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Find cheap flights from North Macedonia to Chicago from $256

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 6/5. 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
0 bags
Mi 6/5
Mi 6/12

Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 42,573,820 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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Flights to Chicago - Travel Insights & Trends

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 day to fly to Chicago?

The average price of all flights to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
Based on KAYAK data, the cheapest day to fly to Chicago is Monday where tickets can be as cheap as $658. On the other hand, the most expensive day to fly is Saturday, where prices are $718 on average.

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 $578 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 $882 and $749 respectively. For return trips, the best month to travel is November with an average price of $578.

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

The average price for all flights to Chicago O'Hare Intl Airport depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Chicago O'Hare Intl Airport is generally in the morning, when flights cost $659 on average. The most expensive time of day to fly to Chicago O'Hare Intl Airport is generally in the evening, which is peak travel time and where the average cost of a ticket is $727.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure 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 average of all the values for each month.
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 83 days before departure.

How long is the flight to Chicago O'Hare Intl Airport?

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously any flights that include a layover will also be longer. The most popular route to Chicago on KAYAK is from Skopje, which takes 14h 15m.

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

There are around 1,484 direct flights from within North Macedonia to Chicago O'Hare Intl Airport every day. Most flights depart in the morning, with 6:00 am the most common departure time and 52% of flights departing in the morning.

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

Each week there are around 10,387 direct flights from within North Macedonia to Chicago O'Hare Intl Airport. The most common day for departures is Thursday, with 15% of flights taking off on this day.

Good to know

Low season

February

High season

July

Cheapest flight

$256
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Skopje to Chicago

FAQs - booking Chicago flights

  • How far is Chicago from central Chicago?

    Central Chicago is 16 miles away from Chicago.

  • 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.

  • Which airline offers the most flights to Chicago O'Hare Intl Airport?

    Of the 12 airlines that fly to Chicago O'Hare Intl Airport, United Airlines offers the most flights, with around 5,238 per week, followed by American Airlines with 4,025 flights per week.

See more FAQs

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.

Prefer to fly non-stop to Chicago O'Hare Intl?

Find which airlines fly direct to O'Hare Intl, which days they fly and book direct flights.

Nonstop departures

North Macedonia to Chicago O'Hare Intl

Monday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

Wednesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Thursday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

See more direct flights

Nonstop returns

Chicago O'Hare Intl to North Macedonia

Monday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

Wednesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Thursday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

See more direct flights
See more direct flights

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.
7.7
SWISSOverall score based on 2013 reviews
7.9Boarding
8.4Crew
7.6Comfort
7.2Entertainment
7.4Food
Airline reviews

Horrible experience. They "GAME" with seats they decided to play where you can`t select or get seat during check-in without paying and then forcing you to stay long line at the Customer Service at the gate to get a boarding ticket with seat assigned is pathetic. Will never fly with United again!

2.0 MediocreAnonymous, Apr 2024DEN - ORD
Read more about SWISS reviews

Horrible experience. They "GAME" with seats they decided to play where you can`t select or get seat during check-in without paying and then forcing you to stay long line at the Customer Service at the gate to get a boarding ticket with seat assigned is pathetic. Will never fly with United again!

The plane was so hot upon boarding. Their boarding process was so unnecessarily long. Service was subpar.

Everything from the price to online checkin and the flight being on time to the crew and food was very good. The comfort level is fine--the seats are very close to each other in Economy. But I guess you get what you pay for.

Swiss ground crew was again at its prime and although I’m United 1K (Star Alliance Gold) they created problems with my hand luggage - while other passengers were boarding with more handbags and larger hand luggages, were critical on my 2 young kids attending the lounge with me and boarding the plane with me on the priority lane.

Horrible experience. I was apparently picked at random for a security screening - that was the most demeaning experience I have had in my life with a guy poking and prodding and having me take off my shoes, move up my pants so he could swab my legs - telling me I couldn't bring more than some quantity of cookies - I had 3 boxes of cookies in my luggage. In the end he did let me keep them but that was really uncalled for. Harrassment in the name of security.

They went out of their way. It was very clean and friendly.

I was pleasantly surprised with the whole experience. Thank you

Wheelchair was the excellent service. I didn’t have any food or used entertainment. Overall for my trip experience was excellent. Thank you very much and keep up good work. Best regards

Liked being hydrated. Carryon weight was limited for cold weather clothes that are heavy... could test to improve if possible.

Luggage did not make it to Miami still not today! Screen did not work for couple hours- got a bate of chocolate as a peaceful offering. Crew tentative, seats are getting smaller- isle seat arm rest foes not fold- problem getting other 2 passengers to go to the toilet without hitting themselves

Schedule and on time departure and arrival were great. The crew was good, but a change in aircraft bumped many of us from our expected seats. It was a crowded flight, but the cabin crew did their best to keep things under control.

Austrian airline they cancel my fight , and the couldn’t give me flight , they said only available flight 4th and after , I sacked for refund, even from you KYAK , and tell now no any refund , because what happened I lost more money because I have to stay in hotel and then I buy new ticket

Management and staff att viena wasn’t professional,and they are not good by how to communicate and solve the problem, I was shocked , as I know Austrian airlines was amusing Thank you

Premium Economy is good value in comparison to Business Class. Not all the perks of Business but a lot of leg room and wider seat and elbow room. Food was very good. I even asked for a Gruner Veltliner wine which was not on the trolley and the attendant went into Business/First to get me a glass. Nice little touch. I would like to have a wider selection of music -- more 70's-80's (guess how old I am).

There were a number of passengers scheduled to transfer to the flight from Vienna to Warsaw. None of them made it because the crew failed to assist them in getting to the gate for the Warsaw bound flight in time. It could have been done very easily with proper assistance.

It becomes like Wizz air, no good, bad comfort and you should pay for 20kg bag.

Flight attendants were awful, very rude and inconsiderate for mothers with small infants traveling.

I been flying with Austrian for few years, they never failed me.

The restrictions regarding carry-on baggage is too strict. My wife was forced to check her carry-on bag. Never had this on other airlines.

Vienna airport is a zoo Agents directed me to the wrong gate and then the wrong line Lounge is so crowded no place to sit Not enough bathrooms anywhere On the flight they asked for medical attention While I attended to the problem they forgot my food when I got back They forgot to give me water at night Waited 1 hour for bags Agents didn’t know which Shute the bags were coming to so it was between 2 places

Movie selection was ok, but could be better. Would like to see greater selection of newer movies.

Loved the check-in experience. Very friendly staff and not crowded. I did wind up with a middle-middle seat, which was quite uncomfortable. Always appreciate the very professional staff on TAL.

Paying for reserved seats and never received the seats I paid for !! Just fake and a surprise out of their " box "

Turkish airline always good Only Turkish representatives at the gave need to be more helpfull to any staff who traveling on Turkish airline . One situation happened Ist to jfk on Feb 29 TK3 had seats I asked them to transfer me to tk3 because Feb 29 tk1 was oversold and they advise me that I might not make it for tk1 I asked them to transfer me to tk3 and they say no they can’t do it I been telling them you know that I don’t have a chance for tk 1 why would you let plane go with some empty seats on tk3 if you can transfer me to tk3 and have less staff on tk1 and still told me no I waited for tk1 9 hours and only last minute I got seat on tk1 It was not easy situation but I am glad I made it home Thank you Turkish Airline One more suggestion for Turkish Airline you need to make a FIRST CLASS cabin it would be so cool 🆒 Good luck all the best See you more

First class payment but wife’s seat broken, would recline but not lay flat. On previous flight, delays and ground crew malfunctions connecting jetway made us miss flight to Houston. I asked twice for a cart to assist us getting across the massive Istanbul Airport, but was denied. We are both over 70.

