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South Padre Island

$135+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MFE
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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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 November 6, 2025.

This American Airlines deal was found by Cheapflights users on 11/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:15 amORD - BRO
1 stop7h 02mAmerican Airlines
Tue 12/92:48 pmBRO - ORD
1 stop7h 30mAmerican Airlines
Deal found 11/5$269
This American Airlines deal was found by Cheapflights users on 11/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/207:29 amORD - BRO
1 stop6h 51mAmerican Airlines
Sun 11/236:11 pmBRO - ORD
1 stop5h 20mAmerican Airlines
Deal found 11/5$354
This United Airlines deal was found by Cheapflights users on 11/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:20 amORD - BRO
2 stops12h 15mUnited Airlines
Tue 12/95:25 pmBRO - ORD
1 stop5h 31mUnited Airlines
Deal found 11/5$409
This United Airlines deal was found by Cheapflights users on 11/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/216:00 amORD - BRO
1 stop5h 28mUnited Airlines
Tue 11/255:15 pmBRO - ORD
1 stop7h 00mUnited Airlines
Deal found 11/6$419
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Fri 11/712:45 pmORD - BRO
1 stop7h 40mUnited Airlines
Fri 11/145:15 pmBRO - ORD
1 stop5h 55mUnited Airlines
Deal found 11/4$439
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Mon 12/84:45 pmORD - BRO
1 stop6h 51mUnited Airlines
Fri 12/265:10 amBRO - ORD
1 stop7h 07mUnited Airlines
Deal found 11/4$444
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Wed 11/192:21 pmORD - BRO
1 stop6h 04mUnited Airlines
Sun 11/235:15 pmBRO - ORD
1 stop7h 00mUnited Airlines
Deal found 11/4$449
This United Airlines deal was found by Cheapflights users on 11/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/262:21 pmORD - BRO
1 stop6h 04mUnited Airlines
Sun 11/309:30 pmBRO - ORD
1 stop4h 57mUnited Airlines
Deal found 11/5$458
This United Airlines deal was found by Cheapflights users on 11/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/78:50 amORD - BRO
1 stop7h 10mUnited Airlines
Sun 11/95:15 pmBRO - ORD
1 stop7h 00mUnited Airlines
Deal found 11/5$469
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Sat 11/225:10 pmORD - BRO
1 stop6h 26mUnited Airlines
Sat 11/299:30 pmBRO - ORD
1 stop4h 57mUnited Airlines
Deal found 11/4$509
This United Airlines deal was found by Cheapflights users on 11/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/216:00 amORD - BRO
1 stop5h 28mUnited Airlines
Sun 11/235:15 pmBRO - ORD
2 stops14h 50mUnited Airlines
Deal found 11/6$512

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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$269
(American Airlines)

One-way from

$201
(American Airlines)

Popular in

March

Cheapest in

February

Average price

$373
Provider with most accurate pricing for Chicago (CHI)-Brownsville South Padre Is. Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Brownsville South Padre Is. Intl flights.
Search Deals
From Chicago (CHI) to South Padre Island
Search Deals
One-way flight from Chicago (CHI) to South Padre Island
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 6, 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

Thu 12/4

7:15 am-2:17 pm

1 stop7h 02m

Brownsville South Padre Is. Intl

Tue 12/9

2:48 pm-10:18 pm

1 stop7h 30m

$269

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Sat 4/4

5:15 am-11:22 am

1 stop6h 07m

Brownsville South Padre Is. Intl

Fri 4/10

5:25 pm-10:36 pm

1 stop5h 11m

$269

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Thu 11/20

7:29 am-2:20 pm

1 stop6h 51m

Brownsville South Padre Is. Intl

Sun 11/23

6:11 pm-11:31 pm

1 stop5h 20m

$354

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Thu 3/5

3:56 pm-9:48 pm

1 stop5h 52m

Brownsville South Padre Is. Intl

Sun 3/8

5:10 am-10:07 am

1 stop4h 57m

$367

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Tue 3/10

12:46 pm-6:41 pm

1 stop5h 55m

Brownsville South Padre Is. Intl

Wed 3/11

5:25 pm-11:02 pm

1 stop5h 37m

$409

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Thu 4/30

2:15 pm-7:23 pm

1 stop5h 08m

Brownsville South Padre Is. Intl

Thu 5/7

5:25 pm-12:10 am

1 stop6h 45m

$414

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Fri 11/21

6:00 am-11:28 am

1 stop5h 28m

Brownsville South Padre Is. Intl

Tue 11/25

5:15 pm-12:15 am

1 stop7h 00m

$419

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Mon 3/16

2:10 pm-9:48 pm

1 stop7h 38m

Brownsville South Padre Is. Intl

Sun 3/22

5:25 pm-12:26 am

1 stop7h 01m

$443

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Mon 12/8

4:45 pm-11:36 pm

1 stop6h 51m

Brownsville South Padre Is. Intl

Fri 12/26

5:10 am-12:17 pm

1 stop7h 07m

$444

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Tue 3/31

5:15 am-11:22 am

1 stop6h 07m

Brownsville South Padre Is. Intl

Sat 4/4

9:30 am-9:30 am

2 stops24h 00m

$458

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 18 results
1
2

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, January is the cheapest month in which you can book a flight from Chicago to South Padre Island (average of $171). Flying from Chicago to South Padre Island in May is currently the most expensive (average of $258). 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 November 6, 2025.

When flying from Chicago to South Padre Island, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 24% versus a flight in the afternoon.

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 November 6, 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
9,007 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

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
9,007 reviews
United Airlines
7.4
Good
9,007 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

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
11,040 reviews
United Airlines
7.4
Good
9,007 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

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 6h 07m. Your travel time can differ by up to 55m. 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, January is the cheapest month in which you can book a flight from Chicago to South Padre Island (average of $171). Flying from Chicago to South Padre Island in May is currently the most expensive (average of $258). 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.

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Alternative routes for Chicago to South Padre Island

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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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$208Average$374FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$226Average$395FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$226Average$377FlexibilityNo cancel feeOn-time71%

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