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

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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
MFE — CHI
ago. 23 — ago. 301
sáb. 8/23
sáb. 8/30
1 adult, Economy
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Cheap flight deals from South Padre Island to Chicago

Keep the following information in mind while searching for South Padre Island to Chicago flight deals. Data was last updated agosto 18, 2025.

Round-trip from

$269
(American Airlines)

One-way from

$165
(American Airlines)
From South Padre Island to Chicago (CHI)
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One-way flight from South Padre Island to Chicago (CHI)
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Find flight deals from South Padre Island to Chicago

Cheapest flights from South Padre Island to Chicago
Explore the most affordable flight options available from South Padre Island to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 18, 2025.

This American Airlines deal was found by Cheapflights users on 8/16. 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.
mié. 10/13:04 pmBRO - ORD
1 stop4h 57mAmerican Airlines
sáb. 10/43:08 pmORD - BRO
1 stop7h 39mAmerican Airlines
Deal found 8/16$269
This American Airlines deal was found by Cheapflights users on 8/16. 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.
mié. 10/13:04 pmBRO - ORD
1 stop4h 57mAmerican Airlines
mié. 10/86:45 amORD - BRO
1 stop7h 42mAmerican Airlines
Deal found 8/16$270
This American Airlines deal was found by Cheapflights users on 8/16. 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. 8/303:06 pmBRO - ORD
1 stop5h 51mAmerican Airlines
sáb. 9/68:25 amORD - BRO
1 stop6h 09mAmerican Airlines
Deal found 8/16$294
This American Airlines deal was found by Cheapflights users on 8/16. 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.
mar. 9/95:26 amBRO - ORD
1 stop7h 09mAmerican Airlines
lun. 9/155:16 pmORD - BRO
1 stop5h 31mAmerican Airlines
Deal found 8/16$295
This American Airlines deal was found by Cheapflights users on 8/16. 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. 9/116:57 pmBRO - ORD
1 stop4h 55mAmerican Airlines
lun. 9/155:16 pmORD - BRO
1 stop5h 31mAmerican Airlines
Deal found 8/16$319
This United Airlines deal was found by Cheapflights users on 8/16. 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.
mié. 10/15:15 pmBRO - ORD
2 stops18h 30mUnited Airlines
sáb. 10/42:20 pmORD - BRO
1 stop5h 16mUnited Airlines
Deal found 8/16$406
This United Airlines deal was found by Cheapflights users on 8/16. 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.
mié. 10/15:15 pmBRO - ORD
1 stop5h 22mUnited Airlines
mié. 10/88:50 amORD - BRO
2 stops14h 43mUnited Airlines
Deal found 8/16$425
This American Airlines deal was found by Cheapflights users on 8/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/286:57 pmBRO - ORD
1 stop5h 02mAmerican Airlines
mié. 9/311:54 amORD - BRO
1 stop6h 15mAmerican Airlines
Deal found 8/18$429
This United Airlines deal was found by Cheapflights users on 8/16. 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. 9/95:15 pmBRO - ORD
2 stops16h 23mUnited Airlines
lun. 9/157:17 amORD - BRO
2 stops16h 17mUnited Airlines
Deal found 8/16$444
This United Airlines deal was found by Cheapflights users on 8/17. 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.
lun. 9/17:20 amBRO - ORD
1 stop7h 28mUnited Airlines
vie. 9/52:20 pmORD - BRO
1 stop5h 18mUnited Airlines
Deal found 8/17$461

Cheapflights Fare Finder

 
Customize your flight search to find flights from South Padre Island 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, Cheapflights users made 2,558,603 searches. Data last updated agosto 18, 2025.
Use the filters below to find and compare flights from South Padre Island to Chicago that are best for you.

Fly from

South Padre Island

Fly to

Chicago

Route

Depart

Return

Price

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

mié. 10/1

3:04 pm-8:01 pm

1 stop4h 57m

Chicago O'Hare Intl

sáb. 10/4

3:08 pm-10:47 pm

1 stop7h 39m

$269

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

mié. 10/1

3:04 pm-8:01 pm

1 stop4h 57m

Chicago O'Hare Intl

mié. 10/8

6:45 am-2:27 pm

1 stop7h 42m

$270

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

sáb. 8/30

3:06 pm-8:57 pm

1 stop5h 51m

Chicago O'Hare Intl

sáb. 9/6

8:25 am-2:34 pm

1 stop6h 09m

$294

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

dom. 8/31

6:57 pm-11:59 pm

1 stop5h 02m

Chicago O'Hare Intl

jue. 9/4

5:16 pm-10:47 pm

1 stop5h 31m

$294

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

mar. 9/9

5:26 am-12:35 pm

1 stop7h 09m

Chicago O'Hare Intl

lun. 9/15

5:16 pm-10:47 pm

1 stop5h 31m

$295

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

jue. 9/11

6:57 pm-11:52 pm

1 stop4h 55m

Chicago O'Hare Intl

lun. 9/15

5:16 pm-10:47 pm

1 stop5h 31m

$319

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

mié. 10/1

5:15 pm-11:45 am

2 stops18h 30m

Chicago O'Hare Intl

sáb. 10/4

2:20 pm-7:36 pm

1 stop5h 16m

$406

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

jue. 9/11

6:57 pm-11:52 pm

1 stop4h 55m

$165

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

sáb. 11/29

9:30 pm-2:27 am

1 stop4h 57m

$205

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

jue. 9/11

5:15 pm-4:59 pm

2 stops23h 44m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Best time to book a flight from South Padre Island to Chicago

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

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

Currently, August is the cheapest month in which you can book a flight from South Padre Island to Chicago (average of $245). Flying from South Padre Island to Chicago in March is currently the most expensive (average of $321). 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 SO9 to CHI?

Find hourly flight availability from South Padre Island to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated agosto 18, 2025.

When flying from South Padre Island to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from South Padre Island to Chicago?

Use this chart to determine the cheapest time to fly round-trip from South Padre Island to Chicago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their South Padre Island to Chicago flight should consider departing on Tuesday mornings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated agosto 18, 2025.
Read reviews from past customers who have flown American Airlines from South Padre Island to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Overall

7.2

Boarding

7.5

Crew

8.0

Food

6.5

Comfort

7.2

Reviews

1 / 20
6.0
Good

sheila,Mar 2025

DFW - MSP

We were delayed for 3 hours with no real reason or offer for compensation
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Overall

7.2

Boarding

7.5

Crew

8.0

Food

6.5

Comfort

7.2

Reviews

1 / 20
6.0
Good

sheila,Mar 2025

DFW - MSP

We were delayed for 3 hours with no real reason or offer for compensation

Related info for your journey

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

    Airlines like American Airlines fly from South Padre Island to Chicago in about 4h 57m. The time it takes to get you to your destination can typically vary by up to . The distance from South Padre Island to Chicago is about 1235 mi.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from South Padre Island to Chicago (average of $245). Flying from South Padre Island to Chicago in March is currently the most expensive (average of $321). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Top 3 airlines flying from South Padre Island to Chicago

Discover the top 3 airlines that operate flights from South Padre Island to Chicago. 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 agosto 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$159Average$360FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$252Average$308FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$268Average$401FlexibilityNo cancel feeOn-time69%

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