Cheap flights from Houston to Chicago

Flights overview

Useful information for finding cheap flights from Houston to Chicago and booking your next trip
Cheapest round-trip flights$138
FrontierNonstop3 hrThu, Apr 16 — Sun, Apr 19
The cheapest round-trip flight from Houston to Chicago is currently $138
Cheapest one-way flight$69
FrontierNonstop3 hrWed, Apr 15
The cheapest one-way flight from Houston to Chicago is currently $69
Last-minute weekend getaway$279
FrontierNonstop3 hrFri, Mar 20 — Mon, Mar 23
The cheapest last-minute weekend getaway from Houston to Chicago is currently $279
Cheapest business class flights$356
FrontierNonstop3 hrThu, Apr 23 — Sun, Apr 26
The cheapest business class round-trip flight from Houston to Chicago is currently $356
Fastest flight2 hr 20 minThe fastest nonstop flight from Houston to Chicago takes 2 hr 20 min
Nonstop flightsEvery dayThere are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Houston to Chicago is typically January. The most expensive month to fly is typically June.
January
Cheapest
Prices in January are usually between $70 and $215.

Popular airlines from Houston to Chicago

  • Southwest
    Nonstop
    from $217
    Typical price: $190–370
    38 weekly nonstop flights
    HOU - MDWEvery day
    2962 weekly connecting flights
    HOU - MDW, ORDEvery day
  • United
    Nonstop
    from $217
    Typical price: $180–370
    77 weekly nonstop flights
    IAH - ORDEvery day
    730 weekly connecting flights
    IAH - ORDEvery day
  • American
    Nonstop
    from $257
    Typical price: $185–390
    27 weekly nonstop flights
    IAH - ORDEvery day
    973 weekly connecting flights
    HOU, IAH - ORDEvery day
  • Delta
    from $257
    Typical price: $220–560
    614 weekly connecting flights
    HOU, IAH - MDW, ORDEvery day
  • Frontier
    Nonstop
    from $138
    Typical price: $115–260
    7 weekly nonstop flights
    IAH - MDW, ORDEvery Mon, Thu, Fri, Sat, Sun
    45 weekly connecting flights
    IAH - MDW, ORDEvery day
  • Spirit
    Nonstop
    from $138
    Typical price: $100–240
    7 weekly nonstop flights
    IAH - ORDEvery day
    14 weekly connecting flights
    IAH - ORDEvery day

Popular airports near Houston

  • George Bush Intercontinental Airport (IAH)
    HoustonUnited States22 min16 mi
  • William P. Hobby Airport (HOU)
    HoustonUnited States22 min9 mi
  • Dallas Fort Worth International Airport (DFW)
    DallasUnited States3 hr 51 min237 mi
  • Austin-Bergstrom International Airport (AUS)
    AustinUnited States2 hr 26 min140 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    ChicagoUnited States26 min16 mi
  • Chicago Midway International Airport (MDW)
    ChicagoUnited States25 min9 mi
  • Milwaukee Mitchell International Airport (MKE)
    MilwaukeeUnited States1 hr 24 min75 mi
  • Indianapolis International Airport (IND)
    IndianapolisUnited States2 hr 58 min165 mi

Frequently asked questions about flying from Houston to Chicago

The cheapest flights from Houston to Chicago are usually in January. Typical ticket prices in January range from $70 to $215.
The cheapest round-trip flight from Houston to Chicago recently found on Google Flights was with Frontier from $138. The cheapest one-way flight was with Frontier from $69.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from Houston to Chicago is $217, flying from Apr 18 to Apr 19.
  • The cheapest United flight from Houston to Chicago is $217, flying from Apr 18 to Apr 19.
  • The cheapest American flight from Houston to Chicago is $257, flying from May 2 to May 4.
  • The cheapest Delta flight from Houston to Chicago is $257, flying from May 9 to May 10.
  • The cheapest Frontier flight from Houston to Chicago is $138, flying from Apr 16 to Apr 19.
  • The cheapest Spirit flight from Houston to Chicago is $138, flying from Apr 23 to Apr 26.
The cheapest round-trip flight from Houston to Chicago starts at $138 from Thu, Apr 16 to Sun, Apr 19. The cheapest one-way flight starts at $69 and departs on Wed, Apr 15.
2 hr 20 min is the shortest flight time from Houston to Chicago.
Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.
It's easy to use Google Flights to find the cheapest days to fly from Houston to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Houston to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Houston to Chicago.

