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Flight Deals from Houston to Chicago from $53

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Stops

  • Nonstop
    from $112
  • Up to 1 stop
    $141

Airlines

  • American Airlines
    $248
  • Delta Air Lines
    $210
  • Frontier Airlines
    $112
  • Spirit Airlines
    $127
  • United Airlines
    $248

Cabin Class

  • Economy
    $112

Departure Airports

  • George Bush Intercontinental Houston Airport
    $112
  • William P Hobby Airport
    $217

Arrival Airports

  • Chicago Midway Airport
    $112
  • Chicago O Hare Airport
    $127

Layover Airports

  • Charlotte Douglas International Airport
    $268
  • Cleveland Hopkins International Airport
    $258
  • Dallas Fort Worth International Airport
    $258
  • Denver International Airport
    $205
  • Detroit Metropolitan Airport
    $210
  • Fort Lauderdale Hollywood International Airport
    $163
  • Harry Reid International Airport
    $185
  • Hartsfield Jackson Atlanta International Airport
    $157
  • Louis Armstrong New Orleans International Airport
    $141
  • Miami International Airport
    $185
  • Minneapolis-St Paul International/Wold-Chamberlain Airport
    $216
  • Nashville International Airport
    $231
  • Orlando International Airport
    $159

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On average save $240 per traveler
Frontier Airlines Logo
Frontier Airlines

