$376 Find Cheap Flights from North Macedonia to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 2/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
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Everything you should know

Cheapest round-trip
$630
Overall average: $728
LOT
Fri 4/3Fri 4/10
SKP - ORD • 1 stop
Cheapest one-way
$376
Typical prices: $466-$597
Multiple Airlines
Mon 2/23
SKP - ORD • 3 stops
When to travel
November
Cheapest • 13% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights from North Macedonia to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from North Macedonia to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from North Macedonia to Chicago

Fri, Apr 3 - Fri, Apr 10
LOT Logo
5:30 pm - 3:10 pmSKP-ORD
28h 40m1 stop
LOT Logo
9:40 pm - 12:55 pmORD-SKP
32h 15m1 stop
$630LOT
Find Deal
Fri, Mar 27 - Sat, Apr 18
Air Serbia Logo
4:00 am - 4:00 pmSKP-ORD
18h 00m1 stop
Air Serbia Logo
11:20 pm - 2:10 amORD-SKP
19h 50m1 stop
$639Air Serbia
Find Deal
Thu, Feb 12 - Mon, Feb 16
Turkish Airlines Logo
9:15 am - 6:25 pmSKP-ORD
16h 10m1 stop
Turkish Airlines Logo
8:20 pm - 7:45 pmORD-SKP
16h 25m1 stop
$666Turkish Airlines
Find Deal
Wed, Dec 17 - Wed, Feb 4
Turkish Airlines Logo
9:15 am - 6:25 pmSKP-ORD
16h 10m1 stop
Turkish Airlines Logo
11:50 am - 8:25 amORD-SKP
13h 35m1 stop
$671Turkish Airlines
Find Deal
Tue, Nov 18 - Sat, Jan 17
Austrian Airlines Logo
4:30 am - 2:00 pmSKP-ORD
16h 30m1 stop
Austrian Airlines Logo
1:00 pm - 12:15 amORD-SKP
28h 15m2 stops
$698Austrian Airlines
Find Deal
Mon, Mar 30 - Mon, Apr 13
United Airlines Logo
4:25 am - 1:20 pmSKP-ORD
15h 55m1 stop
United Airlines Logo
4:20 pm - 11:50 amORD-SKP
12h 30m1 stop
$702United Airlines
Find Deal
Wed, Mar 25 - Thu, Apr 16
United Airlines Logo
4:30 am - 3:00 pmSKP-ORD
16h 30m1 stop
United Airlines Logo
11:15 am - 11:50 amORD-SKP
17h 35m2 stops
$706United Airlines
Find Deal
Tue, Nov 18 - Wed, Dec 10
Lufthansa Logo
4:30 am - 3:20 pmSKP-ORD
17h 50m2 stops
Lufthansa Logo
6:25 pm - 3:35 pmORD-SKP
14h 10m1 stop
$709Lufthansa
Find Deal
Tue, Nov 25 - Thu, May 28
Lufthansa Logo
4:30 am - 1:10 pmSKP-ORD
15h 40m2 stops
Lufthansa Logo
10:30 pm - 9:55 pmORD-SKP
16h 25m1 stop
$711Lufthansa
Find Deal
Wed, Nov 19 - Sat, Jan 31
Austrian Airlines Logo
12:30 pm - 6:30 pmSKP-ORD
37h 00m2 stops
Austrian Airlines Logo
1:00 pm - 11:45 amORD-SKP
15h 45m2 stops
$733Austrian Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for flights to Chicago

Get data-powered insights and trends for flights to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights to Chicago O'Hare Intl Airport is November, where tickets cost $617 on average for one-way flights. On the other hand, the most expensive months are August and July, where the average cost of tickets from North Macedonia is $848 and $796 respectively. For return trips, the best month to travel is November with an average price of $617.

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price, you should book around 0 weeks before departure. For the absolute cheapest price, our data suggests you should book 23 days before departure.

Good to know

Low seasonAugust
Cheapest flight$376
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Skopje to Chicago

FAQs - booking Chicago flights

  • How far is Chicago O'Hare Intl Airport from central Chicago?

