Cheap flights from Chicago to Skopje from $329
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 3/31. 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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Fly from
Fly to
Route
Depart
Return
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sun 1/3
11:45 am-7:55 pm
1 stop25h 10m
Skopje
Wed 1/13
8:45 am-10:00 am
1 stop32h 15m
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sat 10/31
12:45 pm-7:55 am
1 stop13h 10m
Skopje
Wed 11/4
8:45 pm-11:00 am
1 stop21h 15m
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Wed 3/31
1:12 pm-11:50 am
2 stops15h 38m
Skopje
Thu 4/15
4:25 am-1:20 pm
1 stop15h 55m
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Wed 1/27
6:50 pm-8:25 pm
1 stop18h 35m
Skopje
Tue 4/27
12:35 pm-12:55 pm
2 stops31h 20m
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Wed 1/27
6:50 pm-8:25 pm
1 stop18h 35m
Skopje
Tue 4/27
12:35 pm-12:55 pm
2 stops31h 20m
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Thu 4/1
9:50 pm-4:45 pm
2 stops35h 55m
Skopje
Mon 4/5
5:30 pm-7:50 pm
1 stop33h 20m
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sat 3/27
10:55 pm-4:45 pm
1 stop34h 50m
Skopje
Sat 4/3
5:30 pm-7:50 pm
1 stop33h 20m
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sun 1/10
12:55 pm-11:45 am
2 stops15h 50m
Skopje
Wed 1/20
12:30 pm-5:05 pm
2 stops35h 35m
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sun 1/10
9:50 pm-11:45 am
2 stops30h 55m
Skopje
Wed 1/20
12:30 pm-1:10 pm
2 stops31h 40m
ChicagoSkopje
ORD Chicago O'Hare Intl - SKP Skopje
ORDSKP
Chicago O'Hare Intl
Sun 1/3
9:50 pm-11:45 am
2 stops30h 55m
Skopje
Wed 1/13
12:30 pm-6:25 pm
2 stops36h 55m
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?
Prices are currently typical for flights on this route.
Typical prices usually range from $609 to $898.The lowest price recently found on this route was $723.
What is the cheapest month to fly to Skopje?
The month of February is, on average, the cheapest month to fly to Skopje from Chicago, with most prices found around $555. The month of January is another great option to travel to Skopje, with average flight prices from Chicago averaging around $559.
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 $792 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 $794 on momondo.
Can stopping save me money on Chicago to Skopje flights?
You could potentially save up to 6% on your flight if you consider stops on a Chicago to Skopje flight.
How have Chicago to Skopje flight prices changed over time?
What is the cheapest airline that flies from Chicago to Skopje?
Air Serbia and Turkish Airlines are the most popular carriers operating from Chicago to Skopje
What airlines fly to Skopje?
Turkish Airlines, Austrian Airlines and Lufthansa are the top three most popular airlines that fly to Skopje from Chicago according to our data. Turkish Airlines is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Skopje. Keep in mind that there are 7 different airlines that fly to Skopje on a routine basis, so you have a few additional options to choose from.
Which airport is the most popular layover for flights between Chicago and Skopje?
Vienna (VIE) was the most common stop: 34% of momondo users choosing 1-stop flights on this route connected there.
Which layover airport offers the lowest fares from Chicago to Skopje?
Flights via Frankfurt am Main (FRA) offer the lowest average round-trip price of $625.
Which layover airport has the shortest travel time from Chicago to Skopje?
Flights connecting via Vienna (VIE) have the shortest average one-way travel time: 12h 30m.
Which layover airport has the shortest connection time from Chicago to Skopje?
Frankfurt am Main (FRA) has the shortest average layover time for this route: 3h 15m.
When to book flights from Chicago to Skopje
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
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 10m, 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?
As of October 2026, there are 7 operators available to choose from 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?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Skopje is Turkish Airlines (27% of total bookings). The next most popular airlines are Austrian Airlines (24%), LOT (18%), and Air Serbia (15%).
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 | ||
|---|---|---|---|---|---|
| PriceFrom $497 | Free Cancellation | Rating 7.5 2,097 reviews | |||
| PriceFrom $514 | Free Cancellation | Rating 7.4 4,455 reviews | |||
| PriceFrom $517 | Free Cancellation | Rating 6.8 8,270 reviews | |||
| PriceFrom $548 | Free Cancellation | Rating 7.6 979 reviews | |||
| PriceFrom $549 | Free Cancellation | Rating 7.4 10,325 reviews | |||
| PriceFrom $600 | Free Cancellation | Rating 7.6 1,194 reviews | |||
| PriceFrom $787 | Free Cancellation | Rating 6.1 240 reviews |
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.