What airlines fly to Chicago?

Turkish Airlines, Austrian Airlines and Air Serbia are the top three most popular airlines that fly to Chicago from North Macedonia according to our data. Turkish Airlines is the first choice among our users, with 53% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from North Macedonia to Chicago?

Prices for flights from North Macedonia to Chicago are refreshed on a daily basis.

How many operators does momondo search for flights from North Macedonia to Chicago?

The number of operators available for flights from North Macedonia to Chicago is 6 as of August 2026.

How old do you have to be to fly from North Macedonia to Chicago?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from North Macedonia to Chicago.

What documentation or ID do you need to fly to Chicago?

The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$355 Cheap Flights from North Macedonia to Chicago in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from North Macedonia to Chicago

Round-trip

One-way

Last minute

Recent round-trip flight deals from North Macedonia to Chicago

Enter your travel dates to find the best prices.

1:35 pm - 7:50 pmSKP Skopje-ORD Chicago O'Hare Intl

13h 15m1 stop Warsaw Frederic Chopin

9:50 pm - 12:55 pmORD Chicago O'Hare Intl-SKP Skopje

32h 05m1 stop Warsaw Frederic Chopin

$730LOT

Thu, Sep 24 - Fri, Oct 9

4:25 am - 1:20 pmSKP Skopje-ORD Chicago O'Hare Intl

15h 55m1 stop Vienna Intl

7:30 am - 11:50 amORD Chicago O'Hare Intl-SKP Skopje

21h 20m2 stops Newark Vienna Intl

$746United Airlines

Tue, Sep 29 - Wed, Sep 30

4:50 pm - 9:20 pmSKP Skopje-ORD Chicago O'Hare Intl

35h 30m2 stops Madrid Barajas Bogotá El Dorado

6:30 pm - 8:05 pmORD Chicago O'Hare Intl-SKP Skopje

18h 35m2 stops Reykjavik Keflavik Intl Rome Fiumicino

$762Multiple Airlines

Wed, Sep 9 - Wed, Nov 18

1:35 pm - 3:10 pmSKP Skopje-ORD Chicago O'Hare Intl

56h 35m2 stops Warsaw Frederic Chopin Krakow J. Paul II Balice

9:50 pm - 12:55 pmORD Chicago O'Hare Intl-SKP Skopje

32h 05m1 stop Warsaw Frederic Chopin

$768LOT

Thu, Sep 24 - Fri, Oct 9

4:25 am - 1:20 pmSKP Skopje-ORD Chicago O'Hare Intl

15h 55m1 stop Vienna Intl

4:20 pm - 12:15 amORD Chicago O'Hare Intl-SKP Skopje

24h 55m1 stop Vienna Intl

$771Austrian Airlines

Thu, Sep 10 - Sat, Nov 7

4:25 am - 1:20 pmSKP Skopje-ORD Chicago O'Hare Intl

15h 55m1 stop Vienna Intl

5:00 am - 11:50 amORD Chicago O'Hare Intl-SKP Skopje

23h 50m2 stops Newark Vienna Intl

$786United Airlines

Sun, Sep 20 - Mon, Sep 21

12:35 pm - 1:20 pmSKP Skopje-ORD Chicago O'Hare Intl

31h 45m1 stop Vienna Intl

4:20 pm - 11:50 amORD Chicago O'Hare Intl-SKP Skopje

12h 30m1 stop Vienna Intl

$801Austrian Airlines

Sat, Oct 10 - Sun, Oct 18

8:45 pm - 3:55 pmSKP Skopje-ORD Chicago O'Hare Intl

26h 10m1 stop Zurich

3:50 pm - 8:00 pmORD Chicago O'Hare Intl-SKP Skopje

21h 10m1 stop Zurich

$806SWISS

Fri, Oct 9 - Sun, Oct 18

12:35 pm - 12:55 pmSKP Skopje-ORD Chicago O'Hare Intl

31h 20m2 stops Vienna Intl Frankfurt am Main

9:50 pm - 12:15 amORD Chicago O'Hare Intl-SKP Skopje

19h 25m2 stops Munich Franz Josef Strauss Vienna Intl

$845Lufthansa

Tue, Sep 15 - Sat, Nov 14

4:25 am - 12:55 pmSKP Skopje-ORD Chicago O'Hare Intl

15h 30m2 stops Vienna Intl Frankfurt am Main

10:30 pm - 12:15 amORD Chicago O'Hare Intl-SKP Skopje

18h 45m2 stops Frankfurt am Main Vienna Intl

$882Lufthansa

Sat, Sep 5 - Sun, Sep 13

Recent last minute flight deals from North Macedonia to Chicago

Enter your travel dates to find the best prices.

12:35 pm - 12:55 pmSKP Skopje-ORD Chicago O'Hare Intl

31h 20m2 stops Vienna Intl Zurich

12:55 pm - 11:50 amORD Chicago O'Hare Intl-SKP Skopje

15h 55m2 stops Washington, D.C. Dulles Intl Vienna Intl

$921Austrian Airlines

Wed, Aug 12 - Tue, Sep 15

12:35 pm - 12:55 pmSKP Skopje-ORD Chicago O'Hare Intl

31h 20m2 stops Vienna Intl Zurich

2:40 pm - 7:55 pmORD Chicago O'Hare Intl-SKP Skopje

22h 15m1 stop Zurich

$929Multiple Airlines

Wed, Aug 12 - Tue, Sep 15

12:35 pm - 12:55 pmSKP Skopje-ORD Chicago O'Hare Intl

31h 20m2 stops Vienna Intl Zurich

7:05 pm - 8:00 pmORD Chicago O'Hare Intl-SKP Skopje

17h 55m1 stop Zurich

$930Multiple Airlines

Wed, Aug 12 - Sun, Sep 13

12:35 pm - 12:55 pmSKP Skopje-ORD Chicago O'Hare Intl

31h 20m2 stops Vienna Intl Zurich

12:55 pm - 11:50 amORD Chicago O'Hare Intl-SKP Skopje

15h 55m2 stops Washington, D.C. Dulles Intl Vienna Intl

$934Austrian Airlines

Wed, Aug 12 - Tue, Sep 15

5:30 pm - 3:05 pmSKP Skopje-ORD Chicago O'Hare Intl

28h 35m2 stops Warsaw Frederic Chopin Krakow J. Paul II Balice

5:10 pm - 4:45 pmORD Chicago O'Hare Intl-SKP Skopje

16h 35m1 stop Warsaw Frederic Chopin

$1,213LOT

Wed, Aug 12 - Thu, Sep 10

1:35 pm - 3:10 pmSKP Skopje-ORD Chicago O'Hare Intl

32h 35m2 stops Warsaw Frederic Chopin Krakow J. Paul II Balice

9:50 pm - 12:55 pmORD Chicago O'Hare Intl-SKP Skopje

32h 05m1 stop Warsaw Frederic Chopin

$1,256LOT

Thu, Aug 13 - Tue, Sep 15

4:25 am - 10:30 pmSKP Skopje-ORD Chicago O'Hare Intl

25h 05m2 stops Vienna Intl Boston Logan Intl

4:20 pm - 11:50 amORD Chicago O'Hare Intl-SKP Skopje

12h 30m1 stop Vienna Intl

$1,291United Airlines

Fri, Aug 14 - Fri, Oct 9

4:25 am - 10:30 pmSKP Skopje-ORD Chicago O'Hare Intl

25h 05m2 stops Vienna Intl Boston Logan Intl

4:20 pm - 11:50 amORD Chicago O'Hare Intl-SKP Skopje

12h 30m1 stop Vienna Intl

$1,291United Airlines

Fri, Aug 14 - Thu, Oct 8

3:50 am - 2:30 pmSKP Skopje-ORD Chicago O'Hare Intl

17h 40m1 stop Belgrade Nikola Tesla

5:30 pm - 2:05 amORD Chicago O'Hare Intl-SKP Skopje

25h 35m1 stop Belgrade Nikola Tesla

$1,557Air Serbia

Sun, Aug 9 - Sat, Dec 12

8:15 pm - 9:40 amSKP Skopje-ORD Chicago O'Hare Intl

20h 25m1 stop Istanbul

8:10 pm - 7:25 pmORD Chicago O'Hare Intl-SKP Skopje

16h 15m1 stop Istanbul

$1,624Turkish Airlines

Tue, Aug 11 - Mon, Aug 31

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LOT flights from North Macedonia to Chicago

