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Paraguay

$376+ Cheap flights from Chicago (CHI) to Paraguay

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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ASU
oct. 15 — oct. 221
mié. 10/15
mié. 10/22
1 adult, Economy
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Cheap flight deals from Chicago to Paraguay

Keep the following information in mind while searching for Chicago to Paraguay flight deals. Data was last updated septiembre 15, 2025.

Round-trip from

$740
(Mytrip)

One-way from

$376
(Avianca)
From Chicago (CHI) to Paraguay
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One-way flight from Chicago (CHI) to Paraguay
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Find flight deals from Chicago to Paraguay

Cheapest flights from Chicago to Paraguay
Explore the most affordable flight options available from Chicago to Paraguay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 15, 2025.

This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/306:54 pmORD - ASU
3 stops32h 21mMultiple Airlines
mié. 11/53:10 amASU - ORD
3 stops47h 32mMultiple Airlines
Deal found 9/15$740
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
mié. 11/55:05 amORD - ASU
2 stops21h 10mMultiple Airlines
mar. 11/118:20 amASU - ORD
1 stop15h 00mMultiple Airlines
Deal found 9/13$820
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
jue. 10/3011:20 pmORD - ASU
1 stop27h 55mAvianca
jue. 11/68:20 amASU - ORD
1 stop15h 00mAvianca
Deal found 9/15$870
This FlightHub deal was found by Cheapflights users on 9/13. 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.
mié. 11/510:40 amMDW - ASU
2 stops28h 00mLATAM Airlines
mar. 11/118:25 amASU - MDW
2 stops18h 07mLATAM Airlines
Deal found 9/13$1,270
This CheapOair deal was found by Cheapflights users on 9/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/274:25 pmMDW - ASU
2 stops35h 45mLATAM Airlines
mar. 9/308:25 amASU - MDW
2 stops27h 15mLATAM Airlines
Deal found 9/14$1,706
This LATAM Airlines deal was found by Cheapflights users on 9/15. 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/3010:40 amMDW - ASU
2 stops21h 30mLATAM Airlines
jue. 11/68:25 amASU - MDW
2 stops16h 49mLATAM Airlines
Deal found 9/15$1,744
This FlightHub deal was found by Cheapflights users on 9/14. 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.
vie. 12/265:00 pmMDW - ASU
2 stops34h 15mLATAM Airlines
lun. 1/268:25 amASU - MDW
2 stops30h 36mLATAM Airlines
Deal found 9/14$1,932
This CheapOair deal was found by Cheapflights users on 9/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/175:32 pmMDW - ASU
2 stops33h 43mLATAM Airlines
dom. 1/46:30 pmASU - MDW
2 stops30h 16mLATAM Airlines
Deal found 9/14$2,559
This Justfly.com deal was found by Cheapflights users on 9/14. 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.
jue. 12/1810:49 amMDW - ASU
2 stops16h 26mLATAM Airlines
sáb. 12/278:25 amASU - MDW
2 stops16h 51mLATAM Airlines
Deal found 9/14$4,540
This Justfly.com deal was found by Cheapflights users on 9/14. 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.
jue. 12/1810:49 amMDW - ASU
2 stops16h 26mLATAM Airlines
dom. 12/288:25 amASU - MDW
2 stops16h 51mLATAM Airlines
Deal found 9/14$4,673
This FlightHub deal was found by Cheapflights users on 9/14. 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.
vie. 12/195:32 pmMDW - ASU
2 stops33h 43mLATAM Airlines
sáb. 1/38:25 amASU - MDW
2 stops16h 51mLATAM Airlines
Deal found 9/14$4,790
This FlightHub deal was found by Cheapflights users on 9/14. 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.
vie. 12/269:54 amMDW - ASU
2 stops17h 21mLATAM Airlines
sáb. 1/38:25 amASU - MDW
2 stops16h 51mLATAM Airlines
Deal found 9/14$7,227

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Paraguay 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 septiembre 15, 2025.
Use the filters below to find and compare flights from Chicago to Paraguay that are best for you.

