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Cheap flights from Chicago to Skopje from $261

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 1/19. 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 Skopje

Cheap round-trip flights

Enter your travel dates to find the best prices.
Turkish Airlines Logo
8:20 pm - 7:45 pm
ORD
-
SKP
16h 25m1 stop
Turkish Airlines Logo
9:15 am - 6:25 pm
SKP
-
ORD
16h 10m1 stop
$508Turkish Airlines
Wed, Jan 21 - Thu, Mar 5
LOT Logo
9:50 pm - 12:55 pm
ORD
-
SKP
32h 05m1 stop
LOT Logo
1:35 pm - 7:50 pm
SKP
-
ORD
13h 15m1 stop
$511LOT
Sun, Apr 12 - Tue, Apr 28
Multiple Airlines Logo
3:35 pm - 7:55 pm
ORD
-
SKP
45h 20m2 stops
Multiple Airlines Logo
8:45 pm - 4:20 pm
SKP
-
ORD
26h 35m1 stop
$512Multiple Airlines
Sat, Feb 7 - Sun, Feb 15
Multiple Airlines Logo
7:15 am - 8:25 pm
ORD
-
SKP
30h 10m2 stops
Multiple Airlines Logo
8:45 pm - 4:20 pm
SKP
-
ORD
26h 35m1 stop
$513Multiple Airlines
Wed, Feb 4 - Sun, Feb 8
Multiple Airlines Logo
7:55 am - 8:05 pm
ORD
-
SKP
29h 10m2 stops
Multiple Airlines Logo
4:25 am - 1:20 pm
SKP
-
ORD
15h 55m1 stop
$515Multiple Airlines
Sun, Apr 5 - Sun, May 3
Multiple Airlines Logo
8:40 pm - 7:55 pm
ORD
-
SKP
40h 15m2 stops
Multiple Airlines Logo
8:45 pm - 5:20 pm
SKP
-
ORD
26h 35m1 stop
$516Multiple Airlines
Sat, Feb 28 - Sun, Mar 8
SWISS Logo
7:05 pm - 8:05 pm
ORD
-
SKP
18h 00m1 stop
SWISS Logo
8:50 pm - 3:55 pm
SKP
-
ORD
26h 05m1 stop
$517SWISS
Sun, Apr 12 - Mon, Apr 27
LOT Logo
9:55 pm - 4:55 pm
ORD
-
SKP
12h 00m1 stop
LOT Logo
1:35 pm - 9:00 pm
SKP
-
ORD
13h 25m1 stop
$518LOT
Fri, Feb 27 - Thu, Mar 19
Turkish Airlines Logo
11:50 am - 8:25 am
ORD
-
SKP
13h 35m1 stop
Turkish Airlines Logo
9:15 am - 10:05 am
SKP
-
ORD
31h 50m1 stop
$519Turkish Airlines
Tue, Jan 20 - Tue, Jan 27
Multiple Airlines Logo
6:50 pm - 7:35 pm
ORD
-
SKP
17h 45m1 stop
Multiple Airlines Logo
4:30 am - 2:00 pm
SKP
-
ORD
16h 30m1 stop
$520Multiple Airlines
Sat, Feb 28 - Fri, Mar 6

Turkish Airlines flights from Chicago to Skopje

Our best Turkish Airlines deals on Chicago to Skopje flight tickets
Turkish Airlines
Jan 21
ORD11:50 amChicago O'Hare Intl
13h 35m
1 stop
SKP8:25 amSkopje
Jan 30
SKP9:15 amSkopje
31h 50m
1 stop
ORD10:05 amChicago O'Hare Intl
$508
Turkish Airlines
Jan 20
ORD11:50 amChicago O'Hare Intl
13h 35m
1 stop
SKP8:25 amSkopje
Jan 27
SKP9:15 amSkopje
31h 50m
1 stop
ORD10:05 amChicago O'Hare Intl
$519
Turkish Airlines
Jan 20
ORD11:50 amChicago O'Hare Intl
13h 35m
1 stop
SKP8:25 amSkopje
Jan 27
SKP8:35 pmSkopje
20h 30m
1 stop
ORD10:05 amChicago O'Hare Intl
$523

