Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Skopje from $289

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 4/10. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago to Skopje

Cheap round-trip flights

Enter your travel dates to find the best prices.
Turkish Airlines Logo
8:10 pm - 7:25 pm
ORD
-
SKP
16h 15m
1 stop
Turkish Airlines Logo
8:15 pm - 9:40 am
SKP
-
ORD
20h 25m
1 stop
$509Turkish Airlines
Mon, Apr 6 - Tue, Apr 28
Turkish Airlines Logo
11:25 am - 7:55 am
ORD
-
SKP
13h 30m
1 stop
Turkish Airlines Logo
8:45 am - 9:40 am
SKP
-
ORD
31h 55m
1 stop
$510Turkish Airlines
Sun, Apr 12 - Tue, Apr 28
Turkish Airlines Logo
8:10 pm - 7:25 pm
ORD
-
SKP
16h 15m
1 stop
Turkish Airlines Logo
8:15 pm - 9:40 am
SKP
-
ORD
20h 25m
1 stop
$512Turkish Airlines
Tue, Apr 21 - Tue, Apr 28
Turkish Airlines Logo
8:10 pm - 7:25 pm
ORD
-
SKP
16h 15m
1 stop
Turkish Airlines Logo
8:15 pm - 9:40 am
SKP
-
ORD
20h 25m
1 stop
$518Turkish Airlines
Wed, Apr 15 - Thu, Apr 23
Turkish Airlines Logo
8:10 pm - 7:25 pm
ORD
-
SKP
16h 15m
1 stop
Turkish Airlines Logo
8:45 am - 9:40 am
SKP
-
ORD
31h 55m
1 stop
$520Turkish Airlines
Wed, Apr 15 - Wed, Apr 22
Turkish Airlines Logo
8:10 pm - 7:55 am
ORD
-
SKP
28h 45m
1 stop
Turkish Airlines Logo
8:45 am - 9:40 am
SKP
-
ORD
31h 55m
1 stop
$524Turkish Airlines
Tue, Mar 31 - Wed, Apr 15
Turkish Airlines Logo
8:10 pm - 7:55 am
ORD
-
SKP
28h 45m
1 stop
Turkish Airlines Logo
8:15 pm - 9:40 am
SKP
-
ORD
20h 25m
1 stop
$530Turkish Airlines
Sun, Apr 5 - Sun, May 3
Turkish Airlines Logo
11:25 am - 7:55 am
ORD
-
SKP
13h 30m
1 stop
Turkish Airlines Logo
8:35 pm - 11:05 am
SKP
-
ORD
20h 30m
1 stop
$538Turkish Airlines
Mon, Aug 24 - Wed, Oct 28
Turkish Airlines Logo
11:25 am - 7:25 pm
ORD
-
SKP
25h 00m
1 stop
Turkish Airlines Logo
8:45 am - 9:40 am
SKP
-
ORD
31h 55m
1 stop
$539Turkish Airlines
Sun, Apr 5 - Sun, May 3
Turkish Airlines Logo
8:10 pm - 7:55 am
ORD
-
SKP
28h 45m
1 stop
Turkish Airlines Logo
8:45 am - 6:15 pm
SKP
-
ORD
16h 30m
1 stop
$542Turkish Airlines
Sun, Apr 5 - Sun, May 3

SWISS flights from Chicago to Skopje

Our best SWISS deals on Chicago to Skopje flight tickets
SWISS
May 3
ORD2:20 pmChicago O'Hare Intl
22h 35m
1 stop
SKP7:55 pmSkopje
May 10
SKP9:20 amSkopje
13h 35m
1 stop
ORD3:55 pmChicago O'Hare Intl
$588
SWISS
Mar 21
ORD7:50 pmChicago O'Hare Intl
17h 45m
1 stop
SKP7:35 pmSkopje
May 18
SKP8:45 pmSkopje
26h 10m
1 stop
ORD3:55 pmChicago O'Hare Intl
$816

