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South Padre Island

$165+ Cheap flights from Chicago (CHI) to South Padre Island, TX

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 11/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HRL
oct. 19 — oct. 261
dom. 10/19
dom. 10/26
1 adult, Economy
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Cheap flight deals from Chicago to South Padre Island

Keep the following information in mind while searching for Chicago to South Padre Island flight deals. Data was last updated septiembre 19, 2025.

Round-trip from

$239
(American Airlines)

One-way from

$165
(United Airlines)

Popular in

March

Cheapest in

February

Average price

$378
From Chicago (CHI) to South Padre Island
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One-way flight from Chicago (CHI) to South Padre Island
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Highest demand for flights based on searches. 7% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Chicago to South Padre Island

Cheapest flights from Chicago to South Padre Island
Explore the most affordable flight options available from Chicago to South Padre Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 19, 2025.

This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/115:17 pmORD - BRO
1 stop5h 38mAmerican Airlines
sáb. 10/185:38 amBRO - ORD
1 stop5h 13mAmerican Airlines
Deal found 9/16$269
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/1910:25 amORD - BRO
1 stop6h 47mAmerican Airlines
sáb. 11/226:11 pmBRO - ORD
1 stop5h 43mAmerican Airlines
Deal found 9/15$273
This American Airlines deal was found by Cheapflights users on 9/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/114:17 pmORD - BRO
1 stop6h 38mAmerican Airlines
mié. 10/226:38 pmBRO - ORD
1 stop5h 04mAmerican Airlines
Deal found 9/17$294
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/15:17 pmORD - BRO
1 stop5h 38mAmerican Airlines
dom. 11/96:11 pmBRO - ORD
1 stop6h 17mAmerican Airlines
Deal found 9/15$299
This United Airlines deal was found by Cheapflights users on 9/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/32:20 pmORD - BRO
1 stop5h 16mUnited Airlines
mar. 10/77:15 amBRO - ORD
1 stop5h 05mUnited Airlines
Deal found 9/17$319
This United Airlines deal was found by Cheapflights users on 9/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/316:00 amORD - BRO
1 stop5h 28mUnited Airlines
vie. 10/315:15 pmBRO - ORD
1 stop7h 00mUnited Airlines
Deal found 9/17$321
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/134:45 pmORD - BRO
1 stop6h 41mAmerican Airlines
dom. 11/167:17 pmBRO - ORD
1 stop5h 11mAmerican Airlines
Deal found 9/16$324
This American Airlines deal was found by Cheapflights users on 9/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/16:45 amORD - BRO
1 stop7h 42mAmerican Airlines
sáb. 11/16:38 pmBRO - ORD
1 stop5h 04mAmerican Airlines
Deal found 9/17$329
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/145:50 pmORD - BRO
1 stop5h 43mUnited Airlines
mar. 10/215:15 pmBRO - ORD
1 stop5h 22mUnited Airlines
Deal found 9/16$333
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/315:10 pmORD - BRO
1 stop6h 26mUnited Airlines
dom. 11/97:15 amBRO - ORD
1 stop24h 26mUnited Airlines
Deal found 9/15$348
This United Airlines deal was found by Cheapflights users on 9/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/93:58 pmORD - BRO
1 stop7h 35mUnited Airlines
lun. 10/135:15 pmBRO - ORD
1 stop6h 59mUnited Airlines
Deal found 9/18$349
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/38:50 amORD - BRO
1 stop8h 22mAmerican Airlines
dom. 11/96:11 pmBRO - ORD
1 stop6h 17mAmerican Airlines
Deal found 9/15$354

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to South Padre Island 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 septiembre 19, 2025.
Use the filters below to find and compare flights from Chicago to South Padre Island that are best for you.