My flight had two legs. When checking in at the first leg the agent offering for a deal to upgrade the leg to first class for $199. He then claimed I would be able to upgrade the second leg once I got to the next airport. I declined and when I inquired about upgrading at the second airport, the cost was $1,300. I also had an issue at the airport lounge. I am allowed one guest in the lounge. My friend came in the lounge for less than 5 minutes and left when she couldn’t get a sleeping suite. I wanted to bring in another friend. The airport staff first started acting as though they didn’t understand English and then became upset when I asked for their names so I could file a complaint. As an elite member I knew they could do more but were not. One of the agents started over talking me and walked away mid conversation dismissing my request for assistance. A man claiming to be the manager said you were asking for her name. He also never tried to assist me or see what was going on. He claimed the interactions were recorded and management would see everything. I’m not sure how that would assist me days later. I am sure it didn’t help that I was a black American woman.

Better attitude training for staff at airport, better training for flight attendants, better food, don’t put us with all the crying babies that cried nonstop for 12 plus hours.

Crew announced boarding started and they asked passengers to form a queue. Actual boarding didn’t start and queue was not moving for around 40-50 mins. Very poor management.

It was a terrible airline. The air hostess and the people in the flight, just very rude.

Crew on this flight was terrible. Especially one practicular female , she was harassing us and other families with children. Flight was good overall, if not her being rude and aggressive

All good! But sandwiches for breakfast need to be warm!!!!! Not cold!!! You do not want anything cold in your stomach in the morning!… think about it!

All good. Didn’t get the seats I booked online. Luckily, copassanger cooperated! Mistake- I failed to verify connecting flight seats details at Mumbai. Staff at Mumbai airport to be blamed equally!

Horrible trip. Plane was late , so late . the flight conditions were very uncomfortable.

Delay everywhere,5 hours,24 hours,missing all connection flights,terrible trip..

The boarding was delayed several times. The take off was two hours late.

Pros: "Quick Check in"
Cons: "The crew were not nice. They dont even pick up garbage during the 9 hour flight. They give you a gallon of water in a huge bottle without a glass and you are on your own."
Cons: "The TVs didn’t work even thought the steward ESS restarted them ."
Cons: "Everything is good! But the monitor on back not working very well lot of brakes when you watch a movie or listen music!"
Pros: "Nothing to like"
Cons: "This Iwa’s very bad experience. Never again will use LOT"
Cons: "The worse experience ever. I booked the flight and then they canceled it, i tried changing the dates but the website was giving me an error so i called them, after being on the phone for 2 hr some guy answered who seemed very tired and not thrilled working for LOT. Rood and not helpful, told me to try FB messenger and online changing again. Failed to get a voucher, refund or change the dates online, was still getting an error. on messenger they answered and told me i can get a voucher, i told them i don't want it and after that they stopped replying all together. good thing i got my money back by filing a dispute with my credit cart company."

Touchscreens do not work. WiFi did not work. Food is possibly the worst on any European airline. Drinks came by only four times on a cross-Atlantic. The plane was two hours late because—it was announced—Lufthansa didn't have enough large aircraft in their fleet to accommodate an on-time flight.

It was freezing in the airplane. Everyone was wearing everything they had with them. The crew acknowledged it was cold, but did nothing about it

The crew member put her luggage and boxes behind my seat so I was able to recline while the passenger in front of me did for 8 hours. My knees were forced against the seat for hours :(. Dude sitting next to me hasn't showered in weeks so I almost threw up.

I always try to book flights that don’t charge for baggage. Yet I was charged $75 for this flight.

Our flight to Chicago O'Hare was delayed an hour, causing us to miss our connection to MSP and spend an extra 3 hours at O'Hare so we could board a plane with a damaged door and wait another 45 minutes or so. The crew was great, the food decent, The drinks were great: 2 glasses of a nice South African Shiraz, an ice cold can of Beck's Beer, and Dewar's White Label on the rocks.

A350 has great entertainment. Make sure to watch the plane's external tail and nose camera's on landing and take off. Seats were a little hard for a 10 hour flight. I am gluten intolerant, they had good alternative meals for me on the flight.

Boarding was horrible. We were packed into a bus with few seats and made to stand for 10 to 15 minutes, then driven for 5 minutes on wild curves. Complementary food and drink was a tiny chocolate and a bottle of water. Seating was cramped. Aircraft had no video.

didn’t even get to go one of my returning flights cancelled and I wasn’t even in their system, vacation ruined thanks for nothing

Need more time for connecting flights in Munich Food seems worse now on Lufthansa Very uncomfortable seats

Better flight than mum to Frankfurt. But food was very mediocre.

