Cheap flights from Connecticut to Chicago (CHI) from $58

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 5/22. 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.
BDL — CHI
May 8 — May 151

When is the cheapest time to fly from Connecticut to Chicago (CT - CHI)?

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

Cheap Spirit Airlines flights from Connecticut to Chicago

Explore cheap flight options specifically provided by Spirit Airlines for the route between Connecticut and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated May 3, 2024.
Take a look at some of the lowest-priced Spirit Airlines flights heading from Connecticut to Chicago. Be sure to come back soon if the deals available don't appeal to you at this time.
Sun 5/262:03 pmBDL - ORD
1 stop5h 14mSpirit Airlines
Wed 5/297:20 amORD - BDL
1 stop7h 00mSpirit Airlines
Deal found 5/2$151
Wed 5/224:10 pmBDL - ORD
1 stop5h 14mSpirit Airlines
Wed 5/297:20 amORD - BDL
1 stop7h 00mSpirit Airlines
Deal found 5/3$156
Wed 6/122:58 pmBDL - ORD
1 stop5h 14mSpirit Airlines
Tue 6/189:19 amORD - BDL
1 stop4h 53mSpirit Airlines
Deal found 5/3$158
Sun 5/262:03 pmBDL - ORD
1 stop5h 14mSpirit Airlines
Wed 5/2910:58 amORD - BDL
2 stops22h 40mSpirit Airlines
Deal found 5/2$160
Wed 5/294:10 pmBDL - ORD
1 stop5h 14mSpirit Airlines
Sun 6/210:58 amORD - BDL
2 stops25h 15mSpirit Airlines
Deal found 5/3$170
Thu 5/3011:28 amBDL - ORD
1 stop7h 49mSpirit Airlines
Mon 6/37:30 amORD - BDL
1 stop4h 43mSpirit Airlines
Deal found 5/2$171
Tue 5/284:10 pmBDL - ORD
2 stops26h 30mSpirit Airlines
Sat 6/17:12 amORD - BDL
2 stops29h 01mSpirit Airlines
Deal found 5/3$173
Thu 5/2311:28 amBDL - ORD
1 stop7h 49mSpirit Airlines
Sat 5/257:30 amORD - BDL
1 stop4h 43mSpirit Airlines
Deal found 5/3$176
Thu 5/232:03 pmBDL - ORD
1 stop5h 14mSpirit Airlines
Tue 5/289:35 amORD - BDL
1 stop4h 45mSpirit Airlines
Deal found 5/2$177

Cheap Frontier flights from Connecticut to Chicago

Explore cheap flight options specifically provided by Frontier for the route between Connecticut and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated May 3, 2024.
To aid your search, here are some of the cheapest Frontier flights we've found from Connecticut to Chicago. Make sure to examine the flight information before completing your reservation.
Sat 5/257:54 pmBDL - ORD
1 stop23h 53mFrontier
Tue 5/281:30 pmORD - BDL
1 stop5h 47mFrontier
Deal found 5/3$120
Tue 5/1411:12 amBDL - ORD
1 stop14h 47mFrontier
Tue 5/211:30 pmORD - BDL
1 stop5h 47mFrontier
Deal found 5/1$131
Sat 5/189:12 pmBDL - ORD
1 stop28h 56mFrontier
Tue 5/211:30 pmORD - BDL
1 stop5h 47mFrontier
Deal found 5/2$132
Sun 5/127:38 pmBDL - MDW
1 stop15h 09mFrontier
Sat 5/185:45 pmMDW - BDL
1 stop23h 01mFrontier
Deal found 5/2$135
Sun 5/127:38 pmBDL - MDW
1 stop15h 09mFrontier
Wed 5/154:56 pmMDW - BDL
1 stop26h 25mFrontier
Deal found 5/2$136
Sat 5/187:56 pmBDL - ORD
2 stops30h 12mFrontier
Tue 5/211:30 pmORD - BDL
1 stop5h 47mFrontier
Deal found 5/2$138
Thu 5/166:46 pmBDL - MDW
1 stop7h 00mFrontier
Sat 5/185:45 pmMDW - BDL
1 stop23h 01mFrontier
Deal found 5/2$140
Tue 5/216:46 pmBDL - MDW
1 stop6h 45mFrontier
Fri 5/241:15 pmMDW - BDL
1 stop28h 39mFrontier
Deal found 5/3$141
Sat 6/19:14 pmBDL - ORD
1 stop28h 54mFrontier
Thu 6/67:13 pmORD - BDL
1 stop22h 32mFrontier
Deal found 5/3$144

Cheap Connecticut to Chicago flights in May & June 2024

Find cheap flight options from Connecticut to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,864,334 searches. Prices were last updated on May 3, 2024.
Listed are some of the best fares we've found on flights departing from Connecticut to Chicago in 2024. More deals are always being added, so be sure to check back regularly.
Sat 5/257:54 pmBDL - ORD
1 stop23h 53mFrontier
Tue 5/281:30 pmORD - BDL
1 stop5h 47mFrontier
Deal found 5/3$120
Tue 5/1411:12 amBDL - ORD
1 stop14h 47mFrontier
Tue 5/211:30 pmORD - BDL
1 stop5h 47mFrontier
Deal found 5/1$131
Sat 5/189:12 pmBDL - ORD
1 stop28h 56mFrontier
Tue 5/211:30 pmORD - BDL
1 stop5h 47mFrontier
Deal found 5/2$132
Sun 5/127:38 pmBDL - MDW
1 stop15h 09mFrontier
Sat 5/185:45 pmMDW - BDL
1 stop23h 01mFrontier
Deal found 5/2$135
Sun 5/127:38 pmBDL - MDW
1 stop15h 09mFrontier
Wed 5/154:56 pmMDW - BDL
1 stop26h 25mFrontier
Deal found 5/2$136
Sat 5/187:56 pmBDL - ORD
2 stops30h 12mFrontier
Tue 5/211:30 pmORD - BDL
1 stop5h 47mFrontier
Deal found 5/2$138
Thu 5/166:46 pmBDL - MDW
1 stop7h 00mFrontier
Sat 5/185:45 pmMDW - BDL
1 stop23h 01mFrontier
Deal found 5/2$140
Tue 5/214:10 pmBDL - ORD
1 stop5h 14mMultiple Airlines
Thu 5/231:30 pmORD - BDL
1 stop5h 51mMultiple Airlines
Deal found 5/2$146
Thu 5/97:38 pmBDL - MDW
1 stop15h 09mFrontier
Thu 5/169:12 pmMDW - BDL
1 stop10h 43mFrontier
Deal found 5/2$148

Connecticut to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Connecticut and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated May 3, 2024.
Listed are some of the best fares we've found on flights departing from Connecticut to Chicago in 2024. More deals are always being added, so be sure to check back regularly.
Sat 5/257:54 pmBDL - ORD
1 stop23h 53mFrontier
Tue 5/281:30 pmORD - BDL
1 stop5h 47mFrontier
Deal found 5/3$120
Tue 5/1411:12 amBDL - ORD
1 stop14h 47mFrontier
Tue 5/211:30 pmORD - BDL
1 stop5h 47mFrontier
Deal found 5/1$131
Sat 5/189:12 pmBDL - ORD
1 stop28h 56mFrontier
Tue 5/211:30 pmORD - BDL
1 stop5h 47mFrontier
Deal found 5/2$132
Sun 5/127:38 pmBDL - MDW
1 stop15h 09mFrontier
Sat 5/185:45 pmMDW - BDL
1 stop23h 01mFrontier
Deal found 5/2$135
Sun 5/127:38 pmBDL - MDW
1 stop15h 09mFrontier
Wed 5/154:56 pmMDW - BDL
1 stop26h 25mFrontier
Deal found 5/2$136
Sat 5/187:56 pmBDL - ORD
2 stops30h 12mFrontier
Tue 5/211:30 pmORD - BDL
1 stop5h 47mFrontier
Deal found 5/2$138
Thu 5/166:46 pmBDL - MDW
1 stop7h 00mFrontier
Sat 5/185:45 pmMDW - BDL
1 stop23h 01mFrontier
Deal found 5/2$140
Tue 5/214:10 pmBDL - ORD
1 stop5h 14mMultiple Airlines
Thu 5/231:30 pmORD - BDL
1 stop5h 51mMultiple Airlines
Deal found 5/2$146
Thu 5/97:38 pmBDL - MDW
1 stop15h 09mFrontier
Thu 5/169:12 pmMDW - BDL
1 stop10h 43mFrontier
Deal found 5/2$148