05/21/25

IAH
2h 37m
Direct

05/21/25

MDW
Frontier Airlines Logo
Frontier Airlines

05/25/25

MDW
2h 53m
Direct

05/25/25

IAH
$112
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/14/25

IAH
2h 37m
Direct

05/14/25

MDW
Frontier Airlines Logo
Frontier Airlines

05/21/25

MDW
2h 57m
Direct

05/21/25

IAH
$122
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/28/25

IAH
2h 45m
Direct

05/28/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/31/25

ORD
2h 45m
Direct

05/31/25

IAH
$127
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/24/25

IAH
2h 45m
Direct

05/24/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/27/25

ORD
2h 45m
Direct

05/27/25

IAH
$127
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/21/25

IAH
2h 45m
Direct

05/21/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/22/25

ORD
4h 33m
MSY

05/22/25

IAH
$141
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/12/25

IAH
6h 24m
ATL

05/12/25

ORD
Frontier Airlines Logo
Frontier Airlines

05/21/25

ORD
2h 57m
Direct

05/21/25

IAH
$157
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/21/25

IAH
11h 17m
MCO

05/22/25

ORD
Frontier Airlines Logo
Frontier Airlines

05/22/25

ORD
2h 53m
Direct

05/22/25

IAH
$159
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/13/25

IAH
2h 40m
Direct

05/13/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/14/25

ORD
11h 26m
FLL

05/15/25

IAH
$163
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/30/25

IAH
2h 33m
Direct

05/30/25

MDW
Frontier Airlines Logo
Frontier Airlines

06/01/25

MDW
6h 15m
ATL

06/01/25

IAH
$169
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/23/25

IAH
9h 57m
MCO

05/24/25

ORD
Frontier Airlines Logo
Frontier Airlines

05/25/25

ORD
2h 53m
Direct

05/25/25

IAH
$169
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/21/25

IAH
13h 6m
FLL

05/22/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/22/25

ORD
4h 33m
MSY

05/22/25

IAH
$174
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/22/25

IAH
10h 28m
MIA

05/22/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/27/25

ORD
2h 45m
Direct

05/27/25

IAH
$185
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/17/25

IAH
2h 45m
Direct

05/17/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/20/25

ORD
8h 29m
LAS

05/21/25

IAH
$185
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/23/25

IAH
9h 57m
MCO

05/24/25

ORD
Frontier Airlines Logo
Frontier Airlines

05/25/25

ORD
17h 47m
DEN

05/25/25

IAH
$205
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/31/25

IAH
5h 40m
ATL

05/31/25

MDW
Delta Air Lines Logo
Delta Air Lines

05/31/25

MDW
5h 22m
DTW

05/31/25

IAH
$210
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/27/25

IAH
6h 38m
MSP

05/27/25

MDW
Delta Air Lines Logo
Delta Air Lines

05/28/25

MDW
5h 26m
MSP

05/28/25

IAH
$216
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/24/25

IAH
6h 11m
ATL

05/24/25

ORD
Delta Air Lines Logo
Delta Air Lines

05/25/25

ORD
7h 42m
MSP

05/25/25

IAH
$216
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/20/25

HOU
6h 42m
ATL

05/20/25

MDW
Delta Air Lines Logo
Delta Air Lines

05/25/25

MDW
8h 36m
MSP

05/25/25

HOU
$217
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/17/25

IAH
6h 21m
FLL

05/18/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/20/25

ORD
8h 29m
LAS

05/21/25

IAH
$223
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/30/25

IAH
6h 6m
DTW

05/30/25

MDW
Delta Air Lines Logo
Delta Air Lines

05/31/25

MDW
6h 7m
DTW

05/31/25

IAH
$224
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

06/02/25

IAH
8h 1m
BNA

06/02/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/08/25

ORD
8h 29m
LAS

06/09/25

IAH
$231
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/22/25

IAH
2h 35m
Direct

05/22/25

ORD
Frontier Airlines Logo
Frontier Airlines

05/27/25

ORD
9h 3m
DEN

05/27/25

IAH
$231
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/24/25

IAH
2h 43m
Direct

05/25/25

ORD
United Airlines Logo
United Airlines

05/25/25

ORD
2h 54m
Direct

05/25/25

IAH
$248
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/13/25

IAH
2h 49m
Direct

05/13/25

ORD
American Airlines Logo
American Airlines

05/14/25

ORD
2h 47m
Direct

05/14/25

IAH
$248
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/25/25

IAH
2h 56m
Direct

05/25/25

ORD
United Airlines Logo
United Airlines

05/27/25

ORD
2h 49m
Direct

05/27/25

IAH
$257
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/13/25

IAH
5h 27m
DFW

05/13/25

ORD
American Airlines Logo
American Airlines

05/14/25

ORD
2h 47m
Direct

05/14/25

IAH
$258
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/20/25

IAH
2h 42m
Direct

05/20/25

ORD
American Airlines Logo
American Airlines

05/25/25

ORD
2h 54m
Direct

05/25/25

IAH
$258
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/24/25

IAH
2h 47m
Direct

05/24/25

ORD
United Airlines Logo
United Airlines

05/25/25

ORD
6h 42m
CLE

05/25/25

IAH
$258
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/25/25

IAH
7h 23m
CLE

05/25/25

ORD
United Airlines Logo
United Airlines

05/27/25

ORD
2h 54m
Direct

05/27/25

IAH
$267
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/13/25

IAH
6h 18m
DFW

05/13/25

ORD
American Airlines Logo
American Airlines

05/14/25

ORD
5h 56m
CLT

05/14/25

IAH
$268
Free cancellation within 83 hours of booking

Top Deals on flights from Houston to Chicago

Houston, US (HOU) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

May 21

IAH
2h 37m
Direct

May 21

MDW

as low as

$53

Houston, US (HOU) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 21

IAH
2h 45m
Direct

May 21

ORD

as low as

$54

Houston, US (HOU) - Chicago, US (CHI)

CitizenPlane Logo
CitizenPlane

Jun 2

IAH
2h 33m
Direct

Jun 2

MDW

as low as

$69

Houston, US (HOU) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 21

IAH
12h 6m
FLL

May 22

ORD

as low as

$87

Houston, US (HOU) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

Jun 2

IAH
8h 1m
BNA

Jun 2

ORD

as low as

$91

Houston, US (HOU) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

Jun 10

IAH
7h 37m
ATL

Jun 10

ORD

as low as

$92

Houston, US (HOU) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 27

IAH
11h 41m
MIA

May 27

ORD

as low as

$92

Houston, US (HOU) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

May 31

IAH
6h 58m
MCO

Jun 1

ORD

as low as

$92

Houston, US (HOU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 21

IAH
2h 43m
Direct

May 21

ORD

as low as

$99

Houston, US (HOU) - Chicago, US (CHI)

Delta Air Lines Logo
Delta Air Lines

Jun 11

IAH
7h 36m
DTW

Jun 11

ORD

as low as

$108

Houston, US (HOU) - Chicago, US (CHI)

