Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Cheap Flight Deals From Hartford (HFD) to Chicago (CHI) Starting at $56

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This Weekend's Flight Deals from Hartford to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $56 One Way, $111 Round Trip from Hartford to Chicago

Prices starting at $111 for return flights and $56 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

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More About Flying To Chicago from Hartford

Route Information for Flights from Hartford to Chicago

Origin Airport IATA Code HFD
Destination Airport IATA Code CHI
Distance 780 mi
Direct Flight Airlines American Airlines, Qatar Airways, JAL, Alaska Airlines, Finnair, ANA, Copa Airlines, Air New Zealand, United Airlines, British Airways
Earliest Flight Arrival 10:32AM UTC
Latest Flight Arrival 10:32PM UTC

Book Your Flight from Hartford to Chicago

Flights from Hartford

Hartford provides travelers with an unforgettable opportunity to view many of the historic landmarks of early America. Flying on cheap flights from Hartford with Orbitz.com lets you depart from the Bradley International Airport, located approximately 15 miles from the city center. The airport, at 11 Schoephoester Road in Windsor Locks, Connecticut, offers flights to destinations throughout North and Central America. Airlines available include Air Canada, Delta and United Airlines.

Parking at the Airport

Short-term parking is available near the main terminal check-in locations. Parking fees for short-term garages begin at $3 for the first half hour and increase to $6.75 for one and a half hours. Each additional hour costs $1.50. Long-term parking garages are located farther from the main terminals and cost up to $8 per day.

Hartford Airport Transportation

Transportation options for trips to the airport include taxis, limo services, private rental cars, or local buses operated by CTTransit. Bus service begins at $3.75 and takes approximately 45 minutes for express service from the city's center. Taxi fees vary by destination and company rates, but typically cost approximately $45 for the 25-minute trip to the city's downtown area. Rental car rates start at $19.95 per day, not including taxes and fees. Car travel between the airport and downtown also takes approximately 25 minutes. Let Orbitz.com help you book a rental car or find accommodations that suit your departure needs.

Dining Options at the Airport

Dining options at the airport include standard newspaper kiosks and fast food fare alongside restaurants specializing in sit-down meals drawn from a variety of backgrounds. Boston Pizza serves up gourmet pizza dishes and pastas, and Lock's Landing provides quality local seafood products for hungry travelers. Edy's Ice Cream and LavAzza Coffee and Pastry provide quick food on the go when you're waiting for cheap flights from Hartford.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Flights from Hartford to Chicago - Frequently Asked Questions

Am I able to catch a flight from Hartford to Chicago now?

If you're agonizing over quarantine requirements and travel restrictions when catching a flight from Hartford to Chicago, check out the Covid-19 Travel Advisor.

Are there non-stop flights from Hartford to Chicago?

Get ready to book, because there are two carriers that offer nonstop flights from BDL to ORD. Lock in a great deal with American Airlines or United Airlines.

What is the shortest flight from Hartford to Chicago?

The shortest flight from Bradley Intl. Airport (BDL) to Midway Intl. Airport (MDW) is 3 hours and 8 minutes. Pack a few things in your carry-on to keep you out of mischief, like that new best-seller or a crossword puzzle.

What airlines fly from Hartford to Chicago most frequently?

There are two airlines offering frequent flights from Bradley Intl. Airport (BDL) to Chicago, IL Airport (ORD-O'Hare Intl.), including American Airlines (AA). A top pick for many travelers, it operates 95 flights on this route each month. Also research the great deals from United Airlines (UA). Offering 86 flights each month between Hartford and Chicago, they make the journey just as enjoyable as the destination.

If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?

We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.

Are there flights to Chicago with flexible change policies?

In most cases you'll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.

What is the cheapest day of the week to fly?

Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.

What is the cheapest month to fly?

We won't keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2020. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.