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.
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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 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.
What is the cheapest airline that flies from Chicago to Skopje?
Turkish Airlines, Air Canada, and Austrian 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 36% 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.
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
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?
As of July 2025, 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 (25% of total bookings). The next most popular airlines are LOT (20%), Austrian Airlines (20%), and Lufthansa (14%).
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 $491 | Free Cancellation | Rating 7.5 1,652 reviews | |||
| PriceFrom $507 | Free Cancellation | Rating 7.3 3,893 reviews | |||
| PriceFrom $510 | Free Cancellation | Rating 7.4 8,844 reviews | |||
| PriceFrom $519 | Free Cancellation | Rating 7.6 806 reviews | |||
| PriceFrom $558 | Free Cancellation | Rating 6.8 7,193 reviews | |||
| PriceFrom $578 | Free Cancellation | Rating 6.3 197 reviews | |||
| PriceFrom $622 | Free Cancellation | Rating 7.6 1,093 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.