Cypress, TX, USA to Chicago, IL, USA from $48: 8 ways by bus, train, flight or car

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How to Get from Cypress to Chicago: Cheapest, Fastest and Best Way

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$48 - Bus, PlaneBest price

1794 kmDistance

5h 40m Fastest

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Get detailed, step-by-step directions below for your trip from Cypress to Chicago with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

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Traveling From Cypress to Chicago

Traveling from Cypress to Chicago offers a fascinating contrast between the warm, laid-back atmosphere of suburban Texas and the vibrant, bustling energy of a large Midwestern city.

Best Neighbourhoods in Chicago

Chicago's neighborhoods offer diverse experiences and vibrant cultures for every traveler.

Wicker Park

• Known for its trendy boutiques and art galleries.

• A hub for live music and nightlife options.

Lincoln Park

• Features beautiful parks and stunning lakefront views.

• Home to the famous Lincoln Park Zoo, free to visit.

Hyde Park

• Rich in history and home to the University of Chicago.

• Offers cultural attractions like the Museum of Science and Industry.

Best Times To Visit Chicago's Attractions

Maximize your Chicago experience by timing your visits to popular attractions wisely.

Millennium Park

Visit early in the morning on weekdays for quieter moments with the famous Cloud Gate sculpture.

The Art Institute of Chicago

Late afternoons or Thursday evenings often see smaller crowds, ideal for a leisurely exploration.

Navy Pier

Go during weekday mornings for fewer tourists and a more relaxed experience.

Chicago Weather: What to Expect Year-Round

Chicago experiences a diverse climate with hot summers and cold, snowy winters, making each season distinct. Spring and fall are often the best times to visit, as the milder temperatures enhance outdoor activities and sightseeing.

Dining Recommendation

In Chicago, try the iconic deep-dish pizza at Lou Malnati's, where the hearty crust and rich layers of cheese and toppings create a bold contrast to the lighter fare often found in Cypress. The lively atmosphere and dedication to using local ingredients elevate the dining experience, making it memorable in a way that showcases the city's unique culinary heritage.

Cypress - Chicago operators

Explore transport companies operating between Cypress and Chicago, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Bus Show bus routes

Website

ridemetro.org

Bus from Cypress Pr to Smith St @ Jefferson St

Average Duration

44m

Estimated price

$2017-2017

Bus from Cypress Pr to Northwest Transit Center - Platform

Average Duration

23m

Estimated price

$2018-2018

Contact phone

+1 (855) 626-8585

Website

flixbus.com

Bus from Downtown Houston to Austin South Congress

Average Duration

3h 30m

Estimated price

$2019-482

Bus from Downtown Houston to Dallas Market Center

Average Duration

4h 30m

Estimated price

$730-731

Contact phone

+1 888 358 6762

Website

tornadobus.com

Bus from Tornado Bus Co - Austin to Chicago

Average Duration

21h 53m

Estimated price

$1888-201750

Contact phone

+1-877-462-6342

Website

us.megabus.com

Bus from Houston, TX to Dallas, Tx - 801, Sth Riverfront Blvd

Average Duration

4h 30m

Estimated price

$732-488

Contact phone

+1 844-866-5263

Website

vonlane.com

Bus from Hyatt Regency Houston to Fort Worth

Average Duration

Estimated price

$487-487

Train

Contact phone

+1 800-872-7245

Website

amtrak.com

Train from Dallas to Chicago Union Station

Average Duration

22h 4m

Estimated price

$485-1886

Train from Fort Worth to Chicago Union Station

Average Duration

23h 24m

Estimated price

$485-1886

Plane Show flights

Website

southwest.com

Plane from Houston Hobby Apt to Chicago Midway

Average Duration

2h 20m

Estimated price

$1889-4523

Website

united.com

Plane from Houston to Chicago O'Hare

Average Duration

2h 37m

Estimated price

$4529-18870

Website

aa.com

Plane from Houston to Chicago O'Hare

Average Duration

2h 47m

Estimated price

$480-481

Website

flyfrontier.com

Plane from Houston to Chicago Midway

Average Duration

2h 27m

Estimated price

$482-483

Plane from Houston to Chicago O'Hare

Average Duration

2h 39m

Estimated price

$484-4524

Website

spirit.com

Plane from Houston to Chicago O'Hare

Average Duration

2h 40m

Estimated price

$485-486

Cypress to Chicago: Overview of Bus, Train, Flight, and Car Trips

Traveling between Cypress and Chicago offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.

