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Cheap flights from Connecticut to Illinois from $107

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Connecticut to Illinois

Cheap round-trip flights

Enter your travel dates to find the best prices.
Avelo Airlines Logo
4:45 pm - 6:28 pmHVN  Tweed-New Haven-ORD Chicago O'Hare Intl
2h 43mnonstop
Avelo Airlines Logo
7:17 pm - 10:39 pmORD  Chicago O'Hare Intl-HVN Tweed-New Haven
2h 22mnonstop
$219Avelo Airlines
Mon, Oct 26 - Fri, Oct 30
Avelo Airlines Logo
2:40 pm - 4:33 pmHVN  Tweed-New Haven-ORD Chicago O'Hare Intl
2h 53mnonstop
Avelo Airlines Logo
7:17 pm - 10:39 pmORD  Chicago O'Hare Intl-HVN Tweed-New Haven
2h 22mnonstop
$233Avelo Airlines
Wed, Oct 28 - Fri, Oct 30
JetBlue Logo
6:25 am - 11:24 amBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
5h 59m1 stop New York John F Kennedy Intl
JetBlue Logo
2:42 pm - 11:59 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
8h 17m1 stop Fort Lauderdale
$291JetBlue
Thu, Oct 22 - Mon, Oct 26
JetBlue Logo
6:25 am - 11:24 amBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
5h 59m1 stop New York John F Kennedy Intl
JetBlue Logo
2:55 pm - 11:58 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
8h 03m1 stop Fort Lauderdale
$291JetBlue
Wed, Oct 21 - Sat, Oct 24
United Airlines Logo
9:44 am - 11:29 amBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
2h 45mnonstop
United Airlines Logo
7:30 am - 10:49 amORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
2h 19mnonstop
$297United Airlines
Mon, Oct 19 - Thu, Oct 22
United Airlines Logo
6:05 am - 7:50 amBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
2h 45mnonstop
United Airlines Logo
6:15 pm - 9:37 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
2h 22mnonstop
$297United Airlines
Mon, Oct 12 - Wed, Oct 14
American Airlines Logo
7:15 am - 9:05 amBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
2h 50mnonstop
American Airlines Logo
8:21 am - 11:42 amORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
2h 21mnonstop
$297American Airlines
Mon, Oct 12 - Sat, Oct 17
American Airlines Logo
7:15 am - 9:05 amBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
2h 50mnonstop
American Airlines Logo
7:59 pm - 11:24 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
2h 25mnonstop
$297American Airlines
Wed, Oct 21 - Sat, Oct 24
Southwest Logo
7:45 am - 9:15 amBDL  Hartford Bradley Intl-MDW Chicago Midway
2h 30mnonstop
Southwest Logo
6:45 pm - 9:50 pmMDW  Chicago Midway-BDL Hartford Bradley Intl
2h 05mnonstop
$297Southwest
Thu, Nov 19 - Sat, Nov 21
Southwest Logo
6:25 pm - 7:55 pmBDL  Hartford Bradley Intl-MDW Chicago Midway
2h 30mnonstop
Southwest Logo
6:20 pm - 9:25 pmMDW  Chicago Midway-BDL Hartford Bradley Intl
2h 05mnonstop
$297Southwest
Mon, Nov 16 - Thu, Nov 19

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American Airlines flights from Connecticut to Illinois

Our best American Airlines deals on Connecticut to Illinois flight tickets
American Airlines
Oct 29
BDL7:15 amHartford Bradley Intl
2h 50m
ORD9:05 amChicago O'Hare Intl
Nov 5
ORD2:30 pmChicago O'Hare Intl
2h 16m
BDL5:46 pmHartford Bradley Intl
$300
American Airlines
Oct 29
BDL5:38 amHartford Bradley Intl
4h 33m
1 stop
ORD9:11 amChicago O'Hare Intl
Nov 5
ORD2:30 pmChicago O'Hare Intl
2h 16m
BDL5:46 pmHartford Bradley Intl
$310
American Airlines
Oct 14
BDL1:00 pmHartford Bradley Intl
2h 48m
ORD2:48 pmChicago O'Hare Intl
Oct 16
ORD7:59 pmChicago O'Hare Intl
2h 25m
BDL11:24 pmHartford Bradley Intl
$313

JetBlue flights from Connecticut to Illinois

Our best JetBlue deals on Connecticut to Illinois flight tickets
JetBlue
Oct 22
BDL6:25 amHartford Bradley Intl
5h 59m
1 stop
ORD11:24 amChicago O'Hare Intl
Oct 24
ORD2:55 pmChicago O'Hare Intl
8h 03m
1 stop
BDL11:58 pmHartford Bradley Intl
$291
JetBlue
Oct 21
BDL6:25 amHartford Bradley Intl
5h 59m
1 stop
ORD11:24 amChicago O'Hare Intl
Oct 24
ORD2:55 pmChicago O'Hare Intl
8h 03m
1 stop
BDL11:58 pmHartford Bradley Intl
$292
JetBlue
Oct 21
BDL6:25 amHartford Bradley Intl
5h 59m
1 stop
ORD11:24 amChicago O'Hare Intl
Oct 24
ORD2:55 pmChicago O'Hare Intl
8h 03m
1 stop
BDL11:58 pmHartford Bradley Intl
$293

momondo Fare Finder

 
Use the filters below to find and compare flights from Connecticut to Illinois that are best for you.

