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Cheap flights from Chicago to Skopje from $307

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 12/5. 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.
SWISS Logo
7:05 pm - 8:05 pmORD-SKP
18h 00m1 stop
SWISS Logo
8:30 pm - 12:20 pmSKP-ORD
22h 50m1 stop
$515SWISS
Find Deal
dom., abr. 12 - mié., may. 6
LOT Logo
9:40 pm - 4:45 pmORD-SKP
12h 05m1 stop
LOT Logo
1:35 pm - 7:40 pmSKP-ORD
13h 05m1 stop
$516LOT
Find Deal
vie., abr. 10 - mar., may. 5
Turkish Airlines Logo
9:20 pm - 8:25 amORD-SKP
29h 05m1 stop
Turkish Airlines Logo
8:15 pm - 9:40 amSKP-ORD
20h 25m1 stop
$520Turkish Airlines
Find Deal
jue., mar. 12 - mié., abr. 1
Austrian Airlines Logo
1:02 pm - 11:45 amORD-SKP
15h 43m2 stops
Austrian Airlines Logo
4:25 am - 1:20 pmSKP-ORD
15h 55m1 stop
$524Austrian Airlines
Find Deal
lun., mar. 2 - jue., abr. 30
Turkish Airlines Logo
8:20 pm - 7:45 pmORD-SKP
16h 25m1 stop
Turkish Airlines Logo
8:35 pm - 10:05 amSKP-ORD
20h 30m1 stop
$537Turkish Airlines
Find Deal
sáb., ene. 17 - mié., ene. 21
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
$539Austrian Airlines
Find Deal
mié., nov. 19 - mar., nov. 25
Lufthansa Logo
10:50 pm - 11:45 amORD-SKP
30h 55m2 stops
Lufthansa Logo
6:25 am - 12:55 pmSKP-ORD
13h 30m1 stop
$543Lufthansa
Find Deal
jue., mar. 12 - mié., abr. 1
Lufthansa Logo
2:40 pm - 3:35 pmORD-SKP
17h 55m2 stops
Lufthansa Logo
5:40 am - 1:10 pmSKP-ORD
14h 30m1 stop
$545Lufthansa
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mié., nov. 26 - jue., ene. 15
United Airlines Logo
4:20 pm - 11:50 amORD-SKP
12h 30m1 stop
United Airlines Logo
4:25 am - 1:20 pmSKP-ORD
15h 55m1 stop
$548United Airlines
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vie., abr. 10 - sáb., may. 9
United Airlines Logo
10:45 am - 11:50 amORD-SKP
18h 05m2 stops
United Airlines Logo
4:25 am - 1:20 pmSKP-ORD
15h 55m1 stop
$553United Airlines
Find Deal
mié., abr. 8 - jue., may. 7

Austrian Airlines flights from Chicago to Skopje

Our best Austrian Airlines deals on Chicago to Skopje flight tickets
Austrian Airlines
Mar 2
ORD1:02 pmChicago O'Hare Intl
15h 43m
2 stops
SKP11:45 amSkopje
Apr 30
SKP4:25 amSkopje
15h 55m
1 stop
ORD1:20 pmChicago O'Hare Intl
$524
Find similar
Austrian Airlines
Nov 19
ORD4:20 pmChicago O'Hare Intl
12h 25m
1 stop
SKP11:45 amSkopje
Nov 25
SKP4:30 amSkopje
16h 30m
1 stop
ORD2:00 pmChicago O'Hare Intl
$539
Find similar
Austrian Airlines
Nov 26
ORD4:20 pmChicago O'Hare Intl
12h 25m
1 stop
SKP11:45 amSkopje
Dec 2
SKP12:30 pmSkopje
32h 30m
1 stop
ORD2:00 pmChicago O'Hare Intl
$546
Find similar

Turkish Airlines flights from Chicago to Skopje

Our best Turkish Airlines deals on Chicago to Skopje flight tickets
Turkish Airlines
Mar 12
ORD9:20 pmChicago O'Hare Intl
29h 05m
1 stop
SKP8:25 amSkopje
Apr 1
SKP8:15 pmSkopje
20h 25m
1 stop
ORD9:40 amChicago O'Hare Intl
$520
Find similar
Turkish Airlines
Jan 17
ORD8:20 pmChicago O'Hare Intl
16h 25m
1 stop
SKP7:45 pmSkopje
Jan 21
SKP8:35 pmSkopje
20h 30m
1 stop
ORD10:05 amChicago O'Hare Intl
$537
Find similar
Turkish Airlines
Nov 18
ORD11:50 amChicago O'Hare Intl
13h 35m
1 stop
SKP8:25 amSkopje
Dec 9
SKP8:35 pmSkopje
20h 30m
1 stop
ORD10:05 amChicago O'Hare Intl
$554
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 noviembre 6, 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

dom. 4/12

7:05 pm-8:05 pm

1 stop18h 00m

Skopje

mié. 5/6

8:30 pm-12:20 pm

1 stop22h 50m

$515

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

vie. 4/10

9:40 pm-4:45 pm

1 stop12h 05m

Skopje

mar. 5/5

1:35 pm-7:40 pm

1 stop13h 05m

$516

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

jue. 3/12

9:20 pm-8:25 am

1 stop29h 05m

Skopje

mié. 4/1

8:15 pm-9:40 am

1 stop20h 25m

$520

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

lun. 3/2

1:02 pm-11:45 am

2 stops15h 43m

Skopje

jue. 4/30

4:25 am-1:20 pm

1 stop15h 55m

$524

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

sáb. 1/17

8:20 pm-7:45 pm

1 stop16h 25m

Skopje

mié. 1/21

8:35 pm-10:05 am

1 stop20h 30m

$537

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

mié. 11/19

4:20 pm-11:45 am

1 stop12h 25m

Skopje

mar. 11/25

4:30 am-2:00 pm

1 stop16h 30m

$539

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

jue. 3/12

10:50 pm-11:45 am

2 stops30h 55m

Skopje

mié. 4/1

6:25 am-12:55 pm

1 stop13h 30m

$543

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

mié. 11/26

2:40 pm-3:35 pm

2 stops17h 55m

Skopje

jue. 1/15

5:40 am-1:10 pm

1 stop14h 30m

$545

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

vie. 4/10

4:20 pm-11:50 am

1 stop12h 30m

Skopje

sáb. 5/9

4:25 am-1:20 pm

1 stop15h 55m

$548

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

mié. 4/8

10:45 am-11:50 am

2 stops18h 05m

Skopje

jue. 5/7

4:25 am-1:20 pm

1 stop15h 55m

$553

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 January is, on average, the cheapest month to fly to Skopje from Chicago, with most prices found around $539. The month of March is another great option to travel to Skopje, with average flight prices from Chicago averaging around $545.

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 $760 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 25% 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.
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 05m, 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
4,032 reviews
Search Turkish Airlines flights
Austrian AirlinesPriceFrom $559Free CancellationRating
7.6
865 reviews
Search Austrian Airlines flights
United AirlinesPriceFrom $571Free CancellationRating
7.4
9,007 reviews
Search United Airlines flights
Air SerbiaPriceFrom $589Free CancellationRating
6.2
207 reviews
Search Air Serbia flights
SWISSPriceFrom $608Free CancellationRating
7.5
1,779 reviews
Search SWISS flights
LOTPriceFrom $614Free CancellationRating
7.6
1,133 reviews
Search LOT flights
LufthansaPriceFrom $674Free CancellationRating
6.8
7,558 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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