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Cheap flights from Guayaquil to Chicago from $231

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

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Guayaquil to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
10:05 am - 9:20 pm
GYE
-
ORD
11h 15m
1 stop
Multiple Airlines Logo
1:29 pm - 11:36 pm
ORD
-
GYE
34h 07m
2 stops
$470Multiple Airlines
Wed, Jun 3 - Wed, Jun 10
Multiple Airlines Logo
10:05 am - 9:20 pm
GYE
-
ORD
11h 15m
1 stop
Multiple Airlines Logo
6:55 am - 11:36 pm
ORD
-
GYE
16h 41m
2 stops
$475Multiple Airlines
Thu, Jun 4 - Tue, Jun 9
Multiple Airlines Logo
6:27 pm - 7:29 pm
GYE
-
ORD
25h 02m
2 stops
Multiple Airlines Logo
8:02 am - 8:51 pm
ORD
-
GYE
12h 49m
1 stop
$476Multiple Airlines
Tue, Jun 2 - Tue, Jun 9
Multiple Airlines Logo
6:27 pm - 7:55 am
GYE
-
ORD
37h 28m
2 stops
Multiple Airlines Logo
3:21 pm - 11:20 am
ORD
-
GYE
19h 59m
1 stop
$481Multiple Airlines
Tue, Jun 2 - Tue, Jun 9
Multiple Airlines Logo
4:29 am - 7:41 pm
GYE
-
ORD
15h 12m
2 stops
Multiple Airlines Logo
3:21 pm - 12:01 am
ORD
-
GYE
8h 40m
1 stop
$484Multiple Airlines
Fri, May 29 - Thu, Jun 4
Multiple Airlines Logo
5:59 am - 7:55 am
GYE
-
ORD
25h 56m
2 stops
Multiple Airlines Logo
3:21 pm - 12:01 am
ORD
-
GYE
8h 40m
1 stop
$492Multiple Airlines
Fri, Jun 5 - Mon, Jun 8
Multiple Airlines Logo
6:27 pm - 7:29 pm
GYE
-
ORD
25h 02m
2 stops
Multiple Airlines Logo
3:21 pm - 5:29 pm
ORD
-
GYE
26h 08m
1 stop
$493Multiple Airlines
Tue, Jun 2 - Sun, Jun 7
Avianca Logo
9:10 am - 9:20 pm
GYE
-
ORD
12h 10m
1 stop
Avianca Logo
11:20 pm - 8:55 am
ORD
-
GYE
9h 35m
1 stop
$495Avianca
Tue, Jun 2 - Mon, Aug 24
Multiple Airlines Logo
6:27 pm - 7:55 am
GYE
-
ORD
37h 28m
2 stops
Multiple Airlines Logo
3:21 pm - 12:01 am
ORD
-
GYE
8h 40m
1 stop
$497Multiple Airlines
Thu, Jun 4 - Thu, Jun 11
Multiple Airlines Logo
10:05 am - 9:20 pm
GYE
-
ORD
11h 15m
1 stop
Multiple Airlines Logo
1:29 pm - 1:33 pm
ORD
-
GYE
48h 04m
2 stops
$498Multiple Airlines
Tue, Jun 2 - Sat, Jun 6

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Avianca flights from Guayaquil to Chicago

Our best Avianca deals on Guayaquil to Chicago flight tickets
Avianca
Jun 2
GYE9:10 amGuayaquil Jose Joaquin de Olmedo
12h 10m
1 stop
ORD9:20 pmChicago O'Hare Intl
Aug 24
ORD11:20 pmChicago O'Hare Intl
9h 35m
1 stop
GYE8:55 amGuayaquil Jose Joaquin de Olmedo
$495
Avianca
May 21
GYE10:05 amGuayaquil Jose Joaquin de Olmedo
11h 15m
1 stop
ORD9:20 pmChicago O'Hare Intl
Jun 9
ORD11:20 pmChicago O'Hare Intl
18h 15m
1 stop
GYE5:35 pmGuayaquil Jose Joaquin de Olmedo
$517
Avianca
Jun 1
GYE3:30 amGuayaquil Jose Joaquin de Olmedo
17h 50m
1 stop
ORD9:20 pmChicago O'Hare Intl
Jun 9
ORD11:20 pmChicago O'Hare Intl
18h 15m
1 stop
GYE5:35 pmGuayaquil Jose Joaquin de Olmedo
$518

American Airlines flights from Guayaquil to Chicago

Our best American Airlines deals on Guayaquil to Chicago flight tickets
American Airlines
Jun 2
GYE2:31 pmGuayaquil Jose Joaquin de Olmedo
18h 39m
1 stop
ORD9:10 amChicago O'Hare Intl
Aug 24
ORD7:30 amChicago O'Hare Intl
15h 15m
2 stops
GYE10:45 pmGuayaquil Jose Joaquin de Olmedo
$509
American Airlines
May 24
GYE6:00 amGuayaquil Jose Joaquin de Olmedo
15h 29m
1 stop
ORD9:29 pmChicago O'Hare Intl
May 31
ORD6:00 pmChicago O'Hare Intl
19h 31m
1 stop
GYE1:31 pmGuayaquil Jose Joaquin de Olmedo
$513
American Airlines
Jul 17
GYE2:25 pmGuayaquil Jose Joaquin de Olmedo
18h 43m
1 stop
ORD9:08 amChicago O'Hare Intl
Jul 20
ORD5:59 pmChicago O'Hare Intl
19h 26m
1 stop
GYE1:25 pmGuayaquil Jose Joaquin de Olmedo
$528

momondo Fare Finder

 
Customize your flight search to find flights from Guayaquil to Chicago 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, momondo users made 832,500 searches. Data last updated May 6, 2026.
Use the filters below to find and compare flights from Guayaquil to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

GuayaquilChicago

GYE - ORD

GYEORD

Guayaquil Jose Joaquin de Olmedo

Wed 6/3

10:05 am-9:20 pm

1 stop11h 15m

Chicago O'Hare Intl

Wed 6/10

1:29 pm-11:36 pm

2 stops34h 07m

$470

GuayaquilChicago

GYE - ORD

GYEORD

Guayaquil Jose Joaquin de Olmedo

Thu 6/4

10:05 am-9:20 pm

1 stop11h 15m

Chicago O'Hare Intl

Tue 6/9

6:55 am-11:36 pm

2 stops16h 41m

$475

GuayaquilChicago

GYE - ORD

GYEORD

Guayaquil Jose Joaquin de Olmedo

Tue 6/2

6:27 pm-7:29 pm

2 stops25h 02m

Chicago O'Hare Intl

Tue 6/9

8:02 am-8:51 pm

1 stop12h 49m

$476

GuayaquilChicago

GYE - ORD

GYEORD

Guayaquil Jose Joaquin de Olmedo

Tue 6/2

6:27 pm-7:55 am

2 stops37h 28m

Chicago O'Hare Intl

Tue 6/9

3:21 pm-11:20 am

1 stop19h 59m

$481

GuayaquilChicago

GYE - ORD

GYEORD

Guayaquil Jose Joaquin de Olmedo

Fri 5/29

4:29 am-7:41 pm

2 stops15h 12m

Chicago O'Hare Intl

Thu 6/4

3:21 pm-12:01 am

1 stop8h 40m

$484

GuayaquilChicago

GYE - ORD

GYEORD

Guayaquil Jose Joaquin de Olmedo

Fri 6/5

5:59 am-7:55 am

2 stops25h 56m

Chicago O'Hare Intl

Mon 6/8

3:21 pm-12:01 am

1 stop8h 40m

$492

GuayaquilChicago

GYE - ORD

GYEORD

Guayaquil Jose Joaquin de Olmedo

Tue 6/2

6:27 pm-7:29 pm

2 stops25h 02m

Chicago O'Hare Intl

Sun 6/7

3:21 pm-5:29 pm

1 stop26h 08m

$493
Quickest round-trip

GuayaquilChicago

GYE - ORD

GYEORD

Guayaquil Jose Joaquin de Olmedo

Tue 6/2

9:10 am-9:20 pm

1 stop12h 10m

Chicago O'Hare Intl

Mon 8/24

11:20 pm-8:55 am

1 stop9h 35m

$495

GuayaquilChicago

GYE - ORD

GYEORD

Guayaquil Jose Joaquin de Olmedo

Thu 6/4

6:27 pm-7:55 am

2 stops37h 28m

Chicago O'Hare Intl

Thu 6/11

3:21 pm-12:01 am

1 stop8h 40m

$497

GuayaquilChicago

GYE - ORD

GYEORD

Guayaquil Jose Joaquin de Olmedo

Tue 6/2

10:05 am-9:20 pm

1 stop11h 15m

Chicago O'Hare Intl

Sat 6/6

1:29 pm-1:33 pm

2 stops48h 04m

$498

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Guayaquil to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Guayaquil and Chicago?

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Guayaquil, with most prices found around $103. If you’re not able to fly to Chicago in February, then June is your next best option. Flight prices from Guayaquil to Chicago during June average around $105.

How far in advance should I book a flight from Guayaquil to Chicago?

You are more likely to see cheaper flights to Chicago from Guayaquil when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $527 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Guayaquil for as low as $417 on momondo.

Can stopping save me money on Guayaquil to Chicago flights?

You could potentially save up to 3% on your flight if you consider stops on a Guayaquil to Chicago flight.

How have Guayaquil to Chicago flight prices changed over time?

As of May 2026, prices for Guayaquil to Chicago flights are approximately 45% more expensive when compared to flights at the same time last year.

When to book flights from Guayaquil to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Guayaquil to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Guayaquil to Chicago (GYE to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Guayaquil to Chicago

Fastest flight time

10h 27m

Direct flights

None
The fastest flight from Guayaquil to Chicago takes 10h 27m
There are no direct flights from Guayaquil to Chicago. There are no popular flight routes from Guayaquil to Chicago.
Search flight deals

Frequently asked questions about flying from Guayaquil to Chicago

  • How far is Guayaquil Jose Joaquin de Olmedo to Chicago by plane?

    The distance between Guayaquil Jose Joaquin de Olmedo and Chicago is about 3081.1 mi. A reasonable flight in good conditions will take 10h 27m.

  • When did momondo last update prices for flights from Guayaquil Jose Joaquin de Olmedo Airport to Chicago?

    Prices for flights from Guayaquil Jose Joaquin de Olmedo Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Guayaquil Jose Joaquin de Olmedo Airport to Chicago?

  • How old do you have to be to fly from Guayaquil Jose Joaquin de Olmedo Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Guayaquil Jose Joaquin de Olmedo Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Guayaquil to Chicago?

Best airlines flying from Guayaquil to Chicago

Compare and see reviews for airlines that fly from Guayaquil to Chicago with momondo
Airline
Rating
Free Cancellation
Price
AviancaPriceFrom $336Free CancellationRating
6.5
2,523 reviews
Search Avianca flights
Copa AirlinesPriceFrom $399Free CancellationRating
7.5
1,580 reviews
Search Copa Airlines flights

Traveling to a place near Chicago?

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

Why use momondo?

Why should I use momondo to find a flight deal from Guayaquil to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Guayaquil to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Guayaquil to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Guayaquil to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Guayaquil to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Guayaquil. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Guayaquil to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Guayaquil to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport