- Must visit
The Art Institute Of Chicago
One of the premier art museums in the United States, known for its Impressionist masterpieces, modern works, and iconic collections in a landmark downtown building.
Flights from Terre Haute, IN to Chicago, IL depart on average 25 times per day, taking around 1h 21m. Cheap flight tickets for this journey start at $158 (€128) but you can travel from only $50 (€41) by bus.
There are 8 flights per day. The earliest flight runs at 05:00, the last at 23:51. The fastest flight covers the 165 miles (266 km) distance in 1h 18m. July is the cheapest month to fly.
Distance 165 miles (266 km) |
Average flight duration 1h 21m |
Cheapest ticket price $158 (€128) |
Flights per day 25 |
Direct flights 8 |
Fastest flight 1h 18m |
First flight 5:00 AM |
Last flight 11:51 PM |
Cheapest Month Jul |
Cheapest Day Wed |
High Season Jul - Sep |
Low Season Apr - Jun |
Busiest Day Tue |
Least Busy Day Tue |
Cheapest price
$271
Average price
$271
Fastest journey
1 h 18 m
Average duration
1 h 18 m
Flights per day
1
Distance
266 km
The best way to find a cheap flight ticket from Terre Haute, IN to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Terre Haute, IN to Chicago, IL will cost around $271 if you buy it on the day, but the cheapest tickets can be found for only $271.
Of the 1 flights that leave Terre Haute, IN for Chicago, IL onTue, May 26, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Tue, May 26 the direct flights cover the 266 km distance in an average of 1 h 18 m but if you time it right, some flights will get you there in just 1 h 18 m .
On Tue, May 26 the longest flights will take 1 h 18 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.


Omio recommends booking the bus as it is the most popular option from Terre Haute, IN to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $50. For those with little time consider booking a flight which can get you there in 1h 21m. The ticket price range depends on the travel mode: a bus costs an average of $50, and a flight costs an average of $158.
Distance: 165 miles (266 km)
| Flight | Most popular Bus | Driving |
|---|---|---|
$275 Average price | $89 Average price Cheapest | $37 Average price (fuel + tolls) |
4h 21m Average total duration Fastest 1h 21m Onboard + 3h 0m Additional time* | 5h 45m Average total duration 5h 15m Onboard + 30m Additional time* | 3h 6m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Terre Haute, IN to Chicago, IL:
A bus is $186 (€150) less than a flight for this route with tickets for a flight from Terre Haute, IN to Chicago, IL costing on average $275 (€223).
Other travel options to Chicago, IL take longer:
Bus takes on average 5h 15m.
The table below shows live departures for Terre Haute, IN to Chicago, IL flights for today, Monday, May 25. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 12:15 PM Terre Haute, IN | 1h24 | 1:39 PM Chicago, IL | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare bus and flight 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.
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
One of the premier art museums in the United States, known for its Impressionist masterpieces, modern works, and iconic collections in a landmark downtown building.
A world-class natural history museum famous for its dinosaur fossils, ancient cultures, and major scientific collections, including the celebrated T. rex specimen SUE.
A large interactive science museum in Hyde Park with hands-on exhibits, transportation displays, and family-friendly experiences in a grand historic building.
Chicago’s signature downtown park combines major public art, gardens, and event spaces, making it one of the city’s essential first stops for visitors.
The city’s best-known stretch of Michigan Avenue is lined with landmark buildings, shops, and hotels, and serves as a central walking route for first-time visitors.
A highly popular waterfront promenade with excellent architecture views, bridges, and easy access to boat tours. It is one of the city’s most scenic urban walks.
Chicago’s iconic thick, buttery-crust pizza baked in a deep pan with layers of cheese, toppings, and chunky tomato sauce.
An all-beef hot dog on a poppy seed bun topped with mustard, onions, relish, tomato, pickle spear, sport peppers, and celery salt.
Thin-sliced seasoned roast beef served on a long roll, often dipped in jus and topped with sweet peppers or giardiniera.
A celebrated West Loop restaurant with bold small plates, creative flavors, and a vibrant, modern atmosphere.
Chicago’s internationally renowned fine-dining destination known for highly creative tasting menus and theatrical presentation.
A classic Chicago pizzeria famous for buttery-crust deep-dish pizza and a relaxed, family-friendly atmosphere.
Moderate for a major U.S. city: casual food is reasonable, but hotels, parking, and fine dining add up fast.
Tip 18-20% at restaurants; 20%+ for great service. Bars: USD 1-2 per drink. Taxis/rideshares: 10-15%. Hotels: USD 2-5 for housekeeping; USD 1-2 per bag.
Find answers to the most common questions about traveling from Terre Haute, IN to Chicago, IL by flight. 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 flight, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

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