Brownsville

$165+ Cheap flights from Chicago (CHI) to Brownsville (BRO)

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 3/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BRO
Dec 3 — Dec 101
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Find flight deals from Chicago to Brownsville

Cheapest flights from Chicago to Brownsville
Explore the most affordable flight options available from Chicago to Brownsville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This American Airlines deal was found by Cheapflights users on 11/1. 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.
Sat 12/133:14 pmORD - BRO
1 stop7h 45mAmerican Airlines
Tue 12/162:48 pmBRO - ORD
1 stop6h 36mAmerican Airlines
Deal found 11/1$269
This United Airlines deal was found by Cheapflights users on 11/1. 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 11/1512:45 pmORD - BRO
1 stop7h 40mUnited Airlines
Sat 11/225:15 pmBRO - ORD
1 stop6h 00mUnited Airlines
Deal found 11/1$304
This United Airlines deal was found by Cheapflights users on 11/1. 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.
Wed 12/176:00 amORD - BRO
1 stop5h 27mUnited Airlines
Mon 12/227:15 amBRO - ORD
1 stop5h 02mUnited Airlines
Deal found 11/1$349
This American Airlines deal was found by Cheapflights users on 11/1. 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 11/112:54 pmORD - BRO
1 stop8h 10mAmerican Airlines
Sat 11/155:42 pmBRO - ORD
1 stop5h 55mAmerican Airlines
Deal found 11/1$374
This United Airlines deal was found by Cheapflights users on 11/1. 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 12/234:00 pmORD - BRO
1 stop7h 37mUnited Airlines
Tue 2/312:13 pmBRO - ORD
1 stop4h 53mUnited Airlines
Deal found 11/1$390
This United Airlines deal was found by Cheapflights users on 11/2. 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 11/216:00 amORD - BRO
1 stop5h 28mUnited Airlines
Sun 11/235:15 pmBRO - ORD
1 stop7h 00mUnited Airlines
Deal found 11/2$414
This United Airlines deal was found by Cheapflights users on 11/1. 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 12/138:59 amORD - BRO
2 stops10h 36mUnited Airlines
Tue 12/165:25 pmBRO - ORD
1 stop5h 31mUnited Airlines
Deal found 11/1$443
This United Airlines deal was found by Cheapflights users on 11/2. 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 12/306:20 pmORD - BRO
1 stop5h 17mUnited Airlines
Mon 1/54:55 pmBRO - ORD
1 stop7h 18mUnited Airlines
Deal found 11/2$496
This United Airlines deal was found by Cheapflights users on 11/1. 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 11/1112:45 pmORD - BRO
1 stop7h 40mUnited Airlines
Sat 11/159:35 amBRO - ORD
2 stops10h 46mUnited Airlines
Deal found 11/1$538

Cheap flight deals from Chicago to Brownsville

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Brownsville (BRO). 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 November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$269
(American Airlines)

One-way from

$165
(American Airlines)

Popular in

March

Cheapest in

February

Average price

$373
Provider with most accurate pricing for Chicago (CHI)-Brownsville South Padre Is. Intl flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Brownsville South Padre Is. Intl flights.
From Chicago (CHI) to Brownsville South Padre Is. Intl
One-way flight from Chicago (CHI) to Brownsville South Padre Is. Intl
Highest demand for flights based on searches. 8% potential increase in price ($36 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in November 2025

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Brownsville 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 November 3, 2025.
Use the filters below to find and compare flights from Chicago to Brownsville that are best for you.

