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$53+ Cheap flights from O'Hare Intl (ORD) to Connecticut

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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BDL
Sep 1 — Sep 81
Tue 9/1
Tue 9/8
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Connecticut

Cheapest flights from O'Hare Intl to Connecticut
Explore the most affordable flight options available from O'Hare Intl to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 2, 2026.

This Flightnetwork deal was found by Cheapflights users on 7/31. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:17 pm
ORD
-
HVN
Nonstop2h 22m
Avelo Airlines
Mon 9/214:30 pm
HVN
-
ORD
Nonstop2h 43m
Avelo Airlines
Deal found 7/31$103
This Super.com deal was found by Cheapflights users on 8/2. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:17 pm
ORD
-
HVN
Nonstop2h 22m
Avelo Airlines
Sun 10/115:10 pm
HVN
-
ORD
Nonstop2h 42m
Avelo Airlines
Deal found 8/2$107
This Mytrip deal was found by Cheapflights users on 8/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:10 pm
ORD
-
HVN
Nonstop2h 32m
Avelo Airlines
Wed 9/233:25 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Deal found 8/2$108
This Super.com deal was found by Cheapflights users on 8/2. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:07 pm
ORD
-
HVN
Nonstop2h 22m
Avelo Airlines
Sun 9/63:35 pm
HVN
-
ORD
Nonstop2h 43m
Avelo Airlines
Deal found 8/2$112
This Super.com deal was found by Cheapflights users on 7/31. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:37 pm
ORD
-
HVN
Nonstop2h 22m
Avelo Airlines
Sun 11/85:10 pm
HVN
-
ORD
Nonstop2h 42m
Avelo Airlines
Deal found 7/31$117
This Booking.com deal was found by Cheapflights users on 7/29. 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.
Fri 8/287:08 pm
ORD
-
HVN
Nonstop2h 31m
Avelo Airlines
Mon 8/314:30 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Deal found 7/29$118
This FlightHub deal was found by Cheapflights users on 8/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:07 pm
ORD
-
HVN
Nonstop2h 22m
Avelo Airlines
Sun 10/43:35 pm
HVN
-
ORD
Nonstop2h 43m
Avelo Airlines
Deal found 8/2$119
This CheapOair deal was found by Cheapflights users on 7/31. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:17 pm
ORD
-
HVN
Nonstop2h 22m
Avelo Airlines
Sun 10/43:35 pm
HVN
-
ORD
Nonstop2h 43m
Avelo Airlines
Deal found 7/31$123
This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:37 pm
ORD
-
HVN
Nonstop2h 22m
Avelo Airlines
Sun 10/115:10 pm
HVN
-
ORD
Nonstop2h 42m
Avelo Airlines
Deal found 7/30$124
This Trip.com deal was found by Cheapflights users on 8/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:26 am
ORD
-
EWR
1 stop9h 58m
Frontier
Sun 9/275:55 am
EWR
-
ORD
1 stop18h 04m
Frontier
Deal found 8/1$195
This Super.com deal was found by Cheapflights users on 7/31. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:00 am
ORD
-
JFK
Nonstop2h 17m
JetBlue
Wed 8/263:40 pm
JFK
-
ORD
Nonstop2h 55m
JetBlue
Deal found 7/31$195
This Frontier deal was found by Cheapflights users on 7/31. 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 10/139:20 am
ORD
-
EWR
1 stop11h 08m
Frontier
Thu 10/1511:30 am
EWR
-
ORD
1 stop13h 25m
Frontier
Deal found 7/31$198

Find flight deals from O'Hare Intl to Connecticut

Keep the following information in mind while searching for O'Hare Intl to Connecticut flight deals. Data was last updated August 2, 2026.

