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$49+ Cheap flights from George Bush Intcntl (IAH) to Chicago (CHI)

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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
IAH — CHI
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheapflights Tip: The best prices from Houston George Bush Intcntl to Chicago are usually found in March or October, booked 44 days in advance, depart on a Friday or Thursday and return on a Friday

Cheap flight deals from George Bush Intcntl to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from George Bush Intcntl (IAH) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 16, 2025.

Round-trip from

$92
(Cheapflightsfares)

One-way from

$49
(Kiwi.com)

Popular in

June

Cheapest in

March

Average price

$173

Good round-trip deal

$108 or less

Good one-way deal

$97 or less
From Houston George Bush Intcntl to Chicago (CHI)
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One-way flight from Houston George Bush Intcntl to Chicago (CHI)
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Highest demand for flights based on searches. 16% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Houston George Bush Intcntl to Chicago (CHI).
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Price to beat on a one-way flight from Houston George Bush Intcntl to Chicago (CHI).
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Find flight deals from George Bush Intcntl to Chicago

Cheapest flights from George Bush Intcntl to Chicago
Explore the most affordable flight options available from George Bush Intcntl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Fri 9/266:09 pmIAH - MDW
Nonstop2h 37mFrontier
Sun 9/286:30 amMDW - IAH
Nonstop2h 48mFrontier
Deal found 9/14$92
This Frontier deal was found by Cheapflights users on 9/14. 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.
Thu 9/2510:08 amIAH - MDW
Nonstop2h 38mFrontier
Thu 10/26:30 amMDW - IAH
Nonstop2h 48mFrontier
Deal found 9/14$93
This Frontier deal was found by Cheapflights users on 9/14. 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.
Sun 9/2110:08 amIAH - MDW
Nonstop2h 38mFrontier
Thu 9/256:30 amMDW - IAH
Nonstop2h 48mFrontier
Deal found 9/14$94
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Mon 10/2710:12 pmIAH - ORD
Nonstop2h 32mFrontier
Fri 10/311:36 pmORD - IAH
Nonstop2h 57mFrontier
Deal found 9/14$95
This Frontier deal was found by Cheapflights users on 9/14. 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.
Fri 10/1010:12 pmIAH - ORD
Nonstop2h 32mFrontier
Sat 10/111:14 pmORD - IAH
Nonstop2h 57mFrontier
Deal found 9/14$96
This Trip.com deal was found by Cheapflights users on 9/13. 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.
Fri 10/36:09 pmIAH - MDW
Nonstop2h 37mFrontier
Mon 10/62:26 pmMDW - IAH
Nonstop2h 48mFrontier
Deal found 9/13$98
This Priceline deal was found by Cheapflights users on 9/15. 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.
Fri 10/38:00 pmIAH - ORD
Nonstop2h 45mFrontier
Mon 10/64:03 pmORD - IAH
Nonstop3h 07mFrontier
Deal found 9/15$100
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 11/134:29 pmIAH - ORD
Nonstop2h 47mSpirit Airlines
Sat 11/157:35 amORD - IAH
Nonstop2h 45mSpirit Airlines
Deal found 9/14$103
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
Tue 9/3010:23 amIAH - ORD
Nonstop2h 46mSpirit Airlines
Fri 10/38:56 pmORD - IAH
Nonstop2h 49mSpirit Airlines
Deal found 9/16$105
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 11/69:04 pmIAH - ORD
Nonstop2h 37mFrontier
Sun 11/91:36 pmORD - IAH
Nonstop2h 57mFrontier
Deal found 9/14$107
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Fri 11/79:04 pmIAH - ORD
Nonstop2h 37mFrontier
Sun 11/91:36 pmORD - IAH
Nonstop2h 57mFrontier
Deal found 9/14$108
This Priceline deal was found by Cheapflights users on 9/14. 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.
Sat 10/1812:35 pmIAH - MDW
1 stop10h 12mFrontier
Mon 10/209:00 amMDW - IAH
Nonstop2h 49mFrontier
Deal found 9/14$108

Cheapflights Fare Finder

 
Customize your flight search to find flights from George Bush Intcntl 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 2,558,603 searches. Data last updated September 16, 2025.
Use the filters below to find and compare flights from Houston George Bush Intcntl Airport to Chicago that are best for you.

