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

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Cheap flights from Connecticut to Chicago in June, July 2020

The best prices found for Connecticut to ORD flights for June, July
18 Jun - 21 Jun
$142pp
BDL
Hartford Bradley Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BDL
Hartford Bradley Intl
18 Jun - 21 Jun
$159pp
BDL
Hartford Bradley Intl
$self.airline
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BDL
Hartford Bradley Intl
4 Jun - 14 Jun
$160pp
BDL
Hartford Bradley Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BDL
Hartford Bradley Intl

Connecticut to Chicago 2020 flight deals

Cheap flights to Chicago from Connecticut found for this year
18 Jun - 21 Jun
$142pp
BDL
Hartford Bradley Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BDL
Hartford Bradley Intl
18 Jun - 21 Jun
$159pp
BDL
Hartford Bradley Intl
$self.airline
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BDL
Hartford Bradley Intl
4 Jun - 14 Jun
$160pp
BDL
Hartford Bradley Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BDL
Hartford Bradley Intl

Non-stop flights to Chicago from Connecticut

Save time with Connecticut to Chicago direct flight deals
9 Jun - 21 Jun
$277pp
BDL
Hartford Bradley Intl
$self.airline
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
BDL
Hartford Bradley Intl
5 Jun - 14 Jun
$287pp
BDL
Hartford Bradley Intl
$self.airline
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BDL
Hartford Bradley Intl
9 Oct - 11 Oct
$288pp
BDL
Hartford Bradley Intl
$self.airline
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
BDL
Hartford Bradley Intl

Last minute flights from Connecticut to Chicago

Late deals on round-trip flights to Chicago from Connecticut, departing today and this week
24 May - 31 May
$307pp
BDL
Hartford Bradley Intl
$self.airline
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BDL
Hartford Bradley Intl
24 May - 31 May
$310pp
BDL
Hartford Bradley Intl
$self.airline
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
BDL
Hartford Bradley Intl
24 May - 31 May
$316pp
BDL
Hartford Bradley Intl
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
BDL
Hartford Bradley Intl

One-way flights to Chicago from Connecticut

The cheapest one-way flights from Connecticut to Chicago
2:18 pm - 8:46 pm
JetBlue
1 Stop
7h 28m
BDL - ORD
JetBlue
$248
FlightNetwork
10:00 am - 12:20 pm
Spirit Airlines
1 Stop
27h 20m
BDL - ORD
Spirit Airlines
$294
FlightHub
2:00 am - 5:25 am
Delta
1 Stop
4h 25m
BDL - ORD
Delta
$349
Delta

Related info for your journey

Useful info, stats and facts about Connecticut to Chicago flights.

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.

Arrival points for flights from Connecticut to Chicago

Destination information for Chicago

Things to know before you go. Useful info for your trip from Connecticut to Chicago
Average temperature for June in Chicago
78.8 °F
Avg rainfall for June in Chicago
3.4 ″

Airports servicing

New Haven (HVN)

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)