Round-trip from

$103
(Flightnetwork)

One-way from

$53
(eDestinos)

Popular in

April

Cheapest in

September

Average price

$318

Good round-trip deal

$127 or less

Good one-way deal

$88 or less
From Chicago O'Hare Intl to Connecticut
Search Deals
One-way flight from Chicago O'Hare Intl to Connecticut
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($98 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals
Price to beat on a round-trip flight from Chicago O'Hare Intl to Connecticut.
Search Deals
Price to beat on a one-way flight from Chicago O'Hare Intl to Connecticut.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Connecticut 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 August 2, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Connecticut that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fri 10/2

7:17 pm-10:39 pm

Nonstop2h 22m

Tweed-New Haven

Mon 10/5

4:30 pm-6:13 pm

Nonstop2h 43m

$107

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Wed 9/16

6:10 pm-9:42 pm

Nonstop2h 32m

Tweed-New Haven

Wed 9/23

3:25 pm-5:18 pm

Nonstop2h 53m

$108

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Sun 10/4

6:07 pm-9:29 pm

Nonstop2h 22m

Tweed-New Haven

Sun 10/11

5:10 pm-6:52 pm

Nonstop2h 42m

$117

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Wed 10/28

5:25 pm-8:57 pm

Nonstop2h 32m

Tweed-New Haven

Mon 11/2

4:45 pm-6:28 pm

Nonstop2h 43m

$117

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Thu 10/1

6:07 pm-9:29 pm

Nonstop2h 22m

Tweed-New Haven

Sun 10/4

3:35 pm-5:18 pm

Nonstop2h 43m

$119

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Thu 10/22

7:37 pm-10:59 pm

Nonstop2h 22m

Tweed-New Haven

Sun 10/25

5:10 pm-6:52 pm

Nonstop2h 42m

$121

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fri 9/11

7:17 pm-10:39 pm

Nonstop2h 22m

Tweed-New Haven

Sun 9/13

3:35 pm-5:18 pm

Nonstop2h 43m

$124

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fri 10/9

7:17 pm-10:39 pm

Nonstop2h 22m

Tweed-New Haven

Sun 10/11

5:10 pm-6:52 pm

Nonstop2h 42m

$124

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Wed 9/16

6:10 pm-9:42 pm

Nonstop2h 32m

Tweed-New Haven

Sun 9/20

3:35 pm-5:18 pm

Nonstop2h 43m

$124

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Thu 9/10

6:07 pm-9:29 pm

Nonstop2h 22m

Tweed-New Haven

Sun 9/13

3:35 pm-5:18 pm

Nonstop2h 43m

$124

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from O'Hare Intl to Connecticut

Have a flexible travel schedule? Discover the best time to fly to Connecticut from O'Hare Intl 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 Chicago O'Hare Intl Airport to Connecticut

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Connecticut?

Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Connecticut (average of $271). Flying from Chicago O'Hare Intl Airport to Connecticut in July is currently the most expensive (average of $496). 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 ORD to CT?

Find hourly flight availability from O'Hare Intl to Connecticut. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 2, 2026.

It’s typically best to fly out from Chicago O'Hare Intl Airport to Connecticut in the morning. Doing so could potentially save you 21% on the flight price compared to flying in the afternoon, which is usually more expensive.

Weekly flight availability from Chicago O'Hare Intl Airport to Connecticut

Explore weekly flight availability from O'Hare Intl to Connecticut. 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 August 2, 2026.

The most flights from ORD to USCT are scheduled on a Saturday (20 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (11 on average).

How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Connecticut?

Airfare is below average for this route at the moment.
Chicago O'Hare Intl Airport to Connecticut flights typically cost between $303 and $457 in September.
The cheapest round-trip price found within the last 5 days was $277 on American Airlines (Sep 12-Sep 16).

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Connecticut?