Air Serbia flights from Chicago to Skopje

Our best Air Serbia deals on Chicago to Skopje flight tickets
Air Serbia
Mar 14
ORD5:30 pmChicago O'Hare Intl
15h 05m
1 stop
SKP2:35 pmSkopje
May 20
SKP4:00 amSkopje
17h 30m
1 stop
ORD2:30 pmChicago O'Hare Intl
$595
Air Serbia
Mar 14
ORD5:30 pmChicago O'Hare Intl
15h 05m
1 stop
SKP2:35 pmSkopje
Apr 1
SKP4:00 amSkopje
17h 30m
1 stop
ORD2:30 pmChicago O'Hare Intl
$596
Air Serbia
Mar 14
ORD5:30 pmChicago O'Hare Intl
15h 05m
1 stop
SKP2:35 pmSkopje
May 16
SKP3:10 pmSkopje
13h 05m
1 stop
ORD9:15 pmChicago O'Hare Intl
$597

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Skopje 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 March 10, 2026.
Use the filters below to find and compare flights from Chicago to Skopje that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 4/6

8:10 pm-7:25 pm

1 stop16h 15m

Skopje

Tue 4/28

8:15 pm-9:40 am

1 stop20h 25m

$509

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 4/12

11:25 am-7:55 am

1 stop13h 30m

Skopje

Tue 4/28

8:45 am-9:40 am

1 stop31h 55m

$510

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 4/21

8:10 pm-7:25 pm

1 stop16h 15m

Skopje

Tue 4/28

8:15 pm-9:40 am

1 stop20h 25m

$512

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 4/15

8:10 pm-7:25 pm

1 stop16h 15m

Skopje

Thu 4/23

8:15 pm-9:40 am

1 stop20h 25m

$518

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 4/15

8:10 pm-7:25 pm

1 stop16h 15m

Skopje

Wed 4/22

8:45 am-9:40 am

1 stop31h 55m

$520

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 3/31

8:10 pm-7:55 am

1 stop28h 45m

Skopje

Wed 4/15

8:45 am-9:40 am

1 stop31h 55m

$524

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 4/5

8:10 pm-7:55 am

1 stop28h 45m

Skopje

Sun 5/3

8:15 pm-9:40 am

1 stop20h 25m

$530
Quickest round-trip

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 8/24

11:25 am-7:55 am

1 stop13h 30m

Skopje

Wed 10/28

8:35 pm-11:05 am

1 stop20h 30m

$538

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 4/5

11:25 am-7:25 pm

1 stop25h 00m

Skopje

Sun 5/3

8:45 am-9:40 am

1 stop31h 55m

$539

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 4/5

8:10 pm-7:55 am

1 stop28h 45m

Skopje

Sun 5/3

8:45 am-6:15 pm

1 stop16h 30m

$542

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Skopje from

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

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 January is, on average, the cheapest month to fly to Skopje from Chicago, with most prices found around $514. The month of November is another great option to travel to Skopje, with average flight prices from Chicago averaging around $535.

How far in advance should I book a flight 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 $724 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 $768 on momondo.

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

12h 30m

Direct flights

None
The fastest flight from Chicago to Skopje takes 12h 30m
There are no direct flights from Chicago to Skopje. There are no popular flight routes from Chicago to Skopje.
Search flight deals

  • 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 12h 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?

  • 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?

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
SWISSPriceFrom $506Free CancellationRating
7.5
1,892 reviews
Search SWISS flights
Turkish AirlinesPriceFrom $518Free CancellationRating
7.3
4,249 reviews
Search Turkish Airlines flights
LufthansaPriceFrom $528Free CancellationRating
6.8
7,840 reviews
Search Lufthansa flights
Air SerbiaPriceFrom $547Free CancellationRating
6.1
215 reviews
Search Air Serbia flights
Austrian AirlinesPriceFrom $547Free CancellationRating
7.6
900 reviews
Search Austrian Airlines flights
United AirlinesPriceFrom $549Free CancellationRating
7.4
9,409 reviews
Search United Airlines flights
LOTPriceFrom $552Free CancellationRating
7.5
1,183 reviews
Search LOT 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 4/9
Thu 4/16
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to North Macedonia

Airports servicing North Macedonia

Ohrid Airport