North Macedonia

$307+ 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SKP
Nov 19 — Nov 261
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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 October 20, 2025.

This FlightHub deal was found by Cheapflights users on 10/18. 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.
Thu 10/2310:40 amORD - SKP
2 stops26h 05mMultiple Airlines
Thu 3/512:30 pmSKP - ORD
2 stops31h 40mMultiple Airlines
Deal found 10/18$542
This FlightHub deal was found by Cheapflights users on 10/20. 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 12/294:20 pmORD - SKP
1 stop12h 25mAustrian Airlines
Tue 3/314:25 amSKP - ORD
1 stop15h 55mAustrian Airlines
Deal found 10/20$543
This FlightHub deal was found by Cheapflights users on 10/18. 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 10/204:00 pmORD - SKP
1 stop15h 15mLufthansa
Sun 11/24:30 amSKP - ORD
2 stops15h 40mLufthansa
Deal found 10/18$544
This United deal was found by Cheapflights users on 10/18. 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.
Sat 10/2512:55 pmORD - SKP
2 stops16h 50mMultiple Airlines
Tue 11/185:40 amSKP - ORD
2 stops33h 20mMultiple Airlines
Deal found 10/18$545
This Lufthansa deal was found by Cheapflights users on 10/20. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/254:20 pmORD - SKP
1 stop13h 25mMultiple Airlines
Thu 11/65:40 amSKP - ORD
1 stop14h 30mMultiple Airlines
Deal found 10/20$546
This Cheapflightsfares deal was found by Cheapflights users on 10/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2610:50 pmORD - SKP
2 stops30h 55mLufthansa
Thu 11/65:40 amSKP - ORD
1 stop14h 30mLufthansa
Deal found 10/20$547
This FlightHub deal was found by Cheapflights users on 10/20. 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 12/299:50 pmORD - SKP
2 stops19h 25mMultiple Airlines
Tue 3/314:25 amSKP - ORD
1 stop15h 55mMultiple Airlines
Deal found 10/20$548
This KAYAK deal was found by Cheapflights users on 10/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/84:20 pmORD - SKP
1 stop24h 55mAustrian Airlines
Tue 3/1712:30 pmSKP - ORD
1 stop32h 30mAustrian Airlines
Deal found 10/20$549
This Lufthansa deal was found by Cheapflights users on 10/20. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/275:20 pmORD - SKP
1 stop16h 15mLufthansa
Tue 11/44:30 amSKP - ORD
2 stops15h 40mLufthansa
Deal found 10/20$551
This Booking.com deal was found by Cheapflights users on 10/19. 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 11/119:20 pmORD - SKP
2 stops40h 05mMultiple Airlines
Sun 11/308:45 pmSKP - ORD
2 stops49h 10mMultiple Airlines
Deal found 10/19$552
This FlightHub deal was found by Cheapflights users on 10/18. 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 11/82:40 pmORD - SKP
2 stops17h 55mLufthansa
Wed 11/264:35 pmSKP - ORD
1 stop27h 35mLufthansa
Deal found 10/18$553
This United Airlines deal was found by Cheapflights users on 10/18. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2310:45 amORD - SKP
2 stops18h 05mUnited Airlines
Fri 3/64:30 amSKP - ORD
1 stop16h 30mUnited Airlines
Deal found 10/18$554

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 October 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$542
(Travelocity)

One-way from

$307
(Kiwi.com)

Popular in

May

Cheapest in

January

Average price

$582
Provider with most accurate pricing for Chicago (CHI)-Skopje flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Skopje flights.
From Chicago (CHI) to North Macedonia
One-way flight from Chicago (CHI) to North Macedonia
Highest demand for flights based on searches. 20% potential increase in price ($191 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($35 potential savings vs. average RT price).
Average for round-trip flights in October 2025

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 October 20, 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

