Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Skopje from $278

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 7/6. 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

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.
Multiple Airlines Logo
1:02 pm - 2:05 pm
ORD
-
SKP
18h 03m
2 stops
Multiple Airlines Logo
8:45 pm - 5:20 pm
SKP
-
ORD
26h 35m
1 stop
$497Multiple Airlines
Mon, Feb 23 - Mon, Mar 16
Multiple Airlines Logo
5:05 pm - 3:25 pm
ORD
-
SKP
16h 20m
1 stop
Multiple Airlines Logo
4:30 am - 3:00 pm
SKP
-
ORD
16h 30m
1 stop
$500Multiple Airlines
Sun, Mar 8 - Wed, Mar 18
Turkish Airlines Logo
8:20 pm - 7:45 pm
ORD
-
SKP
16h 25m
1 stop
Turkish Airlines Logo
8:35 pm - 7:25 pm
SKP
-
ORD
28h 50m
1 stop
$502Turkish Airlines
Tue, Mar 3 - Wed, Mar 11
Multiple Airlines Logo
8:40 am - 7:45 pm
ORD
-
SKP
28h 05m
2 stops
Multiple Airlines Logo
9:20 am - 3:55 pm
SKP
-
ORD
13h 35m
1 stop
$503Multiple Airlines
Tue, Apr 21 - Sun, Apr 26
SWISS Logo
7:05 pm - 7:45 pm
ORD
-
SKP
17h 40m
1 stop
SWISS Logo
9:20 am - 3:55 pm
SKP
-
ORD
13h 35m
1 stop
$504SWISS
Tue, Apr 21 - Sun, Apr 26
Multiple Airlines Logo
4:20 pm - 2:05 pm
ORD
-
SKP
14h 45m
1 stop
Multiple Airlines Logo
8:45 pm - 5:20 pm
SKP
-
ORD
26h 35m
1 stop
$507Multiple Airlines
Mon, Feb 23 - Mon, Mar 16
Austrian Airlines Logo
4:20 pm - 2:05 pm
ORD
-
SKP
14h 45m
1 stop
Austrian Airlines Logo
4:30 am - 3:00 pm
SKP
-
ORD
16h 30m
1 stop
$508Austrian Airlines
Mon, Feb 23 - Mon, Mar 16
Multiple Airlines Logo
8:40 am - 7:45 pm
ORD
-
SKP
28h 05m
2 stops
Multiple Airlines Logo
9:20 am - 7:25 pm
SKP
-
ORD
17h 05m
2 stops
$510Multiple Airlines
Tue, Apr 21 - Sun, Apr 26
Turkish Airlines Logo
12:50 pm - 7:45 pm
ORD
-
SKP
24h 55m
1 stop
Turkish Airlines Logo
8:10 pm - 9:40 am
SKP
-
ORD
20h 30m
1 stop
$511Turkish Airlines
Wed, Mar 11 - Wed, May 6
SWISS Logo
7:05 pm - 8:35 am
ORD
-
SKP
30h 30m
1 stop
SWISS Logo
8:45 pm - 3:55 pm
SKP
-
ORD
26h 10m
1 stop
$518SWISS
Fri, Apr 10 - Mon, Apr 20

Austrian Airlines flights from Chicago to Skopje

Our best Austrian Airlines deals on Chicago to Skopje flight tickets
Austrian Airlines
Feb 16
ORD4:20 pmChicago O'Hare Intl
14h 45m
1 stop
SKP2:05 pmSkopje
Feb 22
SKP4:30 amSkopje
16h 30m
1 stop
ORD2:00 pmChicago O'Hare Intl
$508
Austrian Airlines
Mar 23
ORD5:20 pmChicago O'Hare Intl
12h 25m
1 stop
SKP11:45 amSkopje
Apr 5
SKP12:35 pmSkopje
31h 45m
1 stop
ORD1:20 pmChicago O'Hare Intl
$550

SWISS flights from Chicago to Skopje

Our best SWISS deals on Chicago to Skopje flight tickets
SWISS
Apr 21
ORD7:05 pmChicago O'Hare Intl
17h 40m
1 stop
SKP7:45 pmSkopje
Apr 26
SKP9:20 amSkopje
13h 35m
1 stop
ORD3:55 pmChicago O'Hare Intl
$504
SWISS
Apr 10
ORD7:05 pmChicago O'Hare Intl
30h 30m
1 stop
SKP8:35 amSkopje
Apr 20
SKP8:45 pmSkopje
26h 10m
1 stop
ORD3:55 pmChicago O'Hare Intl
$518
SWISS
Feb 16
ORD9:15 pmChicago O'Hare Intl
64h 10m
3 stops
SKP8:25 pmSkopje
Feb 23
SKP8:45 pmSkopje
22h 25m
2 stops
ORD12:10 pmChicago O'Hare Intl
$763

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 February 11, 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

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 2/23

1:02 pm-2:05 pm

2 stops18h 03m

Skopje

Mon 3/16

8:45 pm-5:20 pm

1 stop26h 35m

$497

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 3/8

5:05 pm-3:25 pm

1 stop16h 20m

Skopje

Wed 3/18

4:30 am-3:00 pm

1 stop16h 30m

$500

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 3/3

8:20 pm-7:45 pm

1 stop16h 25m

Skopje

Wed 3/11

8:35 pm-7:25 pm

1 stop28h 50m

$502

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 4/21

8:40 am-7:45 pm

2 stops28h 05m

Skopje

Sun 4/26

9:20 am-3:55 pm

1 stop13h 35m

$503

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 4/21

7:05 pm-7:45 pm

1 stop17h 40m

Skopje

Sun 4/26

9:20 am-3:55 pm

1 stop13h 35m

$504

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 2/23

4:20 pm-2:05 pm

1 stop14h 45m

Skopje

Mon 3/16

8:45 pm-5:20 pm

1 stop26h 35m

$507

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 2/23

4:20 pm-2:05 pm

1 stop14h 45m

Skopje

Mon 3/16

4:30 am-3:00 pm

1 stop16h 30m

$508

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 4/21

8:40 am-7:45 pm

2 stops28h 05m

Skopje

Sun 4/26

9:20 am-7:25 pm

2 stops17h 05m

$510

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 3/11

12:50 pm-7:45 pm

1 stop24h 55m

Skopje

Wed 5/6

8:10 pm-9:40 am

1 stop20h 30m

$511

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Fri 4/10

7:05 pm-8:35 am

1 stop30h 30m

Skopje

Mon 4/20

8:45 pm-3:55 pm

1 stop26h 10m

$518

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 week ahead of your departure date. In general, you can expect to find flights to Skopje for around $734 when searching week 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 $780 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 $512Free CancellationRating
7.6
1,870 reviews
Search SWISS flights
Turkish AirlinesPriceFrom $519Free CancellationRating
7.3
4,213 reviews
Search Turkish Airlines flights
LufthansaPriceFrom $528Free CancellationRating
6.8
7,777 reviews
Search Lufthansa flights
Air SerbiaPriceFrom $547Free CancellationRating
6.1
215 reviews
Search Air Serbia flights
United AirlinesPriceFrom $549Free CancellationRating
7.4
9,274 reviews
Search United Airlines flights
Austrian AirlinesPriceFrom $558Free CancellationRating
7.5
896 reviews
Search Austrian Airlines flights
LOTPriceFrom $564Free CancellationRating
7.5
1,179 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
Fri 3/13
Fri 3/20
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