Book cheap flights from North Macedonia to Chicago

Recent round-trip flight deals

 
These are the cheapest round-trip flights to Chicago found on KAYAK in the last 72 hours.
11/2Sa
1 stopTurkish Airlines
29h 50mSKP-ORD
11/15Fr
1 stopTurkish Airlines
11h 50mORD-SKP
$551
6/7Fr
2 stopsLOT
28h 40mSKP-ORD
9/29So
1 stopLOT
32h 10mORD-SKP
$569
5/21Di
1 stopAustrian Airlines
15h 55mSKP-ORD
10/3Do
1 stopAustrian Airlines
24h 55mORD-SKP
$604
5/21Di
1 stop
15h 55mSKP-ORD
10/3Do
1 stop
16h 45mORD-SKP
$605
11/2Sa
1 stopAustrian Airlines
32h 20mSKP-ORD
11/15Fr
2 stopsAustrian Airlines
36h 55mORD-SKP
$608
7/3Mi
2 stops
32h 02mSKP-ORD
10/24Do
2 stops
20h 00mORD-SKP
$614
11/2Sa
2 stopsLufthansa
19h 45mSKP-ORD
11/15Fr
2 stopsLufthansa
15h 10mORD-SKP
$626
6/3Mo
1 stopSWISS
22h 20mSKP-ORD
6/11Di
2 stopsSWISS
14h 50mORD-SKP
$680
7/23Di
2 stopsLufthansa
28h 45mSKP-ORD
2/4Di
1 stopLufthansa
12h 35mORD-SKP
$689
6/3Mo
2 stopsSWISS
22h 10mSKP-ORD
6/11Di
2 stopsSWISS
17h 35mORD-SKP
$700

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Chicago found on KAYAK in the last 72 hours.
6/5Mi
2 stops
30h 34mSKP-ORD
$256
6/4Di
2 stops
28h 14mSKP-ORD
$257
6/11Di
2 stops
28h 14mSKP-ORD
$261
6/6Do
1 stopLOT
13h 10mSKP-ORD
$473
6/12Mi
1 stopLOT
13h 10mSKP-ORD
$477
6/2So
1 stopTurkish Airlines
32h 00mSKP-ORD
$500
6/7Fr
1 stopTurkish Airlines
20h 20mSKP-ORD
$512
7/12Fr
2 stopsSWISS
47h 15mSKP-ORD
$624
6/29Sa
2 stopsAustrian Airlines
39h 25mSKP-ORD
$631
8/14Mi
1 stopSWISS
22h 35mSKP-ORD
$673

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Last minute flights to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights to Chicago that are departing in the next 10 days.
5/10Fr
multi-stop
23h 11mSKP-ORD
8/13Di
multi-stop
16h 55mORD-SKP
$669
5/10Fr
multi-stop
15h 55mSKP-ORD
8/13Di
multi-stop
17h 05mORD-SKP
$670
5/10Fr
multi-stop
23h 11mSKP-ORD
8/13Di
multi-stop
22h 00mORD-SKP
$678
5/10Fr
multi-stop
52h 40mSKP-ORD
8/13Di
multi-stop
23h 40mORD-SKP
$1,250
5/9Do
multi-stop
27h 25mSKP-ORD
8/13Di
multi-stop
23h 40mORD-SKP
$1,273
5/9Do
multi-stop
27h 25mSKP-ORD
8/13Di
multi-stop
22h 00mORD-SKP
$1,288
5/9Do
multi-stop
27h 25mSKP-ORD
8/13Di
multi-stop
19h 50mORD-SKP
$1,342
5/9Do
multi-stop
23h 55mSKP-ORD
8/13Di
multi-stop
12h 35mORD-SKP
$1,414

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Flights to Chicago

Destination:

Chicago (ORD)United States

Return flight deals:

Chicago - North Macedonia

Cabin classes: