547 € Cheap Flights from Chicago to Skopje

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      Travellers and cabin class, 1 Adult, Economy

      Compare Chicago to Skopje flight deals

      Find the cheapest month or even day of the year to fly to Skopje

      Book the best Skopje fare with no extra fees

      Flight deals from Chicago to Skopje

      Looking for a cheap last-minute deal or the best return flight from Chicago to Skopje Airport? If you want to travel next month, return fares start from 604 €. Find the lowest prices on one-way and return tickets right here.

      Find the cheapest month to fly from Chicago to Skopje

      We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Skopje flights are currently cheapest in September.

      Chicago to Skopje: Alternative routes

      Compare routes from Chicago to Skopje below. You may find an airport to fly into that's cheaper, faster, or easier than Skopje.

      Chicago to Skopje: Flight information

      The things to know before you go.
      Cheapest flight found547 €
      Cheapest month to flySeptember

      Finding cheap flights from Chicago to Skopje: Frequently asked questions

      The best price we found for a return flight from Chicago to Skopje is 547 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
      Currently, there are no airlines that fly direct from Chicago to Skopje. But we found flights with one stop from 547 €.
      As of July 2026, there are no flights flying from Chicago to Skopje.
      The cheapest month to fly from Chicago to Skopje is usually September.
      After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Skopje Airport on Saturday, 12 September 2026.
      No airlines currently offer direct flights between Chicago and Skopje Airport. Most routes have one or more stops.
      We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Skopje but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

      We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Skopje is around 40 days in advance, so don’t leave your flight to the last minute.

      The cheapest airline that flies to Skopje is Icelandair .

      Travelling from Chicago to Skopje International Airport (SKP): What you need to know

      • The timezone in Skopje is UTC+1, which is seven hours ahead of Chicago. Skopje International Airport is located in Skopje.

      • To ensure you catch your flight from Chicago to SKP, allow plenty of time for things like baggage drop and finding your gate. Turning up two hours ahead of international departures and one hour before domestic flights is the general travel rule.

      • With more travellers during peak months like July, be at your terminal even earlier. Two hours for domestic flights and as much as four for international journeys will allow for extra wait times. Remember things also get busy during major holidays like Thanksgiving.

      Airports in Chicago

      Chicago O'Hare International Airport (ORD)

      • Think about adding a stopover to find cheap flights from Chicago to SKP. Just deselect 'Direct flights only' when browsing departures from Chicago O'Hare International Airport (ORD). Break the trip up (and maybe score a better deal) by stopping at one of these popular options:

        • Istanbul Airport (IST)

        • Frankfurt Airport (FRA)

        • Vienna International Airport (VIE)

      • Travelling from central Chicago to ORD takes around 45 minutes on public transport. If you drive, ride-share or take a taxi, you'll cover the 27 kilometres in 30 minutes or so, depending on traffic.

      • Booked an early flight from Chicago to Skopje International Airport? Avoid the mad dash to the terminal (and enjoy a little extra shut-eye) by staying at one of these stays near Chicago O'Hare International Airport:

      • 70% of flights leaving from Chicago O'Hare International Airport arrive at their destination on time.

      • You'll find ORD at 10000 West O'Hare.

      Chicago Midway International Airport (MDW)

      • On public transport, you can travel from central Chicago to MDW in about 30 minutes. The terminal is roughly 16 kilometres away, and making the journey by car will take approximately 25 minutes.

      • Kick off your holiday early with an additional night away from home. Before your Chicago to SKP flight, unwind in one of these hotels close to Chicago Midway International Airport:

      • When it comes to flight punctuality, Chicago Midway International Airport has an on-time arrival rate of 76%.

      • The address for MDW is 5700 South Cicero.

      Chicago Rockford International Airport (RFD)

      • From central Chicago, RFD is around 145 kilometres away. It'll take you roughly 1 hour 40 minutes to arrive by car and 2 hours or so on public transport.

      • Relax in bed for a little longer and still make your Chicago to Skopje International Airport flight with plenty of time to spare. These accommodation options near Chicago Rockford International Airport make departure day a breeze if you're setting off early:

      • The on-time performance rate of RFD is 71%. In other words, that's how frequently flights that depart this airport arrive within the expected time frame.

      • You'll find Chicago Rockford International Airport at 2 Airport Cir.

      About Skopje International Airport (SKP)

      • The last thing you want is a long journey to your hotel if you're arriving on a late flight from Chicago to Skopje International Airport. Check in to one of these accommodation options near SKP instead:

      • Booking your ride around three weeks ahead of your Chicago to Skopje International Airport flight can help you lock in a great deal.

      Getting from Skopje International Airport (SKP) to central Skopje

      • From Skopje International Airport, central Skopje is around 18 kilometres away. It takes about 25 minutes to get to the city centre by car.

      • When travelling by public transport, expect a journey time of about 35 minutes.

      How to find the cheapest flights from Chicago to Skopje International Airport (SKP)

      • At the moment, 230 € is the best price we've found for a one-way ticket from Chicago to Skopje International Airport. The cheapest price for a return flight is 547 €. Keep in mind fares may change due to availability at the time of booking.

      • Don't leave everything to the last moment. You're more likely to find cheap flights from Chicago to SKP if you book in advance. Airlines often have some fantastic early bird discounts.

      • Affordable Chicago to Skopje International Airport tickets are easier to find if you're not locked into specific dates. Try using the 'Whole month' tool to compare fares across every month and then fly out on the cheapest day.

      • There's no need to check every day to find out if prices have dropped when you set up a Price Alert. We'll let you know when a better deal comes up on plane tickets from Chicago to SKP.

      • Tailor your flights using filters. Select your preferred departure and arrival times, total journey duration and airlines. You can also sort the results by 'Best,' 'Fastest' or 'Cheapest' flights from Chicago to Skopje International Airport.

      The best time to fly from Chicago to Skopje International Airport (SKP)

      • It's time to figure out your travel dates for your flight from Chicago to Skopje International Airport (SKP). July is when most people travel to Skopje. If you like your getaways a little more chill, think about going in February.

      • Before locking in your Chicago to SKP plane ticket, consider what kind of weather works for you. August is the warmest month in Skopje, with temperatures ranging from 16ºC (61ºF) to 33ºC (91ºF).

      • If you like travelling in cooler conditions, search for a cheap ticket from Chicago to Skopje International Airport in January when temperatures are between -8ºC (18ºF) and 8ºC (46ºF).

      More about Skopje

      • Start your Skopje trip off on the right foot by choosing the perfect place to stay. After booking your flight from Chicago to Skopje International Airport, check out our selection of accommodation options including:

      • There are so many things to discover in this city, it can be tricky to know where to begin. Macedonia Square, Lake Matka and Matka Canyon are top sights which should be on every Skopje itinerary.

      Explore more of North Macedonia

      • Bitola is just one of the many cities in North Macedonia waiting to be explored once you've taken in the sights of Skopje. Around 105 kilometres away to the south, popular attractions include Heraclea, Ancient Macedonian City Heraclea Lyncestis and Heraclea waterfall.

      • Ohrid is another favourite destination in North Macedonia and is around 113 kilometres southwest of Skopje. No journey is complete without experiencing Lake Ohrid, Ohrid and Church of Hagia Sophia.

      Prices shown on this page are estimated lowest prices only. Found in the last 12 days.