What airlines fly to Chicago?

Turkish Airlines, Austrian Airlines and United Airlines 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 45% 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.

What is the cheapest airline that flies from North Macedonia to Chicago?

Turkish Airlines is the most popular carrier operating 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 September 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.

$428 Cheap Flights from North Macedonia to Chicago in 2026/27

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.

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

15h 55m1 stop Vienna Intl

1:12 pm - 12:15 amORD Chicago O'Hare Intl-SKP Skopje

28h 03m2 stops Washington, D.C. Dulles Intl Vienna Intl

$837Austrian Airlines

Fri, Oct 9 - Thu, May 13

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

15h 55m1 stop Vienna Intl

1:12 pm - 11:50 amORD Chicago O'Hare Intl-SKP Skopje

15h 38m2 stops Washington, D.C. Dulles Intl Vienna Intl

$837Austrian Airlines

Fri, Oct 9 - Sat, May 15

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

15h 55m1 stop Vienna Intl

10:25 am - 11:50 amORD Chicago O'Hare Intl-SKP Skopje

18h 25m2 stops Boston Logan Intl Vienna Intl

$838United Airlines

Sat, Oct 10 - Sat, Oct 17

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

20h 25m1 stop Istanbul

8:10 pm - 7:20 pmORD Chicago O'Hare Intl-SKP Skopje

16h 10m1 stop Istanbul

$839Turkish Airlines

Fri, Oct 23 - Sun, Mar 28

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

20h 25m1 stop Istanbul

12:45 pm - 7:55 pmORD Chicago O'Hare Intl-SKP Skopje

25h 10m1 stop Istanbul

$839Turkish Airlines

Fri, Oct 23 - Tue, Mar 23

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

15h 55m1 stop Vienna Intl

7:15 am - 11:50 amORD Chicago O'Hare Intl-SKP Skopje

45h 35m2 stops Los Angeles Vienna Intl

$839United Airlines

Tue, Oct 13 - Tue, May 25

5:55 pm - 5:20 pmSKP Skopje-ORD Chicago O'Hare Intl

30h 25m3 stops Stockholm Arlanda Gdansk Rebiechowo Reykjavik Keflavik Intl

6:30 pm - 2:05 amORD Chicago O'Hare Intl-SKP Skopje

24h 35m3 stops Reykjavik Keflavik Intl Berlin Brandenburg Belgrade Nikola Tesla

$841Multiple Airlines

Fri, Dec 25 - Thu, Jan 14

8:45 pm - 12:35 pmSKP Skopje-ORD Chicago O'Hare Intl

22h 50m1 stop Zurich

2:20 pm - 7:45 pmORD Chicago O'Hare Intl-SKP Skopje

22h 25m1 stop Zurich

$845SWISS

Mon, Oct 12 - Tue, Jun 1

4:25 am - 2:55 pmSKP Skopje-ORD Chicago O'Hare Intl

17h 30m2 stops Vienna Intl Frankfurt am Main

6:05 pm - 12:15 amORD Chicago O'Hare Intl-SKP Skopje

23h 10m2 stops Frankfurt am Main Vienna Intl

$873Lufthansa

Tue, Oct 6 - Sat, Dec 26

12:30 pm - 12:05 pmSKP Skopje-ORD Chicago O'Hare Intl

29h 35m2 stops Vienna Intl Frankfurt am Main

5:20 pm - 12:15 amORD Chicago O'Hare Intl-SKP Skopje

24h 55m2 stops Frankfurt am Main Vienna Intl

$875Lufthansa

Sun, Oct 25 - Thu, Mar 25

Recent last minute flight deals from North Macedonia to Chicago

Enter your travel dates to find the best prices.

