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$70+ 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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BDL
Jul 11 — Jul 181
Sat 7/11
Sat 7/18
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 June 11, 2026.

This CheapOair deal was found by Cheapflights users on 6/5. 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 8/287:08 pm
ORD
-
HVN
Nonstop2h 31m
Avelo Airlines
Sun 8/303:45 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Deal found 6/5$129
This Super.com deal was found by Cheapflights users on 6/8. 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 8/146:48 pm
ORD
-
HVN
Nonstop2h 31m
Avelo Airlines
Fri 8/214:30 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Deal found 6/8$133
This Flightnetwork deal was found by Cheapflights users on 6/8. 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.
Fri 7/106:48 pm
ORD
-
HVN
Nonstop2h 31m
Avelo Airlines
Mon 7/134:10 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Deal found 6/8$142
This Expedia deal was found by Cheapflights users on 6/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:48 pm
ORD
-
HVN
Nonstop2h 31m
Avelo Airlines
Mon 7/134:10 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Deal found 6/10$150
This CheapOair deal was found by Cheapflights users on 6/8. 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.
Thu 9/246:07 pm
ORD
-
HVN
Nonstop2h 22m
Avelo Airlines
Sun 9/273:35 pm
HVN
-
ORD
Nonstop2h 43m
Avelo Airlines
Deal found 6/8$152
This CheapOair deal was found by Cheapflights users on 6/9. 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 7/176:48 pm
ORD
-
HVN
Nonstop2h 31m
Avelo Airlines
Mon 7/204:10 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Deal found 6/9$160
This Super.com deal was found by Cheapflights users on 6/8. 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 7/246:48 pm
ORD
-
HVN
Nonstop2h 31m
Avelo Airlines
Fri 7/314:10 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Deal found 6/8$161
This CheapOair deal was found by Cheapflights users on 6/8. 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 7/106:48 pm
ORD
-
HVN
Nonstop2h 31m
Avelo Airlines
Mon 7/204:10 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Deal found 6/8$162
This CheapOair deal was found by Cheapflights users on 6/6. 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 7/246:48 pm
ORD
-
HVN
Nonstop2h 31m
Avelo Airlines
Mon 7/274:10 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Deal found 6/6$173
This flygcity.se deal was found by Cheapflights users on 6/8. 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 flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:22 pm
ORD
-
JFK
Nonstop2h 38m
JetBlue
Sun 7/57:00 am
JFK
-
ORD
Nonstop2h 45m
JetBlue
Deal found 6/8$176
This Delta deal was found by Cheapflights users on 6/10. 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.
Thu 10/156:00 am
ORD
-
JFK
Nonstop2h 20m
Delta
Mon 10/198:10 am
JFK
-
ORD
Nonstop2h 54m
Delta
Deal found 6/10$177
This United Airlines deal was found by Cheapflights users on 6/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:00 am
ORD
-
LGA
Nonstop2h 23m
United Airlines
Thu 9/38:05 am
LGA
-
ORD
Nonstop2h 40m
United Airlines
Deal found 6/9$178

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 June 11, 2026.

Round-trip from

$129
(CheapOair)

One-way from

$70
(CheapOair)

Popular in

April

Cheapest in

August

Average price

$415

Good round-trip deal

$151 or less

Good one-way deal

$70 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. 21% potential increase in price ($107 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 11, 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 8/14

