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Cheap flights from Chicago to Skopje from $265

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 5/13. 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.
LOT Logo
9:50 pm - 12:55 pm
ORD
-
SKP
32h 05m
1 stop
LOT Logo
5:30 pm - 7:50 pm
SKP
-
ORD
33h 20m
1 stop
$498LOT
Sun, Apr 5 - Sat, Apr 18
Turkish Airlines Logo
8:20 pm - 7:45 pm
ORD
-
SKP
16h 25m
1 stop
Turkish Airlines Logo
8:35 pm - 11:05 am
SKP
-
ORD
20h 30m
1 stop
$499Turkish Airlines
Tue, Feb 17 - Tue, Mar 24
Multiple Airlines Logo
7:05 pm - 7:45 pm
ORD
-
SKP
17h 40m
1 stop
Multiple Airlines Logo
4:25 am - 1:20 pm
SKP
-
ORD
15h 55m
1 stop
$501Multiple Airlines
Tue, Apr 7 - Thu, Apr 16
Turkish Airlines Logo
8:20 pm - 8:25 am
ORD
-
SKP
29h 05m
1 stop
Turkish Airlines Logo
9:15 am - 6:25 pm
SKP
-
ORD
16h 10m
1 stop
$502Turkish Airlines
Sat, Feb 28 - Sat, Mar 7
Multiple Airlines Logo
7:05 pm - 8:05 pm
ORD
-
SKP
18h 00m
1 stop
Multiple Airlines Logo
4:25 am - 1:20 pm
SKP
-
ORD
15h 55m
1 stop
$503Multiple Airlines
Sun, Mar 29 - Fri, May 8
Turkish Airlines Logo
11:25 am - 7:55 am
ORD
-
SKP
13h 30m
1 stop
Turkish Airlines Logo
8:10 pm - 9:40 am
SKP
-
ORD
20h 30m
1 stop
$504Turkish Airlines
Sun, Apr 19 - Fri, May 1
SWISS Logo
7:05 pm - 8:05 pm
ORD
-
SKP
18h 00m
1 stop
SWISS Logo
8:30 pm - 12:35 pm
SKP
-
ORD
23h 05m
1 stop
$506SWISS
Sun, Mar 29 - Wed, May 6
SWISS Logo
7:50 pm - 8:25 pm
ORD
-
SKP
18h 35m
1 stop
SWISS Logo
8:30 pm - 3:55 pm
SKP
-
ORD
26h 25m
1 stop
$508SWISS
Wed, Mar 11 - Wed, May 6
Multiple Airlines Logo
7:15 am - 8:25 pm
ORD
-
SKP
30h 10m
2 stops
Multiple Airlines Logo
4:30 am - 3:00 pm
SKP
-
ORD
16h 30m
1 stop
$510Multiple Airlines
Wed, Mar 4 - Fri, Mar 20
Multiple Airlines Logo
4:15 pm - 8:05 pm
ORD
-
SKP
20h 50m
2 stops
Multiple Airlines Logo
12:35 pm - 1:20 pm
SKP
-
ORD
31h 45m
1 stop
$511Multiple Airlines
Sun, Mar 29 - Wed, May 6

Lufthansa flights from Chicago to Skopje

Our best Lufthansa deals on Chicago to Skopje flight tickets
Lufthansa
Apr 8
ORD9:40 pmChicago O'Hare Intl
19h 35m
2 stops
SKP12:15 amSkopje
Apr 17
SKP4:25 amSkopje
15h 30m
2 stops
ORD12:55 pmChicago O'Hare Intl
$556
Lufthansa
Apr 5
ORD4:05 pmChicago O'Hare Intl
15h 50m
1 stop
SKP2:55 pmSkopje
Apr 19
SKP4:25 amSkopje
15h 30m
2 stops
ORD12:55 pmChicago O'Hare Intl
$557
Lufthansa
Apr 1
ORD4:05 pmChicago O'Hare Intl
15h 50m
1 stop
SKP2:55 pmSkopje
May 12
SKP12:35 pmSkopje
31h 20m
2 stops
ORD12:55 pmChicago O'Hare Intl
$562

LOT flights from Chicago to Skopje

Our best LOT deals on Chicago to Skopje flight tickets
LOT
Apr 5
ORD9:50 pmChicago O'Hare Intl
32h 05m
1 stop
SKP12:55 pmSkopje
Apr 18
SKP5:30 pmSkopje
33h 20m
1 stop
ORD7:50 pmChicago O'Hare Intl
$498
LOT
Mar 31
ORD9:50 pmChicago O'Hare Intl
32h 05m
1 stop
SKP12:55 pmSkopje
May 9
SKP5:30 pmSkopje
33h 20m
1 stop
ORD7:50 pmChicago O'Hare Intl
$520
LOT
Mar 31
ORD9:50 pmChicago O'Hare Intl
32h 05m
1 stop
SKP12:55 pmSkopje
May 7
SKP1:35 pmSkopje
13h 15m
1 stop
ORD7:50 pmChicago O'Hare Intl
$527

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 3, 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

Sun 4/5

9:50 pm-12:55 pm

1 stop32h 05m

Skopje

Sat 4/18

5:30 pm-7:50 pm

1 stop33h 20m

$498

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 2/17

8:20 pm-7:45 pm

1 stop16h 25m

Skopje

Tue 3/24

8:35 pm-11:05 am

1 stop20h 30m

$499

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 4/7

7:05 pm-7:45 pm

1 stop17h 40m

Skopje

Thu 4/16

4:25 am-1:20 pm

1 stop15h 55m

$501

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sat 2/28

8:20 pm-8:25 am

1 stop29h 05m

Skopje

Sat 3/7

9:15 am-6:25 pm

1 stop16h 10m

$502

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 3/29

7:05 pm-8:05 pm

1 stop18h 00m

Skopje

Fri 5/8

4:25 am-1:20 pm

1 stop15h 55m

$503

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 4/19

11:25 am-7:55 am

1 stop13h 30m

Skopje

Fri 5/1

8:10 pm-9:40 am

1 stop20h 30m

$504

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 3/29

7:05 pm-8:05 pm

1 stop18h 00m

Skopje

Wed 5/6

8:30 pm-12:35 pm

1 stop23h 05m

$506

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 3/11

7:50 pm-8:25 pm

1 stop18h 35m

Skopje

Wed 5/6

8:30 pm-3:55 pm

1 stop26h 25m

$508

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 3/4

7:15 am-8:25 pm

2 stops30h 10m

Skopje

Fri 3/20

4:30 am-3:00 pm

1 stop16h 30m

$510

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 3/29

4:15 pm-8:05 pm

2 stops20h 50m

Skopje

Wed 5/6

12:35 pm-1:20 pm

1 stop31h 45m

$511

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 $550.

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 $745 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 $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
1,864 reviews
Search SWISS flights
Turkish AirlinesPriceFrom $520Free CancellationRating
7.3
4,209 reviews
Search Turkish Airlines flights
LufthansaPriceFrom $528Free CancellationRating
6.8
7,758 reviews
Search Lufthansa flights
Air SerbiaPriceFrom $547Free CancellationRating
6.1
214 reviews
Search Air Serbia flights
United AirlinesPriceFrom $549Free CancellationRating
7.4
9,234 reviews
Search United Airlines flights
Austrian AirlinesPriceFrom $558Free CancellationRating
7.5
896 reviews
Search Austrian Airlines flights
LOTPriceFrom $565Free CancellationRating
7.5
1,178 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.

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