Lufthansa flights from Chicago to Skopje

Our best Lufthansa deals on Chicago to Skopje flight tickets
Lufthansa
Jan 22
ORD4:20 pmChicago O'Hare Intl
16h 30m
1 stop
SKP3:50 pmSkopje
Feb 24
SKP4:30 amSkopje
22h 35m
2 stops
ORD8:05 pmChicago O'Hare Intl
$528
Lufthansa
Jan 26
ORD6:25 pmChicago O'Hare Intl
14h 10m
1 stop
SKP3:35 pmSkopje
Feb 7
SKP12:30 pmSkopje
31h 55m
2 stops
ORD1:25 pmChicago O'Hare Intl
$540
Lufthansa
Jan 11
ORD9:50 pmChicago O'Hare Intl
33h 15m
2 stops
SKP2:05 pmSkopje
Jan 25
SKP4:30 amSkopje
15h 40m
2 stops
ORD1:10 pmChicago O'Hare Intl
$556

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 January 8, 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

Wed 1/21

8:20 pm-7:45 pm

1 stop16h 25m

Skopje

Thu 3/5

9:15 am-6:25 pm

1 stop16h 10m

$508

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 4/12

9:50 pm-12:55 pm

1 stop32h 05m

Skopje

Tue 4/28

1:35 pm-7:50 pm

1 stop13h 15m

$511

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sat 2/7

3:35 pm-7:55 pm

2 stops45h 20m

Skopje

Sun 2/15

8:45 pm-4:20 pm

1 stop26h 35m

$512

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 2/4

7:15 am-8:25 pm

2 stops30h 10m

Skopje

Sun 2/8

8:45 pm-4:20 pm

1 stop26h 35m

$513

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 4/5

7:55 am-8:05 pm

2 stops29h 10m

Skopje

Sun 5/3

4:25 am-1:20 pm

1 stop15h 55m

$515

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sat 2/28

8:40 pm-7:55 pm

2 stops40h 15m

Skopje

Sun 3/8

8:45 pm-5:20 pm

1 stop26h 35m

$516

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 4/12

7:05 pm-8:05 pm

1 stop18h 00m

Skopje

Mon 4/27

8:50 pm-3:55 pm

1 stop26h 05m

$517

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Fri 2/27

9:55 pm-4:55 pm

1 stop12h 00m

Skopje

Thu 3/19

1:35 pm-9:00 pm

1 stop13h 25m

$518

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 1/20

11:50 am-8:25 am

1 stop13h 35m

Skopje

Tue 1/27

9:15 am-10:05 am

1 stop31h 50m

$519

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sat 2/28

6:50 pm-7:35 pm

1 stop17h 45m

Skopje

Fri 3/6

4:30 am-2:00 pm

1 stop16h 30m

$520

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 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 November is, on average, the cheapest month to fly to Skopje from Chicago, with most prices found around $535. The month of January is another great option to travel to Skopje, with average flight prices from Chicago averaging around $556.

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 $753 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 $779 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

13h 30m

Direct flights

None
The fastest flight from Chicago to Skopje takes 13h 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 13h 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 $513Free CancellationRating
7.5
1,843 reviews
Search SWISS flights
Turkish AirlinesPriceFrom $519Free CancellationRating
7.3
4,154 reviews
Search Turkish Airlines flights
United AirlinesPriceFrom $549Free CancellationRating
7.4
9,142 reviews
Search United Airlines flights
Austrian AirlinesPriceFrom $562Free CancellationRating
7.6
889 reviews
Search Austrian Airlines flights
Air SerbiaPriceFrom $596Free CancellationRating
6.2
212 reviews
Search Air Serbia flights
LOTPriceFrom $621Free CancellationRating
7.5
1,169 reviews
Search LOT flights
LufthansaPriceFrom $632Free CancellationRating
6.8
7,698 reviews
Search Lufthansa 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.

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