HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SKP
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to North Macedonia with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 6, 2025.

This Mytrip deal was found by Cheapflights users on 11/4. 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.
Tue 12/28:15 pmORD - SKP
2 stops41h 10mMultiple Airlines
Tue 12/165:40 amSKP - ORD
1 stop14h 30mMultiple Airlines
Deal found 11/4$519
This FlightHub deal was found by Cheapflights users on 11/6. 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.
Wed 11/192:00 pmORD - SKP
2 stops23h 25mMultiple Airlines
Mon 12/88:45 pmSKP - ORD
1 stop26h 35mMultiple Airlines
Deal found 11/6$522
This FlightHub deal was found by Cheapflights users on 11/4. 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 11/296:50 pmORD - SKP
1 stop17h 45mMultiple Airlines
Thu 12/114:30 amSKP - ORD
1 stop16h 30mMultiple Airlines
Deal found 11/4$523
This Priceline deal was found by Cheapflights users on 11/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/510:38 amORD - SKP
2 stops26h 47mMultiple Airlines
Thu 11/205:40 amSKP - ORD
1 stop14h 30mMultiple Airlines
Deal found 11/5$525
This CrystalTravel deal was found by Cheapflights users on 11/5. 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 CrystalTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/610:35 pmORD - SKP
1 stop16h 45mLufthansa
Tue 11/114:30 amSKP - ORD
2 stops15h 40mLufthansa
Deal found 11/5$526
This Air Canada deal was found by Cheapflights users on 11/6. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/188:15 pmORD - SKP
2 stops41h 10mAir Canada
Fri 12/58:55 amSKP - ORD
2 stops17h 35mAir Canada
Deal found 11/6$528
This Expedia deal was found by Cheapflights users on 11/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/510:38 amORD - SKP
2 stops26h 47mMultiple Airlines
Sun 11/94:30 amSKP - ORD
1 stop16h 30mMultiple Airlines
Deal found 11/5$529
This FlightHub deal was found by Cheapflights users on 11/6. 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.
Tue 11/188:15 pmORD - SKP
2 stops41h 10mMultiple Airlines
Sat 12/65:40 amSKP - ORD
2 stops21h 30mMultiple Airlines
Deal found 11/6$532
This Mytrip deal was found by Cheapflights users on 11/4. 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.
Tue 12/212:50 pmORD - SKP
2 stops19h 35mMultiple Airlines
Sun 12/144:30 amSKP - ORD
2 stops15h 40mMultiple Airlines
Deal found 11/4$534
This Gotogate deal was found by Cheapflights users on 11/3. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/310:00 amORD - SKP
2 stops27h 25mMultiple Airlines
Wed 12/104:35 pmSKP - ORD
1 stop27h 35mMultiple Airlines
Deal found 11/3$535

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 6, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$519
(Mytrip)

One-way from

$307
(Mytrip)

Popular in

May

Cheapest in

January

Average price

$796
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 ($190 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 6, 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

Tue 12/2

6:25 pm-3:25 pm

1 stop14h 00m

Skopje

Sun 12/14

4:30 am-2:00 pm

1 stop16h 30m

$539

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 11/19

7:05 am-8:25 pm

2 stops30h 20m

Skopje

Tue 11/25

4:30 am-1:10 pm

2 stops15h 40m

$540

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Thu 4/2

4:20 pm-12:15 am

1 stop24h 55m

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-7:55 pm

2 stops38h 20m

$551

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 11/30

10:35 pm-10:20 pm

1 stop16h 45m

Skopje

Thu 1/15

4:30 am-1:10 pm

2 stops15h 40m

$551

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 11/16

7:15 am-11:45 am

2 stops21h 30m

Skopje

Fri 12/5

4:30 am-2:00 pm

1 stop16h 30m

$553

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 11/16

6:15 am-11:45 am

2 stops22h 30m

Skopje

Tue 12/9

4:30 am-2:00 pm

1 stop16h 30m

$553

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Wed 12/31

4:20 pm-11:45 am

1 stop12h 25m

Skopje

Sun 1/11

4:30 am-6:37 pm

2 stops21h 07m

$559

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Thu 11/27

11:02 am-11:45 am

2 stops17h 43m

Skopje

Sun 1/18

4:30 am-6:37 pm

2 stops21h 07m

$563

ChicagoSkopje

ORD - SKP

ORDSKP

Chicago O'Hare Intl

Sun 11/16

11:47 am-11:45 am

2 stops16h 58m

Skopje

Thu 12/4

4:30 am-6:30 pm

2 stops21h 00m

$563

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 22 results
1
2
3

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 $794). 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 6, 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 6, 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.
LOT
7.6
Good
1,133 reviews