    Central Chicago is 16 miles away from Chicago O'Hare Intl Airport.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Tuesday where tickets can be as cheap as $655. On the other hand, the most expensive day to fly is Wednesday, where prices are $702 on average.

  • How does KAYAK find such low prices on flights to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Chicago O'Hare Intl Airport?

    The cheapest time of day to fly to Chicago O'Hare Intl Airport is generally in the morning, when flights cost $655 on average. The most expensive time of day to fly to Chicago O'Hare Intl Airport is generally at night, which is peak travel time and where the average cost of a ticket is $734.

  • How many direct flights to Chicago O'Hare Intl Airport are there each week?

    Each week there are around 10,069 direct flights from within North Macedonia to Chicago O'Hare Intl Airport. The most common day for departures is Wednesday, with 15% of flights taking off on this day.

Top tips for finding cheap flights to Chicago

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Reviews of the top 5 airlines serving from North Macedonia to Chicago

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from North Macedonia to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.6
LOTOverall score based on 1133 reviews
7.5Comfort
7.6Boarding
8.2Crew
7.1Food
6.9Entertainment
Airline reviews

Flight was delayed for a hour from Warsaw, not sure why. When we landed in Chicago, plane was still on the runway for about half a hour. Took a while to get off.

8.0 ExcellentMatthew, Oct 2025WAW - ORD
Read more LOT reviews

Flight was delayed for a hour from Warsaw, not sure why. When we landed in Chicago, plane was still on the runway for about half a hour. Took a while to get off.

No WiFi and ok comfort in business class. Home safe I guess that’s all that really matters.

Very poor. Seats like economy class, food unbeatable, no charging, no entertainment, no WiFi, boarding by bus - no justification for calling and pricing this as business class

The flight itself was pleasant and on time. Crew was very good. However, breakfast food was barely acceptable. Unfortunately this satisfies the recent industry standards. I asked for a sandwich with ham (another choice was cheese), but received a sandwich with roast beef.

During the flight, the fleas biting me in the plane.

Agents helping disable person doesnt know connections to Poland and after 9 agents helping and 2hours ,we made it to proper terminal. Polish Dreamliner its Polish nightmare liner with so narrow seats and no room under front seat for bag and feet,in economy class.To upgrade, to higher standart cost an arm and leg ,even there are empty seats No good experience overall

The crew and flight were amazing . However , my bag’s locker got broken and no refund provided . Everything else was amazing except this bad incident that ruined my experience

Bags lost no more to say, bad communication and no urgency to get it back to the hotel by the airline properly the worst airline I have used.

It was was okay but the seat was stiff and hard to sit on it!!

Seats were so uncomfortable, my butt hurts so much, I wish they have more cushions,it really was horrible, Except that, Stewarts were polite food was decent

Great! They got my vegetarian meal right, flight was comfortable, they helped store my heavy luggage. Pleasant crew and flight staff.

I did wish they would give us the entire little bottle Bailey's instead of just have 1/2 bottle at a time

My layover in Vienna was supposed to be 35 minutes but because my flight was canceled I had to wait in the airport for an additional 8 hours.

Very limited legroom in a 10 hour flight.very old plane.

The flight was delayed for 30 minutes with no apparent reason. There is no entertainment at all, and no USB or electric outlets for charging your phone or tablet.

They had me unpack a handbag 2 lbs overweight into another handbag 8 lbs underweight for a Bible.

My flight was canceled and even though I paid אם KAYAK you didn't even answer me and obviously didn't refund my money. I will never buy a ticket through you again.

One thing I really liked about Austrian Airlines was that the flight attendants were very kind, and the in-flight entertainment offered many choices. One thing that could be improved is the meal service, since only a vegetarian option was offered — it would be better to have at least two choices

One thing I really liked about Austrian Airlines was that the flight attendants were very kind, and the in-flight entertainment offered many choices. One thing that could be improved is the meal service, since only a vegetarian option was offered — it would be better to have at least two choices.

Despite the booked seats in front of the land we were moved to the back of the plane even first like 8 lines were totally without pasangers. When I tried to sit on empty seat flight attendant asked me to go to my dedicated seat in the fully crowded back of the plane. She was not able to explain why. Food was very poor on flight LAX - VIE.

