- Must visit
Art Institute Of Chicago
One of the premier art museums in the US, known for Impressionist masterpieces, modern works, and the iconic bronze lions at its entrance.
Flights from Hartford, CT to Chicago, IL depart on average 40 times per day, taking around 2h 43m. Cheap flight tickets for this journey start at $104 (€85) but you can travel from only $92 (€75) by train.
There are 4 flights per day. The earliest flight runs at 00:15, the last at 23:45. The fastest flight covers the 769 miles (1239 km) distance in 2h 41m. August is the cheapest month to fly.
Distance 769 miles (1239 km) |
Average flight duration 2h 43m |
Cheapest ticket price $104 (€85) |
Flights per day 40 |
Direct flights 4 |
Fastest flight 2h 41m |
First flight 12:15 AM |
Last flight 11:45 PM |
Cheapest Month Aug |
Cheapest Day Sat |
High Season Jan - Mar |
Low Season Apr - Jun |
Busiest Day Sun |
Least Busy Day Sun |
Best time to book 7 days |
Cheapest price
$123
Average price
$287
Fastest journey
6 h 48 m
Average duration
12 h 37 m
Flights per day
2
Distance
1239 km
The best way to find a cheap flight ticket from Hartford, CT 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 Hartford, CT to Chicago, IL will cost around $287 if you buy it on the day, but the cheapest tickets can be found for only $123.
Of the 2 flights that leave Hartford, CT for Chicago, IL onSun, Jun 21, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, Jun 21 the direct flights cover the 1239 km distance in an average of 12 h 37 m but if you time it right, some flights will get you there in just 6 h 48 m .
On Sun, Jun 21 the longest flights will take 18 h 26 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 train as it is the most popular option from Hartford, CT to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $92. For those with little time consider booking a flight which can get you there in 2h 43m. The ticket price range depends on the travel mode: a bus costs an average of $92, and a flight costs an average of $104.
Distance: 769 miles (1239 km)
| Flight | Most popular Train | Bus | Driving |
|---|---|---|---|
$376 Average price | $258 Average price | $168 Average price Cheapest | $223 Average price (fuel + tolls) |
5h 43m Average total duration Fastest 2h 43m Onboard + 3h 0m Additional time* | 22h 0m Average total duration 21h 30m Onboard + 30m Additional time* | 24h 21m Average total duration 23h 51m Onboard + 30m Additional time* | 13h 28m Average total duration (door-to-door) |
![]() Most popular airline | ![]() Most popular train company | ![]() Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Hartford, CT to Chicago, IL:
A bus is $90 (€74) less than a train for this route with tickets for a train from Hartford, CT to Chicago, IL costing on average $258 (€212).
A bus is $208 (€170) less than a flight for this route with tickets for a flight from Hartford, CT to Chicago, IL costing on average $376 (€308).
Other travel options to Chicago, IL take longer:
Train takes on average 21h 30m.
Bus takes on average 23h 51m.
The table below shows live departures for Hartford, CT to Chicago, IL flights for today, Saturday, June 20. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 10:00 AM Hartford, CT | 6h25 | 4:25 PM Chicago, IL | 0 transfersDirect | |
![]() | 11:00 AM Hartford, CT | 7h04 | 6:04 PM Chicago, IL | 0 transfersDirect | |
![]() | 9:43 PM Hartford, CT | 2h52 | 12:35 AM Chicago, IL | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare train, 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 US, known for Impressionist masterpieces, modern works, and the iconic bronze lions at its entrance.
Major natural history museum famous for Sue the T. rex, ancient cultures, and extensive science collections that appeal to both adults and children.
Large hands-on science museum in Hyde Park featuring a submarine, space exhibits, engineering displays, and immersive family-friendly experiences.
The city’s signature public space, home to Cloud Gate, gardens, events, and major skyline views that define modern Chicago.
Famous stretch of Michigan Avenue lined with historic buildings, shops, hotels, and frequent first-time visitor photo stops.
Highly popular waterfront promenade with architecture views, bridges, and one of the best urban walks in the city.
Chicago’s iconic thick-crust pizza baked in a deep pan, layered with cheese, toppings, and chunky tomato sauce. It is one of the city’s most famous comfort foods.
An all-beef hot dog on a poppy seed bun topped with mustard, onions, neon relish, tomato, pickle spear, sport peppers, and celery salt. It is a classic local street food.
Thinly sliced roast beef piled onto an Italian roll, often dipped in seasoned jus and topped with sweet peppers or giardiniera. It is a defining Chicago sandwich.
A historic old-school steakhouse serving steaks, chops, and classic Italian-American dishes in a traditional setting.
Chicago’s internationally acclaimed fine-dining restaurant known for highly inventive tasting menus and exceptional service.
A long-established Chicago favorite known for buttery deep-dish pizza and a casual, family-friendly atmosphere.
Moderate for a major U.S. city: casual food is manageable, but hotels, attractions, and downtown dining can be pricey.
Tip 18-20% in restaurants; 20%+ for great service. Tip bartenders USD 1-2 per drink, taxis about 10-15%, and hotel staff a few dollars.
Find answers to the most common questions about traveling from Hartford, CT 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.

Most Hartford, CT to Chicago, IL flights use the Bradley International Airport to O'Hare International Airport airport pair. Use this guide to compare Hartford, CT and Chicago, IL airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
Bradley International Airport is 4 km from Hartford city centre. Public transport options include:
Bradley International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food options include: Restaurants in terminal A, including fast food and sit-down options like McDold's and Black Bear Saloon
Free Wi-Fi available throughout the airport. ATMs are located in terminal A and B.
Lost and found is available at the station.
Available at Bradley International Airport: Parking, Taxis, WC.
Available at Bradley International Airport: Car Rental.
Accessibility facilities are available at Bradley International Airport: Ramps, assistance.
Nearby hotels include Hotels nearby, Sheraton Hartford Hotel at the airport..
O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:
O'Hare International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food options include: Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.
Lost and found is available at the station.
Available at O'Hare International Airport: Parking, Taxis, WC.
Available at O'Hare International Airport: Car Rental.
Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.
Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..
Here are some other resources that might have the information you need