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$150+ 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 12/25. Fares are subject to change and may not be available on all flights or dates of travel.
MFE — CHI
Jan 13 — Jan 201
Tue 1/13
Tue 1/20
1 adult, Economy
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Cheap 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 December 14, 2025.

This United Airlines deal was found by Cheapflights users on 12/13. 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.
Sun 12/284:55 pmBRO - ORD
1 stop7h 19mUnited Airlines
Thu 1/15:49 amORD - BRO
1 stop5h 37mUnited Airlines
Deal found 12/13$334
This United Airlines deal was found by Cheapflights users on 12/11. 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 12/185:10 amBRO - ORD
1 stop4h 58mUnited Airlines
Sun 12/216:20 pmORD - BRO
1 stop5h 17mUnited Airlines
Deal found 12/11$409
This American Airlines deal was found by Cheapflights users on 12/12. 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.
Sat 12/203:09 pmBRO - ORD
1 stop8h 06mAmerican Airlines
Wed 12/241:15 pmORD - BRO
1 stop5h 54mAmerican Airlines
Deal found 12/12$461
This American Airlines deal was found by Cheapflights users on 12/12. 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 12/125:42 pmBRO - ORD
1 stop5h 53mAmerican Airlines
Thu 12/188:56 amORD - BRO
1 stop5h 43mAmerican Airlines
Deal found 12/12$469
This United Airlines deal was found by Cheapflights users on 12/11. 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 12/234:55 pmBRO - ORD
1 stop7h 19mUnited Airlines
Sat 12/276:20 pmORD - BRO
1 stop5h 17mUnited Airlines
Deal found 12/11$480
This United Airlines deal was found by Cheapflights users on 12/13. 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 12/205:10 amBRO - ORD
1 stop5h 52mUnited Airlines
Mon 12/226:20 pmORD - BRO
1 stop5h 17mUnited Airlines
Deal found 12/13$483
This United Airlines deal was found by Cheapflights users on 12/12. 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 12/204:55 pmBRO - ORD
1 stop5h 42mUnited Airlines
Thu 12/2511:35 amORD - BRO
1 stop8h 07mUnited Airlines
Deal found 12/12$489
This United Airlines deal was found by Cheapflights users on 12/12. 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 12/185:10 amBRO - ORD
1 stop5h 52mUnited Airlines
Thu 12/252:17 pmORD - BRO
1 stop5h 25mUnited Airlines
Deal found 12/12$519
This United Airlines deal was found by Cheapflights users on 12/10. 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 12/205:10 amBRO - ORD
1 stop4h 58mUnited Airlines
Sat 12/206:20 pmORD - BRO
1 stop5h 17mUnited Airlines
Deal found 12/10$525

Find 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 December 14, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$289
(United Airlines)

One-way from

$150
(United Airlines)

Popular in

December

Cheapest in

July

Average price

$578
Provider with most accurate pricing for Brownsville South Padre Is. Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Brownsville South Padre Is. Intl-Chicago (CHI) flights.
Search Deals
From South Padre Island to Chicago (CHI)
Search Deals
One-way flight from South Padre Island to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 14, 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

Tue 1/13

5:25 pm-10:58 pm

1 stop5h 33m

Chicago O'Hare Intl

Wed 1/21

2:12 pm-9:31 pm

1 stop7h 19m

$289

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Fri 2/13

5:25 pm-11:04 pm

1 stop5h 39m

Chicago O'Hare Intl

Tue 2/17

2:10 pm-9:31 pm

1 stop7h 21m

$289

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Thu 1/15

6:49 pm-11:44 pm

1 stop4h 55m

Chicago O'Hare Intl

Mon 1/19

5:05 am-10:21 am

1 stop5h 16m

$309

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Sun 12/28

4:55 pm-12:14 am

1 stop7h 19m

Chicago O'Hare Intl

Thu 1/1

5:49 am-11:26 am

1 stop5h 37m

$334

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Sat 2/14

5:25 pm-12:26 am

1 stop7h 01m

Chicago O'Hare Intl

Wed 2/18

12:45 pm-6:02 pm

1 stop5h 17m

$349

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Sun 1/11

5:25 pm-12:28 am

1 stop7h 03m

Chicago O'Hare Intl

Sun 1/18

8:54 am-4:12 pm

1 stop7h 18m

$369

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Thu 2/19

5:25 pm-12:26 am

1 stop7h 01m

Chicago O'Hare Intl

Mon 2/23

6:20 pm-11:36 am

1 stop17h 16m

$432

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Thu 12/25

5:10 am-11:02 am

1 stop5h 52m

$150

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Wed 3/25

5:15 am-11:10 am

1 stop5h 55m

$165

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Thu 4/9

5:25 pm-11:11 pm

1 stop5h 46m

$165

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 14 results
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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, December is the cheapest month in which you can book a flight from South Padre Island to Chicago (average of $134). Flying from South Padre Island to Chicago in February is currently the most expensive (average of $328). 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 December 14, 2025.

It’s optimal to fly from South Padre Island to Chicago in the morning. By choosing this option you can save up to 29% on the cost of your flight, compared to a flight at noon.

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 December 14, 2025.
Read reviews from past customers who have flown United Airlines and 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.
United Airlines
7.4
Good
9,094 reviews

Overall

7.4

Comfort

7.3

Entertainment

7.1

Food

6.6

Crew

8.1

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.
United Airlines
7.4
Good
9,094 reviews
United Airlines
7.4
Good
9,094 reviews

Overall

7.4

Comfort

7.3

Entertainment

7.1

Food

6.6

Crew

8.1

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.
American Airlines
7.2
Good
11,054 reviews
United Airlines
7.4
Good
9,094 reviews

Overall

7.4

Comfort

7.3

Entertainment

7.1

Food

6.6

Crew

8.1

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.

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 United Airlines and American Airlines fly from South Padre Island to Chicago in about 4h 55m. The time it takes to get you to your destination can typically vary by up to 38m. The distance from South Padre Island to Chicago is about 1235 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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, December is the cheapest month in which you can book a flight from South Padre Island to Chicago (average of $134). Flying from South Padre Island to Chicago in February is currently the most expensive (average of $328). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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See prices for flight routes from nearby airports that may be better suited for you.
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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 December 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$159Average$375FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$252Average$319FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$268Average$412FlexibilityNo cancel feeOn-time69%

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