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$280+ Cheap flights from North Macedonia to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/29. Fares are subject to change and may not be available on all flights or dates of travel.
SKP — CHI
març 8 — març 151
dg. 3/8
dg. 3/15
1 adult, Economy
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Cheap flight deals from North Macedonia to Chicago

Cheapest flights from North Macedonia to Chicago
Explore the most affordable flight options available from North Macedonia to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on febrer 6, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ds. 6/63:10 pm
SKP
-
ORD
1 stop13h 05m
Multiple Airlines
dl. 8/104:05 pm
ORD
-
SKP
1 stop15h 30m
Multiple Airlines
Deal found 2/3$530
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dc. 6/244:00 am
SKP
-
ORD
1 stop17h 30m
Multiple Airlines
dl. 7/610:30 pm
ORD
-
SKP
1 stop16h 25m
Multiple Airlines
Deal found 2/3$553
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dl. 6/294:00 am
SKP
-
ORD
1 stop17h 30m
Multiple Airlines
dl. 7/2010:30 pm
ORD
-
SKP
1 stop16h 25m
Multiple Airlines
Deal found 2/3$560
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dc. 6/174:00 am
SKP
-
ORD
1 stop17h 30m
Multiple Airlines
dl. 7/1310:30 pm
ORD
-
SKP
1 stop16h 25m
Multiple Airlines
Deal found 2/3$563
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dl. 6/294:00 am
SKP
-
ORD
1 stop17h 30m
Multiple Airlines
dg. 7/194:20 pm
ORD
-
SKP
1 stop24h 55m
Multiple Airlines
Deal found 2/3$567
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dl. 6/294:00 am
SKP
-
ORD
1 stop17h 30m
Air Serbia
ds. 7/1811:20 pm
ORD
-
SKP
1 stop19h 50m
Air Serbia
Deal found 2/3$589
This Ticket deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ticket is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dj. 2/123:10 pm
SKP
-
ORD
1 stop30h 50m
Air Serbia
ds. 2/285:30 pm
ORD
-
SKP
1 stop25h 10m
Air Serbia
Deal found 2/5$594
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dc. 6/174:00 am
SKP
-
ORD
1 stop17h 30m
Multiple Airlines
dg. 7/1210:30 pm
ORD
-
SKP
1 stop33h 05m
Multiple Airlines
Deal found 2/3$595

Find flight deals from North Macedonia to Chicago

Keep the following information in mind while searching for North Macedonia to Chicago flight deals. Data was last updated febrer 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$530
(Kiwi.com)

One-way from

$280
(Kiwi.com)

Popular in

August

Cheapest in

February

Average price

$612
Provider with most accurate pricing for Skopje-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Skopje-Chicago (CHI) flights.
Search Deals
From North Macedonia to Chicago (CHI)
Search Deals
One-way flight from North Macedonia to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($63 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from North Macedonia to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated febrer 6, 2026.
Use the filters below to find and compare flights from North Macedonia to Chicago that are best for you.