Fly from

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Route

Depart

Return

Price

Cheapest round-trip

New HavenChicago

HVN Tweed-New Haven - ORD Chicago O'Hare Intl

HVNORD

Tweed-New Haven

Mon 10/26

4:45 pm-6:28 pm

Nonstop2h 43m

Chicago O'Hare Intl

Fri 10/30

7:17 pm-10:39 pm

Nonstop2h 22m

$219

New HavenChicago

HVN Tweed-New Haven - ORD Chicago O'Hare Intl

HVNORD

Tweed-New Haven

Wed 10/28

2:40 pm-4:33 pm

Nonstop2h 53m

Chicago O'Hare Intl

Fri 10/30

7:17 pm-10:39 pm

Nonstop2h 22m

$233

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Thu 10/22

6:25 am-11:24 am

1 stop5h 59m

Chicago O'Hare Intl

Mon 10/26

2:42 pm-11:59 pm

1 stop8h 17m

$291

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Wed 10/21

6:25 am-11:24 am

1 stop5h 59m

Chicago O'Hare Intl

Sat 10/24

2:55 pm-11:58 pm

1 stop8h 03m

$291

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Mon 10/19

9:44 am-11:29 am

Nonstop2h 45m

Chicago O'Hare Intl

Thu 10/22

7:30 am-10:49 am

Nonstop2h 19m

$297

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Mon 10/12

6:05 am-7:50 am

Nonstop2h 45m

Chicago O'Hare Intl

Wed 10/14

6:15 pm-9:37 pm

Nonstop2h 22m

$297

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Mon 10/12

7:15 am-9:05 am

Nonstop2h 50m

Chicago O'Hare Intl

Sat 10/17

8:21 am-11:42 am

Nonstop2h 21m

$297

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Wed 10/21

7:15 am-9:05 am

Nonstop2h 50m

Chicago O'Hare Intl

Sat 10/24

7:59 pm-11:24 pm

Nonstop2h 25m

$297
Quickest round-trip

HartfordChicago

BDL Hartford Bradley Intl - MDW Chicago Midway

BDLMDW

Hartford Bradley Intl

Thu 11/19

7:45 am-9:15 am

Nonstop2h 30m

Chicago Midway

Sat 11/21

6:45 pm-9:50 pm

Nonstop2h 05m

$297

HartfordChicago

BDL Hartford Bradley Intl - MDW Chicago Midway

BDLMDW

Hartford Bradley Intl

Mon 11/16

6:25 pm-7:55 pm

Nonstop2h 30m

Chicago Midway

Thu 11/19

6:20 pm-9:25 pm

Nonstop2h 05m

$297

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Illinois from

How to get the cheapest flight ticket from Connecticut to Illinois

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Illinois?

The cheapest month to fly to Illinois from Connecticut is in January. Flight prices, which tend to average around $361, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of January, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $382.

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from Connecticut to Illinois is on a Saturday when prices can be found for as low as $467. Flights from Connecticut to Illinois on a Sunday will generally be more expensive and average around $587. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is at noon. Flights from Connecticut to Illinois during this time can be as low as $427. Flights in the morning are often more expensive with an average ticket price of $505.

What is the cheapest Connecticut to Illinois flight route?

Fly from Tweed-New Haven to Chicago O'Hare Intl for the best Connecticut - Illinois flight prices

What cabin class options are available on Connecticut to Illinois flights?

There are 4 cabin classes available to choose from on Connecticut to Illinois flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Connecticut to Illinois flights?

No. A direct flight is the cheapest option for a flight between Connecticut to Illinois.

Cheap Connecticut to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Connecticut to Illinois

Best Price Found

$107

Fastest flight time

2h 15m

Direct flights

Every day

Airports in Illinois

98 airports
The best one-way flight to Illinois from Connecticut in the past 72 hours is $107. The best round-trip flight deal from Connecticut to Illinois found on momondo in the last 72 hours is $219.
The fastest flight from Connecticut to Illinois takes 2h 15m
Direct flights go from Connecticut to Illinois every day.
There are 98 airports in Illinois. From Connecticut there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

Frequently asked questions about flying from Connecticut to Illinois

  • When did momondo last update prices for flights from Connecticut to Illinois?

    Prices for flights from Connecticut to Illinois were last updated today.

  • How many operators does momondo search for flights from Connecticut to Illinois?

  • How old do you have to be to fly from Connecticut to Illinois?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Connecticut to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The travel and health documents required for your trip to Illinois can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Illinois. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Connecticut to Illinois?

Best airlines flying from Connecticut to Illinois

Compare and see reviews for airlines that fly from Connecticut to Illinois with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $84Free CancellationRating
7.1
3,044 reviews
Search JetBlue flights
Avelo AirlinesPriceFrom $117Free CancellationRating
7.5
85 reviews
Search Avelo Airlines flights
DeltaPriceFrom $176Free CancellationRating
7.8
8,599 reviews
Search Delta flights
American AirlinesPriceFrom $249Free CancellationRating
7.0
12,085 reviews
Search American Airlines flights
United AirlinesPriceFrom $269Free CancellationRating
7.4
10,234 reviews
Search United Airlines flights
SouthwestPriceFrom $293Free CancellationRating
8.0
4,199 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Connecticut to Illinois?

It is quick and easy to find Connecticut to Illinois flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Illinois that suits you.

Can I find flights from Connecticut to Illinois with flexible booking policies on momondo?

All flight searches from Connecticut to Illinois on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Connecticut to Illinois?

Once all potential Connecticut to Illinois flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Connecticut to Illinois right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Illinois, momondo offers a useful price alert feature which will track prices for flights to Illinois from Connecticut and alert you when they change.

An easier way to manage your Illinois trip

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