To ensure you get the cheapest price possible for a flight from Chicago O'Hare Intl Airport to Connecticut, you should look to book at least 53 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Connecticut?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Connecticut. Price data was last updated on August 1, 2026.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Connecticut flight should consider departing on Wednesday evenings when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Connecticut

Get insights into the airlines that provide service to Connecticut. 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 Connecticut. Reviews last updated August 2, 2026.
Peruse reviews from past customers who have flown with Avelo Airlines,United Airlines, andAmerican Airlines from Chicago O'Hare Intl Airport to Connecticut to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Avelo Airlines
7.5
Good

Boarding

7.7

Comfort

7.1

Overall

7.5

Entertainment

5.0

Food

5.1

Crew

8.2

Reviews

1 / 7
8.0
Excellent

Anonymous,Dec 2025

USA - ROC

The Customer Service department, particularly the baggage claim process, needs significant improvement. Currently, this department is only accessible via email, which makes resolving urgent issues difficult and frustrating. On December 8th, while traveling from Rochester, NY to Concord, NC, my elderly parent’s walker was never boarded onto the aircraft. This caused considerable frustration, stress, and disappointment during our travel. A mobility aid such as a walker is not optional—it is essential for my parent’s safety and independence. The failure to properly handle this item created a serious and avoidable issue. This situation significantly impacted our travel experience and highlights the need for better communication, accountability, and handling of mobility assistance devices. I hope this matter is taken seriously and that improvements are made to prevent similar incidents in the future.
Avelo Airlines
7.5
Good
Avelo Airlines
7.5
Good

Boarding

7.7

Comfort

7.1

Overall

7.5

Entertainment

5.0

Food

5.1

Crew

8.2

Reviews

1 / 7
8.0
Excellent

Anonymous,Dec 2025

USA - ROC

The Customer Service department, particularly the baggage claim process, needs significant improvement. Currently, this department is only accessible via email, which makes resolving urgent issues difficult and frustrating. On December 8th, while traveling from Rochester, NY to Concord, NC, my elderly parent’s walker was never boarded onto the aircraft. This caused considerable frustration, stress, and disappointment during our travel. A mobility aid such as a walker is not optional—it is essential for my parent’s safety and independence. The failure to properly handle this item created a serious and avoidable issue. This situation significantly impacted our travel experience and highlights the need for better communication, accountability, and handling of mobility assistance devices. I hope this matter is taken seriously and that improvements are made to prevent similar incidents in the future.
United Airlines
7.4
Good
10,058 reviews
Avelo Airlines
7.5
Good

Boarding

7.7

Comfort

7.1

Overall

7.5

Entertainment

5.0

Food

5.1

Crew

8.2

Reviews

1 / 7
8.0
Excellent

Anonymous,Dec 2025

USA - ROC

The Customer Service department, particularly the baggage claim process, needs significant improvement. Currently, this department is only accessible via email, which makes resolving urgent issues difficult and frustrating. On December 8th, while traveling from Rochester, NY to Concord, NC, my elderly parent’s walker was never boarded onto the aircraft. This caused considerable frustration, stress, and disappointment during our travel. A mobility aid such as a walker is not optional—it is essential for my parent’s safety and independence. The failure to properly handle this item created a serious and avoidable issue. This situation significantly impacted our travel experience and highlights the need for better communication, accountability, and handling of mobility assistance devices. I hope this matter is taken seriously and that improvements are made to prevent similar incidents in the future.
American Airlines
7.1
Good
11,842 reviews
Avelo Airlines
7.5
Good

Boarding

7.7

Comfort

7.1

Overall

7.5

Entertainment

5.0

Food

5.1

Crew

8.2

Reviews

1 / 7
8.0
Excellent

Anonymous,Dec 2025

USA - ROC

The Customer Service department, particularly the baggage claim process, needs significant improvement. Currently, this department is only accessible via email, which makes resolving urgent issues difficult and frustrating. On December 8th, while traveling from Rochester, NY to Concord, NC, my elderly parent’s walker was never boarded onto the aircraft. This caused considerable frustration, stress, and disappointment during our travel. A mobility aid such as a walker is not optional—it is essential for my parent’s safety and independence. The failure to properly handle this item created a serious and avoidable issue. This situation significantly impacted our travel experience and highlights the need for better communication, accountability, and handling of mobility assistance devices. I hope this matter is taken seriously and that improvements are made to prevent similar incidents in the future.
Frontier
5.6
Fair
2,739 reviews
Avelo Airlines
7.5
Good

