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Cheap flights from Chicago to North Macedonia from $372

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 12/12. 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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0 bags

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Find the cheapest flights from Chicago to North Macedonia

Cheap round-trip flights

Multiple Airlines Logo
7:11 am - 11:50 amORD-SKP
21h 39m2 stops
Multiple Airlines Logo
4:25 am - 8:17 pmSKP-ORD
22h 52m2 stops
$580Multiple Airlines
Find Deal
Wed, Oct 8 - Wed, Oct 22
Lufthansa Logo
9:40 pm - 12:15 amORD-SKP
19h 35m2 stops
Lufthansa Logo
4:30 am - 1:10 pmSKP-ORD
15h 40m2 stops
$581Lufthansa
Find Deal
Sun, Oct 12 - Sun, Nov 2
Lufthansa Logo
10:35 pm - 10:20 pmORD-SKP
16h 45m1 stop
Lufthansa Logo
5:40 am - 1:10 pmSKP-ORD
14h 30m1 stop
$582Lufthansa
Find Deal
Thu, Nov 20 - Tue, Dec 2
Multiple Airlines Logo
10:35 pm - 12:15 amORD-SKP
18h 40m2 stops
Multiple Airlines Logo
4:30 am - 6:50 pmSKP-ORD
21h 20m2 stops
$583Multiple Airlines
Find Deal
Wed, Dec 24 - Thu, Jan 15
United Airlines Logo
7:30 am - 11:50 amORD-SKP
21h 20m2 stops
United Airlines Logo
4:30 am - 3:00 pmSKP-ORD
16h 30m1 stop
$584United Airlines
Find Deal
Wed, Oct 1 - Sat, Nov 1
United Airlines Logo
7:30 am - 11:50 amORD-SKP
21h 20m2 stops
United Airlines Logo
4:30 am - 3:00 pmSKP-ORD
16h 30m1 stop
$585United Airlines
Find Deal
Wed, Oct 1 - Sat, Nov 1
Lufthansa Logo
10:35 pm - 12:15 amORD-SKP
18h 40m2 stops
Lufthansa Logo
5:40 am - 1:10 pmSKP-ORD
14h 30m1 stop
$586Lufthansa
Find Deal
Wed, Dec 24 - Thu, Jan 15
LOT Logo
9:40 pm - 4:45 pmORD-SKP
12h 05m1 stop
LOT Logo
5:30 pm - 3:10 pmSKP-ORD
28h 40m1 stop
$590LOT
Find Deal
Thu, Oct 2 - Wed, Oct 15
Turkish Airlines Logo
11:50 am - 7:45 pmORD-SKP
24h 55m1 stop
Turkish Airlines Logo
8:35 pm - 10:05 amSKP-ORD
20h 30m1 stop
$634Turkish Airlines
Find Deal
Thu, Nov 20 - Tue, Dec 2
Austrian Airlines Logo
12:55 pm - 11:50 amORD-SKP
15h 55m2 stops
Austrian Airlines Logo
4:30 am - 3:00 pmSKP-ORD
16h 30m1 stop
$635Austrian Airlines
Find Deal
Wed, Oct 15 - Fri, Mar 13

Lufthansa flights from Chicago to North Macedonia

Our best Lufthansa deals on Chicago to North Macedonia flight tickets
Lufthansa
Oct 12
ORD9:40 pmChicago O'Hare Intl
19h 35m
2 stops
SKP12:15 amSkopje
Nov 2
SKP4:30 amSkopje
15h 40m
2 stops
ORD1:10 pmChicago O'Hare Intl
$581
Find similar
Lufthansa
Nov 20
ORD10:35 pmChicago O'Hare Intl
16h 45m
1 stop
SKP10:20 pmSkopje
Dec 2
SKP5:40 amSkopje
14h 30m
1 stop
ORD1:10 pmChicago O'Hare Intl
$582
Find similar
Lufthansa
Dec 24
ORD10:35 pmChicago O'Hare Intl
18h 40m
2 stops
SKP12:15 amSkopje
Jan 15
SKP5:40 amSkopje
14h 30m
1 stop
ORD1:10 pmChicago O'Hare Intl
$586
Find similar

Austrian Airlines flights from Chicago to North Macedonia

Our best Austrian Airlines deals on Chicago to North Macedonia flight tickets
Austrian Airlines
Sep 26
ORD4:20 pmChicago O'Hare Intl
12h 30m
1 stop
SKP11:50 amSkopje
Oct 6
SKP4:25 amSkopje
15h 55m
1 stop
ORD1:20 pmChicago O'Hare Intl
$602
Find similar
Austrian Airlines
Sep 23
ORD12:50 pmChicago O'Hare Intl
16h 00m
2 stops
SKP11:50 amSkopje
Oct 19
SKP12:35 pmSkopje
36h 55m
2 stops
ORD6:30 pmChicago O'Hare Intl
$630
Find similar
Austrian Airlines
Oct 15
ORD12:55 pmChicago O'Hare Intl
15h 55m
2 stops
SKP11:50 amSkopje
Mar 13
SKP4:30 amSkopje
16h 30m
1 stop
ORD3:00 pmChicago O'Hare Intl
$635
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to North Macedonia that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated September 19, 2025.
Use the filters below to find and compare flights from Chicago to North Macedonia that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 10/8

7:11 am-11:50 am

2 stops21h 39m

Skopje

Wed 10/22

4:25 am-8:17 pm

2 stops22h 52m

$580

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 10/12

9:40 pm-12:15 am

2 stops19h 35m

Skopje

Sun 11/2

4:30 am-1:10 pm

2 stops15h 40m

$581

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Thu 11/20

10:35 pm-10:20 pm

1 stop16h 45m

Skopje

Tue 12/2

5:40 am-1:10 pm

1 stop14h 30m

$582

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 12/24

10:35 pm-12:15 am

2 stops18h 40m

Skopje

Thu 1/15

4:30 am-6:50 pm

2 stops21h 20m

$583

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 10/1

7:30 am-11:50 am

2 stops21h 20m

Skopje

Sat 11/1

4:30 am-3:00 pm

1 stop16h 30m

$584

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 10/1

7:30 am-11:50 am

2 stops21h 20m

Skopje

Sat 11/1

4:30 am-3:00 pm

1 stop16h 30m

$585

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 12/24

10:35 pm-12:15 am

2 stops18h 40m

Skopje

Thu 1/15

5:40 am-1:10 pm

1 stop14h 30m

$586

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Thu 10/2

9:40 pm-4:45 pm

1 stop12h 05m

Skopje

Wed 10/15

5:30 pm-3:10 pm

1 stop28h 40m

$590

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Thu 11/20

11:50 am-7:45 pm

1 stop24h 55m

Skopje

Tue 12/2

8:35 pm-10:05 am

1 stop20h 30m

$634

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 10/15

12:55 pm-11:50 am

2 stops15h 55m

Skopje

Fri 3/13

4:30 am-3:00 pm

1 stop16h 30m

$635

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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See travel insights to North Macedonia from

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

What is the cheapest month to fly to North Macedonia?

If you aren’t able to travel during the month of January, then book flights to North Macedonia from Chicago during March instead. Flights to North Macedonia in March, while not as cheap as those in January, still average around $544.

What is the cheapest day to depart on your flight to North Macedonia?

The cheapest day to depart from Chicago to North Macedonia is on a Friday when prices can be found for as low as $942. Flights from Chicago to North Macedonia on a Thursday will generally be more expensive and average around $1,139. 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 North Macedonia?

Flying to North Macedonia from Chicago at noon is the least expensive time of day to depart. momondo users have found prices as low as $932 when looking at flights departing at noon. In the afternoon is when there is more demand to fly to North Macedonia, so prices are often more expensive at around $1,148 per ticket.

How far in advance should I book a flight 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 $766 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 $781 on momondo.

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

Direct flights

None
There are no direct flights from Chicago to North Macedonia. There are no popular flight routes from Chicago to North Macedonia.
Search flight deals

  • 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?

  • 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
Turkish AirlinesPriceFrom $509Free CancellationRating
7.3
3,969 reviews
Search Turkish Airlines flights
United AirlinesPriceFrom $521Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
Austrian AirlinesPriceFrom $567Free CancellationRating
7.6
850 reviews
Search Austrian Airlines flights
LufthansaPriceFrom $571Free CancellationRating
6.8
7,415 reviews
Search Lufthansa flights
Air SerbiaPriceFrom $580Free CancellationRating
6.2
200 reviews
Search Air Serbia flights
LOTPriceFrom $623Free CancellationRating
7.6
1,117 reviews
Search LOT flights
SWISSPriceFrom $623Free CancellationRating
7.6
1,737 reviews
Search SWISS 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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