They can my date of travel and let me standard in Istanbul for three days stop over and only pay for one day in a hotel with only one breakfast for three days.

the flight was cancelled and I was rebooked twice, once 26 hours later, then another 24 hours later. In total the flight was delayed for 40 hours. Never again will I use kayak or Turkish Airlines for my travel.

Worst experience with boarding once we left the wheel chair even traveling business we had to wait with all the crowd for the bus to take us to the plane then climb the stairs with our bags When you pay extra for comfort and convenience and you don’t get any is disappointing

Food is very turkish. No regard for other natinalities taste and preference. The entertainment can be improved- it was the same menu on 10/8/25 and 10/25/25. The boarding is the worst in the airline industry- I suggest you ask your staff to and watch how other airlines do it.

The best airline for international travel in terms of value you get in business class (service/cost)

I liked the overall flight experience. However, Turkish officials could do a better job at guiding non-Turkish speakers to their connecting flight gates in such a huge & vast airport.

Very small and cramped aisles and seats. Food was poor but the fresh hot roll and hummus was good. No cans of soda given but they had small bottles of water. Crew was nice and pleasant and kept bathroom clean.

We couldn’t fly to Chicago on our booked flight. The flight was overbooked.

Small seat space for 13 hours flight, they charged for baggage , very bad quality of food,

I was sitting almost in the back, the seats are very tight and there’s no legroom, it’s uncomfortable for a long distance

The seat space seemed small especially when the person ahead reclined but other than that, very good.

Luggage transfer in Chicago was not performed in time. I received my luggage at my destination two days later.

Food was poor quality and the screens for entertainment didn’t work properly

It was a short flight, everything was good with it.

I darted through the Frankfurt airport to make my connecting flight. I asked if it was a possibility to upgrade and the agent did. This was the kindest gesture and it made up for the previous delayed flight and distress/anxiety of anticipating that Zi was going to miss my Frankfurt-Chicago connection. I cannot express my gratitude for the upgrade.. I am 5feet 10 inches do the leg space was amazing.

I meant this flight was not good, the one from Tirana to Frankfurt was better!

I was very grateful for Lufthansa's role in organizing mobility support. The touchscreen on my seat was faulty: slow, stained (I couldn't get it clean), and glitchy. This made selecting movies extremely time consuming, and twice I had to start all over from the beginning.

The crew was the best I’ve ever encountered. Business class was spacious, immaculate, and very modern.

I wish seats were not reclinable. It's so claustrophobic when the person in front of you spends most of a nine hour flight leaned all the way back. The crew was really nice though and the dinner (red Thai curry) was pretty compelling.

Our flights were severely delayed, then canceled and we had to fly out next day with no sleep accommodation help. This led to our baggage being lost and the service reps after baggage couldn’t be bothered to help. They kept sending us to different counters when we were at the right counter to begin with. The only saving grace was the angel woman supervisor with blond hair who helped us put in a missing baggage claim.

Basic, 737 Boeing, business class is just an economy class seat with blocked middle seat (European standard).

Entertainment is nonexistent. Food might have been good, however due to language barriers I didn’t get to have any food. Flat bed seats and layout was excellent. Crew efficient and straightforward, but lacking any western style approach. Not that I’d expect anything else, but one could have hoped.

Unorganized, late and they lost my bag for several days.

Flight took very long to even get checked in for, everything was late and written out by hand. My luggage was lost for several days and it was the most unorganized flight experience of my life.

Delaying more than 5 hours from Belgrade to Tirana Information very rude to questions

It's the shortest trip one could get from BEG anywhere, so it was fine.

I paid for luggage when I bought the ticket but I could not board until I paid for luggage again. The fault lays at the feet of eDreams, the company that booked our flight. Sorry, Air Serbia, but it did affect the boarding process.

They had lost my ticket and despite showing them the confirmation email with the itinerary and receipt of payment for the flight they could not put me on that flight and rescheduled departure postponing it by a whole week

Kraljevo is very convenient airport. It's brand new, small.and efficient. Great job!

Long delay (6 hour late departure, not informative enough to provide up to date info on flight, poor food quality

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Everything you need to know for your flight to Chicago

Information on the airport you'll fly into in Chicago

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