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$403+ 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
SKP — CHI
Nov 19 — Nov 261
Wed 11/19
Wed 11/26
1 adult, Economy
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Find 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 October 20, 2025.

This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/18:35 pmSKP - ORD
1 stop20h 30mTurkish Airlines
Mon 11/1011:50 amORD - SKP
1 stop13h 35mTurkish Airlines
Deal found 10/18$642
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/301:35 pmSKP - ORD
1 stop13h 25mLOT
Tue 3/1710:55 pmORD - SKP
1 stop31h 50mLOT
Deal found 10/19$645
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.
Sat 11/19:15 amSKP - ORD
1 stop31h 50mTurkish Airlines
Sun 3/159:20 pmORD - SKP
1 stop16h 25mTurkish Airlines
Deal found 10/20$650
This Air Serbia 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 Air Serbia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/264:00 amSKP - ORD
1 stop20h 05mAir Serbia
Sat 12/277:05 pmORD - SKP
1 stop23h 35mAir Serbia
Deal found 10/19$661
This Turkish Airlines 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/18:35 pmSKP - ORD
1 stop20h 30mTurkish Airlines
Thu 3/1912:50 pmORD - SKP
1 stop13h 35mTurkish Airlines
Deal found 10/19$664
This Turkish Airlines 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/28:35 pmSKP - ORD
1 stop20h 30mTurkish Airlines
Mon 3/1612:50 pmORD - SKP
1 stop13h 35mTurkish Airlines
Deal found 10/19$670
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.
Fri 12/268:35 pmSKP - ORD
1 stop28h 50mTurkish Airlines
Sat 1/1711:50 amORD - SKP
1 stop24h 55mTurkish Airlines
Deal found 10/20$675
This Air Serbia 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 Air Serbia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/263:10 pmSKP - ORD
1 stop32h 55mAir Serbia
Sat 1/175:30 pmORD - SKP
1 stop14h 05mAir Serbia
Deal found 10/19$679
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.
Thu 12/258:35 pmSKP - ORD
1 stop20h 30mTurkish Airlines
Sun 1/188:20 pmORD - SKP
1 stop29h 05mTurkish Airlines
Deal found 10/20$680
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/305:40 amSKP - ORD
2 stops38h 58mMultiple Airlines
Fri 3/135:20 pmORD - SKP
1 stop12h 25mMultiple Airlines
Deal found 10/20$683
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.
Thu 10/301:35 pmSKP - ORD
1 stop13h 25mLOT
Tue 3/39:55 pmORD - SKP
1 stop31h 50mLOT
Deal found 10/20$684
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/135:40 amSKP - ORD
1 stop14h 30mLufthansa
Fri 11/286:25 pmORD - SKP
1 stop14h 00mLufthansa
Deal found 10/20$685

Cheap 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 October 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$642
(Booking.com)

One-way from

$403
(Kiwi.com)

Popular in

August

Cheapest in

February

Average price

$774
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. 8% potential increase in price ($69 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 20, 2025.
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

