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Cheap flights Chicago — Hartford

Chicago (MDW, US) Hartford (BDL, US)
from $258 1 235 km ~1h 57m 1 flights found 1 airlines cheapest on Tuesday
Reverse route
How many travellers?
Adults
12+ years
1
Children
2–11 years
0
Infants
under 2
0
Choose your departure date
Cheapest: $258 on 16.11.2026
Prices shown are from searches by other travellers over the last 24 hours. Missing a date? Click any day — we'll find tickets anyway.
November 2026
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December 2026
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January 2027
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Prices found for 2 of 90 days. Prices update as more travellers search. Click any date to search live.
Depart
—
Return
—
Cheapest flights found
17 Nov 2026, Tue
Southwest Airlines WN 1601
03:20
MDW Chicago Midway International Airport
05:25
BDL Bradley International Airport
2h 5m Direct
Trip.com
$258
View this ticket
Route characteristics
Distance
1 235 km
Flight time
1h 57m
Time difference
+1h
Minimum price
from $258 (16.11.2026)
Average price
$258
Maximum price
$258
Cheapest day
Tuesday
Departure airports (1)
MDW Chicago Midway International Airport
Arrival airports (1)
BDL Bradley International Airport
Airlines (1)
WN Southwest Airlines
Agencies (1)
Trip.com
Airlines — cheapest prices 1
Southwest Airlines
Southwest Airlines
Low-cost 1 flights · 1 days
$258
Where to buy tickets 1
Trip.com
1 tickets · 1 days
from $258
Airports

From — Chicago (1)

  • MDW Chicago Midway International Airport

To — Hartford (1)

  • BDL Bradley International Airport
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Frequently asked questions about the route Chicago — Hartford
How long is the flight from Chicago to Hartford?
Approximate flight time — 1h 57m. This is an average for a direct flight. With connections, the time may be longer.
What is the distance from Chicago to Hartford?
The straight-line distance — 1 235 km.
How much do flights from Chicago to Hartford cost?
The minimum price over 3 months — from $258 on 16.11.2026.
What is the average ticket price?
The average price — $258. Range: $258 — $258.
What is the time difference between Chicago and Hartford?
The difference — +1h.
From which airports does Chicago operate flights?
From Chicago: MDW (Chicago Midway International Airport).
To which airports in Hartford do flights arrive?
To Hartford: BDL (Bradley International Airport).
Which airlines fly this route?
This route is served by 1 airline: Southwest Airlines.
Are there direct flights?
Yes, there are direct flights. Minimum direct price — from $258. Total direct flights found: 1.
Which day of the week is cheapest?
The cheapest day of the week — Tuesday.
When is the best time to buy tickets?
Optimal — 1–3 months before departure. Check the calendar above — it shows the best dates.
How do I book flights?
Click "View this ticket" on any flight card — you'll be redirected to the booking page with this specific ticket pre-selected.
About the route Chicago — Hartford

Flights Chicago — Hartford is a popular route. The straight-line distance is 1 235 km. Flight time 1h 57m. Time difference +1h.

From Chicago (MDW) flights depart from 1 airport: MDW. To Hartford (BDL) — 1 arrival airport: BDL.

1 airline operate on this route: Southwest Airlines.

The minimum price for the next 3 months — from $258 (16.11.2026). The cheapest dates are highlighted in the calendar above.

The average ticket price — $258, ranging from $258 to $258. Book 1–3 months in advance to get the best deals.

Cheapest day to fly — Tuesday.

Other destinations in United States from Chicago
Ontario
US
Providence
US
Pittsburgh
US
Phoenix
US
Philadelphia
US
Portland
US
Norfolk
US
Oakland
US

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