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$405+ Cheap flights from Midway (MDW) 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — ASU
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap flight deals from Midway to Paraguay

Keep the following information in mind while searching for Midway to Paraguay flight deals. Data was last updated January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$1,183
(Orbitz)

One-way from

$405
(Kiwi.com)

Popular in

December

Cheapest in

March
Provider with most accurate pricing for Chicago (CHI)-Asuncion Silvio Pettirossi flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Asuncion Silvio Pettirossi flights.
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From Chicago Midway to Paraguay
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One-way flight from Chicago Midway to Paraguay
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Highest demand for flights based on searches. 28% potential increase in price ($345 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($63 potential savings vs. average RT price).
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Find flight deals from Midway to Paraguay

Cheapest flights from Midway to Paraguay
Explore the most affordable flight options available from Midway to Paraguay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

This Expedia deal was found by Cheapflights users on 1/7. 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.
Thu 8/610:35 amMDW - ASU
2 stops41h 30mLATAM Airlines
Sat 8/158:10 amASU - MDW
2 stops27h 40mLATAM Airlines
Deal found 1/7$1,147
This Ovago deal was found by Cheapflights users on 1/7. 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.
Thu 8/65:25 pmMDW - ASU
2 stops34h 40mLATAM Airlines
Fri 8/148:10 amASU - MDW
2 stops27h 40mLATAM Airlines
Deal found 1/7$1,160
This Priceline deal was found by Cheapflights users on 1/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:25 pmMDW - ASU
2 stops34h 40mLATAM Airlines
Mon 7/68:10 amASU - MDW
2 stops27h 40mLATAM Airlines
Deal found 1/6$1,180
This Orbitz deal was found by Cheapflights users on 1/7. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/175:31 pmMDW - ASU
2 stops30h 34mLATAM Airlines
Fri 5/88:10 amASU - MDW
2 stops33h 15mLATAM Airlines
Deal found 1/7$1,183
This LATAM Airlines deal was found by Cheapflights users on 1/5. 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.
Sat 8/156:00 amMDW - ASU
2 stops22h 05mLATAM Airlines
Wed 8/1911:05 amASU - MDW
2 stops24h 45mLATAM Airlines
Deal found 1/5$1,231
This FlightHub deal was found by Cheapflights users on 1/6. 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.
Tue 8/115:25 pmMDW - ASU
2 stops30h 40mLATAM Airlines
Mon 8/1711:05 amASU - MDW
2 stops24h 45mLATAM Airlines
Deal found 1/6$1,291
This FlightHub deal was found by Cheapflights users on 1/7. 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.
Wed 9/95:25 pmMDW - ASU
2 stops22h 15mLATAM Airlines
Mon 9/148:10 amASU - MDW
2 stops27h 40mLATAM Airlines
Deal found 1/7$1,301
This CheapOair deal was found by Cheapflights users on 1/8. 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.
Tue 1/2012:48 pmMDW - ASU
2 stops18h 37mLATAM Airlines
Mon 2/28:25 amASU - MDW
2 stops16h 57mLATAM Airlines
Deal found 1/8$1,586
This CheapOair deal was found by Cheapflights users on 1/7. 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.
Wed 1/1411:21 amMDW - ASU
2 stops40h 04mLATAM Airlines
Wed 1/288:25 amASU - MDW
2 stops30h 34mLATAM Airlines
Deal found 1/7$1,600
This CheapOair deal was found by Cheapflights users on 1/7. 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 1/165:31 pmMDW - ASU
2 stops33h 54mLATAM Airlines
Wed 2/48:25 amASU - MDW
2 stops16h 57mLATAM Airlines
Deal found 1/7$1,626

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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 January 8, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Paraguay that are best for you.

Fly from

Midway

Fly to

Paraguay

Route

Depart

Return

Price

ChicagoAsuncion

MDW - ASU

MDWASU

Chicago Midway

Mon 6/8

5:25 pm-6:05 am

2 stops34h 40m

Asuncion Silvio Pettirossi

Mon 7/6

8:10 am-9:50 am

2 stops27h 40m

$1,180

ChicagoAsuncion

MDW - ASU

MDWASU

Chicago Midway

Fri 4/17

5:31 pm-2:05 am

2 stops30h 34m

Asuncion Silvio Pettirossi

Fri 5/8

8:10 am-3:25 pm

2 stops33h 15m

$1,183

ChicagoAsuncion

MDW - ASU

MDWASU

Chicago Midway

Tue 1/20

12:48 pm-10:25 am

2 stops18h 37m

Asuncion Silvio Pettirossi

Mon 2/2

8:25 am-11:59 am

2 stops30h 34m

$1,594

ChicagoAsuncion

MDW - ASU

MDWASU

Chicago Midway

Wed 2/11

12:46 pm-1:50 am

2 stops34h 04m

Asuncion Silvio Pettirossi

Wed 2/18

8:25 am-9:54 am

2 stops28h 29m

$1,681

ChicagoAsuncion

MDW - ASU

MDWASU

Chicago Midway

Fri 1/23

6:00 am-6:25 am

2 stops21h 25m

Asuncion Silvio Pettirossi

Fri 1/30

8:25 am-10:22 pm

2 stops16h 57m

$1,803

ChicagoAsuncion

MDW - ASU

MDWASU

Chicago Midway

Mon 6/15

1:05 pm-6:05 am

2 stops39h 00m

Asuncion Silvio Pettirossi

Mon 6/22

8:10 am-9:51 am

2 stops27h 41m

$2,074

ChicagoAsuncion

MDW - ASU

MDWASU

Chicago Midway

Thu 1/22

5:01 pm-5:15 am

3 stops33h 14m

$456

ChicagoAsuncion

MDW - ASU

MDWASU

Chicago Midway

Mon 1/19

7:20 pm-3:20 pm

2 stops41h 00m

$565

ChicagoAsuncion

MDW - ASU

MDWASU

Chicago Midway

Sun 1/18

8:19 pm-12:14 am

2 stops24h 55m

$571

ChicagoAsuncion

MDW - ASU

MDWASU

Chicago Midway

Thu 1/22

6:00 am-6:25 am

2 stops21h 25m

$971

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 15 results
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Best time to book a flight from Midway to Paraguay

Have a flexible travel schedule? Discover the best time to fly to Paraguay from Midway 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 Midway Airport to Paraguay
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Midway 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 Midway Airport to Paraguay?

    LATAM Airlines can get you from Chicago Midway Airport to Paraguay in just under 34h 40m. Your travel time can differ by up to . There are 5014 mi between Chicago Midway Airport and Paraguay.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway 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.

See more FAQs

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