- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Omio recommends booking the bus as it is the most popular option from Midland, TX to Chicago, IL among Omio's users. If you are prioritising price, take the bus, with an average ticket price of $235 For those with little time, consider booking a flight, which has an average total journey time of 6h 12m. Average ticket prices depend on the travel mode: a bus costs an average of $235, while a flight costs an average of $595.
Distance: 1045 miles (1683 km)
Most popular Bus | Flight | Driving |
|---|---|---|
$235 Average price Cheapest | $595 Average price | $246 Average price (fuel + tolls) |
28h 30m Average total duration 28h 0m Onboard + 30m Additional time* | 6h 12m Average total duration Fastest 4h 12m Onboard + 2h 0m Additional time* | 17h 29m Average total duration (door-to-door) |
![]() Most popular bus company | ![]() Most popular airline | Your own car or car rental |
Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Midland, TX to Chicago, IL:
A bus is $360 less than a flight for this route with tickets for a flight from Midland, TX to Chicago, IL costing on average $595.
Other travel options to Chicago, IL take longer:
Bus takes on average 28h 0m.
Tickets start at around $235 compared to roughly $246 in fuel and tolls — a saving of about $11. The journey takes 28h 0m versus 17h 29m by car, so you'll arrive a bit later, but you can use the time productively rather than spending it behind the wheel. No parking to sort, no fuel stops, and most coaches have Wi-Fi and power outlets.
Driving is worth considering if you're on a tight schedule, travelling as a group (where fuel costs split several ways), or want the flexibility to stop along the way.
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 01:20AM | Arrival Time 09:20AM | Duration 32h00 | Departure days Wed, Sat | Cheapest price $265 |
Operator Greyhound | Departure Time 04:00PM | Arrival Time 01:10AM | Duration 33h10 | Departure days Mon | Cheapest price $356 |
Compare bus prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Buses from Midland, TX to Chicago, IL run on average 5 times per day, taking around 28h 0m. Cheap bus tickets for this journey start at $210 if you book in advance.
The earliest bus runs at 00:15, the last at 23:10. The fastest bus covers the 1045 miles (1683 km) distance in 25h 5m.
Distance 1045 miles (1683 km) |
Average bus duration 28h 0m |
Cheapest ticket price $210 |
Buses per day 5 |
Fastest bus 25h 5m |
First bus 12:15 AM |
Last bus 11:10 PM |
Cheapest Month Dec |
Cheapest Day Sat |
High Season Jan - Mar |
Low Season Oct - Dec |
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
Find answers to the most common questions about traveling from Midland, TX to Chicago, IL by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

Most Midland, TX to Chicago, IL buses use the Midland, West Country Road 127 / North State Hwy 349 to Chicago, Greyhound Bus Station station pair, with some services arriving at Chicago, Union Station (Amtrak). Use this guide to compare Midland, TX and Chicago, IL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Midland, West Country Road 127 / North State Hwy 349 is 15 km from Midland city centre. Public transport options include:
Midland, West Country Road 127 / North State Hwy 349 has practical services for this route, including Wifi, Parking, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Wi-Fi is available at Midland, West Country Road 127 / North State Hwy 349. ATMs are available at Midland, West Country Road 127 / North State Hwy 349.
Ticket office support is available at Midland, West Country Road 127 / North State Hwy 349.
Available at Midland, West Country Road 127 / North State Hwy 349: Parking, Taxis, WC.
Accessibility facilities are available at Midland, West Country Road 127 / North State Hwy 349.
Chicago, Greyhound Bus Station is 2 km from Chicago city centre. Public transport options include:
Chicago, Greyhound Bus Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Snack shop and vending machines available
Free Wi-Fi in waiting area. ATMs are located near entrance.
Ticket office support is available at Chicago, Greyhound Bus Station.
Available at Chicago, Greyhound Bus Station: Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Greyhound Bus Station: Wheelchair accessible entrances and seating.
Chicago, Union Station (Amtrak) is 3 km from Chicago city centre. Public transport options include:
Chicago, Union Station (Amtrak) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Multiple dining options are available inside the station.
Free Wi-Fi is available in waiting areas. ATMs are aTMs are located near the main entrance.
Ticket office support is available at Chicago, Union Station (Amtrak).
Available at Chicago, Union Station (Amtrak): Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Union Station (Amtrak): Station is accessible with elevators and ramps.
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