4:25 am - 7:00 pmSKP Skopje-ORD Chicago O'Hare Intl

21h 35m2 stops Vienna Intl Boston Logan Intl

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

12h 30m1 stop Vienna Intl

$843United Airlines

Fri, Oct 2 - Sat, Oct 10

4:25 am - 10:29 pmSKP Skopje-ORD Chicago O'Hare Intl

25h 04m2 stops Vienna Intl Boston Logan Intl

6:50 am - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

21h 55m2 stops Boston Logan Intl Vienna Intl

$848United Airlines

Fri, Oct 2 - Tue, Dec 29

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

31h 45m1 stop Vienna Intl

1:30 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

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

$853Austrian Airlines

Thu, Oct 1 - Tue, Nov 3

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

15h 55m1 stop Vienna Intl

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

12h 30m1 stop Vienna Intl

$855Austrian Airlines

Fri, Oct 2 - Mon, Oct 12

4:25 am - 2:55 pmSKP Skopje-ORD Chicago O'Hare Intl

17h 30m2 stops Vienna Intl Frankfurt am Main

10:35 pm - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

30h 10m2 stops Frankfurt am Main Vienna Intl

$866Lufthansa

Fri, Oct 2 - Fri, Dec 25

12:35 pm - 12:00 pmSKP Skopje-ORD Chicago O'Hare Intl

30h 25m2 stops Vienna Intl Brussels Bruxelles-National

7:05 am - 11:45 amORD Chicago O'Hare Intl-SKP Skopje

21h 40m2 stops Montreal Pierre Elliott Trudeau Intl Vienna Intl

$868Multiple Airlines

Thu, Oct 1 - Mon, Nov 2

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

31h 45m1 stop Vienna Intl

1:55 pm - 12:15 amORD Chicago O'Hare Intl-SKP Skopje

27h 20m2 stops Montreal Pierre Elliott Trudeau Intl Vienna Intl

$870Multiple Airlines

Thu, Oct 1 - Mon, Nov 2

4:25 am - 2:55 pmSKP Skopje-ORD Chicago O'Hare Intl

17h 30m2 stops Vienna Intl Frankfurt am Main

6:05 pm - 12:15 amORD Chicago O'Hare Intl-SKP Skopje

23h 10m2 stops Frankfurt am Main Vienna Intl

$873Lufthansa

Fri, Oct 2 - Sat, Dec 26

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

17h 40m1 stop Belgrade Nikola Tesla

11:55 pm - 2:35 pmORD Chicago O'Hare Intl-SKP Skopje

31h 40m1 stop Belgrade Nikola Tesla

$1,376Air Serbia

Tue, Sep 29 - Wed, Dec 23

8:15 pm - 6:15 pmSKP Skopje-ORD Chicago O'Hare Intl

29h 00m1 stop Istanbul

8:15 pm - 7:55 pmORD Chicago O'Hare Intl-SKP Skopje

16h 40m1 stop Istanbul

$1,446Turkish Airlines

Sun, Sep 27 - Tue, Dec 29

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United Airlines flights from North Macedonia to Chicago

Our best United Airlines deals on North Macedonia to Chicago flight tickets

United Airlines

Oct 10

SKP4:25 amSkopje

15h 55m

1 stop

ORD1:20 pmChicago O'Hare Intl

Oct 17

ORD10:25 amChicago O'Hare Intl

18h 25m

2 stops

SKP11:50 amSkopje

$838

United Airlines

Oct 12

SKP4:25 amSkopje

15h 55m

1 stop

ORD1:20 pmChicago O'Hare Intl

May 25

ORD6:00 amChicago O'Hare Intl

46h 50m

2 stops

SKP11:50 amSkopje

$842

United Airlines

Oct 2

SKP4:25 amSkopje

21h 35m

2 stops

ORD7:00 pmChicago O'Hare Intl

Oct 10

ORD4:20 pmChicago O'Hare Intl

12h 30m

1 stop

SKP11:50 amSkopje

$843

Austrian Airlines flights from North Macedonia to Chicago

Our best Austrian Airlines deals on North Macedonia to Chicago flight tickets

Austrian Airlines

Oct 9

SKP4:25 amSkopje

15h 55m

1 stop

ORD1:20 pmChicago O'Hare Intl

May 15

ORD1:12 pmChicago O'Hare Intl

15h 38m

2 stops

SKP11:50 amSkopje

$837

Austrian Airlines

Oct 13

SKP4:25 amSkopje

15h 55m

1 stop

ORD1:20 pmChicago O'Hare Intl

May 11

ORD4:20 pmChicago O'Hare Intl

24h 55m

1 stop

SKP12:15 amSkopje

$838

Austrian Airlines

Oct 5

SKP4:25 amSkopje

19h 40m

2 stops

ORD5:05 pmChicago O'Hare Intl

Apr 14

ORD1:12 pmChicago O'Hare Intl

15h 38m

2 stops

SKP11:50 amSkopje

$842

momondo Fare Finder

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 Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Fri 10/9

