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$54+ Cheap flights from Connecticut to Illinois

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — ORD
Apr 27 — May 41
Sun 4/27
Sun 5/4
1 adult, Economy
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Cheap flight deals from Connecticut to Illinois

Keep the following information in mind while searching for Connecticut to Illinois flight deals. Data was last updated April 22, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$115
(Cheapflightsfares)

One-way from

$54
(Expedia)

Good round-trip deal

$371 or less

Good one-way deal

$173 or less
Provider with most accurate pricing for Springfield (SFY)-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Springfield (SFY)-Chicago (CHI) flights.
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From Connecticut to Illinois
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One-way flight from Connecticut to Illinois
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Price to beat on a round-trip flight from Connecticut to Illinois.
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Price to beat on a one-way flight from Connecticut to Illinois.
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Find flight deals from Connecticut to Illinois

Cheapest flights from Connecticut to Illinois
Explore the most affordable flight options available from Connecticut to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 22, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/155:55 amEWR - ORD
Nonstop2h 32mSpirit Airlines
Sat 5/171:59 pmORD - EWR
1 stop6h 01mSpirit Airlines
Deal found 4/21$115
This Booking.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/106:30 pmLGA - ORD
Nonstop2h 37mSpirit Airlines
Tue 5/137:47 amORD - LGA
1 stop10h 17mSpirit Airlines
Deal found 4/21$136
This JetBlue deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/251:20 pmJFK - ORD
Nonstop2h 44mJetBlue
Wed 5/284:03 pmORD - JFK
Nonstop2h 26mJetBlue
Deal found 4/21$137
This Southwest deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/216:10 amLGA - MDW
Nonstop2h 20mSouthwest
Wed 5/288:20 pmMDW - LGA
Nonstop2h 05mSouthwest
Deal found 4/21$153
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/258:30 amLGA - ORD
Nonstop2h 42mDelta
Fri 5/308:15 pmORD - LGA
Nonstop2h 25mDelta
Deal found 4/22$158
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/256:59 amLGA - ORD
Nonstop2h 46mAmerican Airlines
Thu 5/298:15 pmORD - LGA
Nonstop2h 17mAmerican Airlines
Deal found 4/21$160
This Priceline deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/56:30 amLGA - ORD
1 stop6h 33mMultiple Airlines
Wed 5/75:51 amORD - LGA
Nonstop2h 09mMultiple Airlines
Deal found 4/22$166
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/289:46 amEWR - MDW
1 stop3h 42mDelta
Sat 5/319:20 amMDW - EWR
1 stop7h 10mDelta
Deal found 4/22$168
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/212:05 pmEWR - ORD
1 stop8h 15mDelta
Wed 5/283:33 pmORD - EWR
1 stop6h 55mDelta
Deal found 4/21$168
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/108:00 amJFK - ORD
Nonstop2h 51mDelta
Wed 5/1410:31 amORD - JFK
Nonstop2h 19mDelta
Deal found 4/22$173
This Frontier deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/76:30 amLGA - MDW
1 stop5h 56mFrontier
Wed 5/72:12 pmMDW - LGA
1 stop7h 51mFrontier
Deal found 4/22$173
This Frontier deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/66:00 amJFK - ORD
1 stop11h 41mFrontier
Wed 5/711:10 amORD - JFK
1 stop12h 25mFrontier
Deal found 4/22$178

Cheapflights Fare Finder

Customize your flight search to find flights from Connecticut to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 22, 2025.
Use the filters below to find and compare flights from Connecticut to Illinois that are best for you.

