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North Macedonia

$337+ Cheap flights from Chicago (CHI) to North Macedonia

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 12/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SKP
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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Find flight deals from Chicago to North Macedonia

Cheapest flights from Chicago to North Macedonia
Explore the most affordable flight options available from Chicago to North Macedonia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 13, 2025.

This CrystalTravel deal was found by Cheapflights users on 11/12. 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 CrystalTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/144:20 pmORD - SKP
1 stop16h 05mMultiple Airlines
Fri 11/214:30 amSKP - ORD
1 stop16h 30mMultiple Airlines
Deal found 11/12$512
This CrystalTravel deal was found by Cheapflights users on 11/12. 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 CrystalTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/144:20 pmORD - SKP
1 stop16h 05mLufthansa
Sat 11/225:40 amSKP - ORD
2 stops19h 46mLufthansa
Deal found 11/12$518
This FlightHub deal was found by Cheapflights users on 11/13. 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 11/294:20 pmORD - SKP
1 stop16h 15mMultiple Airlines
Fri 1/168:55 amSKP - ORD
1 stop14h 25mMultiple Airlines
Deal found 11/13$520
This CrystalTravel deal was found by Cheapflights users on 11/12. 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 CrystalTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/251:00 pmORD - SKP
2 stops15h 45mAustrian Airlines
Fri 12/54:30 amSKP - ORD
1 stop16h 30mAustrian Airlines
Deal found 11/12$525
This Cheapflightsfares deal was found by Cheapflights users on 11/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1310:35 pmORD - SKP
1 stop16h 45mLufthansa
Thu 11/205:40 amSKP - ORD
1 stop14h 30mLufthansa
Deal found 11/10$527
This Orbitz deal was found by Cheapflights users on 11/11. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/126:50 pmORD - SKP
1 stop18h 35mMultiple Airlines
Wed 11/2612:30 pmSKP - ORD
2 stops38h 30mMultiple Airlines
Deal found 11/11$529
This Mytrip deal was found by Cheapflights users on 11/10. 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 11/172:00 pmORD - SKP
2 stops18h 35mMultiple Airlines
Thu 11/275:40 amSKP - ORD
1 stop14h 30mMultiple Airlines
Deal found 11/10$533
This United deal was found by Cheapflights users on 11/12. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/254:20 pmORD - SKP
1 stop16h 05mMultiple Airlines
Sat 12/65:40 amSKP - ORD
1 stop14h 30mMultiple Airlines
Deal found 11/12$536
This United deal was found by Cheapflights users on 11/11. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/288:50 amORD - SKP
2 stops19h 55mMultiple Airlines
Fri 12/128:55 amSKP - ORD
1 stop14h 25mMultiple Airlines
Deal found 11/11$539

Cheap flight deals from Chicago to North Macedonia

Keep the following information in mind while searching for Chicago to North Macedonia flight deals. Data was last updated November 13, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$513
(oojo)

One-way from

$337
(Kiwi.com)

Popular in

May

Cheapest in

January

Average price

$731
Provider with most accurate pricing for Chicago (CHI)-Skopje flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Skopje flights.
Search Deals
From Chicago (CHI) to North Macedonia
Search Deals
One-way flight from Chicago (CHI) to North Macedonia
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($195 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to North Macedonia 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 November 13, 2025.
Use the filters below to find and compare flights from Chicago to North Macedonia that are best for you.

Fly from

Chicago

Fly to

North Macedonia

Route

Depart

Return

Price

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 12/3

10:00 am-8:25 pm

2 stops27h 25m

Skopje

Tue 12/16

5:40 am-1:10 pm

1 stop14h 30m

$532

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 11/24

4:20 pm-3:35 pm

1 stop16h 15m

Skopje

Fri 12/5

4:30 am-2:00 pm

1 stop16h 30m

$533

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 11/25

4:20 pm-3:25 pm

1 stop16h 05m

Skopje

Sat 12/6

5:40 am-1:10 pm

1 stop14h 30m

$536

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Fri 11/28

4:20 pm-11:45 am

1 stop12h 25m

Skopje

Fri 4/3

4:25 am-1:20 pm

1 stop15h 55m

$539

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 12/28

9:50 pm-7:55 pm

2 stops15h 05m

Skopje

Sun 1/18

8:45 pm-6:37 pm

2 stops28h 52m

$543

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 11/25

4:20 pm-10:20 pm

1 stop23h 00m

Skopje

Sat 12/6

5:40 am-1:10 pm

1 stop14h 30m

$548

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Thu 4/2

4:20 pm-11:50 am

1 stop12h 30m

Skopje

Mon 4/6

12:35 pm-1:20 pm

1 stop31h 45m

$549

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Thu 4/2

4:05 pm-2:45 pm

1 stop15h 40m

Skopje

Mon 4/6

12:35 pm-12:55 pm

2 stops31h 20m

$551

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 12/1

6:30 pm-1:15 am

3 stops47h 45m

$337

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sat 11/29

6:50 pm-7:35 pm

1 stop17h 45m

$429

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 17 results
1
2

Best time to book a flight from Chicago to North Macedonia

Have a flexible travel schedule? Discover the best time to fly to North Macedonia from Chicago 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 Chicago to North Macedonia

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

Currently, November is the cheapest month in which you can book a flight from Chicago to North Macedonia (average of $491). Flying from Chicago to North Macedonia in June is currently the most expensive (average of $792). 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.

