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.

Which airlines flying from Connecticut to Chicago have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like American Airlines, United Airlines, and Delta flying from Connecticut to Chicago have implemented new flexible cancellation policies.

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 Frontier for just $185, but on average you can expect to pay $224.

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

Cheapflights has at least 20 direct flights from Connecticut to Chicago under $300. A good price for a nonstop flight from Connecticut to Chicago is less than $322.

Are there last-minute flights available from Connecticut to Chicago for under $300?

There are currently 20+ open flights from Connecticut to Chicago within the next 7 days for less than $300.

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

Consider Major Airline, American Airlines or Delta 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 New Haven 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 $146. While the most popular route (Hartford Bradley Intl - Chicago O'Hare Intl) can be booked for $214 on average our data indicates $564 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%), British Airways (100%) or United Airlines (98%) as they are the most reliable in getting you off to your destination on time.

How long is the flight from Connecticut to Chicago?

There are many flights that can get you from Connecticut to Chicago in 2h 35m. Fly via United Airlines, Delta, or American Airlines to get the fastest option. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines flying from Connecticut to Chicago round-trip?

Frontier, at $185, was found to be the cheapest airline from Connecticut to Chicago.Alternate airlines to your destination round-trip include Spirit Airlines and United Airlines.

What are the cheapest airlines to fly from Connecticut to Chicago one-way?

$103 is the cheapest one-way deal found within the past few days, from Major Airline. You may also be able to find cheap deals on Spirit Airlines and American Airlines, with prices starting from $104 and $110, respectively.