$146+ Cheap flights from Brownsville (BRO) 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
BRO — CHI
Nov 23 — Nov 301
Round-trip
1 adult, Economy
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Find cheap flights from Brownsville 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 Brownsville to Chicago
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Cheapest flights from Brownsville to ChicagoExplore 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 October 24, 2026.
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 October 24, 2026.
This American Airlines deal was found by Cheapflights users on 10/21. 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 12/54:40 pm -
1 stop5h 35m
Sat 12/123:04 pm -
1 stop8h 15m
Deal found 10/21![American Airlines logo]()
$359
This American Airlines deal was found by Cheapflights users on 10/19. 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.
Mon 11/23:39 pm -
1 stop6h 51m
Wed 11/184:53 pm -
1 stop6h 03m
Deal found 10/19![American Airlines logo]()
$394
This American Airlines deal was found by Cheapflights users on 10/23. 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 12/510:43 am -
1 stop7h 47m
Mon 12/74:00 pm -
1 stop6h 59m
Deal found 10/23![American Airlines logo]()
$422
This American Airlines deal was found by Cheapflights users on 10/20. 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 12/155:00 pm -
1 stop6h 04m
Tue 12/225:00 am -
1 stop5h 02m
Deal found 10/20![American Airlines logo]()
$425
This American Airlines deal was found by Cheapflights users on 10/20. 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 12/155:00 pm -
1 stop6h 04m
Mon 12/215:00 am -
1 stop5h 03m
Deal found 10/20![American Airlines logo]()
$429
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:45 am -
1 stop24h 01m
Wed 11/187:35 pm -
2 stops36h 30m
Deal found 10/19![Multiple Airlines logo]()
$486
This United Airlines deal was found by Cheapflights users on 10/19. 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 11/39:05 am -
1 stop5h 46m
Thu 11/195:30 am -
1 stop5h 49m
Deal found 10/19![United Airlines logo]()
$504
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:45 am -
1 stop24h 01m
Thu 11/197:31 am -
2 stops24h 34m
Deal found 10/19![Multiple Airlines logo]()
$516
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/28:45 am -
2 stops30h 46m
Thu 11/199:51 am -
1 stop22h 14m
Deal found 10/19![Multiple Airlines logo]()
$528
This United Airlines deal was found by Cheapflights users on 10/19. 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 10/319:05 am -
1 stop5h 46m
Wed 11/184:07 pm -
1 stop5h 52m
Deal found 10/19![United Airlines logo]()
$535
This United Airlines deal was found by Cheapflights users on 10/19. 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 11/14:38 pm -
1 stop6h 48m
Tue 11/1710:34 am -
1 stop5h 27m
Deal found 10/19![United Airlines logo]()
$539
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:45 am -
1 stop24h 01m
Sun 11/156:30 am -
2 stops25h 35m
Deal found 10/19![Multiple Airlines logo]()
$542
Best flights from Brownsville to ChicagoDiscover carefully curated flight deals from Brownsville to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 24, 2026.
Discover carefully curated flight deals from Brownsville to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 24, 2026.
This American Airlines deal was found by Cheapflights users on 10/21. 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 12/54:40 pm -
1 stop5h 35m
Sat 12/123:04 pm -
1 stop8h 15m
Deal found 10/21![American Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 10/20. 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 11/49:05 am -
1 stop5h 46m
Sun 11/85:30 am -
1 stop5h 49m
Deal found 10/20![United Airlines logo]()
$429
This United Airlines deal was found by Cheapflights users on 10/21. 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 3/254:39 pm -
1 stop8h 01m
Mon 3/294:05 pm -
1 stop5h 13m
Deal found 10/21![United Airlines logo]()
$433
This United Airlines deal was found by Cheapflights users on 10/23. 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 1/84:39 pm -
2 stops16h 23m
Sat 1/912:40 pm -
1 stop6h 55m
Deal found 10/23![United Airlines logo]()
$444
This United Airlines deal was found by Cheapflights users on 10/19. 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 11/54:38 pm -
1 stop6h 48m
Tue 11/172:22 pm -
1 stop5h 24m
Deal found 10/19![United Airlines logo]()
$504
This United Airlines deal was found by Cheapflights users on 10/19. 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 11/34:38 pm -
1 stop8h 08m
Wed 11/189:21 am -
1 stop6h 40m
Deal found 10/19![United Airlines logo]()
$504
Last-minute flights from Brownsville to ChicagoDiscover last-minute flight deals from Brownsville to Chicago. Data last updated October 24, 2026 and is based on user searches.
Discover last-minute flight deals from Brownsville to Chicago. Data last updated October 24, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:45 am -
1 stop24h 01m
Wed 11/187:35 pm -
2 stops36h 30m
Deal found 10/19![Multiple Airlines logo]()
$486
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:45 am -
1 stop24h 01m
Thu 11/197:31 am -
2 stops24h 34m
Deal found 10/19![Multiple Airlines logo]()
$516
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:45 am -
1 stop24h 01m
Sun 11/156:30 am -
2 stops25h 35m
Deal found 10/19![Multiple Airlines logo]()
$542
This United Airlines deal was found by Cheapflights users on 10/19. 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 10/319:05 am -
1 stop5h 46m
Wed 11/184:07 pm -
1 stop5h 52m
Deal found 10/19![United Airlines logo]()
$535
This United Airlines deal was found by Cheapflights users on 10/19. 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 11/14:38 pm -
1 stop6h 48m
Tue 11/1710:34 am -
1 stop5h 27m
Deal found 10/19![United Airlines logo]()
$539
This American Airlines deal was found by Cheapflights users on 10/19. 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.