Fly from

North Macedonia

Fly to

Chicago

Route

Depart

Return

Price

SkopjeChicago

SKP - ORD

SKPORD

Skopje

ds. 7/4

3:10 pm-9:15 pm

1 stop13h 05m

Chicago O'Hare Intl

dg. 7/19

4:20 pm-12:15 am

1 stop24h 55m

$567

SkopjeChicago

SKP - ORD

SKPORD

Skopje

dg. 2/22

1:15 pm-8:00 pm

1 stop13h 45m

Chicago O'Hare Intl

dl. 8/10

5:10 pm-12:55 pm

1 stop12h 45m

$617

SkopjeChicago

SKP - ORD

SKPORD

Skopje

dc. 3/11

9:15 am-11:05 am

1 stop31h 50m

Chicago O'Hare Intl

dc. 8/26

11:25 am-7:20 pm

1 stop24h 55m

$619

SkopjeChicago

SKP - ORD

SKPORD

Skopje

dl. 2/23

8:35 pm-6:25 pm

1 stop28h 50m

Chicago O'Hare Intl

dl. 4/6

8:10 pm-7:20 pm

1 stop16h 10m

$623

SkopjeChicago

SKP - ORD

SKPORD

Skopje

dg. 2/22

1:15 pm-8:00 pm

1 stop13h 45m

Chicago O'Hare Intl

dv. 8/7

9:50 pm-12:55 pm

1 stop32h 05m

$650

SkopjeChicago

SKP - ORD

SKPORD

Skopje

dj. 2/26

4:30 am-2:00 pm

1 stop16h 30m

Chicago O'Hare Intl

dl. 3/9

2:30 pm-11:45 am

2 stops15h 15m

$660

SkopjeChicago

SKP - ORD

SKPORD

Skopje

dj. 2/26

1:35 pm-8:00 pm

1 stop13h 25m

Chicago O'Hare Intl

dt. 8/11

5:10 pm-12:55 pm

2 stops36h 45m

$662

SkopjeChicago

SKP - ORD

SKPORD

Skopje

dg. 2/22

1:15 pm-8:00 pm

1 stop13h 45m

Chicago O'Hare Intl

ds. 8/8

5:10 pm-12:55 pm

1 stop12h 45m

$679

SkopjeChicago

SKP - ORD

SKPORD

Skopje

ds. 2/21

8:35 pm-10:05 am

1 stop20h 30m

Chicago O'Hare Intl

dt. 8/11

8:10 pm-7:20 pm

1 stop16h 10m

$685

SkopjeChicago

SKP - ORD

SKPORD

Skopje

dg. 3/1

12:30 pm-2:00 pm

1 stop32h 30m

Chicago O'Hare Intl

dc. 3/11

11:35 pm-11:45 am

2 stops30h 10m

$686

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Showing 1-10 of 20 results
1
2

Best time to book a flight from North Macedonia to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from North Macedonia with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from North Macedonia to Chicago

What is the cheapest month to book a flight from North Macedonia to Chicago?

Currently, March is the cheapest month in which you can book a flight from North Macedonia to Chicago (average of $565). Flying from North Macedonia to Chicago in August is currently the most expensive (average of $744). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated febrer 6, 2026.
Peruse reviews from past customers who have flown with LOT, Austrian Airlines, and Turkish Airlines from North Macedonia to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
LOT
7.5
Good
1,179 reviews

Entertainment

6.9

Overall

7.5

Crew

8.2

Boarding

7.5

Comfort

7.4

Food

7.1

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

WAW - JFK

The only thing that I could say I really liked was the speed of travel. I think the flight time was significantly reduced, but I only think happened because there were delays in our departure time. We wound up arriving about 1 hour later than originally planned. A few things that could have improved was the entertainment available on board and also the ability to view the flight details in real time. I was just the lucky passenger to get a busted screen so I couldn't watch any entertainment. The passenger sitting next to me was kind enough to switch seats with me once his move was done. The choices for movies and shows were ok, nothing great, but I was grateful some ok movies were available to pass the time. I was not very happy with the absence of flight details. There was a timer that showed how much time was left in the flight, but no other details. Other airlines I've been with offered interactive maps that showed you where the plane was traveling like a normal GPS app would do on your phone which is super nice to have. Flight attendants were nice and helpful. The clarity of the announcements was terrible. Even in English, I could hardly make out what the person was saying. Please make improvements.
LOT
7.5
Good
1,179 reviews
LOT
7.5
Good
1,179 reviews

Entertainment

6.9

Overall

7.5

Crew

8.2

Boarding

7.5

Comfort

7.4

Food

7.1

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

WAW - JFK

The only thing that I could say I really liked was the speed of travel. I think the flight time was significantly reduced, but I only think happened because there were delays in our departure time. We wound up arriving about 1 hour later than originally planned. A few things that could have improved was the entertainment available on board and also the ability to view the flight details in real time. I was just the lucky passenger to get a busted screen so I couldn't watch any entertainment. The passenger sitting next to me was kind enough to switch seats with me once his move was done. The choices for movies and shows were ok, nothing great, but I was grateful some ok movies were available to pass the time. I was not very happy with the absence of flight details. There was a timer that showed how much time was left in the flight, but no other details. Other airlines I've been with offered interactive maps that showed you where the plane was traveling like a normal GPS app would do on your phone which is super nice to have. Flight attendants were nice and helpful. The clarity of the announcements was terrible. Even in English, I could hardly make out what the person was saying. Please make improvements.
Austrian Airlines
7.5
Good
896 reviews
LOT
7.5
Good
1,179 reviews

Entertainment

6.9

Overall

7.5

Crew

8.2

Boarding

7.5

Comfort

7.4

Food

7.1

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

WAW - JFK

The only thing that I could say I really liked was the speed of travel. I think the flight time was significantly reduced, but I only think happened because there were delays in our departure time. We wound up arriving about 1 hour later than originally planned. A few things that could have improved was the entertainment available on board and also the ability to view the flight details in real time. I was just the lucky passenger to get a busted screen so I couldn't watch any entertainment. The passenger sitting next to me was kind enough to switch seats with me once his move was done. The choices for movies and shows were ok, nothing great, but I was grateful some ok movies were available to pass the time. I was not very happy with the absence of flight details. There was a timer that showed how much time was left in the flight, but no other details. Other airlines I've been with offered interactive maps that showed you where the plane was traveling like a normal GPS app would do on your phone which is super nice to have. Flight attendants were nice and helpful. The clarity of the announcements was terrible. Even in English, I could hardly make out what the person was saying. Please make improvements.
Turkish Airlines
7.3
Good
4,210 reviews
LOT
7.5
Good
1,179 reviews

