$329+ Cheap flights from South Padre Island, TX to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
MFE — CHI
Oct 5 — Oct 121
Round-trip
1 adult, Economy
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Find cheap flights from South Padre Island to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from South Padre Island to Chicago
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Best
Last-minute
One-way
Cheapest flights from South Padre Island to ChicagoExplore 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 September 5, 2026.
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 September 5, 2026.
This United Airlines deal was found by Cheapflights users on 9/1. 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 9/297:15 am -
1 stop7h 35m
Tue 10/66:25 am -
1 stop4h 58m
Deal found 9/1![United Airlines logo]()
$339
This United Airlines deal was found by Cheapflights users on 9/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/229:20 am -
1 stop7h 21m
Tue 9/2910:32 am -
1 stop5h 19m
Deal found 9/2![United Airlines logo]()
$374
This American Airlines deal was found by Cheapflights users on 9/1. 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.
Tue 10/275:49 am -
1 stop6h 19m
Tue 11/31:44 pm -
1 stop7h 47m
Deal found 9/1![American Airlines logo]()
$395
This United Airlines deal was found by Cheapflights users on 8/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:15 am -
1 stop7h 36m
Sat 9/196:30 am -
1 stop4h 53m
Deal found 8/31![United Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 9/4. 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 9/912:05 pm -
1 stop8h 00m
Mon 9/144:11 pm -
1 stop5h 48m
Deal found 9/4![United Airlines logo]()
$465
This United Airlines deal was found by Cheapflights users on 9/4. 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 9/512:05 pm -
1 stop8h 00m
Mon 9/75:30 am -
1 stop5h 53m
Deal found 9/4![United Airlines logo]()
$495
This United Airlines deal was found by Cheapflights users on 9/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/134:38 pm -
1 stop6h 48m
Sun 11/155:30 am -
1 stop5h 49m
Deal found 9/2![United Airlines logo]()
$499
This United Airlines deal was found by Cheapflights users on 9/3. 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 10/14:37 pm -
2 stops19h 22m
Wed 10/712:45 pm -
1 stop5h 28m
Deal found 9/3![United Airlines logo]()
$519
This United Airlines deal was found by Cheapflights users on 9/1. 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.
Sat 10/37:15 am -
1 stop7h 35m
Fri 10/92:12 pm -
2 stops31h 38m
Deal found 9/1![United Airlines logo]()
$554
Best flights from South Padre Island to ChicagoDiscover carefully curated flight deals from South Padre Island to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 5, 2026.
Discover carefully curated flight deals from South Padre Island to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 5, 2026.
This United Airlines deal was found by Cheapflights users on 9/3. 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 10/14:37 pm -
1 stop5h 05m
Wed 10/710:32 am -
1 stop5h 19m
Deal found 9/3![United Airlines logo]()
$339
This United Airlines deal was found by Cheapflights users on 9/3. 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 1/84:38 pm -
2 stops19h 51m
Sat 1/93:55 pm -
1 stop5h 56m
Deal found 9/3![United Airlines logo]()
$414
This United Airlines deal was found by Cheapflights users on 9/4. 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 1/14:30 pm -
1 stop6h 54m
Mon 1/47:40 am -
1 stop8h 12m
Deal found 9/4![United Airlines logo]()
$455
This United Airlines deal was found by Cheapflights users on 9/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/134:38 pm -
1 stop6h 48m
Sun 11/155:30 am -
1 stop5h 49m
Deal found 9/2![United Airlines logo]()
$499
This United Airlines deal was found by Cheapflights users on 9/1. 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.
Sat 10/37:15 am -
1 stop7h 35m
Fri 10/92:12 pm -
2 stops31h 38m
Deal found 9/1![United Airlines logo]()
$554
Last-minute flights from South Padre Island to ChicagoDiscover last-minute flight deals from South Padre Island to Chicago. Data last updated September 5, 2026 and is based on user searches.
Discover last-minute flight deals from South Padre Island to Chicago. Data last updated September 5, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/412:05 pm -
1 stop6h 25m
Mon 9/75:30 am -
1 stop5h 53m
Deal found 9/2![United Airlines logo]()
$629
This United Airlines deal was found by Cheapflights users on 9/4. 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 9/512:05 pm -
1 stop8h 00m
Mon 9/75:30 am -
1 stop5h 53m
Deal found 9/4![United Airlines logo]()
$495
This United Airlines deal was found by Cheapflights users on 9/4. 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 9/912:05 pm -
1 stop8h 00m
Mon 9/144:11 pm -
1 stop5h 48m
Deal found 9/4![United Airlines logo]()
$465
This United Airlines deal was found by Cheapflights users on 8/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:15 am -
1 stop7h 36m
Sat 9/196:30 am -
1 stop4h 53m
Deal found 8/31![United Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 9/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/229:20 am -
1 stop7h 21m
Tue 9/2910:32 am -
1 stop5h 19m
Deal found 9/2![United Airlines logo]()
$374
This United Airlines deal was found by Cheapflights users on 9/1. 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 9/297:15 am -
1 stop7h 35m
Tue 10/66:25 am -
1 stop4h 58m
Deal found 9/1![United Airlines logo]()
$339
This United Airlines deal was found by Cheapflights users on 9/3. 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 10/14:37 pm -
2 stops19h 22m
Wed 10/712:45 pm -
1 stop5h 28m
Deal found 9/3![United Airlines logo]()
$519
This United Airlines deal was found by Cheapflights users on 9/1. 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.
