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Southwest Flights From Houston To Chicago

Flights From Houston To Chicago

Southwest Airlines to Add Service at Chicago, Houston Airports

Finding the best flights from Houston to Chicago is not always easy especially when you are on a budget. To make it simple to find the best flight from Houston to Chicago for your needs, whether that is the cheapest option available, or with your chosen airline, Skyscanner has designed a flight search with quick filters and sorting capabilities that make it easy to find, compare and contrast flight options and itineraries. Features include:

  • The ability to search for flights departing and returning within the cheapest months to Chicago
  • A calendar view and chart view which highlights when flights are the cheapest to Chicago, and when they are most expensive
  • The ability to sort flights to Chicago by the Best, Cheapest, Fastest, and more
  • The option to filter for non-stop flights, flights leaving or arriving at certain times, flights with certain airlines, alliances and more when searching for flights to Chicago

Get Cheap Flights From Houston To Chicago: Our Top Tips

In addition to using the Skyscanner search to find the best deals at any given time, there are tips and tricks to getting even better deals. These include:

Plan Your Ideal Trip From Hobby

Points bookings do not include taxes, fees, and other government/airport charges of at least $5.60 per one-way flight.

Seats and days are limited. Fares may vary by destination, flight, and day of week and won’t be available on some flights that operate during very busy travel times and holiday periods.

Fares may be combined with other Southwest Airlines® combinable fares. If combining with other fares, the most restrictive fare’s rules apply.

Fares are nonrefundable but may be applied toward future travel on Southwest Airlines®, as long as reservations are canceled at least ten minutes prior to the scheduled departure. Failure to cancel prior to departure will result in forfeiture of remaining funds on the reservation.

Any change in itinerary may result in an increase in fare. Standby travel may require an upgrade to the Anytime fare depending on Rapid Rewards® tier status.

Fares are subject to change until ticketed.

Offer applies only to published, scheduled service.

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Houston To Chicago Flights

Flights from IAH to MDW are operated 11 times a week, with an average of 2 flights per day.Departure times vary between 06:00 – 18:25. The earliest flight departs at 06:00, the last flight departs at 18:25. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date of travel.

On this non-stop route, you can fly in Economy only.

The fastest direct flight from Houston to Chicago takes 2 hours and 25 minutes.The flight distance between Houston and Chicago is 918 miles .

Other Airlines Also Experienced Issues

INTRAVELREPORT: Southwest Airlines to Expand Flights from ...

Delta told CNN in a statement that its teams were working to quickly address a technical issue that made it difficult for customers to purchase flights on Delta.com, the Fly Delta app and through the companys Reservation Call Center.

The ability to check in for flights was not affected, according to the statement.

Alaska Airlines also experienced issues Monday. In a tweet to a customer, the airline said that its booking page is down. Our team is working hard to get this resolved.

A message on the Alaska Airlines booking page read, We are currently experiencing issues that affect shopping at alaskaair.com, our mobile app and through our contact center. We are actively working with our partner that powers our shopping platform to resolve the issue. We apologize for the inconvenience. Please try again later.

CNN reached out to Alaska Airlines for comment but has not yet heard back.

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Southwest Airlines Takes Off From Iah With Flights As Low As $29

If the Thanksgiving weekend was any indicator, Americans are still fearlessly traveling by air during the holiday season. Just in time, Southwest Airlines has announced new service that should make Yuletide travel bright for Houstonians.

Beginning April 12, 2021, Southwest customers can fly between George Bush Intercontinental and five destinations, nonstop. Those destinations are: Dallas , New Orleans, Chicago , Denver, and Nashville. Travelers can book these flights now online through June 6, 2021, according to the airline.

For quick reference, here is a breakdown of the new flights and fares:

Houston-Dallas One-way fares start at $29

Houston-New OrleansOne-way fares start at $29

Houston-NashvilleOne-way fares start at $69

Houston-Chicago One-way fares start at $79

Houston-DenverThree flights each wayOne-way fares start at $79

Travelers should note that the number of seats, days, and markets for these fares are limited, Southwest adds.

