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Cheap flights from North Macedonia to Chicago from $280

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 6/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from North Macedonia to Chicago

Recent round-trip flight deals from North Macedonia to Chicago

Enter your travel dates to find the best prices.
Multiple Airlines Logo
3:10 pm - 9:15 pm
SKP
-
ORD
13h 05m
1 stop
Multiple Airlines Logo
4:05 pm - 2:35 pm
ORD
-
SKP
15h 30m
1 stop
$530Multiple Airlines
Sat, Jun 6 - Mon, Aug 10
Multiple Airlines Logo
3:10 pm - 9:15 pm
SKP
-
ORD
13h 05m
1 stop
Multiple Airlines Logo
4:05 pm - 2:35 pm
ORD
-
SKP
15h 30m
1 stop
$531Multiple Airlines
Sat, Jun 6 - Mon, Aug 10
Multiple Airlines Logo
3:10 pm - 2:30 pm
SKP
-
ORD
30h 20m
1 stop
Multiple Airlines Logo
3:40 pm - 9:55 pm
ORD
-
SKP
23h 15m
2 stops
$545Multiple Airlines
Sun, Jun 7 - Mon, Aug 10
Multiple Airlines Logo
3:10 pm - 9:15 pm
SKP
-
ORD
13h 05m
1 stop
Multiple Airlines Logo
6:12 pm - 7:45 pm
ORD
-
SKP
42h 33m
2 stops
$547Multiple Airlines
Sat, Jun 6 - Mon, Aug 10
Multiple Airlines Logo
4:00 am - 2:30 pm
SKP
-
ORD
17h 30m
1 stop
Multiple Airlines Logo
10:30 pm - 9:55 pm
ORD
-
SKP
16h 25m
1 stop
$553Multiple Airlines
Wed, Jun 24 - Mon, Jul 6
Multiple Airlines Logo
4:00 am - 2:30 pm
SKP
-
ORD
17h 30m
1 stop
Multiple Airlines Logo
10:30 pm - 9:55 pm
ORD
-
SKP
16h 25m
1 stop
$560Multiple Airlines
Mon, Jun 29 - Mon, Jul 20
Multiple Airlines Logo
4:00 am - 2:30 pm
SKP
-
ORD
17h 30m
1 stop
Multiple Airlines Logo
10:30 pm - 9:55 pm
ORD
-
SKP
16h 25m
1 stop
$563Multiple Airlines
Wed, Jun 17 - Mon, Jul 13
Multiple Airlines Logo
4:00 am - 2:30 pm
SKP
-
ORD
17h 30m
1 stop
Multiple Airlines Logo
4:20 pm - 12:15 am
ORD
-
SKP
24h 55m
1 stop
$567Multiple Airlines
Mon, Jun 29 - Sun, Jul 19
Air Serbia Logo
4:00 am - 2:30 pm
SKP
-
ORD
17h 30m
1 stop
Air Serbia Logo
11:20 pm - 2:10 am
ORD
-
SKP
19h 50m
1 stop
$589Air Serbia
Mon, Jun 29 - Sat, Jul 18
Multiple Airlines Logo
4:00 am - 2:30 pm
SKP
-
ORD
17h 30m
1 stop
Multiple Airlines Logo
10:30 pm - 2:35 pm
ORD
-
SKP
33h 05m
1 stop
$595Multiple Airlines
Wed, Jun 17 - Sun, Jul 12

Turkish Airlines flights from North Macedonia to Chicago

Our best Turkish Airlines deals on North Macedonia to Chicago flight tickets
Turkish Airlines
Mar 11
SKP9:15 amSkopje
16h 10m
1 stop
ORD7:25 pmChicago O'Hare Intl
Aug 26
ORD11:25 amChicago O'Hare Intl
13h 30m
1 stop
SKP7:55 amSkopje
$621
Turkish Airlines
Feb 7
SKP8:35 pmSkopje
20h 30m
1 stop
ORD10:05 amChicago O'Hare Intl
Mar 11
ORD12:50 pmChicago O'Hare Intl
13h 35m
1 stop
SKP8:25 amSkopje
$622
Turkish Airlines
Feb 23
SKP8:35 pmSkopje
28h 50m
1 stop
ORD6:25 pmChicago O'Hare Intl
Aug 10
ORD8:10 pmChicago O'Hare Intl
28h 45m
1 stop
SKP7:55 amSkopje
$625

