One Way

Popular Filters

+ 1 more

One Way Price

SGD 202 SGD 1,000

Duration

2 h 20 m 26 h 30 m

Stops From Houston - Hobby Apt

Departure From Houston - Hobby Apt

Before 6 AM

SGD 450

6 AM - 12 PM

SGD 269

12 PM - 6 PM

SGD 287

After 6 PM

SGD 202

Arrival at Chicago

Before 6 AM

SGD 202

6 AM - 12 PM

SGD 359

12 PM - 6 PM

SGD 269

After 6 PM

SGD 303

Alliances & Airlines

Oneworld

(2)

SkyTeam

(1)

Star Alliance

(2)

Layover Airports

+ 3 more

Layover Duration

55 m 21 h 0 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 19 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
Frontier Airlines

SGD 202

Houston to Chicago , 29 Mar

Frontier Airlines F9 | 4855

22:56

Sun, 29 Mar 26

Terminal A

Houston, United States

02 h 42 m

00:38

Mon, 30 Mar 26

Denver, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines F9 | 3172

21:19

Mon, 30 Mar 26

Denver, United States

02 h 38 m

00:57

Tue, 31 Mar 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

SGD 269

Houston to Chicago , 29 Mar

Delta Air Lines DL | 1699

11:39

Sun, 29 Mar 26

Terminal A

Houston, United States

02 h 41 m

15:20

Sun, 29 Mar 26

Terminal EM

Detroit, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 2358

16:15

Sun, 29 Mar 26

Terminal EM

Detroit, United States

01 h 28 m

16:43

Sun, 29 Mar 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines

SGD 280

Houston to Chicago , 29 Mar

Frontier Airlines F9 | 1742

09:25

Sun, 29 Mar 26

Terminal A

Houston, United States

02 h 38 m

13:03

Sun, 29 Mar 26

Terminal T2

Durham, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines F9 | 3351

16:22

Sun, 29 Mar 26

Terminal T2

Durham, United States

02 h 30 m

17:52

Sun, 29 Mar 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines

SGD 287

Houston to Chicago-Midway , 29 Mar

Frontier Airlines F9 | 1068

14:39

Sun, 29 Mar 26

Terminal A

Houston, United States

02 h 29 m

18:08

Sun, 29 Mar 26

Miami, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines F9 | 2109

11:13

Mon, 30 Mar 26

Miami, United States

03 h 28 m

13:41

Mon, 30 Mar 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines

SGD 303

Houston to Chicago , 29 Mar

Frontier Airlines F9 | 1882

16:52

Sun, 29 Mar 26

Terminal A

Houston, United States

02 h 54 m

19:46

Sun, 29 Mar 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Spirit Airlines

SGD 326

Houston to Chicago , 29 Mar

Spirit Airlines NK | 1156

11:41

Sun, 29 Mar 26

Terminal A

Houston, United States

02 h 35 m

14:16

Sun, 29 Mar 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

SGD 359

Houston - Hobby Apt to Chicago-Midway , 29 Mar

Southwest Airlines WN | 2078

21:15

Sun, 29 Mar 26

Houston - Hobby Apt, United States

02 h

00:15

Mon, 30 Mar 26

Tampa, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines WN | 3074

08:10

Mon, 30 Mar 26

Tampa, United States

02 h 50 m

10:00

Mon, 30 Mar 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Spirit Airlines

SGD 367

Houston to Chicago , 29 Mar

Spirit Airlines NK | 921

11:15

Sun, 29 Mar 26

Houston, United States

02 h 17 m

14:32

Sun, 29 Mar 26

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Spirit Airlines NK | 393

17:50

Sun, 29 Mar 26

Orlando, United States

03 h 13 m

20:03

Sun, 29 Mar 26

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

SGD 379

Houston - Hobby Apt to Chicago-Midway , 29 Mar

Southwest Airlines WN | 4283

22:40

Sun, 29 Mar 26

Houston - Hobby Apt, United States

01 h 30 m

00:10

Mon, 30 Mar 26

Tulsa, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines WN | 2220

05:10

Mon, 30 Mar 26

Tulsa, United States

01 h 40 m

06:50

Mon, 30 Mar 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

SGD 450

Houston to Chicago , 29 Mar

United Airlines UA | 1994

05:00

Sun, 29 Mar 26

Terminal C

Houston, United States

02 h 44 m

07:44

Sun, 29 Mar 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Houston to Chicago Flights Information:-