In October, Southwest announced an expansion of service to Bush, a major boon to the airlines already significant Houston presence. As longtime flyers are aware, Southwest first served Houston through Bush Intercontinental on its first day of its operation: June 18, 1971. Southwest served Intercontinental until 1972 and again between 1980 and 2005,

Southwest Airlines To Start Flying From Chicago Ohare

For years, Southwest Airlines has avoided the big hub airports in both Chicago and Houston. In Chicago, the airline has focused its attention on Midway International Airport. Southwest Airlines has a big presence there. The airline carried over 18 million passengers in and out of Midway in 2019.

To get an idea of how dominant Southwest Airlines is here, the airline with the second biggest market share at Midway is Delta Air Lines. In contrast to Southwest, Delta flew less than half a million passengers in and out of Midway over 2019.

Before the downturn, Southwest Airlines was operating as many as 260 flights in and out of Midway each day.

Its been on our wish list for a long time to supplement Midway, Southwests Chief Commercial Officer, Andrew Watterson, told The Chicago Tribune.

According to Mr Watterson, its all about offering customers a choice of airports, particularly in the big, physically sprawling cities with multiple airports. Its also about keeping Southwests employees in work. The airline has over 4,800 employees living in and around Chicago.

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After 15 Years Southwest Airlines Going Back To George Bush Intercontinental Airport

A similar scenario is playing out in Houston. George Bush Intercontinental Airport was one of Southwests original airports. But the airline later made Houstons Hobby Airport its Houston hub. Southwest Airlines hasnt flown out of George Bush Intercontinental Airport since 2005.

Now, Southwest is heading back. Southwest Airlines has around 4,000 employees living in the Houston area. Again, from a customer perspective, its about added choice. For the airline, its about keeping people in work.

All in all, its a rather neat strategy, but goes against the general tide in the industry. While many of Southwests competitors are busy cutting routes, Southwest has adopted the opposite tactic. It has added routes lately. Just in the last few days, theyve announced a raft of new flights out of several cities, including San Diego, Palm Springs, and Charlotte.

The airline has also made a long time virtue of flying out of secondary airports in many North American cities. Doing so costs less. That helps keep fares down and the airlines balance sheet in good shape. In some cities, such as Los Angeles and San Francisco, Southwest Airlines does already fly into more than one airport.

But the decision to add OHare and George Bush Intercontinental Airport to Southwests schedules is a break from the airlines standard operating procedure. But in a tough year, airlines need to think outside the box.

Nonstop Flights: Houston To/from Chicago $104 R/t Southwest

Southwest Airlines (SWA3038) Boeing 737-800W takeoff from Chicago Midway Airport (MDW) to Houston

Book this fare on: Southwest,

The details on this page were accurate when this post was last updated . Deals are usually valid 24 to 72 hours after posting, but can expire at any time. This website contains cookies for personalized ads and links to companies that may compensate this site when you click on their link. By continuing to use this website, you consent to the use of ads, affiliate links, and cookies.

Southwest has round-trip flights from Houston to Chicago starting at $104, NONSTOP. $52 each-way. Flights from August to October. Origin/Destination reversible.

Note: United, Spirit, and Frontier may have fee encumbered Basic Economy fares available for a bit less. Keep in mind that those cheaper fares are often more expensive once you factor in bag fees.

Note: Southwest doesnt charge a change-fee, so if you already booked this flight, but paid more, you should be able to re-book at the lower price and get the difference paid back to you in the form of a travel-voucher.

Note: You can save an additional $100 if you book your Flight+Hotel together as a package on Southwest Vacations and use the DOM100 coupon-code. Before you commit, always compare the prices of the individual Flights and Hotel with other hotel booking sites like Hotels.com or Tripadvisor.

  • Example Dates: Aug 14 Aug 21 / etc / Oct 23 Oct 29 / Other dates: Use the Fare Calendar on Southwest. There are more dates available than the ones we list here, experiment on your own.
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In announcing O’Hare service, Southwest said the airline would operate 20 daily flights out of the airport and that one-way prices would begin at $39.

“We’re growing the reach of Southwest as we add more destinations across the United States while bringing our warm Hospitality and iconic Customer Service to more people than ever before,” Andrew Watterson, Southwest Airlines Chief Commercial Officer and Executive Vice President, said in a statement at the time.