Sat 10/37:15 am -
1 stop7h 35m
Fri 10/92:12 pm -
2 stops31h 38m
Deal found 9/1![United Airlines logo]()
$554
This American Airlines deal was found by Cheapflights users on 9/1. 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.
Tue 10/275:49 am -
1 stop6h 19m
Tue 11/31:44 pm -
1 stop7h 47m
Deal found 9/1![American Airlines logo]()
$395
One-way flights from South Padre Island to ChicagoSearch for one-way flight options from South Padre Island to Chicago. Find affordable one-way fares based on user searches. Data last updated September 5, 2026.
Search for one-way flight options from South Padre Island to Chicago. Find affordable one-way fares based on user searches. Data last updated September 5, 2026.
This American Airlines deal was found by Cheapflights users on 9/2. 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.
Sat 10/35:49 am -
1 stop5h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![American Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 9/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/910:43 am -
1 stop7h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![American Airlines logo]()
$428
This United Airlines deal was found by Cheapflights users on 9/1. 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.
Sat 10/37:15 am -
2 stops50h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![United Airlines logo]()
$460
This United Airlines deal was found by Cheapflights users on 9/4. 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.
Thu 9/107:15 am -
1 stop5h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![United Airlines logo]()
$472
This United Airlines deal was found by Cheapflights users on 8/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/69:10 am -
2 stops7h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/30![United Airlines logo]()
$522
This United Airlines deal was found by Cheapflights users on 9/4. 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 9/97:15 am -
3 stops11h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![United Airlines logo]()
$695
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 September 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $339 (United Airlines) |
One-way from | $329 (American Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $373 |
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 7,457,451 searches. Data last updated September 5, 2026.
Use the filters below to find and compare flights from South Padre Island to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Sat 10/3
5:49 am-11:09 am
1 stop5h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$329
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Thu 10/1
4:37 pm-9:42 pm
1 stop5h 05m
Chicago O'Hare Intl
Wed 10/7
10:32 am-3:51 pm
1 stop5h 19m
$339
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Fri 1/8
4:38 pm-12:29 pm
2 stops19h 51m
Chicago O'Hare Intl
Sat 1/9
3:55 pm-9:51 pm
1 stop5h 56m
$414
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Fri 1/1
4:30 pm-11:24 pm
1 stop6h 54m
Chicago O'Hare Intl
Mon 1/4
7:40 am-3:52 pm
1 stop8h 12m
$455
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Sat 10/3
7:15 am-9:31 am
2 stops50h 16m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$460
Quickest round-trip
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Thu 9/10
7:15 am-12:25 pm
1 stop5h 10m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$472
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Fri 11/13
4:38 pm-11:26 pm
1 stop6h 48m
Chicago O'Hare Intl
Sun 11/15
5:30 am-11:19 am
1 stop5h 49m
$499
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Sat 10/3
7:15 am-2:50 pm
1 stop7h 35m
Chicago O'Hare Intl
Fri 10/9
2:12 pm-9:50 pm
2 stops31h 38m
$554
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Thu 9/10
5:49 am-1:54 pm
2 stops8h 05m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$583
Sorted by cheapest first
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.
BRO-ORD
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
SO9-CHI
BRO-ORD
No data available for this route at this time. Please check back soon.
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 September 5, 2026.
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.
Food
6.7
Overall
7.4
Boarding
7.7
Comfort
7.3
Crew
8.1
Entertainment
7.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Food
6.7
Overall
7.4
Boarding
7.7
Comfort
7.3
Crew
8.1
Entertainment
7.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Food
6.7
Overall
7.4
Boarding
7.7
Comfort
7.3
Crew
8.1
Entertainment
7.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
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Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 5, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from South Padre Island to Chicago by cabin class
Find flights from South Padre Island to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
South Padre Island and Chicago flights
Browse other South Padre Island and Chicago flight options. Last updated on September 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from South Padre Island to Chicago
Discover the top 2 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 7,457,451 searches. Data last updated September 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$250 | Average$428 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$278 | Average$448 | FlexibilityNo cancel fee | On-time71% |