Fly from

Chicago

Fly to

Paraguay

Route

Depart

Return

Price

ChicagoAsuncion

ORD - ASU

ORDASU

Chicago O'Hare Intl

jue. 10/30

6:54 pm-5:15 am

3 stops32h 21m

Asuncion Silvio Pettirossi

mié. 11/5

3:10 am-11:42 pm

3 stops47h 32m

$740

ChicagoAsuncion

ORD - ASU

ORDASU

Chicago O'Hare Intl

mié. 11/5

5:05 am-10:10 am

3 stops26h 05m

Asuncion Silvio Pettirossi

lun. 11/10

2:50 am-11:42 pm

3 stops23h 52m

$854

ChicagoAsuncion

ORD - ASU

ORDASU

Chicago O'Hare Intl

jue. 10/30

11:20 pm-5:15 am

1 stop27h 55m

Asuncion Silvio Pettirossi

jue. 11/6

8:20 am-8:20 pm

1 stop15h 00m

$870

ChicagoAsuncion

ORD - ASU

ORDASU

Chicago O'Hare Intl

mié. 3/11

3:55 pm-5:40 pm

2 stops23h 45m

Asuncion Silvio Pettirossi

mar. 3/17

12:20 pm-1:01 pm

2 stops26h 41m

$875

ChicagoAsuncion

ORD - ASU

ORDASU

Chicago O'Hare Intl

mié. 11/5

2:07 pm-5:30 am

1 stop12h 23m

Asuncion Silvio Pettirossi

mar. 11/11

6:33 am-12:05 am

1 stop20h 32m

$964

ChicagoAsuncion

ORD - ASU

ORDASU

Chicago O'Hare Intl

mar. 12/16

10:20 pm-5:15 am

1 stop27h 55m

Asuncion Silvio Pettirossi

lun. 12/22

8:25 am-11:58 pm

2 stops18h 33m

$976

ChicagoAsuncion

ORD - ASU

ORDASU

Chicago O'Hare Intl

vie. 9/26

6:44 pm-6:10 am

3 stops33h 26m

Asuncion Silvio Pettirossi

lun. 9/29

8:25 am-5:39 pm

3 stops35h 14m

$991

ChicagoAsuncion

MDW - ASU

MDWASU

Chicago Midway

mié. 11/5

10:40 am-5:40 pm

2 stops28h 00m

Asuncion Silvio Pettirossi

mar. 11/11

8:25 am-11:32 pm

2 stops18h 07m

$1,270

ChicagoAsuncion

MDW - ASU

MDWASU

Chicago Midway

sáb. 9/27

4:25 pm-6:10 am

2 stops35h 45m

Asuncion Silvio Pettirossi

mar. 9/30

8:25 am-9:40 am

2 stops27h 15m

$1,706

ChicagoAsuncion

MDW - ASU

MDWASU

Chicago Midway

jue. 10/30

10:40 am-10:10 am

2 stops21h 30m

Asuncion Silvio Pettirossi

jue. 11/6

8:25 am-10:14 pm

2 stops16h 49m

$1,744

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 22 results
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Best time to book a flight from Chicago to Paraguay

Have a flexible travel schedule? Discover the best time to fly to Paraguay from Chicago 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 Chicago to Paraguay

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

Currently, April is the cheapest month in which you can book a flight from Chicago to Paraguay (average of $715). Flying from Chicago to Paraguay in December is currently the most expensive (average of $1,024). 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 CHI to PY?

Find hourly flight availability from Chicago to Paraguay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 15, 2025.

When flying from Chicago to Paraguay, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Paraguay

Get insights into the airlines that provide service to Paraguay. 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 Paraguay. Reviews last updated septiembre 15, 2025.
Read reviews from past customers who have flown Copa Airlines and Avianca from Chicago to Paraguay. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.6
Good
1,531 reviews

Crew

8.1

Food

6.8

Comfort

7.4

Entertainment

6.8

Overall

7.6

Boarding

7.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Copa Airlines
7.6
Good
1,531 reviews
Copa Airlines
7.6
Good
1,531 reviews

Crew

8.1

Food

6.8

Comfort

7.4

Entertainment

6.8

Overall

7.6

Boarding

7.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Avianca
6.7
Okay
2,435 reviews
Copa Airlines
7.6
Good
1,531 reviews

Crew

8.1

Food

6.8

Comfort

7.4

Entertainment

6.8

Overall

7.6

Boarding

7.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip

Related info for your journey

Find useful and relevant information for your journey from Chicago to Paraguay. 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 Chicago to Paraguay?

    There are many flights that can get you from Chicago to Paraguay in 27h 55m. Fly via Avianca or LATAM Airlines to get the fastest option. Chicago and Paraguay are separated by a distance of 5030 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Chicago to Paraguay that include hotel bookings?

    Yes. In addition to deals on Chicago to Paraguay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Paraguay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Paraguay.

  • Can I find deals for business class flights from Chicago to Paraguay?

    Yes. Cheapflights offers flight deals from Chicago to Paraguay 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 Chicago to Paraguay?

    Currently, April is the cheapest month in which you can book a flight from Chicago to Paraguay (average of $715). Flying from Chicago to Paraguay in December is currently the most expensive (average of $1,024). 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

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Alternative routes for Chicago to Paraguay

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Chicago to Paraguay

Discover the top 2 airlines that operate flights from Chicago to Paraguay. 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 septiembre 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
AviancaCheapest$243Average$482FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$586Average$1,295FlexibilityNo cancel feeOn-time70%

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