🚗 Embark on an epic road trip from Cypress to Chicago covering a distance of 1115 miles. The journey promises beautiful landscapes and exciting pit stops along the way. ⛽️ The prices for this adventure range between $200 to $300, ensuring flexibility for different budget preferences. Make sure to factor in gas, food, and accommodation costs to make the most of your trip. 🏙️ Arrive in the vibrant city of Chicago after approximately 18 hours and 55 minutes of driving. Explore iconic landmarks like the Willis Tower, Millennium Park, and indulge in the city's famous deep-dish pizza - a rewarding end to a memorable journey.

Average price

$200 - $300

🛫 Flying from Cypress you can catch a quick direct flight from Houston Hobby Airport to Chicago Midway Airport, operated by Southwest Airlines. The flight duration is approximately 2 hours and 20 minutes.

Departure Point

Houston Hobby Apt Airport

Arrival Point

Chicago Midway Airport

🚌 Starting your journey from Cypress to Chicago by bus may take a bit longer due to multiple transfers along the way. The total travel time, including transfers, is estimated to be around 28 hours and 55 minutes. 🚌 The bus route involves stops in Downtown Houston, Austin, California & 35th Street, and the 35th/Archer Orange Line Station before reaching your final destination in Chicago. While there is no direct bus service, the journey offers a unique opportunity to explore different cities along the route.

Departure Point

Downtown Houston station

Arrival Point

Chicago station

Frequently asked questions

Find out more about the route from Cypress to Chicago.

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The distance between Cypress and Chicago is approximately 943 miles. By car, it typically takes around 18 hours and 55 minutes to travel between the two cities. If you prefer public transportation, it takes about 29 hours and 1 minute by bus to reach Chicago from Cypress.

The most cost-effective and time-efficient transportation options for traveling from Cypress to Chicago would be to take a combination of bus and flying. By taking a bus to Houston Hobby Apt and then flying to Chicago, you can save both money and time. This option typically takes around 5 hours and 42 minutes, with ticket prices ranging from $55 to $410. Alternatively, if you're willing to spend a bit more, you can take a combination of bus, tram, and flying which usually takes the same amount of time but may cost between $110 and $380.

The prices of a bus ticket between Chicago and Cypress can range from $234 to $622, depending on factors such as the time of year, the type of bus service, and any promotions or discounts available. It is always a good idea to compare prices from different bus companies and book in advance to potentially get the best deal. Additionally, prices for other modes of transportation such as driving or flying can vary significantly, so it is recommended to compare all options before making a decision.

To travel from Cypress to Chicago without using public transportation, you can drive the entire distance. The driving distance is approximately 1115 miles, which usually takes around 18 hours and 55 minutes to complete. However, it is important to note that the travel time may vary depending on factors such as traffic conditions and rest stops. It is also advisable to budget for gas expenses, which can range from $200 to $300 for the round trip.

The best way to travel from Cypress to Chicago without a car is by bus. It takes approximately 29 hours and 1 minute and the cost ranges from $230 to $650. There are various bus companies that offer this route, providing a comfortable and convenient option for travelers. It is advisable to book your bus ticket in advance to secure your seat and ensure a smooth journey.

Yes, there is a link between Cypress and Chicago but it requires multiple transfers. There is no direct bus from Cypress to Chicago. The journey involves taking a bus from Cypress Pr to Houston Downtown, then transferring to another bus to Tornado Bus Co - Austin. From there, you will need to transfer to another bus to California & 35th Street, and finally, to the Dearborn & Harrison stop in Chicago. The entire journey takes approximately 29 hours and 1 minute, including the transfers.

The flight between Cypress and Chicago typically takes approximately 2 hours and 20 minutes. The quickest and most convenient option is a direct flight from Houston Hobby Apt Airport to Chicago Midway Airport. As for the cost, it can vary depending on the airline, time of travel, and other factors. Generally, it is recommended to check with different airlines or travel websites to compare prices and find the best deals.

There are numerous accommodation options available near Chicago with a wide range of prices. There are at least 1116 hotels in the area, offering options to suit different budgets and preferences. Prices for hotels in Chicago start at $58 per night, providing affordable options for travelers looking for a budget-friendly stay. Whether you prefer luxury hotels, boutique accommodations, or budget-friendly options, there are plenty of choices available near Chicago.

Cypress, TX, USA to Chicago, IL, USA from $48: 8 ways by bus, train, flight or car

How to Get from Cypress to Chicago: Cheapest, Fastest and Best Way

Compare Train, Bus, Flight, and Driving Options

See more options

Traveling From Cypress to Chicago

Best Neighbourhoods in Chicago

Best Times To Visit Chicago's Attractions

Chicago Weather: What to Expect Year-Round

Dining Recommendation

Cypress - Chicago operators

Cypress to Chicago: Overview of Bus, Train, Flight, and Car Trips

Frequently asked questions

Trips from Cypress

Trips to Chicago

Popular routes