4:25 am-1:20 pm

1 stop15h 55m

Chicago O'Hare Intl

Thu 5/13

1:12 pm-12:15 am

2 stops28h 03m

$837

Quickest round-trip

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Fri 10/9

4:25 am-1:20 pm

1 stop15h 55m

Chicago O'Hare Intl

Sat 5/15

1:12 pm-11:50 am

2 stops15h 38m

$837

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Sat 10/10

4:25 am-1:20 pm

1 stop15h 55m

Chicago O'Hare Intl

Sat 10/17

10:25 am-11:50 am

2 stops18h 25m

$838

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Fri 10/23

8:15 pm-9:40 am

1 stop20h 25m

Chicago O'Hare Intl

Sun 3/28

8:10 pm-7:20 pm

1 stop16h 10m

$839

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Fri 10/23

8:15 pm-9:40 am

1 stop20h 25m

Chicago O'Hare Intl

Tue 3/23

12:45 pm-7:55 pm

1 stop25h 10m

$839

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Tue 10/13

4:25 am-1:20 pm

1 stop15h 55m

Chicago O'Hare Intl

Tue 5/25

7:15 am-11:50 am

2 stops45h 35m

$839

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Fri 12/25

5:55 pm-5:20 pm

3 stops30h 25m

Chicago O'Hare Intl

Thu 1/14

6:30 pm-2:05 am

3 stops24h 35m

$841

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Mon 10/12

8:45 pm-12:35 pm

1 stop22h 50m

Chicago O'Hare Intl

Tue 6/1

2:20 pm-7:45 pm

1 stop22h 25m

$845

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Tue 10/6

4:25 am-2:55 pm

2 stops17h 30m

Chicago O'Hare Intl

Sat 12/26

6:05 pm-12:15 am

2 stops23h 10m

$873

SkopjeChicago

SKP Skopje - ORD Chicago O'Hare Intl

SKPORD

Skopje

Sun 10/25

12:30 pm-12:05 pm

2 stops29h 35m

Chicago O'Hare Intl

Thu 3/25

5:20 pm-12:15 am

2 stops24h 55m

$875

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 February is, on average, the cheapest month to fly to Chicago from North Macedonia, with most prices found around $662. If you’re not able to fly to Chicago in February, then December is your next best option. Flight prices from North Macedonia to Chicago during December average around $698.

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 $834 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

Best Price Found	$428
Fastest flight time	22h 50m
Direct flights	None

The best one-way flight to Chicago from North Macedonia in the past 72 hours is $428. The best round-trip flight deal from North Macedonia to Chicago found on momondo in the last 72 hours is $837.

The fastest flight from North Macedonia to Chicago takes 22h 50m

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 September 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 4,461 reviews	Search Turkish Airlines flights
Lufthansa	PriceFrom $640	Free Cancellation	Rating 6.8 8,240 reviews	Search Lufthansa flights
Austrian Airlines	PriceFrom $646	Free Cancellation	Rating 7.5 973 reviews	Search Austrian Airlines flights
Air Serbia	PriceFrom $651	Free Cancellation	Rating 6.1 238 reviews	Search Air Serbia flights
LOT	PriceFrom $666	Free Cancellation	Rating 7.6 1,201 reviews	Search LOT flights
United Airlines	PriceFrom $686	Free Cancellation	Rating 7.4 10,245 reviews	Search United Airlines flights

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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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Fly into one of these airports located in Chicago

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Cheap flights from North Macedonia to Chicago from $428

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 11/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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United Airlines flights from North Macedonia to Chicago

Our best United Airlines deals on North Macedonia to Chicago flight tickets

Austrian Airlines flights from North Macedonia to Chicago

Our best Austrian Airlines deals on North Macedonia to Chicago flight tickets

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Use the filters below to find and compare flights from North Macedonia to Chicago that are best for you.

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 is the cheapest airline that flies from North Macedonia to Chicago?

What airlines fly to Chicago?

Cheap North Macedonia to Chicago flight deals and tips

Best Price Found

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.

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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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Airlines are sorted and displayed according to clicks in the past 7 days on momondo

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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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