What is the cheapest time of day to fly from CHI to MK?

Find hourly flight availability from Chicago to North Macedonia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 13, 2025.

When flying from Chicago to North Macedonia, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 11% versus a flight in the evening.

What is the cheapest day to fly from Chicago to North Macedonia?

Use this chart to determine the cheapest time to fly round-trip from Chicago to North Macedonia. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to North Macedonia flight should consider departing on Tuesday mornings when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing North Macedonia

Get insights into the airlines that provide service to North Macedonia. 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 North Macedonia. Reviews last updated November 13, 2025.
Peruse reviews from past customers who have flown with Austrian Airlines, LOT, and Turkish Airlines from Chicago to North Macedonia 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
868 reviews

Entertainment

6.8

Food

6.8

Crew

8.1

Overall

7.6

Comfort

7.3

Boarding

7.6

Reviews

1 / 20
10.0
Excellent

Andrew,Sep 2025

FLR - VIE

Staff was really nice, they provided water as a beverage. Otherwise you had to purchase beverages or food. A complementary chocolate was provided at the end of the flight.
Austrian Airlines
7.6
Good
868 reviews
Austrian Airlines
7.6
Good
868 reviews

Entertainment

6.8

Food

6.8

Crew

8.1

Overall

7.6

Comfort

7.3

Boarding

7.6

Reviews

1 / 20
10.0
Excellent

Andrew,Sep 2025

FLR - VIE

Staff was really nice, they provided water as a beverage. Otherwise you had to purchase beverages or food. A complementary chocolate was provided at the end of the flight.
LOT
7.5
Good
1,134 reviews
Austrian Airlines
7.6
Good
868 reviews

Entertainment

6.8

Food

6.8

Crew

8.1

Overall

7.6

Comfort

7.3

Boarding

7.6

Reviews

1 / 20
10.0
Excellent

Andrew,Sep 2025

FLR - VIE

Staff was really nice, they provided water as a beverage. Otherwise you had to purchase beverages or food. A complementary chocolate was provided at the end of the flight.
Turkish Airlines
7.3
Good
4,043 reviews
Austrian Airlines
7.6
Good
868 reviews

Entertainment

6.8

Food

6.8

Crew

8.1

Overall

7.6

Comfort

7.3

Boarding

7.6

Reviews

1 / 20
10.0
Excellent

Andrew,Sep 2025

FLR - VIE

Staff was really nice, they provided water as a beverage. Otherwise you had to purchase beverages or food. A complementary chocolate was provided at the end of the flight.
Lufthansa
6.8
Okay
7,572 reviews
Austrian Airlines
7.6
Good
868 reviews

Entertainment

6.8

Food

6.8

Crew

8.1

Overall

7.6

Comfort

7.3

Boarding

7.6

Reviews

1 / 20
10.0
Excellent

Andrew,Sep 2025

FLR - VIE

Staff was really nice, they provided water as a beverage. Otherwise you had to purchase beverages or food. A complementary chocolate was provided at the end of the flight.
Air Serbia
6.2
Okay
207 reviews
Austrian Airlines
7.6
Good
868 reviews

Entertainment

6.8

Food

6.8

Crew

8.1

Overall

7.6

Comfort

7.3

Boarding

7.6

Reviews

1 / 20
10.0
Excellent

Andrew,Sep 2025

FLR - VIE

Staff was really nice, they provided water as a beverage. Otherwise you had to purchase beverages or food. A complementary chocolate was provided at the end of the flight.

Related info for your journey

Find useful and relevant information for your journey from Chicago to North Macedonia. 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 Chicago to North Macedonia?

    For as low as $539, Austrian Airlines can have you in North Macedonia from Chicago in 12h 25m. Chicago and North Macedonia are separated by a distance of 5163 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to North Macedonia 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 Chicago to North Macedonia?

    Currently, November is the cheapest month in which you can book a flight from Chicago to North Macedonia (average of $491). Flying from Chicago to North Macedonia in June is currently the most expensive (average of $792). 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

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Alternative routes for Chicago to North Macedonia

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Top 7 airlines flying from Chicago to North Macedonia

Discover the top 7 airlines that operate flights from Chicago to North Macedonia. 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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
Turkish AirlinesCheapest$514Average$1,240FlexibilityNo cancel feeOn-time77%
Austrian AirlinesCheapest$559Average$1,003FlexibilityNo cancel feeOn-time78%
United AirlinesCheapest$571Average$943FlexibilityNo cancel feeOn-time69%
Air SerbiaCheapest$589Average$894FlexibilityNo cancel feeOn-timeN/A
SWISSCheapest$608Average$1,060FlexibilityNo cancel feeOn-time79%
LOTCheapest$614Average$964FlexibilityNo cancel feeOn-time81%
LufthansaCheapest$674Average$1,008FlexibilityNo cancel feeOn-time76%

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