BRO - ORD

$223 Find Cheap Flights from Brownsville to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Brownsville to Chicago departing on 4/14. 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 Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Brownsville to Chicago, 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 Brownsville to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$337
Typical prices: $436-$386
United Airlines
Sun 4/19Thu 4/23
BRO - ORD • 1 stop
Cheapest one-way
$199
American Airlines
Tue 4/14
BRO - ORD • 1 stop
Top airlines
Cheapest • from $337 (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 Brownsville and Chicago. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $465 (round-trip)
Shortest trip • 5h 19m (one-way)
Insights
Insights
Insights
Insights
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Brownsville to Chicago (BRO-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Brownsville to Chicago 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 Brownsville to Chicago

Sun, Apr 19 - Thu, Apr 23
United Airlines Logo
5:25 pm - 1:26 am
BRO
-
ORD
8h 01m
1 stop
United Airlines Logo
4:03 pm - 9:47 pm
ORD
-
BRO
5h 44m
1 stop
$337United Airlines
Tue, Jun 2 - Fri, Jun 5
United Airlines Logo
4:44 pm - 11:14 pm
BRO
-
ORD
6h 30m
1 stop
United Airlines Logo
6:30 am - 11:26 am
ORD
-
BRO
4h 56m
1 stop
$356United Airlines
Thu, Apr 23 - Mon, Apr 27
United Airlines Logo
5:25 pm - 1:26 am
BRO
-
ORD
8h 01m
1 stop
United Airlines Logo
4:03 pm - 9:47 pm
ORD
-
BRO
5h 44m
1 stop
$357United Airlines
Fri, May 22 - Thu, May 28
Multiple Airlines Logo
8:35 am - 10:14 pm
BRO
-
ORD
13h 39m
1 stop
Multiple Airlines Logo
5:11 pm - 7:55 am
ORD
-
BRO
14h 44m
1 stop
$380Multiple Airlines
Fri, May 8 - Fri, May 15
American Airlines Logo
2:50 pm - 10:20 pm
BRO
-
ORD
7h 30m
1 stop
American Airlines Logo
6:05 am - 2:20 pm
ORD
-
BRO
8h 15m
1 stop
$389American Airlines
Sun, May 3 - Fri, May 8
United Airlines Logo
5:17 pm - 1:27 am
BRO
-
ORD
8h 10m
1 stop
United Airlines Logo
4:00 pm - 9:59 pm
ORD
-
BRO
5h 59m
1 stop
$399United Airlines
Fri, May 22 - Sun, May 24
Multiple Airlines Logo
8:35 am - 12:37 pm
BRO
-
ORD
28h 02m
2 stops
Multiple Airlines Logo
5:11 pm - 7:55 am
ORD
-
BRO
14h 44m
1 stop
$405Multiple Airlines
Mon, Jun 22 - Sun, Jun 28
Multiple Airlines Logo
8:35 am - 12:25 pm
BRO
-
ORD
51h 50m
2 stops
Multiple Airlines Logo
5:30 pm - 7:55 am
ORD
-
BRO
14h 25m
1 stop
$409Multiple Airlines
Sat, Jun 20 - Sat, Jun 27
American Airlines Logo
6:42 pm - 12:42 am
BRO
-
ORD
6h 00m
1 stop
American Airlines Logo
11:40 am - 6:12 pm
ORD
-
BRO
6h 32m
1 stop
$411American Airlines
Sat, Jun 20 - Mon, Jun 29
American Airlines Logo
6:42 pm - 12:42 am
BRO
-
ORD
6h 00m
1 stop
American Airlines Logo
5:00 am - 10:14 am
ORD
-
BRO
5h 14m
1 stop
$414American Airlines
Booking Insights

KAYAK's insights & trends for Brownsville to Chicago flights

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

How much is a round-trip flight from Brownsville to Chicago O'Hare Intl Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Brownsville to Chicago O'Hare Intl Airport departing in April.

Good to know

Low seasonAugust
Cheapest flight$199
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly with an average 73% increase in price.
Flight from Brownsville to Chicago

When to book flights from Brownsville to Chicago

Are your dates flexible? Find out the best times to travel from Brownsville to Chicago 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 Brownsville to Chicago flights

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

    In the last 3 days, the lowest price for a flight from Brownsville to Chicago O'Hare Intl Airport was $199 for a one-way ticket and $337 for a round-trip.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

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

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

  • Which airline alliances offer flights from Brownsville to Chicago?

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

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

    The two airlines most popular with KAYAK users for flights from Brownsville to Chicago are United Airlines and American Airlines. With an average price for the route of $408 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 $436 and an overall rating of 7.1.

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

    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 Brownsville to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Brownsville 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 Brownsville to Chicago?

    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 Chicago with an airline and back to Brownsville with another airline. Booking your flights between Brownsville and ORD 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 Brownsville to Chicago?

    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 Chicago from Brownsville 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 Brownsville to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Brownsville to Chicago. 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 Brownsville to Chicago? 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 9554 reviews
7.3Comfort
6.6Food
8.1Crew
7.1Entertainment
7.7Boarding
Airline reviews

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

10.0 ExcellentMargaret, Apr 2026
DEN - ORD
Read more United Airlines reviews

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

I had a terrible experience. My flight got delayed from Atlanta to Chicago on Monday April 6, 2026, and that led to me missing my next flight to Brussels. United Airlines didn’t provide me with any accommodation for shelter. I had to sleep at the airport in Chicago. The next flight I was put on didn’t leave until the evening hours of Tuesday 4/7/2026.

The flight was officially delayed 3 times, and was actually later than that. Combined, it was a 3 hour delay, but there was no recognition (miles, voucher, etc). The crew seemed stressed. The captain sounded nervous in his announcements. The flight itself was smooth and uneventful.

Just a bad day to fly. Flight was delayed from scheduled 6:50 pm departure to 8:50 pm. Combination of factors mostly related to weather at the destination airport (which is where the incoming flight originated) which delayed the inbound flight over an hour. Once on board, we taxied but had to hold again on the taxiway for 10 minutes or so. We did not get wheels up until after 9 pm. The flight was smooth but about 18 minutes from our destination, we had to hold for several minutes more due to weather at ORD. We finally landed at ORD about 11:08 pm (accounting for the time difference, that was about a 3 hour delay from our scheduled departure time). It felt like we were never going to get to our destination. But the flight crew and attendants were very good. The movie selection onboard was also very nice. Got to watch half of a movie just during our taxi from the gate at ATL due to the delay!

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

Flights were on time. Free Wifi on plane. Everything was well organized.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

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

Information on your arrival and departure airports