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Cheap flights from Chicago to Skopje from $296

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 2/4. 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.
Multiple Airlines Logo
2:18 pm - 2:45 pm
ORD
-
SKP
17h 27m2 stops
Multiple Airlines Logo
6:55 pm - 12:20 pm
SKP
-
ORD
24h 25m1 stop
$517Multiple Airlines
mié., abr. 8 - vie., abr. 17
Multiple Airlines Logo
8:40 am - 8:05 pm
ORD
-
SKP
28h 25m2 stops
Multiple Airlines Logo
12:35 pm - 1:20 pm
SKP
-
ORD
31h 45m1 stop
$518Multiple Airlines
dom., mar. 29 - sáb., abr. 4
Multiple Airlines Logo
9:05 pm - 8:25 pm
ORD
-
SKP
16h 20m2 stops
Multiple Airlines Logo
4:30 am - 6:37 pm
SKP
-
ORD
21h 07m2 stops
$519Multiple Airlines
mié., ene. 7 - mar., ene. 13
Multiple Airlines Logo
5:50 pm - 8:25 pm
ORD
-
SKP
19h 35m2 stops
Multiple Airlines Logo
5:40 am - 3:20 pm
SKP
-
ORD
16h 40m1 stop
$520Multiple Airlines
mié., ene. 7 - jue., ene. 22
Turkish Airlines Logo
8:20 pm - 7:45 pm
ORD
-
SKP
16h 25m1 stop
Turkish Airlines Logo
9:15 am - 10:05 am
SKP
-
ORD
31h 50m1 stop
$521Turkish Airlines
mar., feb. 3 - mar., mar. 3
Multiple Airlines Logo
9:05 pm - 11:45 am
ORD
-
SKP
31h 40m2 stops
Multiple Airlines Logo
8:45 pm - 4:20 pm
SKP
-
ORD
26h 35m1 stop
$522Multiple Airlines
jue., ene. 8 - dom., ene. 25
SWISS Logo
5:50 pm - 8:25 pm
ORD
-
SKP
19h 35m2 stops
SWISS Logo
8:55 am - 4:20 pm
SKP
-
ORD
14h 25m1 stop
$523SWISS
mié., ene. 7 - vie., feb. 13
SWISS Logo
5:50 pm - 8:25 pm
ORD
-
SKP
19h 35m2 stops
SWISS Logo
8:45 pm - 12:10 pm
SKP
-
ORD
22h 25m2 stops
$526SWISS
mié., ene. 7 - dom., ene. 25
Multiple Airlines Logo
9:05 pm - 11:45 am
ORD
-
SKP
31h 40m2 stops
Multiple Airlines Logo
8:45 pm - 7:45 pm
SKP
-
ORD
30h 00m2 stops
$527Multiple Airlines
mié., ene. 7 - dom., ene. 25
Multiple Airlines Logo
7:05 pm - 8:05 pm
ORD
-
SKP
18h 00m1 stop
Multiple Airlines Logo
12:35 pm - 1:20 pm
SKP
-
ORD
31h 45m1 stop
$528Multiple Airlines
dom., mar. 29 - sáb., abr. 4

Turkish Airlines flights from Chicago to Skopje

Our best Turkish Airlines deals on Chicago to Skopje flight tickets
Turkish Airlines
Feb 3
ORD8:20 pmChicago O'Hare Intl
16h 25m
1 stop
SKP7:45 pmSkopje
Mar 3
SKP9:15 amSkopje
31h 50m
1 stop
ORD10:05 amChicago O'Hare Intl
$521
Find similar
Turkish Airlines
Jan 14
ORD11:50 amChicago O'Hare Intl
13h 35m
1 stop
SKP8:25 amSkopje
Jan 21
SKP8:35 pmSkopje
20h 30m
1 stop
ORD10:05 amChicago O'Hare Intl
$575
Find similar

