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$383+ 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
SKP — CHI
Apr 24 — May 11
Fri 4/24
Fri 5/1
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 March 25, 2026.

This FlightHub deal was found by Cheapflights users on 3/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/188:45 am
SKP
-
ORD
1 stop16h 30m
Turkish Airlines
Tue 4/288:10 pm
ORD
-
SKP
1 stop28h 45m
Turkish Airlines
Deal found 3/23$604
This FlightHub deal was found by Cheapflights users on 3/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/68:15 pm
SKP
-
ORD
1 stop29h 00m
Turkish Airlines
Wed 8/128:10 pm
ORD
-
SKP
1 stop16h 15m
Turkish Airlines
Deal found 3/20$606
This FlightHub deal was found by Cheapflights users on 3/24. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/178:15 pm
SKP
-
ORD
1 stop20h 25m
Turkish Airlines
Fri 4/2411:25 am
ORD
-
SKP
1 stop25h 00m
Turkish Airlines
Deal found 3/24$607
This FlightHub deal was found by Cheapflights users on 3/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:15 pm
SKP
-
ORD
1 stop20h 25m
Turkish Airlines
Sat 8/811:25 am
ORD
-
SKP
1 stop13h 30m
Turkish Airlines
Deal found 3/23$609
This Booking.com deal was found by Cheapflights users on 3/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:45 am
SKP
-
ORD
1 stop31h 55m
Turkish Airlines
Sat 1/238:20 pm
ORD
-
SKP
1 stop16h 25m
Turkish Airlines
Deal found 3/21$619
This Booking.com deal was found by Cheapflights users on 3/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:45 am
SKP
-
ORD
1 stop31h 55m
Turkish Airlines
Sun 4/1911:25 am
ORD
-
SKP
1 stop13h 30m
Turkish Airlines
Deal found 3/21$620
This Booking.com deal was found by Cheapflights users on 3/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/168:45 am
SKP
-
ORD
1 stop31h 55m
Turkish Airlines
Sun 5/311:25 am
ORD
-
SKP
1 stop25h 00m
Turkish Airlines
Deal found 3/21$622
This Mytrip deal was found by Cheapflights users on 3/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/98:45 am
SKP
-
ORD
1 stop31h 55m
Turkish Airlines
Sun 4/198:10 pm
ORD
-
SKP
1 stop28h 45m
Turkish Airlines
Deal found 3/21$626
This Gotogate deal was found by Cheapflights users on 3/23. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:15 pm
SKP
-
ORD
1 stop20h 25m
Turkish Airlines
Tue 4/218:10 pm
ORD
-
SKP
1 stop16h 15m
Turkish Airlines
Deal found 3/23$628
This Mytrip deal was found by Cheapflights users on 3/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/208:15 pm
SKP
-
ORD
1 stop20h 25m
Turkish Airlines
Mon 4/2711:25 am
ORD
-
SKP
1 stop13h 30m
Turkish Airlines
Deal found 3/21$631
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Tue 4/78:15 pm
SKP
-
ORD
1 stop20h 25m
Turkish Airlines
Sat 8/1511:25 am
ORD
-
SKP
1 stop13h 30m
Turkish Airlines
Deal found 3/22$633

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 March 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$604
(FlightHub)

One-way from

$383
(Kiwi.com)

Popular in

August

Cheapest in

January

Average price

$702
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. 6% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 25, 2026.
Use the filters below to find and compare flights from North Macedonia to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Thu 4/16

