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$143+ Cheap flights from Brownsville (BRO) 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 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
BRO — CHI
Sep 14 — Sep 211
Mon 9/14
Mon 9/21
1 adult, Economy
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Cheap flight deals from Brownsville to Chicago

Cheapest flights from Brownsville to Chicago
Explore the most affordable flight options available from Brownsville to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 15, 2026.

This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:37 pm -
1 stop7h 36m
Sat 9/121:46 pm -
1 stop6h 19m
Deal found 8/11$339
This American Airlines deal was found by Cheapflights users on 8/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/182:47 pm -
1 stop6h 22m
Mon 9/213:50 pm -
1 stop7h 42m
Deal found 8/13$340
This American Airlines deal was found by Cheapflights users on 8/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/252:37 pm -
1 stop5h 53m
Sat 8/293:54 pm -
1 stop7h 29m
Deal found 8/10$409
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Tue 10/64:37 pm -
1 stop7h 46m
Sat 10/102:10 pm -
1 stop7h 40m
Deal found 8/13$429
This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:37 pm -
1 stop5h 41m
Mon 8/316:00 am -
1 stop8h 07m
Deal found 8/11$430
This United Airlines deal was found by Cheapflights users on 8/10. 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.
Fri 8/289:20 am -
2 stops24h 03m
Sat 8/2912:47 pm -
1 stop5h 26m
Deal found 8/10$434
This United Airlines deal was found by Cheapflights users on 8/10. 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.
Thu 9/34:38 pm -
1 stop6h 48m
Sun 9/65:30 am -
1 stop5h 53m
Deal found 8/10$464
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Mon 8/1712:05 pm -
1 stop6h 25m
Sun 8/235:30 am -
1 stop5h 53m
Deal found 8/13$509
This United Airlines deal was found by Cheapflights users on 8/14. 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 9/154:38 pm -
1 stop6h 49m
Fri 9/189:35 pm -
1 stop13h 48m
Deal found 8/14$520
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Thu 10/297:00 am -
2 stops12h 59m
Mon 11/22:22 pm -
1 stop7h 37m
Deal found 8/13$525

Find flight deals from Brownsville to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Brownsville (BRO) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 15, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$339
(American Airlines)

One-way from

$143
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$449
Provider with most accurate pricing for Brownsville South Padre Is. Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Brownsville South Padre Is. Intl-Chicago (CHI) flights.
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From Brownsville South Padre Is. Intl to Chicago (CHI)
Search Deals
One-way flight from Brownsville South Padre Is. Intl to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Brownsville 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 August 15, 2026.
Use the filters below to find and compare flights from Brownsville to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

BrownsvilleChicago

BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl

BROORD

Brownsville South Padre Is. Intl

Sun 9/27

5:49 am-11:09 am

1 stop5h 20m

Chicago O'Hare Intl

Sun 10/4

5:00 am-10:09 am

1 stop5h 09m

$340

BrownsvilleChicago

BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl

BROORD

Brownsville South Padre Is. Intl

Fri 8/28

9:20 am-4:41 pm

1 stop7h 21m

Chicago O'Hare Intl

Sat 8/29

10:40 am-3:51 pm

1 stop5h 11m

$409

BrownsvilleChicago

BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl

BROORD

Brownsville South Padre Is. Intl

Sat 8/29

12:05 pm-6:30 pm

1 stop6h 25m

Chicago O'Hare Intl

Wed 9/2

4:11 pm-9:59 pm

1 stop5h 48m

$409

BrownsvilleChicago

BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl

BROORD

Brownsville South Padre Is. Intl

Tue 10/6

4:37 pm-12:23 am

1 stop7h 46m

Chicago O'Hare Intl

Sat 10/10

2:10 pm-9:50 pm

1 stop7h 40m

$429

BrownsvilleChicago

BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl

BROORD

Brownsville South Padre Is. Intl

Thu 10/29

7:00 am-7:59 pm

2 stops12h 59m

Chicago O'Hare Intl

Mon 11/2

2:22 pm-9:59 pm

1 stop7h 37m

$525
Cheapest one-way

BrownsvilleChicago

BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl

BROORD

Brownsville South Padre Is. Intl

Fri 9/18

8:45 am-10:59 pm

1 stop14h 14m

$180

BrownsvilleChicago

BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl

BROORD

Brownsville South Padre Is. Intl

Wed 10/21

9:10 am-10:16 am

1 stop25h 06m

$298

BrownsvilleChicago

BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl

BROORD

Brownsville South Padre Is. Intl

Sat 10/3

7:15 am-6:30 pm

1 stop11h 15m

$298
Quickest one-way

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

$329

BrownsvilleChicago

BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl

BROORD

Brownsville South Padre Is. Intl

Sat 8/22

9:20 am-2:50 pm

1 stop5h 30m

$428

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Sorted by cheapest first

Compare providers for flights from Brownsville to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Brownsville to Chicago in August.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Brownsville-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Brownsville-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Brownsville-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Brownsville-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Brownsville-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Brownsville to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Brownsville 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 Brownsville to Chicago

What is the cheapest month to book a flight from Brownsville to Chicago?

Currently, April is the cheapest month in which you can book a flight from Brownsville to Chicago (average of $336). Flying from Brownsville to Chicago in May is currently the most expensive (average of $774). 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.

How much does it cost to fly round-trip from Brownsville to Chicago?

Airfare is below average for this route at the moment.
Brownsville to Chicago flights typically cost between $438 and $512 in September.
The cheapest round-trip price found within the last 5 days was $339 on American Airlines (Sep 5-Sep 12).

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 August 15, 2026.
Get a feel of what it's like to fly with United Airlines and American Airlines from Brownsville to Chicago 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
10,108 reviews

Food

6.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!
United Airlines
7.4
Good
10,108 reviews
United Airlines
7.4
Good
10,108 reviews

Food

6.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!
American Airlines
7.1
Good
11,929 reviews
United Airlines
7.4
Good
10,108 reviews

Food

6.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Related info for your journey

Find useful and relevant information for your journey from Brownsville to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Brownsville to Chicago?

    If you book a flight to Chicago from Brownsville, you will be flying from South Padre Is. Intl, which is the city’s only airport. Brownsville South Padre Is. Intl (BRO) is located 4.5 mi from the center of Brownsville. There are 0 flights from South Padre Is. Intl to Chicago per day from 2 different airlines.

  • How long is the flight from Brownsville to Chicago?

    There are many flights that can get you from Brownsville to Chicago in 7h 36m. Fly via American Airlines or United Airlines to get the fastest option. Brownsville and Chicago are separated by a distance of 1235 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Brownsville to Chicago round-trip?

    Our cheapest airline available from Brownsville to Chicago is United Airlines. Our recent data shows that you can find tickets from as low as $330 on this airline. An additional option worth looking into is American Airlines, starting at $333. Users have found that United Airlines is 28% cheaper than the other options available to this destination.

  • Can I find deals for flights from Brownsville to Chicago that include hotel bookings?

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

  • How can I find direct flights from Brownsville to Chicago?

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

  • Can I find deals for business class flights from Brownsville to Chicago?

    Yes. Cheapflights offers flight deals from Brownsville 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 Brownsville to Chicago?

    Currently, April is the cheapest month in which you can book a flight from Brownsville to Chicago (average of $336). Flying from Brownsville to Chicago in May is currently the most expensive (average of $774). 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
Benton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Brownsville to Chicago

Discover the top 2 airlines that operate flights from Brownsville 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 August 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$330Average$459FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$333Average$440FlexibilityNo cancel feeOn-time71%

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