Entertainment

6.9

Overall

7.5

Crew

8.2

Boarding

7.5

Comfort

7.4

Food

7.1

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

WAW - JFK

The only thing that I could say I really liked was the speed of travel. I think the flight time was significantly reduced, but I only think happened because there were delays in our departure time. We wound up arriving about 1 hour later than originally planned. A few things that could have improved was the entertainment available on board and also the ability to view the flight details in real time. I was just the lucky passenger to get a busted screen so I couldn't watch any entertainment. The passenger sitting next to me was kind enough to switch seats with me once his move was done. The choices for movies and shows were ok, nothing great, but I was grateful some ok movies were available to pass the time. I was not very happy with the absence of flight details. There was a timer that showed how much time was left in the flight, but no other details. Other airlines I've been with offered interactive maps that showed you where the plane was traveling like a normal GPS app would do on your phone which is super nice to have. Flight attendants were nice and helpful. The clarity of the announcements was terrible. Even in English, I could hardly make out what the person was saying. Please make improvements.
Lufthansa
6.8
Okay
7,762 reviews
LOT
7.5
Good
1,179 reviews

Entertainment

6.9

Overall

7.5

Crew

8.2

Boarding

7.5

Comfort

7.4

Food

7.1

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

WAW - JFK

The only thing that I could say I really liked was the speed of travel. I think the flight time was significantly reduced, but I only think happened because there were delays in our departure time. We wound up arriving about 1 hour later than originally planned. A few things that could have improved was the entertainment available on board and also the ability to view the flight details in real time. I was just the lucky passenger to get a busted screen so I couldn't watch any entertainment. The passenger sitting next to me was kind enough to switch seats with me once his move was done. The choices for movies and shows were ok, nothing great, but I was grateful some ok movies were available to pass the time. I was not very happy with the absence of flight details. There was a timer that showed how much time was left in the flight, but no other details. Other airlines I've been with offered interactive maps that showed you where the plane was traveling like a normal GPS app would do on your phone which is super nice to have. Flight attendants were nice and helpful. The clarity of the announcements was terrible. Even in English, I could hardly make out what the person was saying. Please make improvements.
Air Serbia
6.1
Okay
214 reviews
LOT
7.5
Good
1,179 reviews

Entertainment

6.9

Overall

7.5

Crew

8.2

Boarding

7.5

Comfort

7.4

Food

7.1

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

WAW - JFK

The only thing that I could say I really liked was the speed of travel. I think the flight time was significantly reduced, but I only think happened because there were delays in our departure time. We wound up arriving about 1 hour later than originally planned. A few things that could have improved was the entertainment available on board and also the ability to view the flight details in real time. I was just the lucky passenger to get a busted screen so I couldn't watch any entertainment. The passenger sitting next to me was kind enough to switch seats with me once his move was done. The choices for movies and shows were ok, nothing great, but I was grateful some ok movies were available to pass the time. I was not very happy with the absence of flight details. There was a timer that showed how much time was left in the flight, but no other details. Other airlines I've been with offered interactive maps that showed you where the plane was traveling like a normal GPS app would do on your phone which is super nice to have. Flight attendants were nice and helpful. The clarity of the announcements was terrible. Even in English, I could hardly make out what the person was saying. Please make improvements.

Related info for your journey

Find useful and relevant information for your journey from North Macedonia to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from North Macedonia to Chicago?

    Airlines like LOT and Turkish Airlines fly from North Macedonia to Chicago in about 13h 45m. The time it takes to get you to your destination can typically vary by up to 18h 05m. There are 5163 mi between North Macedonia and Chicago. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from North Macedonia to Chicago one-way?

    $237 is the cheapest one-way deal found within the past few days, from Air Serbia. You may also be able to find cheap deals on Turkish Airlines and LOT, with prices starting from $523 and $538, respectively.

  • Can I find deals for flights from North Macedonia to Chicago that include hotel bookings?

    Yes. In addition to deals on North Macedonia to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from North Macedonia to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from North Macedonia to Chicago.

  • Can I find deals for business class flights from North Macedonia to Chicago?

    Yes. Cheapflights offers flight deals from North Macedonia to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from North Macedonia to Chicago?

    Currently, March is the cheapest month in which you can book a flight from North Macedonia to Chicago (average of $565). Flying from North Macedonia to Chicago in August is currently the most expensive (average of $744). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

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Alternative routes for North Macedonia to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from North Macedonia to Chicago

Discover the top 6 airlines that operate flights from North Macedonia to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated febrer 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
LOTCheapest$580Average$644FlexibilityNo cancel feeOn-time81%
Turkish AirlinesCheapest$605Average$718FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$613Average$704FlexibilityNo cancel feeOn-time76%
Austrian AirlinesCheapest$625Average$764FlexibilityNo cancel feeOn-time78%
Air SerbiaCheapest$646Average$724FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$647Average$713FlexibilityNo cancel feeOn-time69%

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