munich Franz Josef Strauss Vienna Intl

12:30 pm - 2:00 pmSKP Skopje-ORD Chicago O'Hare Intl

32h 30m1 stop Vienna Intl

$900Multiple Airlines

Mon, Nov 9 - Wed, Nov 18

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

15h 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

$904Austrian Airlines

Wed, Nov 4 - Tue, Dec 8

7:05 am - 8:25 pmORD Chicago O'Hare Intl-SKP Skopje

30h 20m2 stops Montreal Pierre Elliott Trudeau Intl Zurich

9:00 am - 7:52 pmSKP Skopje-ORD Chicago O'Hare Intl

17h 52m2 stops Zurich Montreal Pierre Elliott Trudeau Intl

$905Air Canada

Wed, Nov 4 - Fri, Dec 11

9:50 pm - 12:15 amORD Chicago O'Hare Intl-SKP Skopje

19h 25m2 stops Munich Franz Josef Strauss Vienna Intl

4:30 am - 1:10 pmSKP Skopje-ORD Chicago O'Hare Intl

15h 40m2 stops Vienna Intl Frankfurt am Main

$918Lufthansa

Mon, Nov 9 - Tue, Nov 17

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

$939Lufthansa

Sun, Nov 8 - Mon, Nov 16

12:59 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

15h 46m2 stops Newark Vienna Intl

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

16h 30m1 stop Vienna Intl

$939United Airlines

Wed, Nov 4 - Thu, Dec 10

10:32 am - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

18h 13m2 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

$939United Airlines

Wed, Nov 4 - Tue, Dec 8

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Air Serbia flights from Chicago to North Macedonia

Our best Air Serbia deals on Chicago to North Macedonia flight tickets

Air Serbia

Dec 26

ORD7:30 pmChicago O'Hare Intl

12h 05m

1 stop

SKP2:35 pmSkopje

Apr 13

SKP3:05 pmSkopje

30h 25m

1 stop

ORD2:30 pmChicago O'Hare Intl

$723

Air Serbia

Nov 28

ORD5:20 pmChicago O'Hare Intl

14h 15m

1 stop

SKP2:35 pmSkopje

Apr 14

SKP4:00 amSkopje

17h 30m

1 stop

ORD2:30 pmChicago O'Hare Intl

$725

Air Serbia

Nov 28

ORD5:20 pmChicago O'Hare Intl

14h 15m

1 stop

SKP2:35 pmSkopje

Apr 13

SKP3:05 pmSkopje

30h 25m

1 stop

ORD2:30 pmChicago O'Hare Intl

$740

Austrian Airlines flights from Chicago to North Macedonia

Our best Austrian Airlines deals on Chicago to North Macedonia flight tickets

Austrian Airlines

Mar 1

ORD12:51 pmChicago O'Hare Intl

15h 54m

2 stops

SKP11:45 amSkopje

Mar 9

SKP4:30 amSkopje

16h 30m

1 stop

ORD2:00 pmChicago O'Hare Intl

$746

Austrian Airlines

Feb 16

ORD12:51 pmChicago O'Hare Intl

15h 54m

2 stops

SKP11:45 amSkopje

Mar 23

SKP12:30 pmSkopje

32h 30m

1 stop

ORD3:00 pmChicago O'Hare Intl

$747

Austrian Airlines

Mar 15

ORD5:20 pmChicago O'Hare Intl

12h 25m

1 stop

SKP11:45 amSkopje

Mar 17

SKP4:30 amSkopje

20h 14m

2 stops

ORD6:44 pmChicago O'Hare Intl

$770

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Tue 12/1

8:15 pm-8:00 pm

1 stop16h 45m

Skopje

Wed 12/9

8:50 pm-10:00 am

1 stop20h 10m

$699

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Mon 3/1

8:15 pm-8:00 am

1 stop28h 45m

Skopje

Wed 3/10

8:50 pm-7:20 pm

1 stop29h 30m

$699

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Sat 12/26

7:30 pm-2:35 pm

1 stop12h 05m

Skopje

Tue 4/13

3:05 pm-2:30 pm

1 stop30h 25m

$723

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Wed 12/30

11:55 pm-2:35 pm

1 stop31h 40m

Skopje

Wed 4/14

4:00 am-2:30 pm

1 stop17h 30m

$723

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Wed 3/3

4:30 pm-8:25 pm

2 stops20h 55m

Skopje

Tue 4/6

12:35 pm-1:20 pm

1 stop31h 45m

$731

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Tue 2/23

8:50 pm-8:25 pm

2 stops40h 35m

Skopje

Tue 3/16

12:30 pm-3:00 pm

1 stop32h 30m

$731

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Wed 3/17

7:50 pm-8:25 pm

1 stop18h 35m

Skopje

Fri 3/19

9:00 am-5:15 pm

1 stop14h 15m

$735

Quickest round-trip

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Mon 3/1

12:51 pm-11:45 am

2 stops15h 54m

Skopje

Tue 3/9

4:30 am-2:00 pm

1 stop16h 30m

$746

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Tue 2/16

12:51 pm-11:45 am

2 stops15h 54m

Skopje

Tue 3/23

12:30 pm-3:00 pm

1 stop32h 30m

$747

ChicagoSkopje

ORD Chicago O'Hare Intl - SKP Skopje

ORDSKP

Chicago O'Hare Intl

Tue 4/6

7:05 pm-7:45 pm

1 stop17h 40m

Skopje

Mon 9/20

8:45 pm-3:55 pm

1 stop26h 10m

$781

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 North Macedonia

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

What is the cheapest month to fly to North Macedonia?