Food

7.1

Crew

8.2

Entertainment

6.9

Boarding

7.6

Comfort

7.5

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Rami,Sep 2025

LAX - WAW

The second leg. Very tight seats No WiFi on both flights
LOT
7.6
Good
1,133 reviews
LOT
7.6
Good
1,133 reviews

Food

7.1

Crew

8.2

Entertainment

6.9

Boarding

7.6

Comfort

7.5

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Rami,Sep 2025

LAX - WAW

The second leg. Very tight seats No WiFi on both flights
Austrian Airlines
7.6
Good
864 reviews
LOT
7.6
Good
1,133 reviews

Food

7.1

Crew

8.2

Entertainment

6.9

Boarding

7.6

Comfort

7.5

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Rami,Sep 2025

LAX - WAW

The second leg. Very tight seats No WiFi on both flights
Turkish Airlines
7.3
Good
4,031 reviews
LOT
7.6
Good
1,133 reviews

Food

7.1

Crew

8.2

Entertainment

6.9

Boarding

7.6

Comfort

7.5

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Rami,Sep 2025

LAX - WAW

The second leg. Very tight seats No WiFi on both flights
Lufthansa
6.8
Okay
7,555 reviews
LOT
7.6
Good
1,133 reviews

Food

7.1

Crew

8.2

Entertainment

6.9

Boarding

7.6

Comfort

7.5

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Rami,Sep 2025

LAX - WAW

The second leg. Very tight seats No WiFi on both flights
Air Serbia
6.2
Okay
207 reviews
LOT
7.6
Good
1,133 reviews

Food

7.1

Crew

8.2

Entertainment

6.9

Boarding

7.6

Comfort

7.5

Overall

7.6

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 $551, Austrian Airlines can have you in North Macedonia from Chicago in 15h 40m. 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 $794). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to North Macedonia

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Heathrow flights
O'Hare Intl to Charles de Gaulle flights
O'Hare Intl to Leonardo da Vinci/Fiumicino flights
O'Hare Intl to Madrid flights
O'Hare Intl to Dublin flights
O'Hare Intl to Istanbul flights
O'Hare Intl to Orly flights
O'Hare Intl to Frankfurt flights
O'Hare Intl to Athens flights
O'Hare Intl to Gatwick flights
O'Hare Intl to London City flights
O'Hare Intl to Barcelona-El Prat flights
O'Hare Intl to Frederic Chopin flights
O'Hare Intl to Amsterdam flights
Midway to Leonardo da Vinci/Fiumicino flights
O'Hare Intl to Zurich flights
Midway to Heathrow flights
O'Hare Intl to Stansted flights
Midway to Charles de Gaulle flights
O'Hare Intl to Lisbon flights
O'Hare Intl to Malpensa flights
O'Hare Intl to Munich flights
O'Hare Intl to Krakow flights
O'Hare Intl to Luton flights
Midway to Dublin flights
O'Hare Intl to Sabiha Gokcen flights
O'Hare Intl to Bruxelles-National flights
Midway to Madrid flights
O'Hare Intl to Copenhagen flights
O'Hare Intl to Linate flights
O'Hare Intl to Vienna flights
O'Hare Intl to Keflavik Intl flights
O'Hare Intl to Beauvais-Tille flights
O'Hare Intl to Florence flights
O'Hare Intl to Edinburgh flights
Midway to Frankfurt flights
St. Louis to Heathrow flights
Midway to Athens flights
O'Hare Intl to Ciampino flights
O'Hare Intl to Oslo Gardermoen flights
O'Hare Intl to Prague flights
O'Hare Intl to Berlin flights
O'Hare Intl to Vicenza flights
Midway to Barcelona-El Prat flights
Midway to Frederic Chopin flights
O'Hare Intl to Katowice flights
Midway to Lisbon flights
Midway to Keflavik Intl flights
Midway to Florence flights
O'Hare Intl to Bergamo flights

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 6, 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%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.