Rome2Rio

How to get fromCypress to Chicagoby bus, plane, bus (Flixbus), train, or car

Find Transport to Chicago

See all options

There are 6 ways to get from Cypress to Chicago by bus, plane, bus (Flixbus), train, or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Bus to William P. Hobby Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Cypress Park & Ride to Smith St @ Jefferson Stbus bus
    2. Fly from William P. Hobby Airport (HOU) to Chicago Midway International Airport (MDW)plane plane HOU - MDW
    5h 38m
    $137–662

  2. Bus

    1. Take the bus from Cypress Park & Ride to Smith St @ Jefferson Stbus bus 217 / ...
    2. Take the bus from Downtown Houston to Downtown Dallas / Deep Ellumbus bus
    3. Take the bus from Tornado Bus Co - Dallas I-30 to Chicagobus bus
    24h 56m
    $184–366

  3. Bus, train

    1. Take the bus from Cypress Park & Ride to Smith St @ Rusk Stbus bus 217 / ...
    2. Take the bus from Houston to Longviewbus bus
    3. Take the train from Longview to Chicago Union Stationtrain train
    26h 54m
    $339–705

  4. Drive 1,076.9 mi

    1. Drive from Cypress to Chicagocar car 1,076.9 mi
    18h 20m
    $197–284

  5. Bus to George Bush Intercontinental Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Cypress Park & Ride to Smith St @ Rusk Stbus bus
    2. Fly from George Bush Intercontinental Airport (IAH) to Chicago O'Hare International Airport (ORD)plane plane IAH - ORD
    6h 12m
    $137–334

  6. Bus, train via New Orleans

    1. Take the bus from Cypress Park & Ride to Smith St @ Rusk Stbus bus 217 / ...
    2. Take the train from Houston to New Orleans Union Passenger Terminaltrain train
    3. Take the train from New Orleans Union Passenger Terminal to Chicago Union Stationtrain train
    31h 48m
    $404–895

Cypress to Chicago by bus

Calendar7Weekly Buses
Duration24h 56mAverage Duration
Ticket$184Cheapest Price
See schedules

Questions & Answers

Map of how to get from Cypress to Chicago.ExpandLaunch map view
  • Distance: 986.5 mi
  • Duration: 5h 38m

What companies run services between Cypress, Harris County, TX, USA and Chicago, IL, USA?

You can take a bus from Cypress Park & Ride to Dearborn & Harrison via Smith St @ Jefferson St, Downtown Houston, Downtown Dallas / Deep Ellum, Gaston @ Good Latimer - N - Ns, Samuell @ Cinnabar - E - Ns, Tornado Bus Co - Dallas I-30, California & 35th Street, and 35th/Archer Orange Line Station in around 24h 56m.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides