How to get from Hartford to Chicago: connecting flights, about 6h 44m total

Flights from Hartford to Chicago

Pick a departure date to see flights and seller prices

We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.

Best fares from Hartford to Chicago

Lowest one-way prices found by recent searches for the next 120 days; press a card to search that date

Cheapest one-way $155 19 November 2026, nonstop Cheapest nonstop $155 19 November 2026, AA Cheapest weekend departure $198 Fri, 20 November 2026 Cheapest month November 2026 tickets from $155

Where to connect

Options with one connection, fastest first

fastest, via Washington: 6h 44m
connection option: 1
straight-line distance: 767 mi (1,235 km)

fastest

Via Washington

6h 44m

with the connection

Hartford to Washington flight 1h 25m

Connection of about 3h Arrival: Baltimore/Wash International Thurgood Marshall, Ronald Reagan National, Washington Dulles International. Departure to Chicago: Baltimore/Wash International Thurgood Marshall, Ronald Reagan National, Washington Dulles International.

Washington to Chicago flight 2h 19m

One ticket or two

How the options are calculated and what to keep in mind at the connection

Flight times come from the nonstop schedule (estimated from the distance where there is no schedule), with 3h allowed for the connection. The price of an option is the sum of the lowest known fares for each leg; their dates may not match, so treat it as a guide. The search shows tickets for your dates, including connections on a single ticket.

When to visit Chicago

Weather by month

Best time to visit: May, June, July, August, September and October, +18° to +27° by day. In November it is +10° by day and +2° at night, with 7 rainy days.

Jan

0° −7° 10 days

Feb

+2° −6° 7 days

Mar

+9° 0° 12 days

Apr

+14° +5° 13 days

May

+19° +10° 11 days

Jun

+27° +17° 9 days

Jul

+27° +19° 12 days

Aug

+27° +19° 10 days

Sep

+24° +16° 7 days

Oct

+18° +10° 11 days

Nov

+10° +2° 7 days

Dec

+4° −3° 10 days

Daytime and night temperatures in °C, rainy days. Months with the most comfortable weather are in green. Long-term averages.

Nearest nonstop flights

The closest you can get without a connection

From Hartford to cities closest to Chicago

Hartford to Washington Washington: 594 mi (956 km) from Chicago, flight 1h 25m Hartford to Orlando Orlando: 986 mi (1,587 km) from Chicago, flight 3h 9m from $101 Hartford to Las Vegas Las Vegas: 1,521 mi (2,448 km) from Chicago, flight 7h 32m Hartford to Los Angeles Los Angeles: 1,742 mi (2,804 km) from Chicago, flight 8h 30m Hartford to San Juan San Juan: 2,054 mi (3,305 km) from Chicago, flight 3h 57m from $90

To Chicago from cities closest to Hartford

Providence to Chicago Providence: 66 mi (106 km) from Hartford, flight 2h 55m Albany to Chicago Albany: 74 mi (119 km) from Hartford, flight 2h 45m from $269 Boston to Chicago Boston: 88 mi (142 km) from Hartford, flight 3h 3m from $119 New York to Chicago New York: 108 mi (174 km) from Hartford, flight 2h 50m from $114 Philadelphia to Chicago Philadelphia: 188 mi (303 km) from Hartford, flight 2h 36m from $106 Montreal to Chicago Montreal: 251 mi (404 km) from Hartford, flight 2h 50m from $187

Frequently asked questions

Is there a nonstop flight from Hartford to Chicago?

There are no nonstop flights in the schedule. You will need a connection, the fastest is via Washington.

What is the fastest way to fly from Hartford to Chicago?

Via Washington: 1h 25m to the connection, 2h 19m after it, about 6h 44m in total with 3h for the connection.

How far is Chicago from Hartford?

767 mi (1,235 km) in a straight line between the cities.

How much time should I allow for the connection?

The options allow 3h. On a single ticket the carrier is responsible for the connection; on separate tickets you set the margin yourself, allowing time to collect and re-check your bags.