Mon 11/23:39 pm -
1 stop6h 51m
Wed 11/184:53 pm -
1 stop6h 03m
Deal found 10/19![American Airlines logo]()
$394
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/28:45 am -
2 stops30h 46m
Thu 11/199:51 am -
1 stop22h 14m
Deal found 10/19![Multiple Airlines logo]()
$528
This United Airlines deal was found by Cheapflights users on 10/19. 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 11/211:55 am -
2 stops19h 04m
Wed 11/182:22 pm -
1 stop5h 24m
Deal found 10/19![United Airlines logo]()
$598
This United Airlines deal was found by Cheapflights users on 10/19. 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 11/39:05 am -
1 stop5h 46m
Thu 11/195:30 am -
1 stop5h 49m
Deal found 10/19![United Airlines logo]()
$504
This United Airlines deal was found by Cheapflights users on 10/20. 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 11/49:05 am -
1 stop5h 46m
Sun 11/85:30 am -
1 stop5h 49m
Deal found 10/20![United Airlines logo]()
$429
This United Airlines deal was found by Cheapflights users on 10/19. 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 11/54:38 pm -
1 stop8h 07m
Sat 11/214:07 pm -
1 stop5h 52m
Deal found 10/19![United Airlines logo]()
$570
This United Airlines deal was found by Cheapflights users on 10/19. 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 11/54:38 pm -
1 stop8h 07m
Mon 11/162:22 pm -
1 stop5h 24m
Deal found 10/19![United Airlines logo]()
$574
One-way flights from Brownsville to ChicagoSearch for one-way flight options from Brownsville to Chicago. Find affordable one-way fares based on user searches. Data last updated October 24, 2026.
Search for one-way flight options from Brownsville to Chicago. Find affordable one-way fares based on user searches. Data last updated October 24, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/168:45 am -
2 stops33h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:45 am -
3 stops38h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$283
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Mon 11/163:39 pm -
1 stop6h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![American Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Sun 11/155:49 am -
1 stop5h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![American Airlines logo]()
$370
This American Airlines deal was found by Cheapflights users on 10/21. 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 11/175:49 am -
2 stops14h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![American Airlines logo]()
$393
This United Airlines deal was found by Cheapflights users on 10/22. 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 11/54:38 pm -
1 stop8h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![United Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Thu 11/195:49 am -
2 stops14h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![American Airlines logo]()
$439
This American Airlines deal was found by Cheapflights users on 10/21. 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 11/215:47 am -
2 stops14h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![American Airlines logo]()
$455
This American Airlines deal was found by Cheapflights users on 10/23. 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.
Sun 11/110:41 am -
1 stop5h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![American Airlines logo]()
$489
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 October 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $359 (American Airlines) |
One-way from | $146 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $443 |
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 7,457,451 searches. Data last updated October 24, 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
Cheapest round-trip
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Mon 11/16
8:45 am-6:30 pm
2 stops33h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$146
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Thu 11/19
5:49 am-12:23 pm
1 stop6h 34m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$339
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Tue 11/17
5:00 pm-10:30 pm
1 stop5h 30m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$339
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Sat 12/5
4:40 pm-10:15 pm
1 stop5h 35m
Chicago O'Hare Intl
Sat 12/12
3:04 pm-11:19 pm
1 stop8h 15m
$359
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Thu 11/5
4:38 pm-12:45 am
1 stop8h 07m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$429
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Wed 11/4
9:05 am-2:51 pm
1 stop5h 46m
Chicago O'Hare Intl
Sun 11/8
5:30 am-11:19 am
1 stop5h 49m
$429
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Thu 3/25
4:39 pm-12:40 am
1 stop8h 01m
Chicago O'Hare Intl
Mon 3/29
4:05 pm-9:18 pm
1 stop5h 13m
$433
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Tue 11/24
4:38 pm-9:45 am
2 stops17h 07m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$439
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Fri 1/8
4:39 pm-9:02 am
2 stops16h 23m
Chicago O'Hare Intl
Sat 1/9
12:40 pm-7:35 pm
1 stop6h 55m
$444
BrownsvilleChicago
BRO Brownsville South Padre Is. Intl - ORD Chicago O'Hare Intl
BROORD
Brownsville South Padre Is. Intl
Sat 11/21
5:47 am-8:02 pm
2 stops14h 15m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$455
Showing 1-10 of 14 resultsSorted 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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
BRO-CHI
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 Brownsville to Chicago
BRO-CHI
BRO-ORD
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 $382 and $564 in December.The cheapest round-trip price found within the last 5 days was $359 on American Airlines (Dec 5-Dec 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 October 24, 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.
Comfort
7.3
Boarding
7.7
Entertainment
7.1
Crew
8.1
Food
6.7
Overall
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Comfort
7.3
Boarding
7.7
Entertainment
7.1
Crew
8.1
Food
6.7
Overall
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Comfort
7.3
Boarding
7.7
Entertainment
7.1
Crew
8.1
Food
6.7
Overall
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights from Brownsville
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Alternative routes for Brownsville to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 24, 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 Brownsville to Chicago by cabin class
Find flights from Brownsville to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Brownsville and Chicago flights
Browse other Brownsville and Chicago flight options. Last updated on October 24, 2026.
Other flights from Brownsville
Browse through other flights departing from Brownsville. Flights are based on user searches made on Cheapflights and were last updated on October 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated October 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$330 | Average$473 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$348 | Average$444 | FlexibilityNo cancel fee | On-time71% |