Fly from

Chicago

Fly to

Brownsville

Route

Depart

Return

Price

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Fri 1/30

5:05 am-10:21 am

1 stop5h 16m

Brownsville South Padre Is. Intl

Mon 2/2

6:49 pm-11:44 pm

1 stop4h 55m

$269

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Sat 1/17

10:35 am-4:12 pm

1 stop5h 37m

Brownsville South Padre Is. Intl

Wed 1/21

7:15 am-1:00 pm

1 stop5h 45m

$269

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Sat 11/15

12:45 pm-8:25 pm

1 stop7h 40m

Brownsville South Padre Is. Intl

Sat 11/22

5:15 pm-11:15 pm

1 stop6h 00m

$304

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Wed 12/17

6:00 am-11:27 am

1 stop5h 27m

Brownsville South Padre Is. Intl

Tue 12/23

4:55 pm-12:14 am

1 stop7h 19m

$349

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Wed 12/17

6:00 am-11:27 am

1 stop5h 27m

Brownsville South Padre Is. Intl

Mon 12/22

7:15 am-12:17 pm

1 stop5h 02m

$349

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Tue 11/11

2:54 pm-11:04 pm

1 stop8h 10m

Brownsville South Padre Is. Intl

Sat 11/15

5:42 pm-11:37 pm

1 stop5h 55m

$374

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Tue 12/23

4:00 pm-11:37 pm

1 stop7h 37m

Brownsville South Padre Is. Intl

Tue 2/3

12:13 pm-5:06 pm

1 stop4h 53m

$390

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Sun 1/4

7:36 am-2:33 pm

1 stop6h 57m

Brownsville South Padre Is. Intl

Wed 1/7

6:49 pm-11:44 pm

1 stop4h 55m

$399

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Wed 12/17

6:00 am-11:27 am

1 stop5h 27m

Brownsville South Padre Is. Intl

Sun 12/21

4:55 pm-10:37 pm

1 stop5h 42m

$414

ChicagoBrownsville

ORD - BRO

ORDBRO

Chicago O'Hare Intl

Fri 11/21

6:00 am-11:28 am

1 stop5h 28m

Brownsville South Padre Is. Intl

Sun 11/23

5:15 pm-12:15 am

1 stop7h 00m

$414

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 16 results
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Compare providers for flights from Chicago to Brownsville

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 Chicago to Brownsville in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 Chicago-Brownsville flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Brownsville flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Brownsville flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Brownsville flights, Cheapflights users trust eDreams the most. eDreams 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 Chicago-Brownsville 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 Chicago to Brownsville

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

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Brownsville (average of $171). Flying from Chicago to Brownsville in May is currently the most expensive (average of $258). 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 Chicago to Brownsville?

Reviews of airlines servicing Brownsville

Get insights into the airlines that provide service to Brownsville. 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 Brownsville. Reviews last updated November 3, 2025.
Read reviews from past customers who have flown United Airlines and American Airlines from Chicago to Brownsville. 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.

Crew

8.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Entertainment

7.1

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!

Crew

8.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Entertainment

7.1

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!

Crew

8.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Entertainment

7.1

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 Brownsville. 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 into for flights to Brownsville from Chicago?

    Located just 4.5 mi from the city center, Brownsville South Padre Is. Intl is the airport most travelers will use when flying to Brownsville from Chicago. Booking flights from Chicago to South Padre Is. Intl (BRO) should be relatively easy as there are 0 daily inbound flights from Chicago from 2 different airlines.

  • How long is the flight from Chicago to Brownsville?

    Departing from Chicago to Brownsville will take you 5h 16m. The distance between Chicago and Brownsville is about 1235 mi. This flight may include one or multiple stops.

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

    Flying on American Airlines is currently your cheapest option to Brownsville, with prices starting at $257. Another option worth looking into is United Airlines, starting at $273 round trip. American Airlines is 33% cheaper than the average price of flights available within the next 90 days to this destination.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Chicago to Brownsville (average of $171). Flying from Chicago to Brownsville in May is currently the most expensive (average of $258). 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

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Alternative routes for Chicago to Brownsville

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Chicago to Brownsville

Discover the top 2 airlines that operate flights from Chicago to Brownsville. 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$257Average$368FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$273Average$386FlexibilityNo cancel feeOn-time69%

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