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Cheap flights Hartford — Chicago

Hartford (BDL, US) Chicago (MDW, US)
from $134 1 235 km ~1h 57m 7 flights found 2 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: $134 on 24.11.2026
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 10 of 90 days. Prices update as more travellers search. Click any date to search live.
Depart
—
Return
—
Cheapest flights found
24 Nov 2026, Tue
Frontier Airlines F9 1683
20:26
BDL Bradley International Airport
02:34
MDW Chicago Midway International Airport
6h 8m 1 stop
Farera
$134
View this ticket
22 Nov 2026, Sun
Southwest Airlines WN 3343
02:50
BDL Bradley International Airport
05:15
MDW Chicago Midway International Airport
2h 25m Direct
Farera
$158
View this ticket
24 Nov 2026, Tue
Southwest Airlines WN 454
15:20
BDL Bradley International Airport
17:50
MDW Chicago Midway International Airport
2h 30m Direct
City.Travel
$160
View this ticket
Route characteristics
Distance
1 235 km
Flight time
1h 57m
Time difference
-1h
Minimum price
from $134 (24.11.2026)
Average price
$158
Maximum price
$164
Departures per week
1
Cheapest day
Tuesday
Departure airports (1)
BDL Bradley International Airport
Arrival airports (1)
MDW Chicago Midway International Airport
Airlines (2)
F9 Frontier Airlines WN Southwest Airlines
Agencies (4)
Farera City.Travel Tickets Kiwi.com
Prices by day of week
Tuesday
$134
avg $147
Cheapest
Sunday
$158
avg $158
Airlines — cheapest prices 2
Frontier Airlines
Frontier Airlines
Low-cost 2 flights · 2 days
$134
Southwest Airlines
Southwest Airlines
Low-cost 5 flights · 5 days
$158
Where to buy tickets 4
Farera
3 tickets · 3 days
from $134
City.Travel
2 tickets · 2 days
from $160
Tickets
1 tickets · 1 days
from $169
Kiwi.com
1 tickets · 1 days
from $241
Airports

From — Hartford (1)

  • BDL Bradley International Airport

To — Chicago (1)

  • MDW Chicago Midway International Airport
Other destinations from Hartford
Alexandria
US
Atlanta
US · Hub
Baltimore
US
Chicago
US
Cleveland
US
Charlotte
US · Hub
Cincinnati
US
Denver
US · Hub
Dallas
US · Hub
Detroit
US
Dubai
AE · Hub
Newark
US · Hub
Frequently asked questions about the route Hartford — Chicago
How long is the flight from Hartford to Chicago?
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 Hartford to Chicago?
The straight-line distance — 1 235 km.
How much do flights from Hartford to Chicago cost?
The minimum price over 3 months — from $134 on 24.11.2026.
What is the average ticket price?
The average price — $158. Range: $134 — $164.
What is the time difference between Hartford and Chicago?
The difference — -1h.
From which airports does Hartford operate flights?
From Hartford: BDL (Bradley International Airport).
To which airports in Chicago do flights arrive?
To Chicago: MDW (Chicago Midway International Airport).
Which airlines fly this route?
This route is served by 2 airlines: Frontier Airlines, Southwest Airlines.
Are there direct flights?
Yes, there are direct flights. Minimum direct price — from $158. Total direct flights found: 2.
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 Hartford — Chicago

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

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

2 airlines operate on this route: Frontier Airlines, Southwest Airlines.

The minimum price for the next 3 months — from $134 (24.11.2026). The cheapest dates are highlighted in the calendar above.

The average ticket price — $158, ranging from $134 to $164. Book 1–3 months in advance to get the best deals.

Cheapest day to fly — Tuesday.

Other destinations in United States from Hartford
West Palm Beach
US
Raleigh
US
Pittsburgh
US
Phoenix
US
Philadelphia
US
Norfolk
US
Oakland
US
Ontario
US

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