Fly from

Connecticut

Fly to

Illinois

Route

Depart

Return

Price

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 5/15

5:55 am-7:27 am

Nonstop2h 32m

Chicago O'Hare Intl

Sat 5/17

1:59 pm-9:00 pm

1 stop6h 01m

$115

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 5/10

6:30 pm-8:07 pm

Nonstop2h 37m

Chicago O'Hare Intl

Tue 5/13

7:47 am-7:04 pm

1 stop10h 17m

$136

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sun 5/25

1:20 pm-3:04 pm

Nonstop2h 44m

Chicago O'Hare Intl

Wed 5/28

4:03 pm-7:29 pm

Nonstop2h 26m

$137

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 5/28

5:59 am-2:22 pm

1 stop9h 23m

Chicago O'Hare Intl

Wed 6/4

9:08 pm-12:29 am

Nonstop2h 21m

$142

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Wed 5/21

6:10 am-7:30 am

Nonstop2h 20m

Chicago Midway

Wed 5/28

8:20 pm-11:25 pm

Nonstop2h 05m

$153

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 5/25

8:30 am-10:12 am

Nonstop2h 42m

Chicago O'Hare Intl

Fri 5/30

8:15 pm-11:40 pm

Nonstop2h 25m

$158

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 5/25

6:59 am-8:45 am

Nonstop2h 46m

Chicago O'Hare Intl

Thu 5/29

8:15 pm-11:32 pm

Nonstop2h 17m

$160

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 5/5

6:30 am-12:03 pm

1 stop6h 33m

Chicago O'Hare Intl

Wed 5/7

5:51 am-9:00 am

Nonstop2h 09m

$166

NewarkChicago

EWR - MDW

EWRMDW

Newark

Wed 5/28

9:46 am-12:28 pm

1 stop3h 42m

Chicago Midway

Sat 5/31

9:20 am-5:30 pm

1 stop7h 10m

$168

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 5/21

2:05 pm-9:20 pm

1 stop8h 15m

Chicago O'Hare Intl

Wed 5/28

3:33 pm-11:28 pm

1 stop6h 55m

$168

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/21

Showing 1-10 of 60 results
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Best time to book a flight from Connecticut to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Connecticut with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Connecticut to Illinois

What is the cheapest month to book a flight from Connecticut to Illinois?

Currently, August is the cheapest month in which you can book a flight from Connecticut to Illinois (average of $245). Flying from Connecticut to Illinois in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CT to IL?

Find hourly flight availability from Connecticut to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 22, 2025.

When flying from Connecticut to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Connecticut to Illinois

Explore weekly flight availability from Connecticut to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 22, 2025.

The most flights from USCT to USIL are scheduled on a Monday (17 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).

Rainfall in Illinois by month

Plan your trip to Illinois by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

Plan your trip to Illinois by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated April 22, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest and Delta from Connecticut to Illinois by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,911 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,911 reviews
Alaska Airlines
8.0
Very good
9,911 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
9,911 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,920 reviews
Alaska Airlines
8.0
Very good
9,911 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,683 reviews
Alaska Airlines
8.0
Very good
9,911 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
JetBlue
7.3
Good
2,923 reviews
Alaska Airlines
8.0
Very good
9,911 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    One-way options have recently been found by users for as low as $54 on Spirit Airlines. Other airlines that offer cheap prices include JetBlue from $69 and Delta from $69 one-way.

  • Can I find deals for flights from Connecticut to Illinois that include hotel bookings?

    Yes. In addition to deals on Connecticut to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Connecticut to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Connecticut to Illinois.

  • Can I find deals for business class flights from Connecticut to Illinois?

    Yes. Cheapflights offers flight deals from Connecticut to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Connecticut to Illinois?

    Currently, August is the cheapest month in which you can book a flight from Connecticut to Illinois (average of $245). Flying from Connecticut to Illinois in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Connecticut to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Connecticut to Illinois

Discover the top 7 airlines that operate flights from Connecticut to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$77Average$202FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$108Average$207FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$116Average$231FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$125Average$421FlexibilityNo cancel feeOn-time69%
DeltaCheapest$176Average$346FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$198Average$401FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$232Average$386FlexibilityNo cancel feeOn-time63%

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