Fly from

George Bush Intcntl

Fly to

Chicago

Route

Depart

Return

Price

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Thu 10/23

5:20 pm-8:03 pm

Nonstop2h 43m

Chicago O'Hare Intl

Sun 10/26

1:58 pm-10:14 pm

1 stop8h 16m

$135

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Sat 10/18

4:30 pm-12:17 am

1 stop7h 47m

Chicago O'Hare Intl

Mon 10/20

6:23 pm-10:47 am

1 stop16h 24m

$139

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Mon 10/13

9:46 am-3:49 pm

1 stop6h 03m

Chicago O'Hare Intl

Mon 10/20

6:00 am-8:51 am

Nonstop2h 51m

$140

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Tue 11/4

8:15 am-10:56 am

Nonstop2h 41m

Chicago O'Hare Intl

Tue 11/4

5:10 pm-8:10 pm

Nonstop3h 00m

$157

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Wed 10/15

5:00 am-7:50 am

Nonstop2h 50m

Chicago O'Hare Intl

Wed 10/22

7:55 pm-10:50 pm

Nonstop2h 55m

$157

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Tue 10/14

7:50 pm-10:37 pm

Nonstop2h 47m

Chicago O'Hare Intl

Fri 10/24

9:05 pm-11:59 pm

Nonstop2h 54m

$177

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Fri 10/17

5:00 am-7:50 am

Nonstop2h 50m

Chicago O'Hare Intl

Tue 10/21

9:05 pm-11:59 pm

Nonstop2h 54m

$177

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Fri 9/26

6:09 pm-8:46 pm

Nonstop2h 37m

Chicago Midway

Sun 9/28

6:21 am-4:09 pm

1 stop9h 48m

$195

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Thu 1/1

6:25 am-11:48 am

1 stop5h 23m

Chicago O'Hare Intl

Mon 1/5

7:00 am-3:09 pm

1 stop8h 09m

$217

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Wed 12/3

5:10 am-11:55 am

1 stop6h 45m

Chicago Midway

Sat 12/6

1:50 pm-9:50 pm

1 stop8h 00m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 60 results
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The best insider tips for Houston George Bush Intcntl Airport to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Houston George Bush Intcntl Airport to Chicago trip
Airlines
Frontier

Frontier offers extra comfort seats with 32” separation for added legroom on short flights.


Early morning flights have a better chance of on-time departure, avoiding carry-over delays.

Read more about Frontierby Marisa Garcia
Spirit Airlines

Spirit's Big Front Seats offer 11 inches more legroom, ideal for short flights.


Spirit's self-service bag drop saves time; print your boarding pass in advance.

Read more about Spirit Airlinesby Daniel Scheffler
United Airlines

United's Polaris Lounges offer showers, napping areas, and dining for premium passengers.


United's Economy Plus offers extra legroom seats towards the front of the economy cabin.

Read more about United Airlinesby Harriet Baskas
Airports
IAH

For quick security checks, check the IAH Depart tab for current wait times at all terminals.

Read more about IAHby Evie Carrick
ORD

For a quick city transfer, take the 'L' train from ORD to downtown Chicago, avoiding traffic delays.

Read more about ORDby Ramsey Qubein
MDW

Use the Orange Line for a direct, low-cost trip from MDW to downtown Chicago in under 30 minutes.

Read more about MDWby Ramsey Qubein
Our travel experts
Marisa Garcia

Marisa Garcia

Expert on Frontier

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
Daniel Scheffler

Daniel Scheffler

Expert on Spirit Airlines

Daniel Scheffler

Daniel Scheffler

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

Read more
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Evie Carrick

Evie Carrick

Expert on IAH

Evie Carrick

Evie Carrick

Evie Carrick is a writer and editor who has lived in five countries and traveled to over 50, with extensive experience flying around the world. She was born in Colorado, but has spent time flying to both coasts to visit family. She writes regularly for Travel + Leisure, BuzzFeed, and SKI and recently published seven travel journals with Simon & Schuster.

Read more

Best time to book a flight from George Bush Intcntl to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from George Bush Intcntl 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 Houston George Bush Intcntl Airport to Chicago

How far ahead should I book a flight from Houston George Bush Intcntl Airport to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from George Bush Intcntl to Chicago. Price data was last updated on September 12, 2025.

To ensure you get the cheapest price possible for a flight from Houston George Bush Intcntl Airport to Chicago, you should look to book at least 44 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 month to book a flight from Houston George Bush Intcntl Airport to Chicago?