LOT flights from North Macedonia to Chicago

Our best LOT deals on North Macedonia to Chicago flight tickets
LOT
Jun 6
SKP5:30 pmSkopje
33h 20m
1 stop
ORD7:50 pmChicago O'Hare Intl
Aug 10
ORD5:10 pmChicago O'Hare Intl
12h 45m
1 stop
SKP12:55 pmSkopje
$616
LOT
Feb 22
SKP1:15 pmSkopje
13h 45m
1 stop
ORD8:00 pmChicago O'Hare Intl
Aug 10
ORD5:10 pmChicago O'Hare Intl
12h 45m
1 stop
SKP12:55 pmSkopje
$617
LOT
Jun 5
SKP5:30 pmSkopje
33h 20m
1 stop
ORD7:50 pmChicago O'Hare Intl
Aug 10
ORD5:10 pmChicago O'Hare Intl
12h 45m
1 stop
SKP12:55 pmSkopje
$620

momondo 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, momondo users made 832,500 searches. Data last updated February 4, 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

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Sat 6/6

3:10 pm-9:15 pm

1 stop13h 05m

Chicago O'Hare Intl

Mon 8/10

4:05 pm-2:35 pm

1 stop15h 30m

$530

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Sat 6/6

3:10 pm-9:15 pm

1 stop13h 05m

Chicago O'Hare Intl

Mon 8/10

4:05 pm-2:35 pm

1 stop15h 30m

$531

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Sun 6/7

3:10 pm-2:30 pm

1 stop30h 20m

Chicago O'Hare Intl

Mon 8/10

3:40 pm-9:55 pm

2 stops23h 15m

$545

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Sat 6/6

3:10 pm-9:15 pm

1 stop13h 05m

Chicago O'Hare Intl

Mon 8/10

6:12 pm-7:45 pm

2 stops42h 33m

$547

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Wed 6/24

4:00 am-2:30 pm

1 stop17h 30m

Chicago O'Hare Intl

Mon 7/6

10:30 pm-9:55 pm

1 stop16h 25m

$553

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Mon 6/29

4:00 am-2:30 pm

1 stop17h 30m

Chicago O'Hare Intl

Mon 7/20

10:30 pm-9:55 pm

1 stop16h 25m

$560

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Wed 6/17

4:00 am-2:30 pm

1 stop17h 30m

Chicago O'Hare Intl

Mon 7/13

10:30 pm-9:55 pm

1 stop16h 25m

$563

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Mon 6/29

4:00 am-2:30 pm

1 stop17h 30m

Chicago O'Hare Intl

Sun 7/19

4:20 pm-12:15 am

1 stop24h 55m

$567

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Mon 6/29

4:00 am-2:30 pm

1 stop17h 30m

Chicago O'Hare Intl

Sat 7/18

11:20 pm-2:10 am

1 stop19h 50m

$589

SkopjeChicago

SKP - ORD

SKPORD

Skopje

Wed 6/17

4:00 am-2:30 pm

1 stop17h 30m

Chicago O'Hare Intl

Sun 7/12

10:30 pm-2:35 pm

1 stop33h 05m

$595

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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

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 $612. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from North Macedonia to Chicago during January average around $630.

How far in advance should I book a flight 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 $710 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 $658 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

  • 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?

  • 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
LOTPriceFrom $580Free CancellationRating
7.5
1,179 reviews
Search LOT flights
Turkish AirlinesPriceFrom $605Free CancellationRating
7.3
4,210 reviews
Search Turkish Airlines flights
LufthansaPriceFrom $613Free CancellationRating
6.8
7,759 reviews
Search Lufthansa flights
Austrian AirlinesPriceFrom $625Free CancellationRating
7.5
896 reviews
Search Austrian Airlines flights
Air SerbiaPriceFrom $646Free CancellationRating
6.1
214 reviews
Search Air Serbia flights
United AirlinesPriceFrom $647Free CancellationRating
7.4
9,235 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
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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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport