
$72 Cheap flight deals from Hartford (HFD) to Chicago (CHI)
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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 $72 One Way, $143 Round Trip from Hartford to Chicago
Prices starting at $143 for return flights and $72 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.
Chicago economy flight packages

Courtyard by Marriott Chicago Magnificent Mile
Dec 10 - Dec 13
Hartford (BDL) to Chicago (ORD)
Reviewed on Aug 26, 2025

The Emily Hotel
Dec 10 - Dec 13
Hartford (BDL) to Chicago (ORD)
Reviewed on Jul 26, 2025

Nobu Hotel Chicago
Dec 10 - Dec 13
Hartford (BDL) to Chicago (ORD)
Reviewed on Jul 16, 2024
More About Flying To Chicago from Hartford
Route Information for Flights from Hartford to Chicago
Origin Airport IATA Code | HFD |
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Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
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.
Frequently asked questions
- Flights to Chicago
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Flights from Hartford
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Hartford Airports
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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.