Non-stop flights to Chicago from Connecticut

Discover non-stop flight options from Connecticut to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated May 3, 2024.
For a shorter flight, select one of these non-stop flights from Connecticut to Chicago. If you're looking for other options for flights from Connecticut to Chicago, make sure to update the search form at the top of page.
Wed 6/127:10 amBDL - ORD
Nonstop2h 35mAmerican Airlines
Wed 6/121:33 pmORD - BDL
Nonstop2h 06mAmerican Airlines
Deal found 5/2$257
Sat 5/257:34 amBDL - ORD
Nonstop2h 41mAmerican Airlines
Sun 5/266:40 pmORD - BDL
Nonstop2h 14mAmerican Airlines
Deal found 5/2$272
Wed 6/1912:14 pmBDL - ORD
Nonstop2h 37mAmerican Airlines
Wed 6/196:34 pmORD - BDL
Nonstop2h 22mAmerican Airlines
Deal found 5/2$283
Thu 5/307:34 amBDL - ORD
Nonstop2h 41mAmerican Airlines
Mon 6/38:25 amORD - BDL
Nonstop2h 07mAmerican Airlines
Deal found 5/2$287
Wed 6/195:34 pmBDL - ORD
Nonstop2h 36mAmerican Airlines
Fri 6/216:34 pmORD - BDL
Nonstop2h 22mAmerican Airlines
Deal found 5/2$303
Wed 6/55:34 pmBDL - ORD
Nonstop2h 36mAmerican Airlines
Mon 6/101:33 pmORD - BDL
Nonstop2h 06mAmerican Airlines
Deal found 5/2$315
Fri 7/267:24 amBDL - ORD
Nonstop2h 31mAmerican Airlines
Sat 8/176:25 pmORD - BDL
Nonstop2h 16mAmerican Airlines
Deal found 5/1$318
Fri 5/246:10 amBDL - ORD
Nonstop2h 38mUnited Airlines
Sun 5/266:15 pmORD - BDL
Nonstop2h 15mUnited Airlines
Deal found 5/2$327
Sat 6/15:10 pmBDL - ORD
Nonstop2h 45mAmerican Airlines
Sun 6/28:25 amORD - BDL
Nonstop2h 07mAmerican Airlines
Deal found 5/1$330

Connecticut to Chicago flights leaving soon

Find last-minute flight options from Connecticut to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated May 3, 2024.
Check out these flights departing soon from Connecticut to Chicago. To prevent any unwanted surprises, users should verify their flight info before booking.
Sun 5/127:38 pmBDL - MDW
1 stop15h 09mFrontier
Sat 5/185:45 pmMDW - BDL
1 stop23h 01mFrontier
Deal found 5/2$135
Sun 5/127:38 pmBDL - MDW
1 stop15h 09mFrontier
Wed 5/154:56 pmMDW - BDL
1 stop26h 25mFrontier
Deal found 5/2$136
Thu 5/97:38 pmBDL - MDW
1 stop15h 09mFrontier
Thu 5/169:12 pmMDW - BDL
1 stop10h 43mFrontier
Deal found 5/2$148
Sun 5/1211:32 amBDL - ORD
1 stop14h 27mFrontier
Thu 5/161:30 pmORD - BDL
1 stop5h 51mFrontier
Deal found 5/2$152
Sun 5/127:38 pmBDL - MDW
1 stop15h 09mFrontier
Thu 5/169:12 pmMDW - BDL
1 stop10h 43mFrontier
Deal found 5/2$153
Fri 5/108:02 pmBDL - MDW
1 stop24h 25mFrontier
Sun 5/125:05 amMDW - BDL
1 stop27h 23mFrontier
Deal found 5/3$158
Thu 5/911:12 amBDL - ORD
1 stop14h 47mFrontier
Thu 5/161:30 pmORD - BDL
1 stop5h 51mFrontier
Deal found 5/2$163
Mon 5/1310:18 amBDL - MDW
1 stop13h 18mFrontier
Thu 5/169:12 pmMDW - BDL
1 stop10h 43mFrontier
Deal found 5/2$164
Mon 5/1310:18 amBDL - ORD
1 stop14h 25mFrontier
Thu 5/161:30 pmORD - BDL
1 stop5h 51mFrontier
Deal found 5/2$169

