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$497+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
SKP — CHI
Jun 11 — Jun 181
Thu 6/11
Thu 6/18
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 May 12, 2026.

This oojo deal was found by Cheapflights users on 5/7. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/35:30 pm
SKP
-
ORD
2 stops28h 40m
LOT
Mon 8/105:10 pm
ORD
-
SKP
1 stop12h 45m
LOT
Deal found 5/7$704
This oojo deal was found by Cheapflights users on 5/9. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/231:35 pm
SKP
-
ORD
2 stops32h 35m
LOT
Tue 6/309:50 pm
ORD
-
SKP
1 stop32h 05m
LOT
Deal found 5/9$707
This oojo deal was found by Cheapflights users on 5/8. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/205:30 pm
SKP
-
ORD
1 stop28h 40m
LOT
Thu 8/65:10 pm
ORD
-
SKP
1 stop16h 35m
LOT
Deal found 5/8$710
This FlightHub deal was found by Cheapflights users on 5/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/281:35 pm
SKP
-
ORD
1 stop13h 15m
LOT
Tue 7/149:50 pm
ORD
-
SKP
1 stop32h 05m
LOT
Deal found 5/11$712
This oojo deal was found by Cheapflights users on 5/7. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/205:30 pm
SKP
-
ORD
1 stop28h 40m
LOT
Wed 8/55:10 pm
ORD
-
SKP
2 stops40h 35m
LOT
Deal found 5/7$715
This oojo deal was found by Cheapflights users on 5/8. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/225:30 pm
SKP
-
ORD
2 stops28h 35m
LOT
Thu 8/65:10 pm
ORD
-
SKP
1 stop16h 35m
LOT
Deal found 5/8$722
This Justfly.com deal was found by Cheapflights users on 5/10. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/35:30 pm
SKP
-
ORD
2 stops28h 40m
LOT
Mon 9/145:10 pm
ORD
-
SKP
1 stop12h 45m
LOT
Deal found 5/10$724
This oojo deal was found by Cheapflights users on 5/11. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/205:30 pm
SKP
-
ORD
1 stop33h 20m
LOT
Fri 8/79:50 pm
ORD
-
SKP
1 stop32h 05m
LOT
Deal found 5/11$727
This FlightHub deal was found by Cheapflights users on 5/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/281:35 pm
SKP
-
ORD
1 stop13h 15m
LOT
Sun 7/199:50 pm
ORD
-
SKP
1 stop32h 05m
LOT
Deal found 5/11$729
This Justfly.com deal was found by Cheapflights users on 5/10. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/35:30 pm
SKP
-
ORD
2 stops28h 40m
LOT
Sun 9/135:10 pm
ORD
-
SKP
2 stops36h 45m
LOT
Deal found 5/10$736

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 May 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$704
(oojo)

One-way from

$497
(Kiwi.com)

Popular in

August

Cheapest in

January

Average price

$785
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. 7% potential increase in price ($61 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 12, 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 5/21

4:25 am-1:20 pm

1 stop15h 55m

Chicago O'Hare Intl

Wed 5/27

8:00 am-11:50 am

2 stops20h 50m

$841

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Thu 5/21

4:25 am-8:21 pm

2 stops22h 56m

Chicago O'Hare Intl

Thu 5/28

7:33 am-11:50 am

2 stops21h 17m

$847

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Thu 7/9

4:25 am-7:49 am

2 stops34h 24m

Chicago O'Hare Intl

Sat 8/22

4:20 pm-11:50 am

1 stop12h 30m

$850

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Thu 7/2

4:25 am-11:31 pm

2 stops26h 06m

Chicago O'Hare Intl

Tue 9/15

4:20 pm-11:50 am

1 stop12h 30m

$850

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Mon 7/13

4:25 am-11:31 pm

2 stops26h 06m

Chicago O'Hare Intl

Thu 8/6

8:40 am-11:50 am

2 stops20h 10m

$854

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Thu 7/9

4:25 am-7:49 am

2 stops34h 24m

Chicago O'Hare Intl

Wed 8/19

6:00 am-11:50 am

2 stops22h 50m

$854

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Mon 7/13

4:25 am-6:50 pm

2 stops21h 25m

Chicago O'Hare Intl

Mon 8/24

11:15 am-11:50 am

2 stops17h 35m

$854

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Thu 9/10

4:25 am-10:19 pm

2 stops24h 54m

Chicago O'Hare Intl

Sat 10/24

11:15 am-12:45 pm

2 stops18h 30m

$854

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Mon 7/13

4:25 am-7:32 pm

2 stops22h 07m

Chicago O'Hare Intl

Sat 8/22

10:50 am-11:50 am

2 stops18h 00m

$854

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Tue 7/21

1:35 pm-3:10 pm

2 stops32h 35m

Chicago O'Hare Intl

Wed 8/5

5:10 pm-4:45 pm

2 stops40h 35m

$856

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/9

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

How far ahead should I book a flight from North Macedonia to Chicago?

The price you pay for your flight from North Macedonia to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 76 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, June is the cheapest month in which you can book a flight from North Macedonia to Chicago (average of $278). Flying from North Macedonia to Chicago in August is currently the most expensive (average of $675). 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 May 12, 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
915 reviews

Entertainment

6.8

Comfort

7.3

Overall

7.6

Boarding

7.6

Crew

8.1

Food

6.8

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.
Austrian Airlines
7.6
Good
915 reviews
Austrian Airlines
7.6
Good
915 reviews

Entertainment

6.8

Comfort

7.3

Overall

7.6

Boarding

7.6

Crew

8.1

Food

6.8

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.
LOT
7.5
Good
1,189 reviews
Austrian Airlines
7.6
Good
915 reviews

Entertainment

6.8

Comfort

7.3

Overall

7.6

Boarding

7.6

Crew

8.1

Food

6.8

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.
Turkish Airlines
7.4
Good
4,358 reviews
Austrian Airlines
7.6
Good
915 reviews

Entertainment

6.8

Comfort

7.3

Overall

7.6

Boarding

7.6

Crew

8.1

Food

6.8

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.
Lufthansa
6.8
Okay
7,992 reviews
Austrian Airlines
7.6
Good
915 reviews

Entertainment

6.8

Comfort

7.3

Overall

7.6

Boarding

7.6

Crew

8.1

Food

6.8

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.
Air Serbia
6.2
Okay
222 reviews
Austrian Airlines
7.6
Good
915 reviews

Entertainment

6.8

Comfort

7.3

Overall

7.6

Boarding

7.6

Crew

8.1

Food

6.8

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.

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 United Airlines fly from North Macedonia to Chicago in about 15h 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?

    $347 is the cheapest one-way deal found within the past few days, from Air Serbia. You may also be able to find cheap deals on Turkish Airlines and LOT, with prices starting from $526 and $528, 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, June is the cheapest month in which you can book a flight from North Macedonia to Chicago (average of $278). Flying from North Macedonia to Chicago in August is currently the most expensive (average of $675). 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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

Browse thousands of different options on Cheapflights for your next trip

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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 May 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
LOTCheapest$589Average$683FlexibilityNo cancel feeOn-time81%
Turkish AirlinesCheapest$605Average$698FlexibilityNo cancel feeOn-time77%
Austrian AirlinesCheapest$625Average$817FlexibilityNo cancel feeOn-time78%
LufthansaCheapest$655Average$739FlexibilityNo cancel feeOn-time76%
Air SerbiaCheapest$717Average$753FlexibilityNo cancel feeOn-timeN/A

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