Cheap flights from Connecticut (CT) to Chicago (CHI)

Flight FAQs

From Connecticut to Chicago

Are flight prices decreasing from Connecticut to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Connecticut and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Connecticut to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from Connecticut to Chicago for under $200. The cheapest flight booked recently is on Spirit Airlines for just $142, but on average you can expect to pay $196.

Are there nonstop flights from Connecticut to Chicago for under $300 on Cheapflights?

Cheapflights has at least 3 direct flights from Connecticut to Chicago under $300. A good price for a nonstop flight from Connecticut to Chicago is less than $284.

Are there last-minute flights available from Connecticut to Chicago for under $400?

There are currently 5+ open flights from Connecticut to Chicago within the next 7 days for less than $400.

How popular is this flight route?

Flights from Connecticut to Chicago have been viewed 19 times in the past calendar month.

What are the most popular airlines that fly from Connecticut to Chicago?

Consider JetBlue, Delta or Frontier when booking your flight. These represent the most popular airlines when flying from Connecticut to Chicago.

What are the most popular routes from Connecticut to Chicago?

Most travelers choose Hartford Bradley Intl - Chicago O'Hare Intl, Hartford Bradley Intl - Chicago Midway or Tweed-New Haven - Chicago O'Hare Intl when deciding on the best route from Connecticut to Chicago.

What are the cheapest Flights from Connecticut to Chicago?

Looking at all options, your cheapest flight can be booked for $80. While the most popular route (Hartford Bradley Intl - Chicago O'Hare Intl) can be booked for $168 on average our data indicates $425 when flying from Connecticut to Chicago

What are the most reliable airlines from Connecticut to Chicago?

No one likes to see their flight delayed. When booking a flight from Connecticut to Chicago consider choosing Envoy Air (100%), Copa Airlines (85%) or Republic Airways (79%) as they are the most reliable in getting you off to your destination on time.