Our best LOT deals on North Macedonia to Chicago flight tickets

LOT

Sep 3

SKP1:35 pmSkopje

13h 15m

1 stop

ORD7:50 pmChicago O'Hare Intl

Nov 6

ORD9:50 pmChicago O'Hare Intl

12h 05m

1 stop

SKP4:55 pmSkopje

$726

LOT

Sep 3

SKP1:35 pmSkopje

32h 35m

2 stops

ORD3:10 pmChicago O'Hare Intl

Nov 6

ORD9:50 pmChicago O'Hare Intl

12h 05m

1 stop

SKP4:55 pmSkopje

$728

LOT

Sep 24

SKP1:35 pmSkopje

13h 15m

1 stop

ORD7:50 pmChicago O'Hare Intl

Oct 9

ORD9:50 pmChicago O'Hare Intl

32h 05m

1 stop

SKP12:55 pmSkopje

$730

SWISS flights from North Macedonia to Chicago

Our best SWISS deals on North Macedonia to Chicago flight tickets

SWISS

Oct 9

SKP8:45 pmSkopje

26h 10m

1 stop

ORD3:55 pmChicago O'Hare Intl

Oct 18

ORD3:50 pmChicago O'Hare Intl

21h 10m

1 stop

SKP8:00 pmSkopje

$806

SWISS

Aug 24

SKP8:45 pmSkopje

26h 10m

1 stop

ORD3:55 pmChicago O'Hare Intl

Sep 6

ORD7:05 pmChicago O'Hare Intl

17h 55m

1 stop

SKP8:00 pmSkopje

$821

SWISS

Aug 26

SKP8:45 pmSkopje

22h 50m

1 stop

ORD12:35 pmChicago O'Hare Intl

Oct 6

ORD7:05 pmChicago O'Hare Intl

17h 50m

1 stop

SKP7:55 pmSkopje

$829

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Thu 9/24

1:35 pm-7:50 pm

1 stop13h 15m

Chicago O'Hare Intl

Fri 10/9

9:50 pm-12:55 pm

1 stop32h 05m

$730

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Tue 9/29

4:25 am-1:20 pm

1 stop15h 55m

Chicago O'Hare Intl

Wed 9/30

7:30 am-11:50 am

2 stops21h 20m

$746

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Wed 9/9

4:50 pm-9:20 pm

2 stops35h 30m

Chicago O'Hare Intl

Wed 11/18

6:30 pm-8:05 pm

2 stops18h 35m

$762

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Thu 9/24

1:35 pm-3:10 pm

2 stops56h 35m

Chicago O'Hare Intl

Fri 10/9

9:50 pm-12:55 pm

1 stop32h 05m

$768

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Thu 9/10

4:25 am-1:20 pm

1 stop15h 55m

Chicago O'Hare Intl

Sat 11/7

4:20 pm-12:15 am

1 stop24h 55m

$771

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Sun 9/20

4:25 am-1:20 pm

1 stop15h 55m

Chicago O'Hare Intl

Mon 9/21

5:00 am-11:50 am

2 stops23h 50m

$786

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Sat 10/10

12:35 pm-1:20 pm

1 stop31h 45m

Chicago O'Hare Intl

Sun 10/18

4:20 pm-11:50 am

1 stop12h 30m

$801

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Fri 10/9

8:45 pm-3:55 pm

1 stop26h 10m

Chicago O'Hare Intl

Sun 10/18

3:50 pm-8:00 pm

1 stop21h 10m

$806

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Tue 9/15

12:35 pm-12:55 pm

2 stops31h 20m

Chicago O'Hare Intl

Sat 11/14

9:50 pm-12:15 am

2 stops19h 25m

$845

Quickest round-trip

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Sat 9/5

4:25 am-12:55 pm

2 stops15h 30m

Chicago O'Hare Intl

Sun 9/13

10:30 pm-12:15 am

2 stops18h 45m

$882

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from North Macedonia to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Chicago?

The month of November is, on average, the cheapest month to fly to Chicago from North Macedonia, with most prices found around $661. If you’re not able to fly to Chicago in November, then February is your next best option. Flight prices from North Macedonia to Chicago during February average around $662.

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

You are more likely to see cheaper flights to Chicago from North Macedonia when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $795 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from North Macedonia for as low as $643 on momondo.

Cheap North Macedonia to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from North Macedonia to Chicago

Fastest flight time	15h 55m
Direct flights	None

The fastest flight from North Macedonia to Chicago takes 15h 55m

There are no direct flights from North Macedonia to Chicago. There are no popular flight routes from North Macedonia to Chicago.

Search flight deals

Frequently asked questions about flying from North Macedonia to Chicago

When did momondo last update prices for flights from North Macedonia to Chicago?
Prices for flights from North Macedonia to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from North Macedonia to Chicago?
The number of operators available for flights from North Macedonia to Chicago is 6 as of August 2026.
How old do you have to be to fly from North Macedonia to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from North Macedonia to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from North Macedonia to Chicago

Compare and see reviews for airlines that fly from North Macedonia to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Turkish Airlines	PriceFrom $605	Free Cancellation	Rating 7.4 4,476 reviews	Search Turkish Airlines flights
Austrian Airlines	PriceFrom $625	Free Cancellation	Rating 7.6 949 reviews	Search Austrian Airlines flights
LOT	PriceFrom $645	Free Cancellation	Rating 7.6 1,213 reviews	Search LOT flights
Lufthansa	PriceFrom $655	Free Cancellation	Rating 6.8 8,176 reviews	Search Lufthansa flights
United Airlines	PriceFrom $686	Free Cancellation	Rating 7.4 10,090 reviews	Search United Airlines flights
Air Serbia	PriceFrom $717	Free Cancellation	Rating 6.2 234 reviews	Search Air Serbia flights

Merrillville

New Buffalo

Hammond

Portage

Benton Harbor

Lansing

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from North Macedonia to Chicago?

It is quick and easy to find North Macedonia to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from North Macedonia to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from North Macedonia on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from North Macedonia to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from North Macedonia. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from North Macedonia to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from North Macedonia to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Cheap flights from North Macedonia to Chicago from $355

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from North Macedonia to Chicago departing on 9/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from North Macedonia to Chicago

Recent round-trip flight deals from North Macedonia to Chicago

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Big names and deals

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LOT flights from North Macedonia to Chicago

Our best LOT deals on North Macedonia to Chicago flight tickets

SWISS flights from North Macedonia to Chicago

Our best SWISS deals on North Macedonia to Chicago flight tickets

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See travel insights to Chicago from

How to get the cheapest flight ticket from North Macedonia to Chicago

What is the cheapest month to fly to Chicago?

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

What airlines fly to Chicago?

Cheap North Macedonia to Chicago flight deals and tips

Fastest flight time

Direct flights

Frequently asked questions about flying from North Macedonia to Chicago

Best airlines flying from North Macedonia to Chicago

Compare and see reviews for airlines that fly from North Macedonia to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

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Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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Popular flights according to clicks in the last 7 days on momondo

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