$373 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 8/21. 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
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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

Wed, Apr 22 - Tue, Apr 28
LATAM Airlines Logo
11:05 am - 9:56 am
ASU
-
MDW
24h 51m
2 stops
LATAM Airlines Logo
5:21 pm - 5:40 pm
MDW
-
ASU
22h 19m
2 stops
$754LATAM Airlines
Wed, Apr 22 - Tue, Apr 28
LATAM Airlines Logo
11:05 am - 5:41 pm
ASU
-
ORD
32h 36m
2 stops
LATAM Airlines Logo
9:50 am - 5:40 pm
ORD
-
ASU
29h 50m
2 stops
$754LATAM Airlines
Fri, Apr 24 - Fri, May 1
Copa Airlines Logo
4:04 am - 1:13 am
ASU
-
ORD
23h 09m
1 stop
Copa Airlines Logo
8:02 am - 12:08 am
ORD
-
ASU
14h 06m
1 stop
$758Copa Airlines
Tue, Apr 21 - Tue, Apr 28
Copa Airlines Logo
1:57 am - 1:50 pm
ASU
-
ORD
13h 53m
1 stop
Copa Airlines Logo
3:05 pm - 5:33 am
ORD
-
ASU
12h 28m
1 stop
$778Copa Airlines
Sun, Apr 26 - Sun, May 3
Multiple Airlines Logo
8:10 am - 5:41 pm
ASU
-
ORD
35h 31m
2 stops
Multiple Airlines Logo
8:31 am - 5:40 pm
ORD
-
ASU
31h 09m
2 stops
$779Multiple Airlines
Tue, May 5 - Wed, May 6
LATAM Airlines Logo
8:10 am - 8:40 am
ASU
-
ORD
26h 30m
2 stops
LATAM Airlines Logo
11:08 am - 5:40 pm
ORD
-
ASU
28h 32m
2 stops
$781LATAM Airlines
Thu, Apr 30 - Wed, May 6
LATAM Airlines Logo
8:10 am - 12:07 pm
ASU
-
MDW
29h 57m
2 stops
LATAM Airlines Logo
10:41 am - 5:40 pm
MDW
-
ASU
28h 59m
2 stops
$792LATAM Airlines
Sat, May 2 - Tue, May 19
LATAM Airlines Logo
8:10 am - 8:37 am
ASU
-
ORD
26h 27m
2 stops
LATAM Airlines Logo
6:05 pm - 5:40 pm
ORD
-
ASU
21h 35m
2 stops
$804LATAM Airlines
Fri, Apr 24 - Fri, May 1
LATAM Airlines Logo
8:10 am - 9:56 am
ASU
-
MDW
27h 46m
2 stops
LATAM Airlines Logo
5:21 pm - 6:05 am
MDW
-
ASU
34h 44m
2 stops
$842LATAM Airlines
Sun, Jun 14 - Sat, Jun 20
Copa Airlines Logo
6:33 am - 4:00 am
ASU
-
ORD
23h 27m
1 stop
Copa Airlines Logo
8:02 am - 2:47 am
ORD
-
ASU
16h 45m
1 stop
$870Copa Airlines
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 $754 return. The most popular connection is from Boston to Chicago and KAYAK users have found round-trip deals for as low as $135 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 February and January, where the average cost of tickets from Paraguay is $1,088 and $933 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 $161.

Find deals

Good to know

Low seasonJanuary
Cheapest flight$373
Best time to beat the crowds but there is an average 14% increase in price.
Most popular time to fly with an average 7% increase in price.
Flight from Asuncion to Chicago O'Hare 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 $754 return. The most popular connection is from Boston to Chicago and KAYAK users have found round-trip deals for as low as $135 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 16,986 direct flights from within Paraguay to Chicago. The most common day for departures is Sunday, with 15% 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 1570 reviews
8.1Crew
7.8Boarding
6.8Entertainment
6.8Food
7.4Comfort
Airline reviews

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

2.0 MediocreTalicia, Mar 2026
PTY - RDU
Read more Copa Airlines reviews

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.

The flight was good overall. Everything went smoothly, although the landing was a bit rough. Still, it was a pleasant experience

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.

I liked the meatloaf the chicken was awful but the plane was on time and got there and the staff was nice.

Boarding was quick & efficient; they gave boarding groups due priority; staff & air crew were very cordial and helpful, pleasant flight.

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
Griffith
Saint John

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.
First Class flights to Chicago
Business Class flights to Chicago
Premium Economy Class flights to Chicago
Economy Class flights to Chicago