6:48 pm-10:19 pm

Nonstop2h 31m

Tweed-New Haven

Fri 8/21

4:30 pm-6:23 pm

Nonstop2h 53m

$133

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Thu 9/24

6:07 pm-9:29 pm

Nonstop2h 22m

Tweed-New Haven

Sun 9/27

3:35 pm-5:18 pm

Nonstop2h 43m

$152

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fri 7/24

6:48 pm-10:19 pm

Nonstop2h 31m

Tweed-New Haven

Mon 7/27

4:10 pm-6:03 pm

Nonstop2h 53m

$175

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Wed 8/12

10:56 am-5:50 pm

1 stop5h 54m

New York John F Kennedy Intl

Wed 8/12

8:00 pm-9:55 pm

Nonstop2h 55m

$178

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 7/8

6:00 am-9:09 am

Nonstop2h 09m

New York LaGuardia

Wed 7/15

6:00 am-7:32 am

Nonstop2h 32m

$187

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 7/1

5:00 pm-8:22 pm

Nonstop2h 22m

New York LaGuardia

Sat 7/4

7:21 am-9:00 am

Nonstop2h 39m

$187

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 7/8

1:00 pm-4:22 pm

Nonstop2h 22m

New York LaGuardia

Sat 7/11

4:05 pm-5:57 pm

Nonstop2h 52m

$187

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 7/15

6:00 am-9:09 am

Nonstop2h 09m

New York LaGuardia

Wed 7/15

4:00 pm-6:03 pm

Nonstop3h 03m

$187

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Sat 8/15

6:00 am-9:17 am

Nonstop2h 17m

New York John F Kennedy Intl

Tue 8/18

8:00 pm-9:55 pm

Nonstop2h 55m

$187

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 7/4

10:03 am-1:26 pm

Nonstop2h 23m

New York LaGuardia

Tue 7/7

4:25 pm-6:17 pm

Nonstop2h 52m

$187

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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 $23). Flying from Chicago O'Hare Intl Airport to Connecticut in March is currently the most expensive (average of $293). 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 June 11, 2026.

It’s typically best to fly out from Chicago O'Hare Intl Airport to Connecticut in the evening. Doing so could potentially save you 22% 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 June 11, 2026.

The most flights from ORD to USCT are scheduled on a Monday (26 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).

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

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 66 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 June 8, 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. Sunday at noon 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 June 11, 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
7.6
Good

Comfort

7.1

Crew

8.3

Boarding

7.7

Entertainment

5.0

Food

5.1

Overall

7.6

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
7.6
Good
Avelo Airlines
7.6
Good

Comfort

7.1

Crew

8.3

Boarding

7.7

Entertainment

5.0

Food

5.1

Overall

7.6

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
9,808 reviews
Avelo Airlines
7.6
Good

Comfort

7.1

Crew

8.3

Boarding

7.7

Entertainment

5.0

Food

5.1

Overall

7.6

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
11,637 reviews
Avelo Airlines
7.6
Good

Comfort

7.1

Crew

8.3

Boarding

7.7

Entertainment

5.0

Food

5.1

Overall

7.6

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
2,898 reviews
Avelo Airlines
7.6
Good

Comfort

7.1

Crew

8.3

Boarding

7.7

Entertainment

5.0

Food

5.1

Overall

7.6

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, JetBlue, and Delta fly from Chicago O'Hare Intl Airport to Connecticut in about 2h 09m. The time it takes to get you to your destination can typically vary by up to 3h 45m. The distance from Chicago O'Hare Intl Airport to Connecticut is about 731 mi. This flight may include one or multiple stops.

  • 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 Frontier, which is currently one of the cheapest options available, starting at $52. Avelo Airlines flights start at $68 while deals on American Airlines start at $98 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: Envoy Air (83%), United Airlines (81%), Alaska Airlines( 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 $390, our data shows the cheapest flight currently is $188. When looking at the most popular route, (Chicago O'Hare Intl - Newark), you can expect to pay $137 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 $23). Flying from Chicago O'Hare Intl Airport to Connecticut in March is currently the most expensive (average of $293). 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 Las Vegas flights
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O'Hare Intl to John F Kennedy Intl flights
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O'Hare Intl to LaGuardia flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to Orlando flights
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O'Hare Intl to San Francisco flights
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O'Hare Intl to Tampa flights
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Midway to Newark flights
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O'Hare Intl to Fort Lauderdale flights
Midway to Las Vegas flights
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O'Hare Intl to Baltimore flights
O'Hare Intl to George Bush Intcntl flights
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Midway to Los Angeles flights
Midway to Seattle flights
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Midway to Miami flights
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Midway to John F Kennedy Intl flights
O'Hare Intl to Fort Myers flights
Midway to Dallas/Fort Worth flights
Midway to LaGuardia flights
Midway to Atlanta flights
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Midway to Orlando flights
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Midway to Tampa flights
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Midway to San Francisco 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 June 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$84Average$141FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$177Average$401FlexibilityNo cancel feeOn-time71%
FrontierCheapest$185Average$230FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$201Average$426FlexibilityNo cancel feeOn-time69%

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