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Cheap flights from Chicago to Skopje from $345

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 11/1. 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

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Skopje

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
11:07 am - 12:15 am
ORD
-
SKP
30h 08m
2 stops
Multiple Airlines Logo
8:45 pm - 3:55 pm
SKP
-
ORD
26h 10m
1 stop
$753Multiple Airlines
Wed, Aug 5 - Wed, Aug 26
Air Canada Logo
5:53 pm - 7:55 pm
ORD
-
SKP
43h 02m
2 stops
Air Canada Logo
8:55 am - 7:50 am
SKP
-
ORD
29h 55m
2 stops
$756Air Canada
Mon, Aug 17 - Fri, Nov 20
Turkish Airlines Logo
11:25 am - 7:25 pm
ORD
-
SKP
25h 00m
1 stop
Turkish Airlines Logo
8:15 pm - 6:15 pm
SKP
-
ORD
29h 00m
1 stop
$761Turkish Airlines
Sun, Aug 30 - Sat, Oct 3
Multiple Airlines Logo
9:50 am - 7:55 pm
ORD
-
SKP
27h 05m
2 stops
Multiple Airlines Logo
12:30 pm - 2:00 pm
SKP
-
ORD
32h 30m
1 stop
$762Multiple Airlines
Tue, Oct 6 - Thu, Nov 5
Multiple Airlines Logo
9:50 am - 7:55 pm
ORD
-
SKP
27h 05m
2 stops
Multiple Airlines Logo
8:45 pm - 12:35 pm
SKP
-
ORD
22h 50m
1 stop
$763Multiple Airlines
Sun, Aug 9 - Wed, Aug 26
Turkish Airlines Logo
8:10 pm - 7:55 am
ORD
-
SKP
28h 45m
1 stop
Turkish Airlines Logo
9:15 am - 6:25 pm
SKP
-
ORD
16h 10m
1 stop
$765Turkish Airlines
Mon, Jul 27 - Tue, Nov 10
Multiple Airlines Logo
3:45 pm - 7:55 pm
ORD
-
SKP
21h 10m
2 stops
Multiple Airlines Logo
4:30 am - 2:00 pm
SKP
-
ORD
16h 30m
1 stop
$766Multiple Airlines
Tue, Aug 18 - Tue, Nov 17
Turkish Airlines Logo
11:25 am - 7:55 am
ORD
-
SKP
13h 30m
1 stop
Turkish Airlines Logo
9:15 am - 6:25 pm
SKP
-
ORD
16h 10m
1 stop
$769Turkish Airlines
Wed, Jul 29 - Mon, Nov 9
Multiple Airlines Logo
9:50 am - 7:55 pm
ORD
-
SKP
27h 05m
2 stops
Multiple Airlines Logo
4:25 am - 1:20 pm
SKP
-
ORD
15h 55m
1 stop
$771Multiple Airlines
Tue, Sep 1 - Tue, Sep 8
SWISS Logo
7:05 pm - 7:55 pm
ORD
-
SKP
17h 50m
1 stop
SWISS Logo
8:45 pm - 3:55 pm
SKP
-
ORD
26h 10m
1 stop
$775SWISS
Sun, Aug 9 - Mon, Oct 5

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Air Canada flights from Chicago to Skopje

Our best Air Canada deals on Chicago to Skopje flight tickets
Air Canada
Aug 17
ORD5:53 pmChicago O'Hare Intl
43h 02m
2 stops
SKP7:55 pmSkopje
Nov 20
SKP8:55 amSkopje
29h 55m
2 stops
ORD7:50 amChicago O'Hare Intl
$756
Air Canada
May 10
ORD9:55 amChicago O'Hare Intl
27h 00m
2 stops
SKP7:55 pmSkopje
Nov 6
SKP8:55 amSkopje
37h 00m
2 stops
ORD2:55 pmChicago O'Hare Intl
$918