Delta Air Lines Logo
Delta Air Lines

Jun 4

IAH
6h 43m
ATL

Jun 4

MDW

as low as

$108

Houston, US (HOU) - Chicago, US (CHI)

Delta Air Lines Logo
Delta Air Lines

Jun 7

IAH
6h 38m
MSP

Jun 7

MDW

as low as

$108

Frequently Asked Questions

What is the typical flight duration from Houston to Chicago?
The typical flight duration from Houston to Chicago usually ranges between 2 to 3 hours for non-stop flights, though factors such as weather and air traffic can slightly alter this time. When planning your trip from Houston, it is advisable to allocate extra time for security and boarding procedures. This short flight time makes it convenient for both business and leisure travelers. Always check the flight status on the day of travel and plan to arrive at the airport at least 90 minutes before departure to ensure a smooth experience.
Are there any direct flights available from Houston to Chicago?
Yes, there are direct flights available from Houston to Chicago. Multiple airlines offer non-stop services between these cities, which can significantly reduce travel time by eliminating layovers. Direct flights typically take between 2 to 3 hours, although the exact duration may vary based on weather conditions and air traffic. It is recommended to compare flight schedules and prices, which generally range from $150 to $300, depending on the day and time of booking, to secure the best option for your travel plans.
What are the best transportation options from Chicago airport to downtown?
Chicago offers several convenient transportation options from its major airports to downtown. For instance, the CTA Blue Line from O’Hare costs between $5 to $7 and takes approximately 40–50 minutes, while taxis and rideshares (Uber or Lyft) typically range from $30 to $50 and require about 20–40 minutes depending on traffic. Alternatively, shuttle services may offer group rates. Be sure to check real-time traffic updates and transit schedules to choose the most efficient option for your trip from Houston to Chicago.
Which local attractions should travelers from Houston visit in Chicago?
Travelers from Houston visiting Chicago should explore a mix of iconic landmarks and cultural hotspots. Must-see attractions include Millennium Park for its modern art and architecture, the Willis Tower Skydeck offering panoramic views, and Navy Pier for a blend of entertainment and leisure. Additionally, the Art Institute of Chicago provides a world-class collection of art. Each destination offers unique experiences with admission fees typically ranging between $20 to $40. Plan your itinerary to allow enough time to enjoy these attractions and immerse yourself in Chicago’s vibrant urban culture.
What are the most affordable dining options in Chicago for visitors from Houston?
Visitors from Houston can find a variety of affordable dining options in Chicago that won’t break the bank. Budget-friendly eateries include local pizzerias offering classic deep-dish pizza with prices ranging from $10 to $20 per meal, along with food trucks and casual diners across neighborhoods like Logan Square. Ethnic eateries in areas like Chinatown also provide many options with meals costing between $8 to $15. To maximize savings, consider lunch specials and local cafes that offer hearty meals at reasonable prices, ensuring a delightful culinary experience in Chicago.
What cultural tips should travelers from Houston be aware of when visiting Chicago?
Travelers from Houston should embrace Chicago’s diverse cultural atmosphere by understanding local social norms and etiquette. It is customary to tip service staff 15–20% in restaurants, and casual greetings are valued. In Chicago, people appreciate a friendly yet direct communication style, and punctuality is important for scheduled events and tours. Additionally, immerse yourself in the city’s rich arts scene by exploring local galleries and neighborhood festivals. Familiarize yourself with regional slang and be open to trying local culinary specialties that reflect Chicago’s multicultural heritage.
What are the best shopping areas in Chicago for souvenirs for travelers from Houston?
Travelers from Houston looking for unique souvenirs in Chicago should explore shopping districts like the Magnificent Mile and State Street, where boutique shops, department stores, and specialty retailers abound. These areas offer a blend of luxury and affordable options to choose from. For locally crafted items, consider neighborhoods such as Wicker Park for artisanal crafts and vintage finds. Prices vary widely, typically ranging from $10 to over $100 per item, so setting a budget ahead of time is advisable. These districts provide a rich experience of Chicago’s retail scene.
Are there any seasonal events in Chicago that travelers from Houston should not miss?
Yes, Chicago hosts a number of seasonal events that visitors from Houston will enjoy. In the summer, the city comes alive with events like the Taste of Chicago, music festivals, and outdoor movies, while winter brings holiday markets and ice skating at Millennium Park. Additionally, events such as the Chicago Air & Water Show in the summer and various cultural festivals throughout the year offer dynamic experiences. It is advisable to check local event calendars before your visit, as dates and entry prices—often ranging from free to around $30—can vary considerably.
What are the best family-friendly activities in Chicago for visitors from Houston?
Family-friendly activities in Chicago offer engaging experiences for visitors from Houston. Highlights include a visit to the Shedd Aquarium, where entry typically ranges from $25 to $35 per person, and the Lincoln Park Zoo, which is free of charge. Millennium Park provides lots of open space for kids to explore, while interactive museums like the Field Museum can entertain and educate. Local parks and themed cruises on Lake Michigan also add to memorable experiences. Planning ahead and booking tickets online may offer discounts and make the trip smoother for families.
What are the customs requirements for travelers flying from Houston to Chicago?
Since the journey from Houston to Chicago is a domestic flight, there are no customs requirements involved. Travelers need only comply with standard TSA security checks and identification protocols. Ensure that you carry a valid photo ID, such as a driver’s license, and arrive at the airport early to accommodate security screening. Although customs is not an issue on this route, it is still wise to verify baggage allowances and other airline-specific policies. This simplifies the process and allows you to focus on enjoying your time in Chicago.
Is there a specific time of year when Chicago is best visited by travelers from Houston?
The best time of year to visit Chicago is typically during the late spring to early fall, when the weather is mild and the city’s outdoor attractions are in full swing. For travelers from Houston, planning a trip between May and September offers comfortable temperatures, vibrant street festivals, and numerous outdoor events. During these months, activities such as lakefront walks, outdoor dining, and cultural festivals showcase the city’s lively spirit. However, if you appreciate winter charm, the holiday season can also be magical, though travel conditions might be colder and busier.
What are the best car rental options in Chicago for travelers arriving from Houston?
Chicago offers a wide selection of car rental services at both major airports and city locations. Renowned companies like Enterprise, Hertz, and Budget provide competitive options with rates typically ranging from $40 to $80 per day, depending on the time of year and car model. Renting a vehicle offers flexibility to explore beyond downtown, such as the suburbs and nearby natural attractions. Booking in advance online often secures better deals and ensures vehicle availability. Be sure to review rental policies and insurance options to choose the best option for your visit.
Are there any health precautions travelers from Houston should take before visiting Chicago?
Travelers flying from Houston to Chicago should take standard health precautions to ensure a comfortable visit. It is recommended to be up-to-date on routine vaccinations and to pack any personal medications with prescriptions. Chicago's urban environment may require comfortable walking shoes and precautions against seasonal allergies or cold weather if traveling during winter months. Checking local weather forecasts helps in dressing appropriately. Additionally, monitor any public health advisories issued by local authorities prior to travel, and consider travel insurance that covers health emergencies during your visit.
What unique airport amenities can travelers expect at Chicago airport when arriving from Houston?
Travelers arriving in Chicago can expect a range of unique amenities at the city's airports. For example, O’Hare International Airport offers free Wi-Fi, a variety of dining options showcasing local flavors, and art installations enhancing the travel experience. Lounges with comfortable seating, charging stations, and spa services are available for those looking for extra comfort. There are also retail outlets and duty-free shops offering a selection of goods with prices typically varying from $10 to $100. These amenities ensure that even during layovers, your arrival in Chicago feels welcoming and stress-free.
What are the top outdoor activities in Chicago for travelers from Houston?
Chicago’s vibrant outdoors provide numerous activities for visitors from Houston. Top activities include biking or walking along the scenic Lakefront Trail, exploring the expansive Millennium Park, and taking boat tours on Lake Michigan, which typically cost between $20 to $40 per person. Additionally, parks like Lincoln Park offer picnic areas, gardens, and free cultural events during warmer months. Whether enjoying a guided architecture tour by the river or renting a kayak, these activities offer both leisure and exercise opportunities. Planning your outdoor activities in advance can help maximize your experience in Chicago’s urban nature.