Sat 11/8

2:15 pm-7:35 pm

2 stops22h 20m

Skopje

Tue 11/25

4:30 am-11:43 pm

2 stops26h 13m

$544

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 4/15

7:15 am-11:50 am

2 stops21h 35m

Skopje

Wed 4/22

6:15 am-7:17 pm

2 stops20h 02m

$545

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Fri 4/17

9:40 pm-12:55 pm

1 stop32h 15m

Skopje

Mon 4/20

5:30 pm-7:40 pm

1 stop33h 10m

$548

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 4/15

4:00 pm-2:15 pm

1 stop15h 15m

Skopje

Tue 4/21

4:25 am-12:55 pm

2 stops15h 30m

$553

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Thu 4/2

10:30 pm-10:25 pm

1 stop16h 55m

Skopje

Mon 4/6

4:25 am-7:55 pm

2 stops22h 30m

$553

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 4/13

8:55 am-11:50 am

2 stops19h 55m

Skopje

Sun 4/19

4:25 am-1:20 pm

1 stop15h 55m

$554

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Fri 3/13

8:45 am-11:45 am

2 stops21h 00m

Skopje

Mon 3/16

4:30 am-3:00 pm

1 stop16h 30m

$554

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Thu 4/16

1:12 pm-11:50 am

2 stops15h 38m

Skopje

Fri 4/24

4:25 am-1:20 pm

1 stop15h 55m

$554

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Mon 4/13

1:12 pm-11:50 am

2 stops15h 38m

Skopje

Tue 4/21

4:25 am-1:20 pm

1 stop15h 55m

$554

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Tue 4/14

8:55 am-11:50 am

2 stops19h 55m

Skopje

Fri 4/24

4:25 am-1:20 pm

1 stop15h 55m

$554

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/18

Showing 1-10 of 17 results
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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, February is the cheapest month in which you can book a flight from Chicago to North Macedonia (average of $484). Flying from Chicago to North Macedonia in June is currently the most expensive (average of $803). 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 October 20, 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 October 20, 2025.
Peruse reviews from past customers who have flown with LOT, Austrian Airlines, 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.

Food

7.1

Boarding

7.6

Entertainment

6.9

Crew

8.2

Overall

7.6

Comfort

7.5

Reviews

1 / 20
10.0
Excellent

Rami,Sep 2025

LAX - WAW

The second leg. Very tight seats No WiFi on both flights

Food

7.1

Boarding

7.6

Entertainment

6.9

Crew

8.2

Overall

7.6

Comfort

7.5

Reviews

1 / 20
10.0
Excellent

Rami,Sep 2025

LAX - WAW

The second leg. Very tight seats No WiFi on both flights

Food

7.1

Boarding

7.6

Entertainment

6.9

Crew

8.2

Overall

7.6

Comfort

7.5

Reviews

1 / 20
10.0
Excellent

Rami,Sep 2025

LAX - WAW

The second leg. Very tight seats No WiFi on both flights

Food

7.1

Boarding

7.6

Entertainment

6.9

Crew

8.2

Overall

7.6

Comfort

7.5

Reviews

1 / 20
10.0
Excellent

Rami,Sep 2025

LAX - WAW

The second leg. Very tight seats No WiFi on both flights

Food

7.1

Boarding

7.6

Entertainment

6.9

Crew

8.2

Overall

7.6

Comfort

7.5

Reviews

1 / 20
10.0
Excellent

Rami,Sep 2025

LAX - WAW

The second leg. Very tight seats No WiFi on both flights

Food

7.1

Boarding

7.6

Entertainment

6.9

Crew

8.2

Overall

7.6

Comfort

7.5

Reviews

1 / 20
10.0
Excellent

Rami,Sep 2025

LAX - WAW

The second leg. Very tight seats No WiFi on both flights

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 $553, LOT can have you in North Macedonia from Chicago in 15h 15m. Chicago and North Macedonia are separated by a distance of 5163 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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, February is the cheapest month in which you can book a flight from Chicago to North Macedonia (average of $484). Flying from Chicago to North Macedonia in June is currently the most expensive (average of $803). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to North Macedonia

See prices for flight routes from nearby airports that may be better suited for you.

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 October 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Turkish AirlinesCheapest$513Average$1,241FlexibilityNo cancel feeOn-time77%
Austrian AirlinesCheapest$558Average$987FlexibilityNo cancel feeOn-time78%
Air SerbiaCheapest$578Average$943FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$578Average$927FlexibilityNo cancel feeOn-time69%
SWISSCheapest$608Average$1,060FlexibilityNo cancel feeOn-time79%
LOTCheapest$612Average$961FlexibilityNo cancel feeOn-time81%
LufthansaCheapest$674Average$1,011FlexibilityNo cancel feeOn-time76%

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