One-way flights to Chicago from Connecticut

Search for one-way flight options from Connecticut to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated May 3, 2024.
Take a look at some of the one-way flights we've detected from Connecticut to Chicago. Users can also find round-trip Connecticut to Chicago flights by using the search form above.
Wed 5/229:15 amBDL - MDW
1 stop6h 26mFrontier
Deal found 5/1$58
Wed 5/299:15 amBDL - ORD
1 stop8h 22mFrontier
Deal found 5/2$58
Tue 5/284:10 pmBDL - ORD
1 stop5h 14mSpirit Airlines
Deal found 5/3$59
Tue 5/284:10 pmBDL - ORD
2 stops25h 25mSpirit Airlines
Deal found 5/3$61
Tue 5/219:07 pmBDL - ORD
1 stop29h 01mFrontier
Deal found 5/2$62
Sat 5/257:54 pmBDL - MDW
2 stops12h 00mFrontier
Deal found 5/2$63
Sat 5/257:54 pmBDL - ORD
1 stop23h 53mFrontier
Deal found 5/3$63
Sat 5/189:12 pmBDL - MDW
1 stop10h 42mFrontier
Deal found 5/2$64
Sat 6/19:14 pmBDL - ORD
1 stop28h 54mFrontier
Deal found 5/2$68

Find flights from Connecticut to Chicago within your budget

Customize your flight search to find flights from Connecticut to Chicago 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 2,864,334 searches. Data last updated May 3, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$117 - $276

Route

Depart

Return

Price

Hartford Bradley IntlChicago O'Hare Intl

BDL - ORD

BDLORD

Hartford Bradley Intl

Sat 5/18

1 stop5h 14m

Chicago O'Hare Intl

Tue 5/21

1 stop5h 47m

$117

Hartford Bradley IntlChicago O'Hare Intl

BDL - ORD

BDLORD

Hartford Bradley Intl

Sat 5/25

1 stop23h 53m

Chicago O'Hare Intl

Tue 5/28

1 stop5h 47m

$120

Hartford Bradley IntlChicago O'Hare Intl

BDL - ORD

BDLORD

Hartford Bradley Intl

Tue 5/14

1 stop14h 47m

Chicago O'Hare Intl

Tue 5/21

1 stop5h 47m

$131

Hartford Bradley IntlChicago O'Hare Intl

BDL - ORD

BDLORD

Hartford Bradley Intl

Sat 5/18

1 stop28h 56m

Chicago O'Hare Intl

Tue 5/21

1 stop5h 47m

$132

Hartford Bradley IntlChicago O'Hare Intl

BDL - ORD

BDLORD

Hartford Bradley Intl

Sun 5/26

1 stop5h 14m

Chicago O'Hare Intl

Wed 5/29

1 stop7h 00m

$151

Hartford Bradley IntlChicago O'Hare Intl

BDL - ORD

BDLORD

Hartford Bradley Intl

Fri 6/14

1 stop7h 52m

Chicago O'Hare Intl

Thu 6/20

1 stop14h 19m

$245

Hartford Bradley IntlChicago O'Hare Intl

BDL - ORD

BDLORD

Hartford Bradley Intl

Wed 6/12

Nonstop2h 35m

Chicago O'Hare Intl

Wed 6/12

Nonstop2h 06m

$257

Hartford Bradley IntlChicago O'Hare Intl

BDL - ORD

BDLORD

Hartford Bradley Intl

Tue 10/15

1 stop4h 36m

Chicago O'Hare Intl

Tue 10/22

1 stop7h 14m

$271

Hartford Bradley IntlChicago Midway

BDL - MDW

BDLMDW

Hartford Bradley Intl

Sun 5/26

1 stop4h 11m

Chicago Midway

Wed 5/29

1 stop6h 41m

$276

Flights are sorted by cheapest first

Deals found on 5/3

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated May 3, 2024.
Peruse reviews from past customers who have flown with Spirit Airlines, Frontier and American Airlines from Connecticut to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
6,108 reviews

Overall

8.2

Comfort

8.1

Food

7.3

Boarding

8.3

Crew

8.7

Entertainment

7.8

Reviews

1 / 10

The free WiFi was so bad, I couldn’t even watch an inflight movie.

Southwest
8.2
Very good
6,108 reviews
Southwest
8.2
Very good
6,108 reviews

Overall

8.2

Comfort

8.1

Food

7.3

Boarding

8.3

Crew

8.7

Entertainment

7.8

Reviews

1 / 10

The free WiFi was so bad, I couldn’t even watch an inflight movie.

8.1
Very good
10,848 reviews
Southwest
8.2
Very good
6,108 reviews

Overall

8.2

Comfort

8.1

Food

7.3

Boarding

8.3

Crew

8.7

Entertainment

7.8

Reviews

1 / 10

The free WiFi was so bad, I couldn’t even watch an inflight movie.