Turkish Airlines flights from Chicago to Skopje

Our best Turkish Airlines deals on Chicago to Skopje flight tickets
Turkish Airlines
Aug 30
ORD11:25 amChicago O'Hare Intl
25h 00m
1 stop
SKP7:25 pmSkopje
Oct 3
SKP8:15 pmSkopje
29h 00m
1 stop
ORD6:15 pmChicago O'Hare Intl
$761
Turkish Airlines
Jul 27
ORD8:10 pmChicago O'Hare Intl
28h 45m
1 stop
SKP7:55 amSkopje
Nov 10
SKP9:15 amSkopje
16h 10m
1 stop
ORD6:25 pmChicago O'Hare Intl
$765
Turkish Airlines
Jul 29
ORD11:25 amChicago O'Hare Intl
13h 30m
1 stop
SKP7:55 amSkopje
Nov 9
SKP9:15 amSkopje
16h 10m
1 stop
ORD6:25 pmChicago O'Hare Intl
$769

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 May 5, 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

Cheapest round-trip

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 8/5

11:07 am-12:15 am

2 stops30h 08m

Skopje

Wed 8/26

8:45 pm-3:55 pm

1 stop26h 10m

$753

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 8/17

5:53 pm-7:55 pm

2 stops43h 02m

Skopje

Fri 11/20

8:55 am-7:50 am

2 stops29h 55m

$756

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 8/30

11:25 am-7:25 pm

1 stop25h 00m

Skopje

Sat 10/3

8:15 pm-6:15 pm

1 stop29h 00m

$761

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 10/6

9:50 am-7:55 pm

2 stops27h 05m

Skopje

Thu 11/5

12:30 pm-2:00 pm

1 stop32h 30m

$762

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 8/9

9:50 am-7:55 pm

2 stops27h 05m

Skopje

Wed 8/26

8:45 pm-12:35 pm

1 stop22h 50m

$763

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 7/27

8:10 pm-7:55 am

1 stop28h 45m

Skopje

Tue 11/10

9:15 am-6:25 pm

1 stop16h 10m

$765

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 8/18

3:45 pm-7:55 pm

2 stops21h 10m

Skopje

Tue 11/17

4:30 am-2:00 pm

1 stop16h 30m

$766
Quickest round-trip

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 7/29

11:25 am-7:55 am

1 stop13h 30m

Skopje

Mon 11/9

9:15 am-6:25 pm

1 stop16h 10m

$769

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 9/1

9:50 am-7:55 pm

2 stops27h 05m

Skopje

Tue 9/8

4:25 am-1:20 pm

1 stop15h 55m

$771

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 8/9

7:05 pm-7:55 pm

1 stop17h 50m

Skopje

Mon 10/5

8:45 pm-3:55 pm

1 stop26h 10m

$775

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 May is, on average, the cheapest month to fly to Skopje from Chicago, with most prices found around $353. The month of March is another great option to travel to Skopje, with average flight prices from Chicago averaging around $478.

How far in advance should I book a flight from Chicago 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 $739 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 $759 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

Frequently asked questions about flying from Chicago to Skopje

  • 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 $506Free CancellationRating
7.6
1,936 reviews
Search SWISS flights
Turkish AirlinesPriceFrom $515Free CancellationRating
7.4
4,350 reviews
Search Turkish Airlines flights
LufthansaPriceFrom $528Free CancellationRating
6.8
7,974 reviews
Search Lufthansa flights
Austrian AirlinesPriceFrom $549Free CancellationRating
7.6
914 reviews
Search Austrian Airlines flights
United AirlinesPriceFrom $549Free CancellationRating
7.4
9,685 reviews
Search United Airlines flights
LOTPriceFrom $551Free CancellationRating
7.5
1,193 reviews
Search LOT flights
Air SerbiaPriceFrom $588Free CancellationRating
6.2
222 reviews
Search Air Serbia 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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