One Way

Popular Filters

+ 1 more

One Way Price

CAD 240 CAD 600

Duration

2 h 25 m 8 h 0 m

Stops From Houston - Hobby Apt

Departure From Houston - Hobby Apt

6 AM - 12 PM

CAD 377

12 PM - 6 PM

CAD 241

After 6 PM

CAD 241

Arrival at Chicago

Before 6 AM

CAD 333

6 AM - 12 PM

CAD 377

12 PM - 6 PM

CAD 393

After 6 PM

CAD 241

Alliances & Airlines

Oneworld

(2)

SkyTeam

(5)

Star Alliance

(1)

Layover Airports

Layover Duration

35 m 3 h 30 m

Top Flights From Chicago

Houston To Chicago Flights

Book Houston to Chicago flight tickets at lowest price. Get best deals on your upcoming Houston to Chicago flights only on MakeMyTrip. Also Book Chicago to Houston Flights. Currently 16 flights flying from Houston to Chicago. To save maximum on flight booking click on below Fare Calendar button and choose your dates.Avail Zero Cancellation for flight bookings.


Sorted By:
Departure
Duration
Arrival
Price
Delta Air Lines

More Timing Options

CAD 249

CAD 241

Houston - Hobby Apt to Chicago-Midway , 8 Jun

Delta Air Lines DL | 2381

17:08

Mon, 8 Jun 26

Houston - Hobby Apt, United States

02 h 16 m

20:24

Mon, 8 Jun 26

Terminal S

Atlanta, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 1076

21:15

Mon, 8 Jun 26

Terminal S

Atlanta, United States

02 h 02 m

22:17

Mon, 8 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

CAD 297

Houston - Hobby Apt to Chicago-Midway , 8 Jun

Southwest Airlines WN | 2043

18:50

Mon, 8 Jun 26

Houston - Hobby Apt, United States

02 h 25 m

21:15

Mon, 8 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines

CAD 299

Houston to Chicago , 8 Jun

Frontier Airlines F9 | 3136

20:12

Mon, 8 Jun 26

Terminal A

Houston, United States

02 h 49 m

23:01

Mon, 8 Jun 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

CAD 305

Houston - Hobby Apt to Chicago-Midway , 8 Jun

Southwest Airlines WN | 2029

14:55

Mon, 8 Jun 26

Houston - Hobby Apt, United States

16:50

Mon, 8 Jun 26

Kansas City, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines WN | 2029

17:25

Mon, 8 Jun 26

Kansas City, United States

18:50

Mon, 8 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

CAD 320

Houston - Hobby Apt to Chicago-Midway , 8 Jun

Southwest Airlines WN | 2042

16:40

Mon, 8 Jun 26

Houston - Hobby Apt, United States

02 h 25 m

19:05

Mon, 8 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

CAD 344

CAD 333

Houston to Chicago , 8 Jun

United Airlines UA | 1752

22:08

Mon, 8 Jun 26

Terminal C

Houston, United States

02 h 37 m

00:45

Tue, 9 Jun 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

CAD 377

Houston - Hobby Apt to Chicago-Midway , 8 Jun

Southwest Airlines WN | 1294

08:10

Mon, 8 Jun 26

Houston - Hobby Apt, United States

02 h 30 m

10:40

Mon, 8 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

CAD 393

Houston - Hobby Apt to Chicago-Midway , 8 Jun

Southwest Airlines WN | 2041

13:30

Mon, 8 Jun 26

Houston - Hobby Apt, United States

02 h 25 m

15:55

Mon, 8 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

CAD 490

Houston - Hobby Apt to Chicago-Midway , 8 Jun

Southwest Airlines WN | 2039

06:25

Mon, 8 Jun 26

Houston - Hobby Apt, United States

02 h 25 m

08:50

Mon, 8 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

CAD 576

Houston to Chicago , 8 Jun

American Airlines AA | 3106

06:02

Mon, 8 Jun 26

Terminal A

Houston, United States

02 h 41 m

08:43

Mon, 8 Jun 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Chicago Address

Houston Address

Houston to Chicago Flights Information:-

Looking for Houston to Chicago Flight? Here’s all you need to know! For convenience and to save time, pick the airport that is closest to your destination. The nearest airport to Chicago is Chicago Midway Intl and the IATA code for the same is CHI.
Currently, there are 5 airlines operating flights between the two destinations and approximately 16 flights take off from Houston to Chicago every week.