Currently, August is the cheapest month in which you can book a flight from Houston George Bush Intcntl Airport to Chicago (average of $245). Flying from Houston George Bush Intcntl Airport to Chicago 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 IAH to CHI?

Find hourly flight availability from George Bush Intcntl 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 September 16, 2025.

When flying from Houston George Bush Intcntl Airport to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 77% versus a flight at noon.

What is the cheapest day to fly from Houston George Bush Intcntl Airport to Chicago?

Use this chart to determine the cheapest time to fly round-trip from George Bush Intcntl to Chicago. Price data was last updated on September 14, 2025.

Travelers seeking maximum savings on their Houston George Bush Intcntl Airport to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Houston George Bush Intcntl Airport to Chicago

Explore weekly flight availability from George Bush Intcntl to Chicago. 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 September 16, 2025.

The most flights from IAH to CHI are scheduled on a Monday (73 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (41 on average).

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 September 16, 2025.
Read through reviews of airlines operating flights from Houston George Bush Intcntl Airport to Chicago, such as United Airlines, American Airlines, and Spirit Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,929 reviews

Boarding

7.7

Overall

7.4

Food

6.6

Entertainment

7.1

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,929 reviews
United Airlines
7.4
Good
8,929 reviews

Boarding

7.7

Overall

7.4

Food

6.6

Entertainment

7.1

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,929 reviews

Boarding

7.7

Overall

7.4

Food

6.6

Entertainment

7.1

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
Spirit Airlines
6.3
Okay
8,015 reviews
United Airlines
7.4
Good
8,929 reviews

Boarding

7.7

Overall

7.4

Food

6.6

Entertainment

7.1

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
Frontier
5.8
Fair
3,172 reviews
United Airlines
7.4
Good
8,929 reviews

Boarding

7.7

Overall

7.4

Food

6.6

Entertainment

7.1

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from George Bush Intcntl to Chicago. 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 Houston George Bush Intcntl Airport to Chicago?

    Airlines like Frontier, United Airlines, and Delta fly from Houston George Bush Intcntl Airport to Chicago in about 2h 41m. The time it takes to get you to your destination can typically vary by up to 4h 04m. There are 926 mi between Houston George Bush Intcntl Airport and Chicago. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Houston George Bush Intcntl Airport to Chicago round-trip?

    Frontier, at $75, was found to be the cheapest airline from Houston George Bush Intcntl Airport to Chicago.Alternate airlines to your destination round-trip include Spirit Airlines and American Airlines. Frontier is currently priced 60% below the average price you’ll pay for this route.

  • What are the most popular routes from Houston George Bush Intcntl Airport to Chicago?

    Most travelers choose Houston George Bush Intcntl - Chicago O'Hare Intl, Houston George Bush Intcntl - Chicago Midway or Houston George Bush Intcntl - Chicago Greater Rockford when deciding on the best route from Houston George Bush Intcntl Airport to Chicago.

  • What are the most reliable airlines from Houston George Bush Intcntl Airport to Chicago?

    Before booking your flight to Chicago from Houston George Bush Intcntl Airport, check out the most reliable airlines to get you to your destination on time: ANA (84%), Spirit Airlines (81%), Air New Zealand( 81%).

  • What are the cheapest flights from Houston George Bush Intcntl Airport to Chicago?

    Looking for the cheapest flight from Houston George Bush Intcntl Airport to Chicago? While on average our users pay $784, our data indicates the cheapest price to be $40. The most popular route (Houston George Bush Intcntl - Chicago O'Hare Intl), is priced around $90.

  • Can I find deals for flights from George Bush Intcntl to Chicago that include hotel bookings?

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

  • How can I find direct flights from George Bush Intcntl to Chicago?

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

  • Can I find deals for business class flights from George Bush Intcntl to Chicago?

    Yes. Cheapflights offers flight deals from George Bush Intcntl 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.

  • What is the cheapest month to book a flight from Houston George Bush Intcntl Airport to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Houston George Bush Intcntl Airport to Chicago (average of $245). Flying from Houston George Bush Intcntl Airport to Chicago 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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Top 5 airlines flying from George Bush Intcntl to Chicago

Discover the top 5 airlines that operate flights from George Bush Intcntl 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 2,558,603 searches. Data last updated September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$75Average$178FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$79Average$167FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$160Average$267FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$177Average$357FlexibilityNo cancel feeOn-time69%
DeltaCheapest$216Average$331FlexibilityNo cancel feeOn-timeN/A

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