ORD - BRO

$159 Find Cheap Flights from Chicago to Brownsville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Brownsville departing on 9/24. 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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Everything you should know

Cheapest round-trip
$329
Typical prices: $477-$568
American Airlines
Fri 12/4Mon 12/7
ORD - BRO • 1 stop
Cheapest one-way
$159
Multiple Airlines
Thu 9/24
ORD - BRO • 1 stop
Top airlines
Cheapest • from $329 (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 $410 (round-trip)
Shortest trip • 5h 26m (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

Fri, Dec 4 - Mon, Dec 7
American Airlines Logo
7:25 am - 2:17 pm
ORD
-
BRO
6h 52m
1 stop
American Airlines Logo
2:48 pm - 10:19 pm
BRO
-
ORD
7h 31m
1 stop
$329American Airlines
Wed, Aug 5 - Wed, Aug 12
American Airlines Logo
5:00 am - 10:13 am
ORD
-
BRO
5h 13m
1 stop
American Airlines Logo
6:37 pm - 12:18 am
BRO
-
ORD
5h 41m
1 stop
$331American Airlines
Sat, Jul 25 - Sat, Aug 1
United Airlines Logo
5:30 am - 11:26 am
ORD
-
BRO
5h 56m
1 stop
United Airlines Logo
4:44 pm - 11:15 pm
BRO
-
ORD
6h 31m
1 stop
$355United Airlines
Thu, Jul 9 - Tue, Aug 4
United Airlines Logo
5:30 am - 11:26 am
ORD
-
BRO
5h 56m
1 stop
United Airlines Logo
12:10 pm - 5:22 pm
BRO
-
ORD
5h 12m
1 stop
$364United Airlines
Thu, Aug 6 - Fri, Aug 14
Multiple Airlines Logo
5:13 pm - 7:55 am
ORD
-
BRO
14h 42m
1 stop
Multiple Airlines Logo
8:35 am - 7:53 pm
BRO
-
ORD
35h 18m
2 stops
$379Multiple Airlines
Wed, Jul 8 - 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
$385American Airlines
Fri, Jul 24 - Fri, Jul 31
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
Thu, Jul 9 - Mon, Jul 13
United Airlines Logo
5:30 am - 11:26 am
ORD
-
BRO
5h 56m
1 stop
United Airlines Logo
4:44 pm - 11:15 pm
BRO
-
ORD
6h 31m
1 stop
$399United Airlines
Wed, Aug 12 - Fri, Aug 21
Multiple Airlines Logo
5:30 pm - 7:55 am
ORD
-
BRO
38h 25m
2 stops
Multiple Airlines Logo
8:35 am - 11:08 pm
BRO
-
ORD
14h 33m
1 stop
$408Multiple Airlines
Thu, Sep 17 - Mon, Sep 21
Multiple Airlines Logo
4:49 pm - 8:05 am
ORD
-
BRO
15h 16m
1 stop
Multiple Airlines Logo
8:45 am - 12:24 am
BRO
-
ORD
15h 39m
2 stops
$413Multiple 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$159
Most popular time to fly and prices are also 12% 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 $159 for a one-way ticket and $329 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 9899 reviews
8.1Crew
7.7Boarding
7.3Comfort
6.6Food
7.1Entertainment
Airline reviews

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

10.0 ExcellentNerissa, Jun 2026
ORD - ANC
Read more United Airlines reviews

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

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.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

They need to improve their boarding process. Group 1 and/or paying first class passengers shouldn't be in the middle of boarding process

Didn't make it dir to delays - no support from United staff

Trip was smooth bumpy from the wind but no issues at all the crew attendant was very pleasant and had great customer service

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

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.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

BAD. As a family could not sit together. The gate agent told us there was only one seat in the middle left, when we got on the plane the situation was very different with whole rows of seats empty

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I had first class itinerary, yet they put me boarding group 5 from FNT to ORD! I spoke with the gate agent though, and she let me board in Group 1 like I should have been assigned. Would've liked water on that flight. I'm glad that I asked about food on the flight from ORD to DALLAS. If I fly United from ORD to any city in Texas, they always offer a hot meal and regardless if it is a time in between meal times. The excuse was that it was not dinner time yet. It was almost 6pm?? And the flight was over 2 hours. There were some healthy snack options at least, but fresh snacks like apples or something would be nice. At least offer cheese plates or similar. Please bring seatback screens like United is doing. The flight attendant in first class was wonderful.

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

Information on your arrival and departure airports