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Find cheap flights from Connecticut to Illinois from $42

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Connecticut to Illinois departing on 6/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Wed 6/5
Wed 6/12

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Good to know

Low season

January

High season

June

Cheapest flight

$42
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 7% increase in price.
Flight from Hartford to Chicago O'Hare Airport

FAQs for booking flights from Connecticut to Illinois

  • How does KAYAK find such low prices on flights from Connecticut to Illinois?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Connecticut to Illinois.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Connecticut to Illinois?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Illinois from Connecticut is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Connecticut to Illinois?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Illinois with an airline and back to Connecticut with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Connecticut to Illinois?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Illinois from Connecticut up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 4 airlines serving from Connecticut to Illinois

 
Need help choosing which airline to fly with from Connecticut to Illinois? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.2
Singapore AirlinesOverall score based on 1465 reviews
8.2Entertainment
7.8Food
8.4Boarding
8.7Crew
8.1Comfort
Airline reviews

My overall experience with Singapore Airlines is great. Will definitely fly Singapore airline again.

8.0 ExcellentAnonymous, Apr 2024SIN - JFK
Read more about Singapore Airlines reviews

My overall experience with Singapore Airlines is great. Will definitely fly Singapore airline again.

I commend the flight attendants on our SFO-SIN flight who went above and beyond to provide us with extra snacks and food. This type of service makes the flight experience personal and awesome.

It was a great flight Food was great Crew was spectacular

In general good, but the machine seems to be long in operation and some functions were restricted as e. g. Adjusting of seats.

When boarding, after business class should be premium economy, but economy class already lined-up at the gate blocking premium economy to board. Singapore airline crew should done a better job to organize this chaos :( Thank you.

It seems paying premium economy does not make difference with economy. No priority boarding, not worthy paying extra$$$ for premium economy.

People were so nice! Economy seats were small and cramped feeling for me. I’m slender and 6 feet tall

The singapore airline now compared before covid, I like the service before covid. SQ was the best of all airlines but now I am going to look for different airline if I am travelling in asia.

They were able to assist my elderly father and myself after not being able to check in to scoot. The counter service was phenomenal. They did what they could to get us on the next plane so we could catch our Connecting flight. Scoot closed early on us so we ended up missing our flight.

They are great with every aspect of customer service. Helped my elderly father and aided him with using the restroom.

The overall flight went well and the aircrew was pleasant.

Very comfortable Prem economy seats for a long haul flight. Had a problem with the tv that the crew fixed so was great!

Cathay Pacific seems to be an airline in trouble and on its way out. Lots of broken or poorly functioning things like entertainment screens, seats, and enough well trained staff to handle a full flight. Sad...

The flight crew was exceptionally good. Personal needs were well met. The food choices were very nice.

Excellent. Planes are a little older and could get some refurbishment, but besides that everything was excellent.

While I was in great pain, the seat was sufficiently comfortable to allow me to rest and not be in so much pain.

we were upgraded which was a blessing and tender mercy for us. I fell the day before and was in extreme pain from knee to shoulder. Sitting in a more comfortable seat during the flight was an unexpected blessing and experience.

Seats were very comfortable. Crew were excellent. Food very good.

Flight crew was especially thoughtful and attentive, made sure our seats were comfortable so we could rest on the long flight

I felt thirsty and asked the flight attendent for water, but no one came for more than half an hour.

WiFi didn’t work on both sectors so made killing time harder - planes clean modern and good flight crew - would do again if WiFi works

6hrs fly they dont give you a glass of water from seoul to singapore need to buy drink and food plus they charge for bag on international fly is always Free 1 bag from seoul to singapore is Not a local fly you are traveling true asia same story from singapore to Bali no water drink after payment for bag drink cost more the regular airline Well never use this company again we use regular company like Delta korea japan China and even scoot parent company Singapore Air

We had 2 attempts to land at Singapore Changing during a thunderstorm. Everything was delayed by 1 hour plus.

Boarding was not accordingly after front seat, bmf then back seat. This delayed for at least 40mins or more. The staff at Jakarta can do better. Is chaos at the entry to board the plane. This tarnished Scoot reputation when everyone was talking about it.

The crew was not customer oriented at all, even confrontational . The aircraft needs more attention to detail as far as comfort, and the 1 hour sitting at the gate with no air is inexcusable

We flew on the 787 Dreamliner direct to main gate at KLIA2, quick entry via eGate and on the train 41mins after touchdown. Go well SCOOT

Was on scoot plus. The only good thing about the flight was the spacious seats. Tables and armrests were extremely dirty Food: bad Entertainment: non existent Wifi: unable to connect, then was painfully slow that we couldn’t even send messages Good thing we had a night flight, so we just slept throughout.

Not clear why boarding passes could only be issued at the counter and not through the kiosk. I had already check-in on the web, so waiting to obtain a boarding pass 1.5 hours before the actual flight defeats the purpose of early web check-in.

no charging point. food offering is limited and very much on the budget line. Overall is not satisfying for such a price and duration of flight.

We were delayed, but there was never any update given. Everyone was standing at the gate as boarding was supposed to commence at 13:10 for a 13:55 flight. We didn't actually start getting on the shuttles to the plane, until after 14:00. No updates, no information given at all.

Delay flight more than 8hours waiting and poor customer service!

Plane was extremely small so mind the size of your carry on

Other than lack of snacks, everything else went very well.

