Cheap flights from Hartford to Chicago

One-way fares from $159 · BDL → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → Hartford
Cheapest fare
$159

American Airlines · Fri, Nov 13

Cheapest month
November

from $159

Direct flights
Yes

American Airlines

Flight time
2h 48m

1,240 km

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Cheapest month to fly from Hartford to Chicago

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 Cheapest $159

Cheapest dates in November 2026

The lowest fares we've seen for each day, cheapest first.

American Airlines
Depart18:26 Fri, Nov 13BDL → ORD 2h 54m · Direct
$159one way, per person
View deal
American Airlines
Depart18:26 Sun, Nov 8BDL → ORD 2h 54m · Direct
$173one way, per person
View deal
See every date in November 2026 →

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Getting around

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About flights from Hartford to Chicago

Hartford (BDL) and Chicago (CHI) are about 1,240 km apart. Direct flights take around 2h 48m, and recent direct fares were with American Airlines. Over the next few months, one-way fares start from $159, and November 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Hartford to Chicago?

The cheapest one-way fare we've seen recently is $159 with American Airlines, departing Friday, November 13, 2026.

What is the cheapest month to fly from Hartford to Chicago?

November 2026 currently has the lowest fares, from $159 one way.

Are there direct flights from Hartford to Chicago?

Yes. Recent direct fares were with American Airlines.

How long is the flight from Hartford to Chicago?

A direct flight takes about 2h 48m. Hartford and Chicago are around 1,240 km apart.

Which airlines fly from Hartford to Chicago?

Recent fares on this route were with American Airlines.

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