SWISS flights from Chicago to Skopje

Our best SWISS deals on Chicago to Skopje flight tickets
SWISS
Jan 7
ORD5:50 pmChicago O'Hare Intl
19h 35m
2 stops
SKP8:25 pmSkopje
Feb 13
SKP8:55 amSkopje
14h 25m
1 stop
ORD4:20 pmChicago O'Hare Intl
$523
Find similar
SWISS
Jan 7
ORD5:50 pmChicago O'Hare Intl
19h 35m
2 stops
SKP8:25 pmSkopje
Jan 25
SKP8:45 pmSkopje
22h 25m
2 stops
ORD12:10 pmChicago O'Hare Intl
$526
Find similar
SWISS
Jan 6
ORD6:15 pmChicago O'Hare Intl
43h 10m
3 stops
SKP8:25 pmSkopje
Jan 18
SKP8:45 pmSkopje
26h 35m
1 stop
ORD4:20 pmChicago O'Hare Intl
$538
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 diciembre 11, 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

mié. 4/8

2:18 pm-2:45 pm

2 stops17h 27m

Skopje

vie. 4/17

6:55 pm-12:20 pm

1 stop24h 25m

$517

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

dom. 3/29

8:40 am-8:05 pm

2 stops28h 25m

Skopje

sáb. 4/4

12:35 pm-1:20 pm

1 stop31h 45m

$518

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

mié. 1/7

9:05 pm-8:25 pm

2 stops16h 20m

Skopje

mar. 1/13

4:30 am-6:37 pm

2 stops21h 07m

$519

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

mié. 1/7

5:50 pm-8:25 pm

2 stops19h 35m

Skopje

jue. 1/22

5:40 am-3:20 pm

1 stop16h 40m

$520

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

mar. 2/3

8:20 pm-7:45 pm

1 stop16h 25m

Skopje

mar. 3/3

9:15 am-10:05 am

1 stop31h 50m

$521

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

jue. 1/8

9:05 pm-11:45 am

2 stops31h 40m

Skopje

dom. 1/25

8:45 pm-4:20 pm

1 stop26h 35m

$522

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

mié. 1/7

5:50 pm-8:25 pm

2 stops19h 35m

Skopje

vie. 2/13

8:55 am-4:20 pm

1 stop14h 25m

$523

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

mié. 1/7

5:50 pm-8:25 pm

2 stops19h 35m

Skopje

dom. 1/25

8:45 pm-12:10 pm

2 stops22h 25m

$526

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

mié. 1/7

9:05 pm-11:45 am

2 stops31h 40m

Skopje

dom. 1/25

8:45 pm-7:45 pm

2 stops30h 00m

$527

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

dom. 3/29

7:05 pm-8:05 pm

1 stop18h 00m

Skopje

sáb. 4/4

12:35 pm-1:20 pm

1 stop31h 45m

$528

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 November is, on average, the cheapest month to fly to Skopje from Chicago, with most prices found around $535. The month of February is another great option to travel to Skopje, with average flight prices from Chicago averaging around $576.

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 $761 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 $819 on momondo.

How have Chicago to Skopje flight prices changed over time?

As of December 2025, prices for Chicago to Skopje flights are approximately 1% more expensive 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

Fastest flight time

12h 25m

Direct flights

None
The fastest flight from Chicago to Skopje takes 12h 25m
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 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
SWISSPriceFrom $512Free CancellationRating
7.5
1,810 reviews
Search SWISS flights
Turkish AirlinesPriceFrom $514Free CancellationRating
7.3
4,090 reviews
Search Turkish Airlines flights
Austrian AirlinesPriceFrom $567Free CancellationRating
7.6
879 reviews
Search Austrian Airlines flights
United AirlinesPriceFrom $578Free CancellationRating
7.4
9,095 reviews
Search United Airlines flights
Air SerbiaPriceFrom $588Free CancellationRating
6.2
210 reviews
Search Air Serbia flights
LOTPriceFrom $609Free CancellationRating
7.6
1,146 reviews
Search LOT flights
LufthansaPriceFrom $668Free CancellationRating
6.8
7,626 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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