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Cheap flights from Chicago to Skopje from $289

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 8/10. 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

LOT Logo
9:40 pm - 4:45 pmORD-SKP
12h 05m1 stop
LOT Logo
1:35 pm - 7:40 pmSKP-ORD
13h 05m1 stop
$594LOT
Find Deal
Tue, Oct 7 - Tue, Oct 14
LOT Logo
5:10 pm - 12:55 pmORD-SKP
12h 45m1 stop
LOT Logo
5:35 pm - 8:00 pmSKP-ORD
33h 25m1 stop
$600LOT
Find Deal
Mon, Oct 13 - Mon, Nov 3
SWISS Logo
7:05 pm - 8:25 pmORD-SKP
18h 20m1 stop
SWISS Logo
8:45 pm - 4:15 pmSKP-ORD
26h 30m1 stop
$609SWISS
Find Deal
Wed, Nov 12 - Mon, Dec 1
 Logo
7:15 am - 8:25 pmORD-SKP
30h 10m2 stops
 Logo
12:30 pm - 2:00 pmSKP-ORD
32h 30m1 stop
Wed, Nov 26 - Tue, Dec 16
Turkish Airlines Logo
7:50 pm - 7:30 pmORD-SKP
16h 40m1 stop
Turkish Airlines Logo
8:20 pm - 10:00 pmSKP-ORD
32h 40m1 stop
$627Turkish Airlines
Find Deal
Sun, Aug 3 - Sun, Aug 31
Turkish Airlines Logo
11:25 am - 7:55 amORD-SKP
13h 30m1 stop
Turkish Airlines Logo
8:20 pm - 9:40 amSKP-ORD
20h 20m1 stop
$636Turkish Airlines
Find Deal
Sun, Aug 10 - Thu, Sep 25
Lufthansa Logo
4:00 pm - 2:05 pmORD-SKP
15h 05m1 stop
Lufthansa Logo
12:30 pm - 1:10 pmSKP-ORD
31h 40m2 stops
$637Lufthansa
Find Deal
Wed, Oct 15 - Mon, Nov 3
Lufthansa Logo
9:15 pm - 3:25 pmORD-SKP
35h 10m2 stops
Lufthansa Logo
6:25 am - 1:10 pmSKP-ORD
13h 45m1 stop
$639Lufthansa
Find Deal
Sat, Dec 27 - Tue, Jan 20
Air Serbia Logo
4:30 pm - 2:05 amORD-SKP
26h 35m1 stop
Air Serbia Logo
3:10 pm - 9:00 pmSKP-ORD
12h 50m1 stop
$648Air Serbia
Find Deal
Wed, Oct 8 - Sat, Oct 11
SWISS Logo
2:20 pm - 7:45 pmORD-SKP
22h 25m1 stop
SWISS Logo
8:30 pm - 3:55 pmSKP-ORD
26h 25m1 stop
$650SWISS
Find Deal
Tue, Aug 26 - Wed, Oct 1

SWISS flights from Chicago to Skopje

Our best SWISS deals on Chicago to Skopje flight tickets
SWISS
Nov 12
ORD7:05 pmChicago O'Hare Intl
18h 20m
1 stop
SKP8:25 pmSkopje
Dec 1
SKP8:45 pmSkopje
26h 30m
1 stop
ORD4:15 pmChicago O'Hare Intl
SWISS
Aug 26
ORD2:20 pmChicago O'Hare Intl
22h 25m
1 stop
SKP7:45 pmSkopje
Oct 1
SKP8:30 pmSkopje
26h 25m
1 stop
ORD3:55 pmChicago O'Hare Intl
SWISS
Aug 17
ORD2:20 pmChicago O'Hare Intl
22h 45m
1 stop
SKP8:05 pmSkopje
Aug 25
SKP8:50 pmSkopje
26h 05m
1 stop
ORD3:55 pmChicago O'Hare Intl

LOT flights from Chicago to Skopje

Our best LOT deals on Chicago to Skopje flight tickets
LOT
Oct 7
ORD9:40 pmChicago O'Hare Intl
12h 05m
1 stop
SKP4:45 pmSkopje
Oct 14
SKP1:35 pmSkopje
13h 05m
1 stop
ORD7:40 pmChicago O'Hare Intl
LOT
Oct 13
ORD5:10 pmChicago O'Hare Intl
12h 45m
1 stop
SKP12:55 pmSkopje
Nov 3
SKP5:35 pmSkopje
33h 25m
1 stop
ORD8:00 pmChicago O'Hare Intl
LOT
Oct 10
ORD9:40 pmChicago O'Hare Intl
12h 05m
1 stop
SKP4:45 pmSkopje
Nov 10
SKP5:35 pmSkopje
33h 25m
1 stop
ORD8:00 pmChicago O'Hare Intl

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 October is, on average, the cheapest month to fly to Skopje from Chicago, with most prices found around $517. The month of March is another great option to travel to Skopje, with average flight prices from Chicago averaging around $528.

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 $774 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 $781 on momondo.

How have Chicago to Skopje flight prices changed over time?

As of July 2025, prices for Chicago to Skopje flights are approximately 68% 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

Best Price Found

$289

Fastest flight time

12h 05m

Direct flights

None

Airports in Skopje

1 airport
The best one-way flight to Skopje from Chicago in the past 72 hours is $289. The best round-trip flight deal from Chicago to Skopje found on momondo in the last 72 hours is $594.
The fastest flight from Chicago to Skopje takes 12h 05m
There are no direct flights from Chicago to Skopje. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - Skopje Airport.
There is 1 airport near Skopje: Skopje (SKP)

  • 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
SWISSPriceFrom $491Free CancellationRating
7.5
1,652 reviews
Search SWISS flights
Turkish AirlinesPriceFrom $507Free CancellationRating
7.3
3,893 reviews
Search Turkish Airlines flights
United AirlinesPriceFrom $510Free CancellationRating
7.4
8,844 reviews
Search United Airlines flights
Austrian AirlinesPriceFrom $519Free CancellationRating
7.6
806 reviews
Search Austrian Airlines flights
LufthansaPriceFrom $558Free CancellationRating
6.8
7,193 reviews
Search Lufthansa flights
Air SerbiaPriceFrom $578Free CancellationRating
6.3
197 reviews
Search Air Serbia flights
LOTPriceFrom $622Free CancellationRating
7.6
1,093 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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1 adult
Sun 7/13
Sun 7/20

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