Need information on Houston to Chicago airfare?

The minimum airfare for a Houston to Chicago flight would be 240, which may go up to 576 depending on the route, booking time and availability.
It is recommended that you book a round-trip, since it always works out to be more economical.

Flight Details for Houston to Chicago

If you are looking for Houston to Chicago flights, there is no dearth of options to choose from. Several reputed airlines currently offer both direct and indirect flights between the two destinations. Some of these are American Airlines, Delta Air Lines, Frontier Airlines, Southwest Airlines, United Airlines. Out of these, only 10 airlines operate direct flights. Indirect flights may involve more travel time, but they usually cost lesser than direct flights.

The number of flights operated by each airline is as follows:American Airlines : 2, Delta Air Lines : 2, Frontier Airlines : 2, Southwest Airlines : 2, United Airlines : 2

To board the first Houston to Chicago flight, choose American Airlines, which departs at 06:02 The last flight for this route is United Airlines, departing at 22:08

Chicago Airport Information

Chicago Midway Intl

About Houston (HOU)

Houston, the largest city of the Lone Star State - Texas, has attracted and continues to attract millions of tourists from all corners of the world. Divided into many districts, this huge city is dotted with a seemingly endless number of attractions, both man-made and natural. The presence of Buffalo Bayou - a gorgeous waterway - greatly accentuates the beauty of this city. With lush greenery, several parks, and tall skyscrapers, the city looks quite impressive. One of the most happening areas to visit in Houston is Downtown. A truly pulsating and thriving district - Downtown is home to countless numbers of restaurants, shopping centres and entertainment hubs. In the centre of Downtown is the Theatre District, where tourists can spend fun-filled moments in one of the many game complexes, movie halls, restaurants and green parks. The city of Houston is adorned with hundreds of parks; some of the must-visits are the Lake Houston Park, Discovery Green Park, Tranquility Park and Terry Hershey Park. Located in the northern part of the city, the SplashTown Waterpark is ideal for a family outing. The Space Center Houston, Houston Museum of Natural Science, Downtown Aquarium and George Ranch Historical Park are names of just few of the other popular tourist attractions. For a comfortable stay and travel, tourists can seek assistance of MakeMyTrip.

About Chicago (CHI)

Chicago is a dazzling city that captivates visitors with its vibrant atmosphere and stunning architecture. For travelers from Canada, Chicago offers an array of experiences, from world-class museums to picturesque waterfront parks. The city's rich cultural heritage and dynamic arts scene make it a must-visit destination.

Best Time to Visit

The ideal time to visit Chicago is during the spring (April to June) and fall (September to November) when the weather is pleasant, and the city is alive with festivals. Summers can be warm and bustling, while winters are cold and snowy, perfect for those who enjoy winter sports.

Getting There

Chicago is served by two major airports: O'Hare International Airport (ORD) and Midway International Airport (MDW). There are numerous flights to Chicago from Canada, including direct flights from Toronto, Vancouver, and Montreal. Ensure you have a valid passport and check visa requirements before booking your flight. Airlines such as Air Canada and United Airlines offer cheap flights to Chicago, making it accessible for Canadian travelers.

Where to Stay

Chicago boasts a wide range of accommodation options to suit all budgets. For luxury, consider staying in the Magnificent Mile area, home to upscale hotels and designer boutiques. Budget travelers can find affordable options in neighborhoods like Lincoln Park and Wicker Park. The Loop, Chicago's downtown area, is ideal for tourists wanting to be close to major attractions.

Must-See Places & Experiences

Chicago is renowned for its iconic landmarks and cultural institutions. Don't miss:
• The Art Institute of Chicago
• Millennium Park and the famous Cloud Gate sculpture
• Navy Pier, offering entertainment and stunning lake views
• Museum Campus, home to the Field Museum, Shedd Aquarium, and Adler Planetarium
• The Magnificent Mile for shopping
• Willis Tower Skydeck for breathtaking city views

Local Transportation

Chicago's public transportation system is efficient and easy to navigate. The Chicago Transit Authority (CTA) operates buses and trains that connect the city and suburbs. Taxis and ride-sharing services like Uber and Lyft are readily available. For a scenic option, consider renting a bike and exploring the city's extensive bike paths.

Food & Dining

Chicago's culinary scene is diverse and delicious. Be sure to try local specialties such as deep-dish pizza, Chicago-style hot dogs, and Italian beef sandwiches. The city offers a variety of dining options, from Michelin-starred restaurants to casual eateries. Recommended spots include:
• Lou Malnati's Pizzeria for deep-dish pizza
• Portillo's for Chicago-style hot dogs
• Alinea for an upscale dining experience

Practical Travel Tips

• Currency: The US Dollar (USD)
• Language: English
• Safety: Chicago is generally safe, but be aware of your surroundings and avoid less populated areas at night
• Useful Apps: Download the CTA Transit app for public transport information and OpenTable for restaurant reservations

Start planning your trip and book your Chicago flight today. With so much to offer, Chicago is a city that promises unforgettable experiences for Canadian travelers.

Frequently Asked Questions - Houston to Chicago Flights

Is there a way to make flexible departure date bookings for your Houston to Chicago flight tickets?

Some travel portals like MakeMyTrip offer flexible departure and arrival booking option with certain air carrier when booking from Houston to Chicago. You can check the flexible booking flight options once you get the results filters based on your search and make the booking accordingly. Please note, some airlines make charge extra for flexible travel dates.

Which airlines offer cheapest airfare from Houston to Chicago?

There is no set pricing for airlines to offer cheap flight fare from Houston to Chicago. These fares are mostly decided on the basis of algorithms followed by air carriers to final the prizing based on demand. However, some multiple route flights with stop-overs offer cheap flights as compared to direct flight departing from Houston to Chicago.

How do MakeMyTrip finds the lowest available dare for flights from Houston to Chicago?

MakeMyTrip is a popular travel portal that also works as a travel search engine that allows you to see best available results for your flight search. Every time you make search for flights to any destination, the MMT algorithm picks all the available air carriers for the route and filter rates basis on the cheapest fare available in their system. At MMT, you can not only search flights on the basis of the fare, but you can also see which flight offers direct route, which has multiple stop-overs, baggage allowance, in-flight meal options, cancellation policy, etc. You can also check available discounts offered by payments partners and air carriers when booking the flight.

Can I find cheap accommodation near to airport when travelling from Houston to Chicago?

There are several accommodation options available near the Chicago Midway Intl. You can check for both budget friendly and well as five star accommodation near the airport depending on your requirement and budget. These hotels are mostly suitable for business travellers.

Is passport mandatory to travel from Houston to Chicago?

When making an international trip, passport is mandatory as it defines your identity to the other nation officials. The VISA norms may differ from country to country, which means some would allow Visa on arrival and others may require you to obtain visa in advance. But the availability of passport is mandatory at the time of departure and arrival as well.

What is the best time to book cheap flight tickets from Houston to Chicago?

To get cheap flight tickets from Houston to Chicago, the best time would be to plan your trip during the off season. At that time the flight tickets are usually cheaper than the peak season and the accommodation booking is also available at the affordable price. The other way of booking cheap flight tickets from Houston (HOU) to Chicago (CHI) is to book atleast 4 weeks in advance before your departure date to get competitive pricing on your tickets even during the peak season.

Can I cancel my ticket from Houston to Chicago without cancellation charges?

To avoid cancellation charges on your air tickets, you need to make a selection at the time of booking for ZERO cancellation. Please note, the zero cancellation facility is chargeable with minimum amount and can help you save a lot at the time sudden cancellations.