8:45 am-9:40 am

1 stop31h 55m

Chicago O'Hare Intl

Sun 5/3

11:25 am-7:25 pm

1 stop25h 00m

$622

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Fri 9/4

8:45 am-9:40 am

1 stop31h 55m

Chicago O'Hare Intl

Wed 9/9

8:10 pm-7:55 am

1 stop28h 45m

$642

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Thu 4/9

8:45 am-9:40 am

1 stop31h 55m

Chicago O'Hare Intl

Wed 8/12

8:10 pm-7:55 am

1 stop28h 45m

$678

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Wed 4/8

8:15 pm-9:40 am

1 stop20h 25m

Chicago O'Hare Intl

Thu 7/30

8:10 pm-7:25 pm

1 stop16h 15m

$678

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Wed 4/8

8:15 pm-9:40 am

1 stop20h 25m

Chicago O'Hare Intl

Tue 8/11

11:25 am-7:55 am

1 stop13h 30m

$681

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Sun 4/5

8:15 pm-9:40 am

1 stop20h 25m

Chicago O'Hare Intl

Thu 8/6

11:25 am-7:25 pm

1 stop25h 00m

$727

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Sat 4/18

4:25 am-1:20 pm

1 stop15h 55m

Chicago O'Hare Intl

Tue 4/28

10:35 am-11:50 am

2 stops18h 15m

$735

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Mon 4/13

12:35 pm-1:20 pm

1 stop31h 45m

Chicago O'Hare Intl

Fri 4/24

1:00 pm-12:15 am

2 stops28h 15m

$735
Quickest round-trip

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Fri 4/17

4:25 am-1:20 pm

1 stop15h 55m

Chicago O'Hare Intl

Fri 4/24

1:00 pm-11:50 am

2 stops15h 50m

$739

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Thu 4/9

4:25 am-6:30 pm

2 stops21h 05m

Chicago O'Hare Intl

Mon 4/20

1:00 pm-11:50 am

2 stops15h 50m

$746

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

Showing 1-10 of 20 resultsSorted by cheapest first
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, May is the cheapest month in which you can book a flight from North Macedonia to Chicago (average of $586). 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 March 25, 2026.
Peruse reviews from past customers who have flown with Austrian Airlines,LOT, andTurkish 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.
Austrian Airlines
7.6
Good
902 reviews

Comfort

7.3

Crew

8.1

Overall

7.6

Boarding

7.6

Entertainment

6.8

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Nate,Dec 2025

IAD - GSP

Again, I missed this flight because of the first leg of my journey being delayed by three hours. I hope the people on the flight had a nice flight.
Austrian Airlines
7.6
Good
902 reviews
Austrian Airlines
7.6
Good
902 reviews

Comfort

7.3

Crew

8.1

Overall

7.6

Boarding

7.6

Entertainment

6.8

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Nate,Dec 2025

IAD - GSP

Again, I missed this flight because of the first leg of my journey being delayed by three hours. I hope the people on the flight had a nice flight.
LOT
7.5
Good
1,182 reviews
Austrian Airlines
7.6
Good
902 reviews

Comfort

7.3

Crew

8.1

Overall

7.6

Boarding

7.6

Entertainment

6.8

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Nate,Dec 2025

IAD - GSP

Again, I missed this flight because of the first leg of my journey being delayed by three hours. I hope the people on the flight had a nice flight.
Turkish Airlines
7.4
Good
4,276 reviews
Austrian Airlines
7.6
Good
902 reviews

Comfort

7.3

Crew

8.1

Overall

7.6

Boarding

7.6

Entertainment

6.8

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Nate,Dec 2025

IAD - GSP

Again, I missed this flight because of the first leg of my journey being delayed by three hours. I hope the people on the flight had a nice flight.
Lufthansa
6.8
Okay
7,867 reviews
Austrian Airlines
7.6
Good
902 reviews

Comfort

7.3

Crew

8.1

Overall

7.6

Boarding

7.6

Entertainment

6.8

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Nate,Dec 2025

IAD - GSP

Again, I missed this flight because of the first leg of my journey being delayed by three hours. I hope the people on the flight had a nice flight.
Air Serbia
6.1
Okay
216 reviews
Austrian Airlines
7.6
Good
902 reviews

Comfort

7.3

Crew

8.1

Overall

7.6

Boarding

7.6

Entertainment

6.8

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Nate,Dec 2025

IAD - GSP

Again, I missed this flight because of the first leg of my journey being delayed by three hours. I hope the people on the flight had a nice flight.

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 Turkish Airlines fly from North Macedonia to Chicago in about 31h 55m. The time it takes to get you to your destination can typically vary by up to . There are 5163 mi between North Macedonia and Chicago.

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

    $88 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Southwest and United Airlines, with prices starting from $99 and $114, 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, May is the cheapest month in which you can book a flight from North Macedonia to Chicago (average of $586). 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?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Top 5 airlines flying from North Macedonia to Chicago

Discover the top 5 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 March 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
LOTCheapest$583Average$638FlexibilityNo cancel feeOn-time81%
Turkish AirlinesCheapest$604Average$693FlexibilityNo cancel feeOn-time77%
Austrian AirlinesCheapest$625Average$751FlexibilityNo cancel feeOn-time78%
LufthansaCheapest$640Average$714FlexibilityNo cancel feeOn-time76%
Air SerbiaCheapest$717Average$734FlexibilityNo cancel feeOn-timeN/A

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