ORD - BRO

$271 Find Cheap Flights from Chicago to Brownsville

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Brownsville departing on 7/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Brownsville

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Brownsville, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Brownsville, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Bundle and saveSave money when you bundle your flight + hotel.

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Everything you should know

Cheapest round-trip
$271
Typical prices: $498-$428
American Airlines
Wed 7/1Fri 7/3
ORD - BRO • 1 stop
Cheapest one-way
$300
American Airlines
Fri 7/24
ORD - BRO • 1 stop
Top airlines
Cheapest • from $271 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Chicago and Brownsville. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $414 (round-trip)
Shortest trip • 5h 27m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Brownsville!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Brownsville (ORD-BRO)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Brownsville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Brownsville

Wed, Jul 1 - Fri, Jul 3
American Airlines Logo
5:00 am - 10:14 am
ORD
-
BRO
5h 14m
1 stop
American Airlines Logo
6:42 pm - 12:50 am
BRO
-
ORD
6h 08m
1 stop
$271American Airlines
Thu, Sep 24 - Mon, Sep 28
United Airlines Logo
10:32 am - 3:51 pm
ORD
-
BRO
5h 19m
1 stop
United Airlines Logo
4:37 pm - 12:23 am
BRO
-
ORD
7h 46m
1 stop
$329United Airlines
Wed, Jul 29 - Wed, Aug 5
American Airlines Logo
5:00 am - 10:12 am
ORD
-
BRO
5h 12m
1 stop
American Airlines Logo
6:37 pm - 12:18 am
BRO
-
ORD
5h 41m
1 stop
$333American Airlines
Tue, Aug 4 - Tue, Aug 11
American Airlines Logo
6:28 pm - 12:13 am
ORD
-
BRO
5h 45m
1 stop
American Airlines Logo
6:37 pm - 12:18 am
BRO
-
ORD
5h 41m
1 stop
$385American Airlines
Thu, Aug 13 - Mon, Aug 17
Multiple Airlines Logo
7:05 am - 7:55 am
ORD
-
BRO
24h 50m
2 stops
Multiple Airlines Logo
8:35 am - 11:10 pm
BRO
-
ORD
14h 35m
1 stop
$387Multiple Airlines
Thu, Jul 16 - Thu, Jul 23
American Airlines Logo
5:00 am - 10:12 am
ORD
-
BRO
5h 12m
1 stop
American Airlines Logo
6:42 pm - 12:50 am
BRO
-
ORD
6h 08m
1 stop
$395American Airlines
Wed, Jul 22 - Mon, Jul 27
American Airlines Logo
5:00 am - 10:12 am
ORD
-
BRO
5h 12m
1 stop
American Airlines Logo
2:47 pm - 9:22 pm
BRO
-
ORD
6h 35m
1 stop
$396American Airlines
Fri, Jul 31 - Fri, Aug 7
American Airlines Logo
11:59 am - 6:00 pm
ORD
-
BRO
6h 01m
1 stop
American Airlines Logo
6:37 pm - 12:18 am
BRO
-
ORD
5h 41m
1 stop
$397American Airlines
Thu, Jul 16 - Thu, Jul 23
American Airlines Logo
5:00 am - 10:12 am
ORD
-
BRO
5h 12m
1 stop
American Airlines Logo
6:42 pm - 12:50 am
BRO
-
ORD
6h 08m
1 stop
$403American Airlines
Sat, Aug 1 - Tue, Aug 4
United Airlines Logo
7:35 am - 3:57 pm
ORD
-
BRO
8h 22m
1 stop
United Airlines Logo
4:44 pm - 11:15 pm
BRO
-
ORD
6h 31m
1 stop
$419United Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Brownsville flights

Get data-powered insights and trends into flights from Chicago to Brownsville to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Brownsville?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Brownsville, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Brownsville is November, where tickets cost $0 (return) on average. On the other hand, the most expensive months are September and December, where the average cost of round-trip tickets is $713 and $533 respectively.

Good to know

Cheapest flight$271
Most popular time to fly and prices are also 11% lower on average.
Flight from Chicago to Brownsville

When to book flights from Chicago to Brownsville

Are your dates flexible? Find out the best times to travel from Chicago to Brownsville based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Brownsville flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Brownsville?

    In the last 5 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Brownsville was $161 for a one-way ticket and $271 for a round-trip.

  • Do I need a passport to fly between Chicago and Brownsville?

    A passport is not required to fly from Chicago to Brownsville.

  • Which airports will I be using when flying from Chicago to Brownsville?

    Chicago airport is called Chicago O'Hare Intl and the only airport in Brownsville is Brownsville South Padre Is. Intl.

  • Which aircraft models fly most regularly from Chicago to Brownsville?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Brownsville?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Brownsville, with oneworld being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Brownsville, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Brownsville are United Airlines and American Airlines. With an average price for the route of $348 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $376 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Chicago to Brownsville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Brownsville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Brownsville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Brownsville from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Brownsville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Brownsville with an airline and back to Chicago with another airline. Booking your flights between Chicago and BRO can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Brownsville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Brownsville from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Chicago to Brownsville

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Brownsville. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Brownsville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9859 reviews
7.1Entertainment
7.3Comfort
8.1Crew
7.7Boarding
6.6Food
Airline reviews

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

2.0 MediocreAnonymous, Jun 2026
ORD - BHM
Read more United Airlines reviews

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

Everything you need to know for your flight from Chicago to Brownsville

Information on your arrival and departure airports