Looking for Houston to Chicago Flight? Hereโ€™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 6 airlines operating flights between the two destinations and approximately 19 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 202, which may go up to 953 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, Spirit Airlines, United Airlines. Out of these, only 11 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, Spirit Airlines : 2, United Airlines : 2

To board the first Houston to Chicago flight, choose United Airlines, which departs at 05:00 The last flight for this route is Frontier Airlines, departing at 22:56

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.

Important Information about Houston to Chicago Flight

Lowest Fare to Travel with Date SGD undefined- 29 Mar
Total flights from Houston to Chicago in a week 19 Flights
First Flight United Airlines, departs at 05:00
Last FlightFrontier Airlines, departs at 22:56
Non-Stop Flights from Houston to Chicago11
Airport Name & codes of Houston & Chicago William P Hobby, Houston-HOU, Chicago Midway Intl,Chicago-CHI

Houston Address

About Chicago (CHI)

Chicago is a dynamic city that offers a blend of modernity and rich cultural heritage, making it an exciting destination for travelers from Singapore. Known for its stunning skyline, vibrant arts scene, and diverse neighborhoods, Chicago promises a variety of experiences that cater to all interests. Whether you're exploring world-class museums, indulging in deep-dish pizza, or strolling along the scenic Lake Michigan, Chicago has something for everyone.

Best Time to Visit

For Singapore travelers, the best time to visit Chicago is during the spring (April to June) and fall (September to October) when the weather is pleasant and the city is bustling with activities. Summers are warm and ideal for outdoor festivals, while winters can be quite cold and snowy, offering a magical winter wonderland experience.

Getting There

Chicago is well-connected to Singapore with direct flights from Changi Airport (SIN) to O'Hare International Airport (ORD). Major airlines such as Singapore Airlines and United Airlines offer flights to Chicago, making it convenient for travelers. Ensure you have a valid visa for entry into the United States, and check for any travel advisories before booking your trip.

Where to Stay

Chicago offers a range of accommodations to suit different budgets. For luxury stays, consider hotels in the Magnificent Mile area, such as the Peninsula Chicago or the Four Seasons Hotel. Budget travelers can find affordable options in neighborhoods like River North and Lincoln Park.

Must-See Places & Experiences

โ€ข Millennium Park: Home to the iconic Cloud Gate sculpture (The Bean) and beautiful gardens.
โ€ข Art Institute of Chicago: Renowned for its impressive collection of art from around the world.
โ€ข Navy Pier: A lively entertainment hub with rides, restaurants, and stunning lake views.
โ€ข Willis Tower Skydeck: Offers breathtaking views of the city from its observation deck.
โ€ข Museum Campus: Includes the Field Museum, Shedd Aquarium, and Adler Planetarium.

Local Transportation

Getting around Chicago is easy with its extensive public transportation system. The 'L' trains and buses operated by the Chicago Transit Authority (CTA) connect various parts of the city. Taxis and rideshare services like Uber and Lyft are also widely available.

Food & Dining

Chicago is a culinary paradise with a diverse food scene. Don't miss trying the famous deep-dish pizza at Giordano's or Lou Malnati's. For fine dining, Alinea offers an unforgettable experience. Explore the ethnic neighborhoods for authentic cuisines, such as Chinatown for dim sum and Pilsen for Mexican delicacies.

Practical Travel Tips

โ€ข Currency: The US Dollar (USD) is used in Chicago.
โ€ข Language: English is the primary language.
โ€ข Safety: Chicago is generally safe for tourists, but stay vigilant in crowded areas.
โ€ข Apps: Download the CTA app for public transport info and Yelp for restaurant reviews.

Start planning your trip and get your tickets booked from MakeMyTrip.com. The website offers you a host of services such as hotel deals, flight deals, and holiday packages. You have the freedom to book cheap flight tickets to Chicago and hotels to any destination in the world according to your budget and need.

Chicago Address

Frequently Asked Questions - Houston to Chicago Flights

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.

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.

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.

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.

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.