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South Padre Island

$300+ 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 7/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MFE
Jul 2 — Jul 91
Thu 7/2
Thu 7/9
1 adult, Economy
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Cheap 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 June 2, 2026.

This American Airlines deal was found by Cheapflights users on 6/2. 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.
Wed 8/124:57 pm
ORD
-
BRO
1 stop6h 26m
American Airlines
Sat 8/156:37 pm
BRO
-
ORD
1 stop5h 41m
American Airlines
Deal found 6/2$329
This American Airlines deal was found by Cheapflights users on 6/1. 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.
Wed 6/1711:43 am
ORD
-
BRO
1 stop6h 29m
American Airlines
Mon 6/226:42 pm
BRO
-
ORD
1 stop5h 57m
American Airlines
Deal found 6/1$364
This American Airlines deal was found by Cheapflights users on 5/29. 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 6/255:00 am
ORD
-
BRO
1 stop5h 14m
American Airlines
Wed 7/16:42 pm
BRO
-
ORD
1 stop5h 57m
American Airlines
Deal found 5/29$385
This American Airlines deal was found by Cheapflights users on 5/31. 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 6/255:00 am
ORD
-
BRO
1 stop5h 14m
American Airlines
Thu 7/26:42 pm
BRO
-
ORD
1 stop6h 08m
American Airlines
Deal found 5/31$397
This American Airlines deal was found by Cheapflights users on 5/29. 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.
Fri 6/125:00 am
ORD
-
BRO
1 stop5h 14m
American Airlines
Wed 6/176:42 pm
BRO
-
ORD
1 stop5h 57m
American Airlines
Deal found 5/29$399
This American Airlines deal was found by Cheapflights users on 5/30. 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.
Fri 6/125:00 am
ORD
-
BRO
1 stop5h 14m
American Airlines
Mon 7/66:42 pm
BRO
-
ORD
1 stop6h 08m
American Airlines
Deal found 5/30$430
This American Airlines deal was found by Cheapflights users on 5/29. 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 6/255:00 am
ORD
-
BRO
1 stop5h 14m
American Airlines
Sun 6/286:42 pm
BRO
-
ORD
1 stop5h 57m
American Airlines
Deal found 5/29$450
This American Airlines deal was found by Cheapflights users on 5/29. 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.
Fri 6/57:02 am
ORD
-
BRO
1 stop7h 15m
American Airlines
Tue 6/96:42 pm
BRO
-
ORD
1 stop5h 57m
American Airlines
Deal found 5/29$455
This American Airlines deal was found by Cheapflights users on 5/29. 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.
Wed 6/38:19 am
ORD
-
BRO
1 stop5h 58m
American Airlines
Sun 6/146:42 pm
BRO
-
ORD
1 stop5h 57m
American Airlines
Deal found 5/29$463
This United Airlines deal was found by Cheapflights users on 6/1. 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.
Tue 6/165:30 am
ORD
-
BRO
1 stop5h 56m
United Airlines
Sat 6/204:44 pm
BRO
-
ORD
1 stop5h 07m
United Airlines
Deal found 6/1$489
This United Airlines deal was found by Cheapflights users on 5/28. 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 9/910:40 am
ORD
-
BRO
1 stop7h 33m
United Airlines
Fri 9/1112:05 pm
BRO
-
ORD
1 stop21h 04m
United Airlines
Deal found 5/28$500

Find 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 June 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$329
(American Airlines)

One-way from

$300
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$388
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. 6% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
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 June 2, 2026.
Use the filters below to find and compare flights from Chicago to South Padre Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Tue 8/25

12:47 pm-6:13 pm

1 stop5h 26m

Brownsville South Padre Is. Intl

Sat 8/29

12:05 pm-8:05 pm

1 stop8h 00m

$329

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Mon 11/23

4:45 pm-11:26 pm

1 stop6h 41m

Brownsville South Padre Is. Intl

Fri 11/27

6:11 pm-12:28 am

1 stop6h 17m

$329

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Wed 8/12

7:00 am-2:07 pm

1 stop7h 07m

Brownsville South Padre Is. Intl

Sat 8/15

5:47 am-1:28 pm

1 stop7h 41m

$329

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Sat 6/27

11:43 am-6:12 pm

1 stop6h 29m

Brownsville South Padre Is. Intl

Mon 6/29

6:42 pm-12:39 am

1 stop5h 57m

$329
Quickest round-trip

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Tue 6/16

5:30 am-11:26 am

1 stop5h 56m

Brownsville South Padre Is. Intl

Sat 6/20

4:44 pm-9:51 pm

1 stop5h 07m

$489

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Wed 9/9

10:40 am-6:13 pm

1 stop7h 33m

Brownsville South Padre Is. Intl

Fri 9/11

12:05 pm-9:09 am

1 stop21h 04m

$500

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Tue 7/28

6:56 am-9:52 pm

2 stops14h 56m

Brownsville South Padre Is. Intl

Sat 8/1

4:44 pm-11:15 pm

1 stop6h 31m

$525

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Wed 8/12

8:50 am-3:51 pm

1 stop7h 01m

Brownsville South Padre Is. Intl

Sat 8/15

7:15 am-8:38 pm

2 stops13h 23m

$581

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Fri 7/3

6:29 am-11:26 am

1 stop4h 57m

Brownsville South Padre Is. Intl

Tue 7/7

9:20 am-9:17 am

2 stops23h 57m

$602
Cheapest one-way

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Sat 7/11

6:04 am-2:11 pm

1 stop8h 07m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/29

Showing 1-10 of 13 resultsSorted by cheapest first
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

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 June 2, 2026.
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
9,778 reviews

Boarding

7.7

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

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
9,778 reviews
United Airlines
7.4
Good
9,778 reviews

Boarding

7.7

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

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
7.1
Good
11,639 reviews
United Airlines
7.4
Good
9,778 reviews

Boarding

7.7

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

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?

    United Airlines and American Airlines can get you from Chicago to South Padre Island in just under 5h 26m. Your travel time can differ by up to 1h 15m. 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.

See more FAQs

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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 June 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$216Average$348FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$217Average$338FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$255Average$360FlexibilityNo cancel feeOn-time69%

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