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Cheap flights from Chicago to North Macedonia from $269

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 9/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to North Macedonia

Cheap round-trip flights

Turkish Airlines Logo
11:25 am - 7:55 amORD-SKP
13h 30m1 stop
Turkish Airlines Logo
8:20 pm - 9:40 amSKP-ORD
20h 20m1 stop
$546Turkish Airlines
Find Deal
Wed, Sep 17 - Thu, Sep 25
Turkish Airlines Logo
11:25 am - 7:55 amORD-SKP
13h 30m1 stop
Turkish Airlines Logo
8:20 pm - 10:00 pmSKP-ORD
32h 40m1 stop
$547Turkish Airlines
Find Deal
Tue, Sep 23 - Tue, Oct 21
SWISS Logo
6:50 pm - 7:55 pmORD-SKP
18h 05m1 stop
SWISS Logo
8:55 am - 4:20 pmSKP-ORD
14h 25m1 stop
$607SWISS
Find Deal
Sun, Dec 28 - Fri, Jan 16
SWISS Logo
6:50 pm - 7:55 pmORD-SKP
18h 05m1 stop
SWISS Logo
8:45 pm - 4:20 pmSKP-ORD
26h 35m1 stop
$609SWISS
Find Deal
Sun, Dec 28 - Mon, Jan 19
LOT Logo
9:40 pm - 12:55 pmORD-SKP
32h 15m1 stop
LOT Logo
5:35 pm - 8:00 pmSKP-ORD
33h 25m1 stop
$613LOT
Find Deal
Fri, Oct 10 - Mon, Nov 10
Lufthansa Logo
10:35 pm - 10:45 pmORD-SKP
17h 10m1 stop
Lufthansa Logo
6:25 am - 1:10 pmSKP-ORD
13h 45m1 stop
$622Lufthansa
Find Deal
Sun, Dec 28 - Tue, Jan 20
LOT Logo
2:05 pm - 4:45 pmORD-SKP
19h 40m1 stop
LOT Logo
5:30 pm - 12:20 pmSKP-ORD
25h 50m1 stop
$632LOT
Find Deal
Sun, Aug 17 - Wed, Sep 10
Austrian Airlines Logo
1:00 pm - 11:45 amORD-SKP
15h 45m2 stops
Austrian Airlines Logo
12:30 pm - 6:30 pmSKP-ORD
37h 00m2 stops
$635Austrian Airlines
Find Deal
Mon, Nov 3 - Mon, Nov 17
Lufthansa Logo
10:35 pm - 10:45 pmORD-SKP
17h 10m1 stop
Lufthansa Logo
4:30 am - 1:10 pmSKP-ORD
39h 40m2 stops
$637Lufthansa
Find Deal
Sun, Dec 28 - Sun, Jan 18
Austrian Airlines Logo
4:20 pm - 11:45 amORD-SKP
12h 25m1 stop
Austrian Airlines Logo
4:30 am - 2:00 pmSKP-ORD
16h 30m1 stop
$670Austrian Airlines
Find Deal
Sat, Dec 27 - Tue, Jan 20

Turkish Airlines flights from Chicago to North Macedonia

Our best Turkish Airlines deals on Chicago to North Macedonia flight tickets
Turkish Airlines
Sep 17
ORD11:25 amChicago O'Hare Intl
13h 30m
1 stop
SKP7:55 amSkopje
Sep 25
SKP8:20 pmSkopje
20h 20m
1 stop
ORD9:40 amChicago O'Hare Intl
$546
Find similar
Turkish Airlines
Sep 23
ORD11:25 amChicago O'Hare Intl
13h 30m
1 stop
SKP7:55 amSkopje
Oct 21
SKP8:20 pmSkopje
32h 40m
1 stop
ORD10:00 pmChicago O'Hare Intl
$547
Find similar
Turkish Airlines
Sep 15
ORD11:45 pmChicago O'Hare Intl
25h 10m
1 stop
SKP7:55 amSkopje
Oct 15
SKP8:20 pmSkopje
20h 20m
1 stop
ORD9:40 amChicago O'Hare Intl
$553
Find similar