They don’t keep you updated on the flight status very well. It was late but nothing said

Pros: "Nothing!!! Horrible airline with horrible staff members."
Cons: "Everything. The staff and crew of Intercaribbean airlines are very unprofessional and not helpful at all. On top of the flight delays all the luggage for that particular flight was left in Kingston. Everybody was rather nonchalant and unapologetic about the situation. I was told I would get the the following day. The next day only two of my three bags showed up. I was not compensated for the inconvenience and was told point blank that they will only deliver one of my bags to my address even though they were the reason I had NONE of my luggage in the first place. They are disgusting!!! I would never recommend this airline to anyone."
Pros: "Nice people"
Cons: "A long walk to the D3 gate, but there were no amenities there I.e. snacks (to be fair a new terminal is under construction)"
Cons: "There was no air. I understand when you are on the ground it can be limited but even after getting to altitude there was no air conditioning."
Cons: "The flight was delayed for over three hours, apparently it is a regular occurence."
Pros: "almost nothing"
Cons: "The plane had a problem that forced us to turn around right after take off and as of this writing we still don’t know what’s going on or how long we are stuck here. Planes are old and apparently maintenance could be better."
Cons: "Was a bit difficult understanding the flight attendant, she had a thick Spanish accent"

Book cheap flights from Connecticut to Illinois

Recent round-trip flight deals

6/4Tue
1 stopSpirit Airlines
5h 14mBDL-ORD
6/11Tue
1 stopSpirit Airlines
4h 53mORD-BDL
$111
5/18Sat
1 stop
5h 14mBDL-ORD
5/21Tue
1 stop
5h 47mORD-BDL
$120
5/16Thu
1 stopFrontier
28h 57mBDL-ORD
5/21Tue
1 stopFrontier
5h 47mORD-BDL
$122
5/18Sat
2 stopsFrontier
30h 12mBDL-ORD
5/21Tue
1 stopFrontier
5h 47mORD-BDL
$128
5/18Sat
1 stop
5h 14mBDL-ORD
5/21Tue
1 stop
5h 47mORD-BDL
$130
6/4Tue
1 stopAmerican Airlines
6h 39mBDL-MLI
6/11Tue
1 stopAmerican Airlines
4h 11mMLI-BDL
$221
6/4Tue
1 stopAmerican Airlines
5h 25mBDL-PIA
6/11Tue
1 stopAmerican Airlines
5h 51mPIA-BDL
$233
6/20Thu
1 stopSun Country Air
24h 51mBDL-ORD
6/23Sun
1 stopSun Country Air
26h 44mORD-BDL
$245
8/31Sat
1 stopUnited Airlines
6h 35mBDL-MLI
9/4Wed
1 stopUnited Airlines
5h 01mMLI-BDL
$268
8/31Sat
1 stopUnited Airlines
5h 02mBDL-PIA
9/4Wed
1 stopUnited Airlines
6h 30mPIA-BDL
$268

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Recent one-way flight deals

6/4Tue
1 stopSpirit Airlines
5h 14mBDL-ORD
$42
5/19Sun
1 stopFrontier
6h 55mBDL-MDW
$59
6/10Mon
1 stopSun Country Air
7h 39mBDL-ORD
$88
6/5Wed
2 stops
15h 47mBDL-ORD
$94
5/14Tue
3 stops
27h 55mBDL-ORD
$96
6/20Thu
1 stopSun Country Air
24h 51mBDL-ORD
$128
5/26Sun
nonstopAmerican Airlines
2h 41mBDL-ORD
$129
6/18Tue
1 stopAmerican Airlines
4h 39mBDL-STL
$133
7/25Thu
nonstopUnited Airlines
2h 37mBDL-ORD
$210
6/7Fri
nonstopUnited Airlines
2h 38mBDL-ORD
$222

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Last minute flights from Connecticut to Illinois

Last minute flight, train and bus deals

5/11Sat
multi-stopFrontier
9h 25mBDL-MDW
5/12Sun
multi-stopFrontier
13h 57mMDW-BDL
$238
5/10Fri
multi-stopFrontier
24h 25mBDL-MDW
5/12Sun
multi-stopFrontier
13h 57mMDW-BDL
$251
5/7Tue
multi-stopAmerican Airlines
6h 39mBDL-MLI
5/11Sat
multi-stopAmerican Airlines
7h 33mMLI-BDL
$342
5/7Tue
multi-stopAmerican Airlines
6h 43mBDL-MLI
5/11Sat
multi-stopAmerican Airlines
9h 08mMLI-BDL
$348
5/9Thu
multi-stopSpirit Airlines
7h 49mBDL-ORD
5/11Sat
multi-stopSpirit Airlines
4h 43mORD-BDL
$369
5/10Fri
multi-stop
16h 10mBDL-ORD
5/12Sun
multi-stop
25h 30mORD-BDL
$446
5/10Fri
multi-stop
5h 14mBDL-ORD
5/12Sun
multi-stop
14h 37mORD-BDL
$464
5/7Tue
multi-stopSpirit Airlines
7h 54mBDL-ORD
5/14Tue
multi-stopSpirit Airlines
4h 45mORD-BDL
$476
5/9Thu
nonstopUnited Airlines
2h 40mBDL-ORD
5/13Mon
multi-stopUnited Airlines
15h 26mORD-BDL
$806
5/10Fri
nonstopUnited Airlines
2h 40mBDL-ORD
5/12Sun
nonstopUnited Airlines
2h 17mORD-BDL
$829

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Flights to Illinois

Return flight deals:

Illinois - Connecticut

Cabin classes:

$618
$737
$648
$134