$521 Find Cheap Flights from Paraguay to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 5/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Paraguay to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Paraguay to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Paraguay to Chicago

Tue, Sep 22 - Tue, Sep 29
LATAM Airlines Logo
8:10 am - 11:57 pm
ASU
-
ORD
17h 47m
2 stops
LATAM Airlines Logo
3:35 pm - 5:40 pm
ORD
-
ASU
24h 05m
2 stops
$987LATAM Airlines
Fri, Jun 12 - Fri, Jun 19
Copa Airlines Logo
6:33 am - 4:00 am
ASU
-
ORD
23h 27m
1 stop
Copa Airlines Logo
8:02 am - 12:08 am
ORD
-
ASU
14h 06m
1 stop
$996Copa Airlines
Wed, Oct 7 - Tue, Oct 13
LATAM Airlines Logo
8:10 am - 9:52 am
ASU
-
MDW
27h 42m
2 stops
LATAM Airlines Logo
10:35 am - 5:40 pm
MDW
-
ASU
29h 05m
2 stops
$1,004LATAM Airlines
Wed, Oct 7 - Tue, Oct 13
LATAM Airlines Logo
8:10 am - 10:07 am
ASU
-
ORD
27h 57m
2 stops
LATAM Airlines Logo
3:35 pm - 5:40 pm
ORD
-
ASU
24h 05m
2 stops
$1,004LATAM Airlines
Fri, Jun 12 - Wed, Jun 17
LATAM Airlines Logo
11:25 am - 2:14 pm
ASU
-
ORD
28h 49m
2 stops
LATAM Airlines Logo
3:22 pm - 5:40 pm
ORD
-
ASU
24h 18m
2 stops
$1,018LATAM Airlines
Fri, Jun 12 - Wed, Jun 17
LATAM Airlines Logo
8:10 am - 3:40 pm
ASU
-
MDW
33h 30m
2 stops
LATAM Airlines Logo
11:05 am - 5:40 pm
MDW
-
ASU
28h 35m
2 stops
$1,027LATAM Airlines
Fri, May 29 - Wed, Jun 17
LATAM Airlines Logo
11:25 am - 9:59 am
ASU
-
MDW
24h 34m
2 stops
LATAM Airlines Logo
11:05 am - 6:05 am
MDW
-
ASU
17h 00m
2 stops
$1,039LATAM Airlines
Sat, May 30 - Sun, Jun 21
LATAM Airlines Logo
8:10 am - 8:39 am
ASU
-
ORD
26h 29m
2 stops
LATAM Airlines Logo
6:05 am - 5:40 pm
ORD
-
ASU
33h 35m
2 stops
$1,039LATAM Airlines
Tue, Aug 11 - Sat, Aug 22
Multiple Airlines Logo
8:10 am - 11:57 pm
ASU
-
ORD
17h 47m
2 stops
Multiple Airlines Logo
8:40 pm - 11:15 am
ORD
-
ASU
60h 35m
2 stops
$1,061Multiple Airlines
Fri, May 29 - Fri, Jun 19
Avianca Logo
8:25 am - 9:20 pm
ASU
-
ORD
14h 55m
1 stop
Avianca Logo
11:20 pm - 4:40 am
ORD
-
ASU
27h 20m
1 stop
$1,072Avianca
Booking Insights

KAYAK's insights & trends for flights to Chicago

Get data-powered insights and trends for flights to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Chicago?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

In the last 3 days, the cheapest flight deal to Chicago was found on the route from Asuncion, at $987 return. The most popular connection is from New York to Chicago and KAYAK users have found round-trip deals for as low as $143 in the last 3 days.

What is the cheapest month to fly to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights to Chicago is December, where tickets cost $417 on average for return flights. On the other hand, the most expensive months are November and February, where the average cost of tickets from Paraguay is $1,182 and $1,088 respectively. For one-way flights, the best month to travel is December with an average price of $417.

Which is the cheapest airport to fly into in Chicago?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Chicago is Chicago Greater Rockford Airport (RFD), with an average flight price of $152.

Good to know

Low seasonJanuary
Cheapest flight$521
Best time to beat the crowds but there is an average 10% increase in price.
Most popular time to fly with an average 5% increase in price.
Flight from Asuncion to Chicago Midway Airport

FAQs - booking Chicago flights

  • What is the cheapest flight to Chicago?

    In the last 3 days, the cheapest flight deal to Chicago was found on the route from Asuncion, at $987 return. The most popular connection is from New York to Chicago and KAYAK users have found round-trip deals for as low as $143 in the last 3 days.

  • Which Chicago airport is closest to central Chicago?

    The distance between Chicago Midway Airport and downtown Chicago is 9 miles, which makes it the closest of the 3 Chicago airports. Chicago O'Hare Airport is 16 miles away from the center and Chicago Greater Rockford is 79 miles away.

  • How does KAYAK find such low prices on flights to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many direct flights to Chicago are there each week?

    Each week there are around 39,434 direct flights from within Paraguay to Chicago. The most common day for departures is Sunday, with 16% of flights taking off on this day.

Top tips for finding cheap flights to Chicago

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Reviews of the top airline flying from Paraguay to Chicago

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Paraguay to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.5
Copa AirlinesOverall score based on 1578 reviews
7.8Boarding
8.1Crew
7.4Comfort
6.8Entertainment
6.8Food
Airline reviews

Boarding was confusing from staff telling going to preboard and than to group 1 Airplane was not cooling at the beginning

8.0 ExcellentLuis, Mar 2026
LIM - PTY
Read more Copa Airlines reviews

Boarding was confusing from staff telling going to preboard and than to group 1 Airplane was not cooling at the beginning

Friendly crew, good food options, food not the best and seats not as comfy but that’s typical.

The food is terrible I ask for water never got transport my mother we’re late and my sister from Lima was the worst waiting to long for wheelchair

Do not book it’s a scam! They stole $1200 from me

Flight got delayed; had to go through security three times.

Copa staff at PTY and one particular crew member were unhelpful & rude.

A lot things happened in this trip.The fly should be less stress.

Very strict carry on rules meant most of the plane had to gate check their luggage. As is often the case had things that were broken because of this, but I appreciated not being charged to gate check. Otherwise good flight and great crew once on the plane

Some of the Air hostesses are not that friendly. Need improvement

Simply as follows:- First, there was no vegetarian option for the meal Second, only 2 washrooms for the entire economy class.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Chicago

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.