SWISS flights from Chicago to North Macedonia

Our best SWISS deals on Chicago to North Macedonia flight tickets
SWISS
Dec 28
ORD6:50 pmChicago O'Hare Intl
18h 05m
1 stop
SKP7:55 pmSkopje
Jan 16
SKP8:55 amSkopje
14h 25m
1 stop
ORD4:20 pmChicago O'Hare Intl
$607
Find similar
SWISS
Dec 28
ORD6:50 pmChicago O'Hare Intl
18h 05m
1 stop
SKP7:55 pmSkopje
Jan 19
SKP8:45 pmSkopje
26h 35m
1 stop
ORD4:20 pmChicago O'Hare Intl
$609
Find similar
SWISS
Aug 10
ORD7:05 pmChicago O'Hare Intl
18h 00m
1 stop
SKP8:05 pmSkopje
Aug 25
SKP8:50 pmSkopje
22h 20m
1 stop
ORD12:10 pmChicago O'Hare Intl
$639
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 July 31, 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 9/17

11:25 am-7:55 am

1 stop13h 30m

Skopje

Thu 9/25

8:20 pm-9:40 am

1 stop20h 20m

$546

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 9/23

11:25 am-7:55 am

1 stop13h 30m

Skopje

Tue 10/21

8:20 pm-10:00 pm

1 stop32h 40m

$547

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 12/28

6:50 pm-7:55 pm

1 stop18h 05m

Skopje

Fri 1/16

8:55 am-4:20 pm

1 stop14h 25m

$607

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 12/28

6:50 pm-7:55 pm

1 stop18h 05m

Skopje

Mon 1/19

8:45 pm-4:20 pm

1 stop26h 35m

$609

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Fri 10/10

9:40 pm-12:55 pm

1 stop32h 15m

Skopje

Mon 11/10

5:35 pm-8:00 pm

1 stop33h 25m

$613

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 12/28

10:35 pm-10:45 pm

1 stop17h 10m

Skopje

Tue 1/20

6:25 am-1:10 pm

1 stop13h 45m

$622

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 8/17

2:05 pm-4:45 pm

1 stop19h 40m

Skopje

Wed 9/10

5:30 pm-12:20 pm

1 stop25h 50m

$632

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 11/3

1:00 pm-11:45 am

2 stops15h 45m

Skopje

Mon 11/17

12:30 pm-6:30 pm

2 stops37h 00m

$635

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 12/28

10:35 pm-10:45 pm

1 stop17h 10m

Skopje

Sun 1/18

4:30 am-1:10 pm

2 stops39h 40m

$637

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sat 12/27

4:20 pm-11:45 am

1 stop12h 25m

Skopje

Tue 1/20

4:30 am-2:00 pm

1 stop16h 30m

$670

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 October, then book flights to North Macedonia from Chicago during March instead. Flights to North Macedonia in March, while not as cheap as those in October, still average around $528.

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 $780 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

Best Price Found

$269

Fastest flight time

12h 25m

Direct flights

None

Airports in North Macedonia

1 airport
The best one-way flight to North Macedonia from Chicago in the past 72 hours is $269. The best round-trip flight deal from Chicago to North Macedonia found on momondo in the last 72 hours is $546.
The fastest flight from Chicago to North Macedonia takes 12h 25m
There are no direct flights from Chicago to North Macedonia. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - Skopje Airport.
There is 1 airport near North Macedonia: Skopje (SKP)
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
SWISSPriceFrom $493Free CancellationRating
7.5
1,686 reviews
Search SWISS flights
Turkish AirlinesPriceFrom $508Free CancellationRating
7.3
3,933 reviews
Search Turkish Airlines flights
United AirlinesPriceFrom $512Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights
Austrian AirlinesPriceFrom $535Free CancellationRating
7.6
823 reviews
Search Austrian Airlines flights
LufthansaPriceFrom $560Free CancellationRating
6.8
7,275 reviews
Search Lufthansa flights
Air SerbiaPriceFrom $578Free CancellationRating
6.3
196 reviews
Search Air Serbia flights
LOTPriceFrom $623Free CancellationRating
7.6
1,105 reviews
Search LOT 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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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
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