Chicago is one of the strongest and most competitive airport markets in the world, and we are always eager to work with our existing airlines and new entrants on enhancing the service they offer to travelers,” the Chicago Department of Aviation said in a statement following the announcement. “This is a vote of confidence in our city and in OHare, and were excited to build on 35 years of partnership with Southwest Airlines.

The Chicago expansion comes as the company also announced plans to return to Houston’s George Bush Intercontinental Airport.

“Southwest owes decades of success to our employees and customers who have supported our business in Chicago and Houston,” Southwest Airlines CEO Gary Kelly said in a release. “Today’s announcement furthers our commitment to both cities as we add service to share Southwest’s value and Hospitality with more leisure and business travelers.”

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Nonstop Flights: Houston To/from Chicago $76 R/t Southwest

Book this fare on: Southwest, Priceline, BookingBuddy, Travelocity, Expedia, Orbitz, Hotwire, CheapTickets. Fare gone. Removing from deal list.

The details on this page were accurate when this post was last updated . Deals are usually valid 24 to 72 hours after posting, but can expire at any time. This website contains cookies for personalized ads and links to companies that may compensate this site when you click on their link. By continuing to use this website, you consent to the use of ads, affiliate links, and cookies.

Southwest has round-trip flights from Houston to Chicago starting at $76, NONSTOP. $38 each-way. Flights November 2017 to February 2018. Origin/Destination reversible. Holiday blackouts apply.

Note: United and AA have their inferior Basic Economy fares available at this price. Those will only be worth it if you have status or the airline branded credit card that will allow you to check a free bag.

Note: Southwest doesnt charge a change-fee, so if you already booked this flight, but paid more, you should be able to re-book at the lower price and get the difference paid back to you in the form of a travel-voucher.

Note: You may find additional savings if you purchase your Flight+Hotel together as a package on Southwest Vacations. Before you commit, always compare the prices of the individual Flights and Hotel with other hotel booking sites like Tripadvisor.

I was able to pull this up on Southwest. Screenshot taken at 5:32 AM on 10/10/17.

Flight Details:

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Passengers Were Delayed Stranded

Chris Martin, who was traveling on Monday, told CNN he was delayed for over two hours on a Southwest Airlines flight from San Jose, California, to Austin, Texas.

After tweeting about the airlines outage issues and delays, he said he was able to board a flight but many others were not so lucky.

Lining up to board now, apparently they are releasing the weather paperwork city by city. This was a 5:55pm departure, now 8:17pm out here, Martin told CNN. Twenty-two flights showing on the board delayed or canceled.

READ MORE:

Jason Goran, another passenger who was traveling from San Diego, California, to Houston, said he sat on the plane for two hours due to the weather system outage.

@SouthwestAir captain said we cant take off because weather system for entire company is down? Goran tweeted during the ordeal.

Goran said the flight was scheduled to take off at 5:50 p.m. PT. By the time he spoke with CNN, it was 8:17 p.m. PT.

It feels like we are about to take off, he said at the time. They called us back to the plane but we havent pushed back yet.

Patrick Miller said after boarding his flight from Phoenix to Portland, Oregon, passengers had to deplane and then re-board.

From boarding to deplaning, it two hours, Miller told CNN.

People were losing their patience due to the delay, he said.

Southwest Expanding Service In Chicago & Houston

Southwest Airlines to serve Chicago O

Southwest Airlinesannounced plans to expand its footprint in Chicago and Houston. Starting in the first half of 2021, Southwest will launch flights to:

  • Chicago OHare International Airport
  • Houston George Bush Intercontinental Airport

It goes without saying that those are major international airports among the biggest in the country but currently Southwest Airlines doesnt fly to either. Instead Southwest flies to the alternative airports in the cities, where the airline has mega-hubs:

  • Chicago Midway Airport is one of the busiest airports in Southwests network the airline has been flying to Chicago since 1985
  • Houston Hobby Airport is another one of the busiest airports in Southwests network between 1980 and 2005 the airline flew to both HOU and IAH, though at that point the airline switched all operations to HOU

As Southwest Airlines CEO Gary Kelly described this move:

Southwest owes decades of success to our Employees and Customers who have supported our business in Chicago and Houston. Todays announcement furthers our commitment to both cities as we add service to share Southwests value and Hospitality with more leisure and business travelers.

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