In terms of nonstop flights, United is the most popular. United offers 77 nonstop flights and 730 connecting flights per week. United flies from George Bush Intercontinental Airport (IAH) to Chicago O'Hare International Airport (ORD).

In terms of flights, Southwest is the most popular. Southwest offers 38 nonstop flights and 2,962 connecting flights per week. Southwest flies from William P. Hobby Airport (HOU) to Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD).

Other popular airlines flying from Houston to Chicago are:
  • American offers 27 nonstop flights and 973 connecting flights per week. American flies from William P. Hobby Airport (HOU), George Bush Intercontinental Airport (IAH) to Chicago O'Hare International Airport (ORD).
  • Delta offers 614 connecting flights per week. Delta flies from William P. Hobby Airport (HOU), George Bush Intercontinental Airport (IAH) to Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD).
  • Frontier offers 7 nonstop flights and 45 connecting flights per week. Frontier flies from George Bush Intercontinental Airport (IAH) to Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD).
  • Spirit offers 7 nonstop flights and 14 connecting flights per week. Spirit flies from George Bush Intercontinental Airport (IAH) to Chicago O'Hare International Airport (ORD).
The number of connecting flights refers to distinct flights with at least one stop between Houston and Chicago.
The cheapest round-trip flight from Houston to Chicago recently found on Google Flights was with Frontier from $138. The cheapest one-way flight was with Frontier from $69.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from Houston to Chicago is $217, flying from Apr 18 to Apr 19.
  • The cheapest United flight from Houston to Chicago is $217, flying from Apr 18 to Apr 19.
  • The cheapest American flight from Houston to Chicago is $257, flying from May 2 to May 4.
  • The cheapest Delta flight from Houston to Chicago is $257, flying from May 9 to May 10.
  • The cheapest Frontier flight from Houston to Chicago is $138, flying from Apr 16 to Apr 19.
  • The cheapest Spirit flight from Houston to Chicago is $138, flying from Apr 23 to Apr 26.
Southwest, Frontier, United, American and Spirit fly direct from Houston to Chicago.
  • There are 38 Southwest direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 77 United direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 27 American direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 7 Frontier direct flights from Houston to Chicago per week. Flights are available on Monday, Thursday, Friday, Saturday and Sunday.
  • There are 7 Spirit direct flights from Houston to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between Houston and Chicago at price $279 is offered by Frontier from Fri, Mar 20 to Mon, Mar 23.
Southwest, Frontier, United, American and Spirit fly direct from Houston to Chicago.
  • There are 38 Southwest direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 77 United direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 27 American direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 7 Frontier direct flights from Houston to Chicago per week. Flights are available on Monday, Thursday, Friday, Saturday and Sunday.
  • There are 7 Spirit direct flights from Houston to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are direct flights from Houston to Chicago on a daily basis.
The cheapest direct (nonstop) round-trip flights between Houston and Chicago start at $138 from Thu, Apr 16 to Sun, Apr 19 with Frontier.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Houston to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Houston and Chicago start at $356 from Thu, Apr 23 to Sun, Apr 26 with Frontier.
The cheapest economy class round-trip flights between Houston and Chicago start at $138 from Thu, Apr 16 to Sun, Apr 19.
To book business class trips from Houston to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Houston and Chicago starts at $279 from Fri, Mar 20 to Mon, Mar 23 with Frontier.
The cheapest last-minute deal between Houston and Chicago at price $279 is offered by Frontier from Fri, Mar 20 to Mon, Mar 23.
To find last-minute flight deals from Houston to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

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