Boarding

7.7

Comfort

7.1

Overall

7.5

Entertainment

5.0

Food

5.1

Crew

8.2

Reviews

1 / 7
8.0
Excellent

Anonymous,Dec 2025

USA - ROC

The Customer Service department, particularly the baggage claim process, needs significant improvement. Currently, this department is only accessible via email, which makes resolving urgent issues difficult and frustrating. On December 8th, while traveling from Rochester, NY to Concord, NC, my elderly parent’s walker was never boarded onto the aircraft. This caused considerable frustration, stress, and disappointment during our travel. A mobility aid such as a walker is not optional—it is essential for my parent’s safety and independence. The failure to properly handle this item created a serious and avoidable issue. This situation significantly impacted our travel experience and highlights the need for better communication, accountability, and handling of mobility assistance devices. I hope this matter is taken seriously and that improvements are made to prevent similar incidents in the future.

Related info for your journey

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

  • How long is the flight from Chicago O'Hare Intl Airport to Connecticut?

    Airlines like Avelo Airlines, United Airlines, and Delta fly from Chicago O'Hare Intl Airport to Connecticut in about 2h 14m. The time it takes to get you to your destination is usually consistent. The distance from Chicago O'Hare Intl Airport to Connecticut is about 731 mi. All flights are typically nonstop.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Connecticut one-way?

    To fly one-way, consider booking your trip with Avelo Airlines, which is currently one of the cheapest options available, starting at $68. Frontier flights start at $88 while deals on American Airlines start at $114 one-way.

  • What are the most popular routes from Chicago O'Hare Intl Airport to Connecticut?

    When deciding which route to take from Chicago O'Hare Intl Airport to Connecticut consider Chicago O'Hare Intl - Newark, Chicago O'Hare Intl - New York John F Kennedy Intl or Chicago O'Hare Intl - New York LaGuardia as they are the most popular.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Connecticut?

    Before booking your flight to Connecticut from Chicago O'Hare Intl Airport, check out the most reliable airlines to get you to your destination on time: Republic Airways (87%), Japan Airlines (79%), Envoy Air( 79%).

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Connecticut?

    While on average a flight from Chicago O'Hare Intl Airport to Connecticut is generally $499, our data shows the cheapest flight currently is $144. When looking at the most popular route, (Chicago O'Hare Intl - Newark), you can expect to pay $158 for that flight.

  • Can I find deals for flights from O'Hare Intl to Connecticut that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Connecticut flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Connecticut?

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

  • Can I find deals for business class flights from O'Hare Intl to Connecticut?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Connecticut 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 Chicago O'Hare Intl Airport to Connecticut?

    Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Connecticut (average of $271). Flying from Chicago O'Hare Intl Airport to Connecticut in July is currently the most expensive (average of $496). 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.

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Alternative routes for O'Hare Intl to Connecticut

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Newark flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to Seattle flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Los Angeles flights
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O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to Denver flights
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O'Hare Intl to San Francisco flights
O'Hare Intl to Sky Harbor Intl flights
Midway to Newark flights
O'Hare Intl to Atlanta flights
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Midway to Las Vegas flights
O'Hare Intl to Philadelphia flights
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Midway to Atlanta flights
O'Hare Intl to New Orleans flights
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O'Hare Intl to Ontario flights
Midway to Dallas/Fort Worth flights
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O'Hare Intl to George Bush Intcntl flights
Midway to Miami flights
Midway to Seattle flights
O'Hare Intl to Austin flights
O'Hare Intl to Minneapolis flights
Midway to LaGuardia flights
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O'Hare Intl to Honolulu flights
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Midway to Los Angeles flights
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Midway to Denver flights
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Midway to Orlando flights
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Midway to San Francisco flights
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O'Hare Intl to Reno flights

Top 4 airlines flying from O'Hare Intl to Connecticut

Discover the top 4 airlines that operate flights from O'Hare Intl to Connecticut. 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 August 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$84Average$145FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$185Average$230FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$211Average$442FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$215Average$435FlexibilityNo cancel feeOn-time71%

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