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Flights Houston — Chicago

Houston
HOU
Chicago
CHI

Cheap flights Houston — Chicago

Below you can see the best deals on flights Houston — Chicago for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 25 July, from AED 195.

Top 10 cheap flights Houston — Chicago

Direct flights Houston — Chicago

Direct flight options for Houston — Chicago with no stopovers on upcoming dates. A direct flight is faster and more convenient — especially when travelling with luggage or children.

The fastest direct flight is operated by Southwest Airlines — travel time is 2 h 25 min.

Top 10 direct flights Houston — Chicago

About the Houston — Chicago flight

You can book flights from Houston to Chicago for travel in June 2026 and beyond. With approximately 91 flights per week on this 1,514 km route, you'll have a wide choice of departure times.

Direct and connecting flights are offered by carriers such as United Airlines, American Airlines, and Southwest. Information on how to get to the airport of departure or planning your journey from the airport to the city will help you organize your transfer in advance.

Flight schedule Houston — Chicago

The table shows direct flights Houston → Chicago on the selected date. The flight takes approximately 2 h 37 min. Regular flights are operated by United Airlines, American Airlines, Frontier Airlines and Spirit Airlines. Departures from George Bush Intercontinental Airport and William P. Hobby Airport airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway International Airport.

For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.

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Flight ticket prices by day: Houston — Chicago

Below is a calendar of the lowest flight ticket prices for Houston — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from AED 195 in y, and the most expensive are around AED 690 in r. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

Houston → Chicago, average one-way price

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
JanAED 442lowMayAED 582mediumSepAED 536medium
FebAED 419lowJunAED 629highOctAED 466low
MarAED 512mediumJulAED 675highNovAED 652high
AprAED 536mediumAugAED 699highDecAED 629high

Some values are estimated based on seasonality.

When to fly

The climate in Chicago is characterized by distinct seasonality: the warmest month is July, with average temperatures reaching 26.5°C, while the coldest is January, when temperatures can drop to -5°C. Precipitation peaks in May, whereas the autumn months remain relatively dry.

Budget-friendly tickets are most frequently found in July, when the minimum fare starts AED 195. Currently, the most expensive period for flying is June, with prices starting AED 690; high price levels are also observed in May.

The optimal time for a trip is September, which offers a comfortable temperature of 23.5°C alongside moderate flight costs starting AED 275. During the winter, consider the potential for flight delays due to snowfall and low temperatures.

Temperature · Chicago

Dry and wet days · Chicago

Wind speed and direction · Chicago

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How to get the best deal on a Houston — Chicago ticket

  • Use the low price calendar to find deals starting AED 195, as ticket prices on this route depend significantly on the chosen day.
  • Compare the terms of low-cost carriers like Spirit or Frontier with those of full-service airlines, keeping in mind that budget carriers often charge extra for baggage.
  • Mid-week flights—typically on Tuesday or Wednesday—are usually cheaper than departures on Friday or Sunday.
  • For the route from Houston to Chicago, direct flights are the most convenient option, saving up to several hours compared to connecting flights.

Airlines

Approximately 91 flights per week are operated on the Houston to Chicago route by 9 different airlines. The main carriers offering the highest frequency of departures are United Airlines, American Airlines, and Southwest Airlines. In the list below, you can view the detailed schedule, compare flight conditions, and choose a suitable departure time by clicking on the card of the airline you are interested in.

  • United Airlines
    United AirlinesUA
    43x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight IAH → ORD43x/week
      Duration
      2h 56m
      Days
      MTWTFSS
  • American Airlines
    American AirlinesAA
    12x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight IAH → ORD12x/week
      Duration
      2h 58m
      Days
      MTWTFSS
  • Frontier Airlines
    Frontier AirlinesF9
    11x/week
    WebsiteFleet: 15329M pax/year
    • Direct flight IAH → MDW6x/week
    • Direct flight IAH → ORD5x/week
  • Spirit Airlines
    Spirit AirlinesNK
    9x/week
    WebsiteFleet: 20544.1M pax/year
    • Direct flight IAH → ORD9x/week
      Duration
      2h 43m
      Days
      MTWTFSS
  • Southwest Airlines
    Southwest AirlinesWN
    9x/week
    WebsiteFleet: 817140M pax/year
    • Direct flight HOU → MDW9x/week
      Duration
      2h 40m
      Days
      MTWTFSS
  • Alaska Airlines
    Alaska AirlinesAS
    5x/week
    WebsiteFleet: 31545M pax/year
    • Direct flight IAH → ORD5x/week
      Duration
      2h 53m
      Days
      MTWTFSS
  • British Airways
    British AirwaysBA
    2x/week
    WebsiteFleet: 29243M pax/year
    • Direct flight IAH → ORD2x/week
      Duration
      3h 9m
      Days
      MTWTFSS
  • Japan Airlines
    Japan AirlinesJL
    1x/week
    WebsiteFleet: 14540M pax/year
    • Direct flight IAH → ORD1x/week
  • Iberia
    IberiaIB
    1x/week
    WebsiteFleet: 9224M pax/year
    • Direct flight IAH → ORD1x/week
      Duration
      3h 10m
      Days
      MTWTFSS

Cities and airports on the Houston — Chicago route

Flights Houston — Chicago depart from George Bush Intercontinental Airport and William P. Hobby Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure airports
Arrival airports

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Frequently asked questions about the Houston — Chicago flight

How long is the flight from Houston to Chicago?

The approximate travel time for a direct flight is about 2 hours and 15 minutes, as the straight-line distance between the cities is 1,514 km.

Which airlines fly on this route?

Regular flights are operated by United Airlines, American Airlines, Southwest, Spirit, and Frontier. A full list of current carriers is available on this page.

Are there direct flights?

Yes, there are approximately 91 flights per week on this route, many of which are direct, allowing you to reach your destination without any transfers.

How much is the cheapest ticket?

Flight prices change constantly based on demand. We recommend checking the current minimum in the low price calendar and the price dynamics chart on this page.

Which airport does the flight arrive at?

Flights from Houston arrive at Chicago's major airports, such as O'Hare (ORD) or Midway (MDW), depending on the airline and flight type.

Where else you can fly from Houston

Where else you can fly from Chicago

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