7.4
Good
11,134 reviews
Southwest
8.2
Very good
6,108 reviews

Overall

8.2

Comfort

8.1

Food

7.3

Boarding

8.3

Crew

8.7

Entertainment

7.8

Reviews

1 / 10

The free WiFi was so bad, I couldn’t even watch an inflight movie.

7.3
Good
14,755 reviews
Southwest
8.2
Very good
6,108 reviews

Overall

8.2

Comfort

8.1

Food

7.3

Boarding

8.3

Crew

8.7

Entertainment

7.8

Reviews

1 / 10

The free WiFi was so bad, I couldn’t even watch an inflight movie.

7.3
Good
649 reviews
Southwest
8.2
Very good
6,108 reviews

Overall

8.2

Comfort

8.1

Food

7.3

Boarding

8.3

Crew

8.7

Entertainment

7.8

Reviews

1 / 10

The free WiFi was so bad, I couldn’t even watch an inflight movie.

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • 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 Multiple Airlines for just $117, but on average you can expect to pay $144.

  • 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 $334.

  • Are there last-minute flights available from Connecticut to Chicago for under $200?

    There are currently 20+ open flights from Connecticut to Chicago within the next 7 days for less than $200.

  • What days are nonstop flights available from Connecticut to Chicago?

    You can find nonstop flights on the following days: Sunday, Tuesday, Friday, Saturday.

  • How many flights depart from Connecticut to Chicago on average per day?

    19 flight departures from Connecticut to Chicago per day on average.
    Morning (6am - Noon) - 42% of flight departures
    Afternoon (Noon - 6pm) - 58% of flight departures

  • How long is the flight from Connecticut to Chicago?

    A quick flight from Connecticut to Chicago can take about 5h 14m. Frontier provides one of the quickest options available for as low as $120. Airlines will cover a distance of 785 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Connecticut to Chicago?

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

  • What are the most reliable airlines from Connecticut to Chicago?

    Before booking your flight to Chicago from Connecticut, check out the most reliable airlines to get you to your destination on time: SkyWest Airlines (100%), Copa Airlines (100%), Republic Airways( 100%).

  • What are the cheapest flights from Connecticut to Chicago?

    On average you can expect to pay $947 for a flight from Connecticut to Chicago. The cheapest flight overall is $124 while the most popular route, (Hartford Bradley Intl - Chicago O'Hare Intl) is currently priced at $148.

  • What does BDL to ORD mean?

    BDL and ORD are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. BDL to ORD refers to a flight route from Hartford Bradley Intl Airport to Chicago O'Hare Intl Airport. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

  • Can I find deals for flights from Connecticut to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Connecticut to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Connecticut to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Connecticut to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

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

  • Can I find deals for flights from Connecticut to Chicago that allow pets onboard?

    Many airlines flying from Connecticut to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Connecticut to Chicago?

    Yes, you can often find last-minute deals on Connecticut to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Connecticut to Chicago flight deals updated?

    The Connecticut to Chicago flight deals you see on this page were last updated on 5/3.

See more FAQs

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Alternative routes for Connecticut to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Connecticut to Chicago

Discover the top 6 airlines that operate flights from Connecticut to Chicago. 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 2,864,334 searches. Data last updated May 3, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$105Average$228FlexibilityNo cancel feeOn-time62%
Search Frontier flights
Avelo AirlinesCheapest$131Average$318FlexibilityNo cancel feeOn-timeN/A
Search Avelo Airlines flights
Spirit AirlinesCheapest$174Average$289FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
DeltaCheapest$175Average$333FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapest$178Average$387FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$188Average$388FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

Search flights from Connecticut to Chicago by cabin class

Find flights from Connecticut to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from Connecticut to Chicago

Find hourly flight availability from Connecticut to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 3, 2024.
16%of flight departuresEarly morningMidnight to 6 am
67%of flight departuresMorning6 am to noon
12%of flight departuresAfternoonNoon to 6 pm
5%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Connecticut to Chicago?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago from Connecticut today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Connecticut to Chicago?

Cheapflights simply makes it quick and affordable to book flights from Connecticut to Chicago by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Connecticut to Chicago with no change fees?

Certainly. Search results for flights to Chicago from Connecticut shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Connecticut to Chicago become cheaper?

Yes! Start tracking prices for Connecticut to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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