HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Paraguay

$344+ 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ASU
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Paraguay with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 November 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$782
(Mytrip)

One-way from

$344
(Kiwi.com)
Provider with most accurate pricing for Chicago (CHI)-Asuncion Silvio Pettirossi flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Asuncion Silvio Pettirossi flights.
Search Deals
From Chicago (CHI) to Paraguay
Search Deals
One-way flight from Chicago (CHI) to Paraguay
Search Deals

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 November 4, 2025.

This Mytrip deal was found by Cheapflights users on 11/2. 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.
Tue 12/210:59 amORD - ASU
3 stops35h 51mMultiple Airlines
Tue 12/98:20 amASU - ORD
3 stops38h 49mMultiple Airlines
Deal found 11/2$782
This Mytrip deal was found by Cheapflights users on 11/2. 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.
Thu 11/610:20 pmORD - ASU
1 stop27h 55mMultiple Airlines
Thu 11/208:20 amASU - ORD
2 stops29h 15mMultiple Airlines
Deal found 11/2$815
This Expedia deal was found by Cheapflights users on 11/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/210:20 pmORD - ASU
1 stop27h 55mAvianca
Tue 12/98:20 amASU - ORD
1 stop15h 00mAvianca
Deal found 11/2$841
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Sat 11/86:30 amORD - ASU
2 stops24h 35mMultiple Airlines
Sat 11/228:20 amASU - ORD
1 stop15h 00mMultiple Airlines
Deal found 11/3$976
This Ovago deal was found by Cheapflights users on 11/2. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/25:13 pmMDW - ASU
2 stops34h 02mLATAM Airlines
Tue 12/98:25 amASU - MDW
2 stops18h 22mLATAM Airlines
Deal found 11/2$1,355
This Mytrip deal was found by Cheapflights users on 11/3. 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.
Mon 12/226:54 pmMDW - ASU
3 stops32h 21mMultiple Airlines
Sat 2/288:20 amASU - MDW
3 stops31h 49mMultiple Airlines
Deal found 11/3$1,508
This KAYAK deal was found by Cheapflights users on 11/3. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/229:50 amMDW - ASU
2 stops41h 25mLATAM Airlines
Sat 2/288:25 amASU - MDW
2 stops28h 33mLATAM Airlines
Deal found 11/3$1,638
This LATAM Airlines deal was found by Cheapflights users on 11/2. 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.
Thu 11/66:00 amMDW - ASU
2 stops21h 15mLATAM Airlines
Thu 11/2011:05 amASU - MDW
2 stops27h 47mLATAM Airlines
Deal found 11/2$1,687
This Ovago deal was found by Cheapflights users on 11/2. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/134:29 pmMDW - ASU
2 stops34h 46mLATAM Airlines
Tue 1/138:25 amASU - MDW
2 stops16h 44mLATAM Airlines
Deal found 11/2$1,696
This CheapOair deal was found by Cheapflights users on 11/2. 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.
Fri 12/265:05 pmMDW - ASU
2 stops34h 10mLATAM Airlines
Mon 1/268:25 amASU - MDW
2 stops17h 01mLATAM Airlines
Deal found 11/2$1,767
This CheapOair deal was found by Cheapflights users on 11/2. 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.
Fri 12/195:26 pmMDW - ASU
2 stops33h 49mLATAM Airlines
Sat 1/38:25 amASU - MDW
2 stops16h 57mLATAM Airlines
Deal found 11/2$2,763
This business-class.com deal was found by Cheapflights users on 11/2. 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 business-class.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2612:47 pmMDW - ASU
2 stops25h 53mLATAM Airlines
Tue 1/131:20 pmASU - MDW
2 stops24h 14mLATAM Airlines
Deal found 11/2$5,456

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 November 4, 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

Mon 3/2

5:45 am-2:15 pm

3 stops29h 30m

Asuncion Silvio Pettirossi

Thu 3/12

6:30 pm-9:20 pm

2 stops28h 50m

$873

ChicagoAsuncion

ORD - ASU

ORDASU

Chicago O'Hare Intl

Sun 1/11

12:00 pm-10:55 am

2 stops43h 55m

Asuncion Silvio Pettirossi

Tue 3/17

8:20 am-9:20 pm

1 stop15h 00m

$1,018

ChicagoAsuncion

ORD - ASU

ORDASU

Chicago O'Hare Intl

Thu 1/15

6:23 am-5:40 pm

2 stops32h 17m

Asuncion Silvio Pettirossi

Sat 3/21

8:20 am-9:20 pm

1 stop15h 00m

$1,054

ChicagoAsuncion

ORD - ASU

ORDASU

Chicago O'Hare Intl

Mon 1/12

10:20 pm-12:25 pm

2 stops35h 05m

Asuncion Silvio Pettirossi

Tue 3/17

8:20 am-9:20 pm

1 stop15h 00m

$1,078

ChicagoAsuncion

ORD - ASU

ORDASU

Chicago O'Hare Intl

Mon 1/12

10:20 pm-12:25 pm

2 stops35h 05m

Asuncion Silvio Pettirossi

Sat 3/21

8:20 am-9:20 pm

1 stop15h 00m

$1,078

ChicagoAsuncion

ORD - ASU

ORDASU

Chicago O'Hare Intl

Tue 12/2

10:20 pm-5:15 am

1 stop27h 55m

Asuncion Silvio Pettirossi

Sun 12/7

12:20 pm-8:20 pm

2 stops35h 00m

$1,088

ChicagoAsuncion

ORD - ASU

ORDASU

Chicago O'Hare Intl

Sat 1/10

10:20 pm-6:15 am

2 stops28h 55m

Asuncion Silvio Pettirossi

Sat 3/21

8:20 am-9:20 pm

1 stop15h 00m

$1,113

ChicagoAsuncion

ORD - ASU

ORDASU

Chicago O'Hare Intl

Mon 12/22

5:45 am-3:20 pm

3 stops30h 35m

Asuncion Silvio Pettirossi

Sat 2/28

8:20 am-8:20 pm

1 stop15h 00m

$1,137

ChicagoAsuncion

ORD - ASU

ORDASU

Chicago O'Hare Intl

Tue 1/13

8:52 am-5:15 am

2 stops41h 23m

Asuncion Silvio Pettirossi

Thu 3/19

8:20 am-9:20 pm

1 stop15h 00m

$1,145

ChicagoAsuncion

ORD - ASU

ORDASU

Chicago O'Hare Intl

Mon 11/17

2:07 pm-5:30 am

1 stop12h 23m

Asuncion Silvio Pettirossi

Mon 11/24

6:33 am-12:05 am

1 stop20h 32m

$1,149

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 29 results
1
2
3

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, November is the cheapest month in which you can book a flight from Chicago to Paraguay (average of $291). Flying from Chicago to Paraguay in June is currently the most expensive (average of $1,281). 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 November 4, 2025.

It’s typically best to fly out from Chicago to Paraguay in the evening. Doing so could potentially save you 55% on the flight price compared to flying in the afternoon, which is usually more expensive.

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 November 4, 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
1,561 reviews

Comfort

7.4

Boarding

7.8

Overall

7.6

Entertainment

6.8

Crew

8.1

Food

6.9

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
Copa Airlines
7.6
Good
1,561 reviews
Copa Airlines
7.6
Good
1,561 reviews

Comfort

7.4

Boarding

7.8

Overall

7.6

Entertainment

6.8

Crew

8.1

Food

6.9

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
Avianca
6.6
Okay
2,470 reviews
Copa Airlines
7.6
Good
1,561 reviews

Comfort

7.4

Boarding

7.8

Overall

7.6

Entertainment

6.8

Crew

8.1

Food

6.9

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring

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 34h 02m. Fly via LATAM Airlines to get the fastest option. Chicago and Paraguay are separated by a distance of 5014 mi.

  • 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, November is the cheapest month in which you can book a flight from Chicago to Paraguay (average of $291). Flying from Chicago to Paraguay in June is currently the most expensive (average of $1,281). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Paraguay

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Guarulhos Intl flights
O'Hare Intl to Jose Maria Cordova Intl flights
O'Hare Intl to Lima flights
Midway to Lima flights
O'Hare Intl to Quito flights
O'Hare Intl to Ministro Pistarini flights
O'Hare Intl to Viracopos flights
O'Hare Intl to Cartagena flights
O'Hare Intl to Bogotá flights
O'Hare Intl to Rio de Janeiro–Galeão Intl flights
Midway to Guarulhos Intl flights
O'Hare Intl to Enrique Olaya flights
O'Hare Intl to Santos Dumont flights
Midway to Bogotá flights
O'Hare Intl to Santiago flights
Midway to Jose Maria Cordova Intl flights
Midway to Quito flights
O'Hare Intl to Congonhas flights
Midway to Cartagena flights
Midway to Rio de Janeiro–Galeão Intl flights
Midway to Ministro Pistarini flights
O'Hare Intl to Cali flights
Midway to Santiago flights
O'Hare Intl to Guayaquil flights
O'Hare Intl to Barranquilla flights
O'Hare Intl to Cuzco flights
St. Louis to Jose Maria Cordova Intl flights
O'Hare Intl to Montevideo flights
St. Louis to Lima flights
St. Louis to Ministro Pistarini flights
St. Louis to Santiago flights
O'Hare Intl to Belo Horizonte flights
St. Louis to Jorge Newbery flights
St. Louis to Bogotá flights
St. Louis to Guarulhos Intl flights
O'Hare Intl to Santa Cruz de la Sierra flights
St. Louis to Cartagena flights
O'Hare Intl to Bucaramanga flights
O'Hare Intl to Curitiba flights
O'Hare Intl to Asuncion flights
St. Louis to Quito flights
St. Louis to Cuzco flights
O'Hare Intl to Fortaleza flights
O'Hare Intl to Mendoza flights
O'Hare Intl to Armenia flights

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 November 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
AviancaCheapest$266Average$482FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$547Average$1,295FlexibilityNo cancel feeOn-time70%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.