Fly from

Chicago

Fly to

South Padre Island

Route

Depart

Return

Price

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

mié. 10/15

4:17 pm-10:55 pm

1 stop6h 38m

Brownsville South Padre Is. Intl

mié. 10/22

6:38 pm-11:42 pm

1 stop5h 04m

$294

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

sáb. 11/1

12:03 pm-6:08 pm

1 stop6h 05m

Brownsville South Padre Is. Intl

dom. 11/9

7:17 pm-12:28 am

1 stop5h 11m

$299

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

vie. 10/3

2:20 pm-7:36 pm

1 stop5h 16m

Brownsville South Padre Is. Intl

mar. 10/7

7:15 am-12:20 pm

1 stop5h 05m

$319

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

vie. 10/31

6:00 am-11:28 am

1 stop5h 28m

Brownsville South Padre Is. Intl

vie. 10/31

5:15 pm-12:15 am

1 stop7h 00m

$321

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

jue. 11/13

4:45 pm-11:26 pm

1 stop6h 41m

Brownsville South Padre Is. Intl

dom. 11/16

7:17 pm-12:28 am

1 stop5h 11m

$324

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

sáb. 11/1

6:45 am-2:27 pm

1 stop7h 42m

Brownsville South Padre Is. Intl

sáb. 11/1

6:38 pm-11:42 pm

1 stop5h 04m

$329

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

jue. 10/9

10:35 am-4:00 pm

1 stop5h 25m

Brownsville South Padre Is. Intl

lun. 10/13

5:15 pm-12:14 am

1 stop6h 59m

$349

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

sáb. 11/22

5:58 pm-11:36 pm

1 stop5h 38m

Brownsville South Padre Is. Intl

sáb. 11/29

9:30 pm-2:27 am

1 stop4h 57m

$354

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

lun. 11/3

8:50 am-5:12 pm

1 stop8h 22m

Brownsville South Padre Is. Intl

dom. 11/9

6:11 pm-12:28 am

1 stop6h 17m

$354

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

vie. 11/7

2:54 pm-11:04 pm

1 stop8h 10m

Brownsville South Padre Is. Intl

sáb. 11/15

5:42 pm-11:37 pm

1 stop5h 55m

$354

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/18

Showing 1-10 of 17 results
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Best time to book a flight from Chicago to South Padre Island

Have a flexible travel schedule? Discover the best time to fly to South Padre Island 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 South Padre Island

What is the cheapest month to book a flight from Chicago to South Padre Island?

Currently, April is the cheapest month in which you can book a flight from Chicago to South Padre Island (average of $267). Flying from Chicago to South Padre Island in June is currently the most expensive (average of $382). 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 SO9?

Find hourly flight availability from Chicago to South Padre Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 19, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to South Padre Island as you normally would.

How much does it cost to fly round-trip from Chicago to South Padre Island?

Reviews of airlines servicing South Padre Island

Get insights into the airlines that provide service to South Padre Island. 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 South Padre Island. Reviews last updated septiembre 19, 2025.
Get a feel of what it's like to fly with United Airlines and American Airlines from Chicago to South Padre Island by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,926 reviews

Boarding

7.7

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
United Airlines
7.4
Good
8,926 reviews
United Airlines
7.4
Good
8,926 reviews

Boarding

7.7

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,926 reviews

Boarding

7.7

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

Related info for your journey

Find useful and relevant information for your journey from Chicago to South Padre Island. 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 South Padre Island?

    American Airlines and United Airlines can get you from Chicago to South Padre Island in just under 5h 16m. Your travel time can differ by up to 1h 22m. Airlines will cover a distance of 1235 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Chicago to South Padre Island that include hotel bookings?

    Yes. In addition to deals on Chicago to South Padre Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to South Padre Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to South Padre Island.

  • Can I find deals for business class flights from Chicago to South Padre Island?

    Yes. Cheapflights offers flight deals from Chicago to South Padre Island 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 South Padre Island?

    Currently, April is the cheapest month in which you can book a flight from Chicago to South Padre Island (average of $267). Flying from Chicago to South Padre Island in June is currently the most expensive (average of $382). 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

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Alternative routes for Chicago to South Padre Island

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Chicago to South Padre Island

Discover the top 3 airlines that operate flights from Chicago to South Padre Island. 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 septiembre 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$208Average$382FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$226Average$446FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$226Average$386FlexibilityNo cancel feeOn-time71%

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