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Cheap flights from Chicago to Skopje from $315

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 12/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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.
Multiple Airlines Logo
7:15 am - 7:35 pmORD-SKP
29h 20m2 stops
Multiple Airlines Logo
5:40 am - 7:30 pmSKP-ORD
20h 50m2 stops
$512Multiple Airlines
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Sat, Jan 17 - Sat, Jan 24
Multiple Airlines Logo
5:50 pm - 12:15 amORD-SKP
23h 25m2 stops
Multiple Airlines Logo
8:45 pm - 1:45 pmSKP-ORD
23h 00m1 stop
$514Multiple Airlines
Find Deal
Mon, Dec 15 - Sun, Mar 15
Multiple Airlines Logo
4:05 pm - 2:45 pmORD-SKP
15h 40m1 stop
Multiple Airlines Logo
6:55 pm - 12:20 pmSKP-ORD
24h 25m1 stop
$515Multiple Airlines
Find Deal
Wed, Apr 8 - Fri, Apr 17
SWISS Logo
6:50 pm - 8:25 pmORD-SKP
18h 35m1 stop
SWISS Logo
8:45 pm - 4:20 pmSKP-ORD
26h 35m1 stop
$516SWISS
Find Deal
Wed, Jan 28 - Sun, Feb 1
Multiple Airlines Logo
2:40 pm - 3:35 pmORD-SKP
17h 55m2 stops
Multiple Airlines Logo
8:55 am - 4:20 pmSKP-ORD
14h 25m1 stop
$517Multiple Airlines
Find Deal
Mon, Dec 8 - Fri, Jan 16
Turkish Airlines Logo
11:25 am - 7:25 pmORD-SKP
25h 00m1 stop
Turkish Airlines Logo
8:15 pm - 9:40 amSKP-ORD
20h 25m1 stop
$518Turkish Airlines
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Wed, Apr 15 - Thu, Apr 23
Multiple Airlines Logo
8:15 pm - 8:25 pmORD-SKP
41h 10m2 stops
Multiple Airlines Logo
12:30 pm - 3:00 pmSKP-ORD
32h 30m1 stop
$519Multiple Airlines
Find Deal
Tue, Feb 17 - Tue, Mar 24
Multiple Airlines Logo
5:50 pm - 8:25 pmORD-SKP
19h 35m2 stops
Multiple Airlines Logo
5:40 am - 1:10 pmSKP-ORD
14h 30m1 stop
$520Multiple Airlines
Find Deal
Wed, Dec 3 - Tue, Dec 16
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
$521Austrian Airlines
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Wed, Dec 31 - Tue, Feb 24
Multiple Airlines Logo
8:15 pm - 8:25 pmORD-SKP
41h 10m2 stops
Multiple Airlines Logo
8:45 pm - 6:45 pmSKP-ORD
29h 00m2 stops
$522Multiple Airlines
Find Deal
Tue, Dec 2 - Mon, Dec 8

SWISS flights from Chicago to Skopje

Our best SWISS deals on Chicago to Skopje flight tickets
SWISS
Jan 28
ORD4:10 pmChicago O'Hare Intl
21h 15m
1 stop
SKP8:25 pmSkopje
Feb 1
SKP8:45 pmSkopje
26h 35m
1 stop
ORD4:20 pmChicago O'Hare Intl
$516
Find similar
SWISS
Dec 12
ORD5:50 pmChicago O'Hare Intl
42h 45m
2 stops
SKP7:35 pmSkopje
Mar 15
SKP8:45 pmSkopje
26h 35m
1 stop
ORD5:20 pmChicago O'Hare Intl
$523
Find similar
SWISS
Dec 10
ORD6:10 pmChicago O'Hare Intl
19h 15m
2 stops
SKP8:25 pmSkopje
Jan 16
SKP8:55 amSkopje
14h 25m
1 stop
ORD4:20 pmChicago O'Hare Intl
$527
Find similar