Fri 12/26

4:00 am-5:05 pm

1 stop20h 05m

Chicago O'Hare Intl

Sat 12/27

7:05 pm-1:40 am

1 stop23h 35m

$661

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Thu 2/12

8:35 pm-6:25 pm

1 stop28h 50m

Chicago O'Hare Intl

Mon 2/16

8:20 pm-7:45 pm

1 stop16h 25m

$663

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Sun 11/2

8:35 pm-10:05 am

1 stop20h 30m

Chicago O'Hare Intl

Thu 3/19

12:50 pm-8:25 am

1 stop13h 35m

$664

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Sat 11/1

8:35 pm-11:05 am

1 stop20h 30m

Chicago O'Hare Intl

Thu 3/19

12:50 pm-8:25 am

1 stop13h 35m

$664

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Sun 11/2

8:35 pm-10:05 am

1 stop20h 30m

Chicago O'Hare Intl

Fri 3/20

12:50 pm-7:45 pm

1 stop24h 55m

$664

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Sun 11/2

8:35 pm-10:05 am

1 stop20h 30m

Chicago O'Hare Intl

Wed 3/18

9:20 pm-7:45 pm

1 stop16h 25m

$670

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Fri 12/26

3:10 pm-5:05 pm

1 stop32h 55m

Chicago O'Hare Intl

Sat 1/17

5:30 pm-2:35 pm

1 stop14h 05m

$679

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Thu 12/25

9:15 am-10:05 am

1 stop31h 50m

Chicago O'Hare Intl

Sun 1/18

11:50 am-8:25 am

1 stop13h 35m

$680

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Wed 11/12

3:00 pm-9:47 am

2 stops49h 47m

$464

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Sat 10/25

3:10 pm-9:00 pm

1 stop12h 50m

$504

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/20

Showing 1-10 of 19 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, November is the cheapest month in which you can book a flight from North Macedonia to Chicago (average of $539). 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.

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

Find hourly flight availability from North Macedonia to Chicago. 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.

A simple way to save on the total cost of your ticket is to fly from North Macedonia to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 10% on your trip compared to booking a flight in the evening.

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 October 20, 2025.
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
7.6
Good
1,133 reviews

Overall

7.6

Food

7.1

Boarding

7.6

Entertainment

6.9

Crew

8.2

Comfort

7.5

Reviews

1 / 20
2.0
Mediocre

Enver,Sep 2025

TGD - WAW

We ware in the plane for two hours before takeoff waiting and one hour after takeoff we landed
LOT
7.6
Good
1,133 reviews
LOT
7.6
Good
1,133 reviews

Overall

7.6

Food

7.1

Boarding

7.6

Entertainment

6.9

Crew

8.2

Comfort

7.5

Reviews

1 / 20
2.0
Mediocre

Enver,Sep 2025

TGD - WAW

We ware in the plane for two hours before takeoff waiting and one hour after takeoff we landed
Austrian Airlines
7.6
Good
858 reviews
LOT
7.6
Good
1,133 reviews

Overall

7.6

Food

7.1

Boarding

7.6

Entertainment

6.9

Crew

8.2

Comfort

7.5

Reviews

1 / 20
2.0
Mediocre

Enver,Sep 2025

TGD - WAW

We ware in the plane for two hours before takeoff waiting and one hour after takeoff we landed
Turkish Airlines
7.3
Good
4,022 reviews
LOT
7.6
Good
1,133 reviews

Overall

7.6

Food

7.1

Boarding

7.6

Entertainment

6.9

Crew

8.2

Comfort

7.5

Reviews

1 / 20
2.0
Mediocre

Enver,Sep 2025

TGD - WAW

We ware in the plane for two hours before takeoff waiting and one hour after takeoff we landed
Lufthansa
6.8
Okay
7,503 reviews
LOT
7.6
Good
1,133 reviews

Overall

7.6

Food

7.1

Boarding

7.6

Entertainment

6.9

Crew

8.2

Comfort

7.5

Reviews

1 / 20
2.0
Mediocre

Enver,Sep 2025

TGD - WAW

We ware in the plane for two hours before takeoff waiting and one hour after takeoff we landed
Air Serbia
6.2
Okay
204 reviews
LOT
7.6
Good
1,133 reviews

Overall

7.6

Food

7.1

Boarding

7.6

Entertainment

6.9

Crew

8.2

Comfort

7.5

Reviews

1 / 20
2.0
Mediocre

Enver,Sep 2025

TGD - WAW

We ware in the plane for two hours before takeoff waiting and one hour after takeoff we landed

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 Air Serbia and Turkish Airlines fly from North Macedonia to Chicago in about 20h 05m. The time it takes to get you to your destination can typically vary by up to 8h 45m. There are 5163 mi between North Macedonia and Chicago. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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, November is the cheapest month in which you can book a flight from North Macedonia to Chicago (average of $539). 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
Merrillville
Lansing
Hammond
Porter
Benton Harbor
Chesterton

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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 October 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
LOTCheapest$540Average$643FlexibilityNo cancel feeOn-time81%
Turkish AirlinesCheapest$562Average$713FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$590Average$671FlexibilityNo cancel feeOn-time76%
Air SerbiaCheapest$602Average$698FlexibilityNo cancel feeOn-timeN/A
Austrian AirlinesCheapest$609Average$736FlexibilityNo cancel feeOn-time78%
United AirlinesCheapest$622Average$686FlexibilityNo cancel feeOn-time69%

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