If you aren’t able to travel during the month of February, then book flights to North Macedonia from Chicago during January instead. Flights to North Macedonia in January, while not as cheap as those in February, still average around $559.

How far in advance should I book a flight from Chicago to North Macedonia?

You are more likely to see cheaper flights to North Macedonia from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to North Macedonia for around $820 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to North Macedonia from Chicago for as low as $831 on momondo.

Can stopping save me money on Chicago to North Macedonia flights?

You could potentially save up to 6% on your flight if you consider stops on a Chicago to North Macedonia flight.

Cheap Chicago to North Macedonia flight deals and tips

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

Best Price Found	$281
Fastest flight time	12h 25m
Direct flights	None

The best one-way flight to North Macedonia from Chicago in the past 72 hours is $281. The best round-trip flight deal from Chicago to North Macedonia found on momondo in the last 72 hours is $699.

The fastest flight from Chicago to North Macedonia takes 12h 25m

There are no direct flights from Chicago to North Macedonia. There are no popular flight routes from Chicago to North Macedonia.

Search flight deals

Frequently asked questions about flying from Chicago to North Macedonia

When did momondo last update prices for flights from Chicago to North Macedonia?
Prices for flights from Chicago to North Macedonia are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago to North Macedonia?
The number of operators available for flights from Chicago to North Macedonia is 7 as of November 2026.
How old do you have to be to fly from Chicago to North Macedonia?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to North Macedonia.
What documentation or ID do you need to fly to North Macedonia?
The required travel and health documents for your North Macedonia trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at North Macedonia. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Chicago to North Macedonia

Compare and see reviews for airlines that fly from Chicago to North Macedonia with momondo

Airline	Rating	Free Cancellation	Price
Lufthansa	PriceFrom $504	Free Cancellation	Rating 6.8 8,298 reviews	Search Lufthansa flights
SWISS	PriceFrom $505	Free Cancellation	Rating 7.5 2,107 reviews	Search SWISS flights
Turkish Airlines	PriceFrom $515	Free Cancellation	Rating 7.4 4,467 reviews	Search Turkish Airlines flights
United Airlines	PriceFrom $549	Free Cancellation	Rating 7.3 10,461 reviews	Search United Airlines flights
Austrian Airlines	PriceFrom $552	Free Cancellation	Rating 7.5 981 reviews	Search Austrian Airlines flights
LOT	PriceFrom $599	Free Cancellation	Rating 7.5 1,191 reviews	Search LOT flights
Air Serbia	PriceFrom $787	Free Cancellation	Rating 6.1 239 reviews	Search Air Serbia flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to North Macedonia. momondo saves you time and could save you money on your trip.

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

Flights from Chicago to North Macedonia 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 North Macedonia?

momondo provides multiple filters to help you find the best flight to North Macedonia 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 North Macedonia right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to North Macedonia from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Popular cities in North Macedonia

Flights to Skopjefrom $697

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Cheap flights from Chicago to North Macedonia from $281

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 North Macedonia departing on 11/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Chicago to North Macedonia

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Air Serbia flights from Chicago to North Macedonia

Our best Air Serbia deals on Chicago to North Macedonia flight tickets

Austrian Airlines flights from Chicago to North Macedonia

Our best Austrian Airlines deals on Chicago to North Macedonia flight tickets

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See travel insights to North Macedonia from

How to get the cheapest flight ticket from Chicago to North Macedonia

What is the cheapest month to fly to North Macedonia?

How far in advance should I book a flight from Chicago to North Macedonia?

Can stopping save me money on Chicago to North Macedonia flights?

What is the cheapest airline that flies from Chicago to North Macedonia?

What airlines fly to North Macedonia?

Cheap Chicago to North Macedonia flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Chicago to North Macedonia

Best airlines flying from Chicago to North Macedonia

Compare and see reviews for airlines that fly from Chicago to North Macedonia with momondo

Why use momondo?

An easier way to manage your North Macedonia 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

Popular cities in North Macedonia

Popular flights according to clicks in the last 7 days on momondo

Chicago flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to North Macedonia

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to North Macedonia

List of cabin classes available on flights landing in North Macedonia. Availability may vary depending on flight origin and airline.

Complete your trip to North Macedonia

Explore popular destinations other users love

According to popular flight searches on momondo this year