Austrian Airlines flights from Chicago to Skopje

Our best Austrian Airlines deals on Chicago to Skopje flight tickets
Austrian Airlines
Nov 27
ORD5:50 pmChicago O'Hare Intl
23h 25m
2 stops
SKP12:15 amSkopje
Dec 5
SKP4:30 amSkopje
16h 30m
1 stop
ORD2:00 pmChicago O'Hare Intl
$517
Find similar
Austrian Airlines
Dec 31
ORD4:20 pmChicago O'Hare Intl
12h 25m
1 stop
SKP11:45 amSkopje
Feb 24
SKP4:30 amSkopje
16h 30m
1 stop
ORD2:00 pmChicago O'Hare Intl
$521
Find similar
Austrian Airlines
Feb 17
ORD9:05 pmChicago O'Hare Intl
31h 40m
2 stops
SKP11:45 amSkopje
Mar 24
SKP12:30 pmSkopje
32h 30m
1 stop
ORD3:00 pmChicago O'Hare Intl
$531
Find similar

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 November 21, 2025.
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

Sat 1/17

7:15 am-7:35 pm

2 stops29h 20m

Skopje

Sat 1/24

5:40 am-7:30 pm

2 stops20h 50m

$512

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 12/15

5:50 pm-12:15 am

2 stops23h 25m

Skopje

Sun 3/15

8:45 pm-1:45 pm

1 stop23h 00m

$514

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 4/8

4:05 pm-2:45 pm

1 stop15h 40m

Skopje

Fri 4/17

6:55 pm-12:20 pm

1 stop24h 25m

$515

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 1/28

6:50 pm-8:25 pm

1 stop18h 35m

Skopje

Sun 2/1

8:45 pm-4:20 pm

1 stop26h 35m

$516

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 12/8

2:40 pm-3:35 pm

2 stops17h 55m

Skopje

Fri 1/16

8:55 am-4:20 pm

1 stop14h 25m

$517

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 4/15

11:25 am-7:25 pm

1 stop25h 00m

Skopje

Thu 4/23

8:15 pm-9:40 am

1 stop20h 25m

$518

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 2/17

8:15 pm-8:25 pm

2 stops41h 10m

Skopje

Tue 3/24

12:30 pm-3:00 pm

1 stop32h 30m

$519

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 12/3

5:50 pm-8:25 pm

2 stops19h 35m

Skopje

Tue 12/16

5:40 am-1:10 pm

1 stop14h 30m

$520

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 12/31

4:20 pm-11:45 am

1 stop12h 25m

Skopje

Tue 2/24

4:30 am-2:00 pm

1 stop16h 30m

$521

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 12/2

8:15 pm-8:25 pm

2 stops41h 10m

Skopje

Mon 12/8

8:45 pm-6:45 pm

2 stops29h 00m

$522

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 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 $524. The month of March is another great option to travel to Skopje, with average flight prices from Chicago averaging around $547.

What is the cheapest day to depart on your flight to Skopje?

Our data shows that Friday is the least expensive day to fly to Skopje. Tickets to fly out on this day can be as low as $928. Flights from Chicago to Skopje on a Thursday will generally be more expensive and average around $1,140. 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 Skopje?

According to our data, the cheapest time of day to fly to Skopje is in the morning. momondo users have found flights departing from Chicago to Skopje in the morning for as low as $907. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $1,152 on average. Flights to Skopje from Chicago in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

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 $757 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 $774 on momondo.

How have Chicago to Skopje flight prices changed over time?

As of November 2025, prices for Chicago to Skopje flights are approximately 3% cheaper when compared to flights at the same time last year.

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

Direct flights

None
There are no direct flights from Chicago to Skopje. There are no popular flight routes from Chicago to Skopje.
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  • 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 25m, 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
Turkish AirlinesPriceFrom $514Free CancellationRating
7.3
4,044 reviews
Search Turkish Airlines flights
Austrian AirlinesPriceFrom $559Free CancellationRating
7.6
874 reviews
Search Austrian Airlines flights
United AirlinesPriceFrom $571Free CancellationRating
7.4
9,028 reviews
Search United Airlines flights
Air SerbiaPriceFrom $589Free CancellationRating
6.2
207 reviews
Search Air Serbia flights
SWISSPriceFrom $608Free CancellationRating
7.5
1,788 reviews
Search SWISS flights
LOTPriceFrom $614Free CancellationRating
7.5
1,137 reviews
Search LOT flights
LufthansaPriceFrom $674Free CancellationRating
6.8
7,579 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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