Chicago

$109+ Cheap flights from San Francisco (SFO) 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 3/13. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — CHI
Dec 23 — Dec 301
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Find cheap flights from San Francisco to Chicago with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
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3. Compare prices and book
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The best prices from San Francisco to Chicago are usually found in April or January, booked 83 days in advance, depart on a Wednesday or Saturday and return on a Wednesday

Cheap flight deals from San Francisco to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from San Francisco (SFO) 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 December 18, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$217
(Alaska Airlines)

One-way from

$109
(Southwest)

Popular in

December

Cheapest in

April

Average price

$415
Provider with most accurate pricing for San Francisco-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for San Francisco-Chicago (CHI) flights.
From San Francisco to Chicago (CHI)
One-way flight from San Francisco to Chicago (CHI)
High demand for flights, 3% potential price rise
Best time to find cheap flights, 2% potential price drop
Average for round-trip flights in December 2024

Find flight deals from San Francisco to Chicago

Cheapest flights from San Francisco to Chicago
Explore the most affordable flight options available from San Francisco to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2024.

This Alaska Airlines deal was found by Cheapflights users on 12/18. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/315:55 pmSFO - ORD
1 stop9h 35mAlaska Airlines
Mon 1/276:55 pmORD - SFO
Nonstop4h 59mAlaska Airlines
Deal found 12/18$217
This American Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2511:27 pmSFO - ORD
Nonstop4h 19mAmerican Airlines
Wed 1/86:00 amORD - SFO
1 stop8h 30mAmerican Airlines
Deal found 12/17$237
This CheapOair deal was found by Cheapflights users on 12/18. 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.
Wed 12/256:00 amSFO - MDW
1 stop13h 32mFrontier
Wed 1/88:15 amMDW - SFO
1 stop17h 56mFrontier
Deal found 12/18$238
This United Airlines deal was found by Cheapflights users on 12/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/256:45 pmSFO - ORD
Nonstop4h 26mUnited Airlines
Mon 1/62:35 pmORD - SFO
Nonstop4h 55mUnited Airlines
Deal found 12/16$244
This eDestinos deal was found by Cheapflights users on 12/16. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/253:03 pmSFO - ORD
1 stop6h 43mFrontier
Fri 1/36:00 amORD - SFO
1 stop28h 09mFrontier
Deal found 12/16$247
This Delta deal was found by Cheapflights users on 12/18. 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.
Tue 12/3112:10 amSFO - MDW
1 stop8h 58mDelta
Sun 1/266:59 pmMDW - SFO
1 stop6h 55mDelta
Deal found 12/18$266
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2512:10 pmSFO - ORD
1 stop9h 46mDelta
Wed 1/85:00 pmORD - SFO
1 stop9h 14mDelta
Deal found 12/17$266
This FlightHub deal was found by Cheapflights users on 12/17. 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.
Wed 12/253:03 pmSFO - ORD
1 stop6h 43mMultiple Airlines
Mon 12/307:30 pmORD - SFO
1 stop17h 16mMultiple Airlines
Deal found 12/17$342
This Sun Country Air deal was found by Cheapflights users on 12/17. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2411:59 pmSFO - ORD
1 stop7h 04mSun Country Air
Mon 12/307:30 pmORD - SFO
1 stop17h 16mSun Country Air
Deal found 12/17$435
This Southwest deal was found by Cheapflights users on 12/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/195:00 amSFO - ORD
1 stop7h 25mSouthwest
Wed 1/227:30 amORD - SFO
2 stops10h 40mSouthwest
Deal found 12/16$477
This Southwest deal was found by Cheapflights users on 12/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2510:20 amSFO - MDW
1 stop7h 45mSouthwest
Fri 1/36:40 pmMDW - SFO
2 stops7h 30mSouthwest
Deal found 12/16$500

Find flights from San Francisco to Chicago within your budget

Customize your flight search to find flights from San Francisco 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 December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Thu 1/9

10:00 am-4:27 pm

Nonstop4h 27m

Chicago O'Hare Intl

Mon 1/13

6:55 pm-9:54 pm

Nonstop4h 59m

$217

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Tue 1/14

6:55 am-12:13 am

1 stop15h 18m

Chicago Midway

Thu 1/16

7:15 am-12:09 am

1 stop18h 54m

$218

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Thu 1/9

10:00 am-4:27 pm

Nonstop4h 27m

Chicago O'Hare Intl

Sun 1/12

7:25 am-12:46 pm

1 stop7h 21m

$218

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Thu 1/9

9:10 pm-12:35 am

1 stop25h 25m

Chicago O'Hare Intl

Wed 1/15

8:25 pm-11:13 pm

Nonstop4h 48m

$222

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Thu 1/16

3:20 pm-11:59 pm

1 stop6h 39m

Chicago O'Hare Intl

Thu 1/23

2:35 pm-5:30 pm

Nonstop4h 55m

$227

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 1/8

12:27 am-10:38 am

1 stop8h 11m

Chicago O'Hare Intl

Mon 1/13

2:14 pm-8:36 pm

1 stop8h 22m

$236

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Sat 1/18

2:39 pm-11:44 am

1 stop19h 05m

Chicago Midway

Sat 1/25

7:30 am-9:21 pm

2 stops15h 51m

$244

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 1/29

12:00 pm-10:35 pm

2 stops8h 35m

Chicago O'Hare Intl

Sun 2/2

7:10 pm-11:45 pm

1 stop6h 35m

$251

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Sun 1/12

10:45 pm-8:54 am

1 stop8h 09m

Chicago Midway

Sun 1/19

5:05 pm-11:22 pm

1 stop8h 17m

$252

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 1/18

6:15 am-3:30 pm

1 stop7h 15m

Chicago O'Hare Intl

Sat 1/25

5:45 am-2:21 pm

1 stop10h 36m

$256

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 26 results
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Compare providers for flights from San Francisco to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from San Francisco to Chicago in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*1 star
PricelinePrice Accuracy1 starTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*2 stars
CheapfaremartPrice Accuracy-Trust Score*3 stars
CheapOairPrice Accuracy2 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on San Francisco-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Francisco-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Francisco-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Francisco-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for San Francisco-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

The best insider tips for San Francisco to Chicago flights

Find out what our experts recommend to make the most of your San Francisco to Chicago trip
Airlines
United Airlines

United's Economy Plus offers extra legroom towards the front.


United Club lounges offer signature cocktails and comfortable seating.

Frontier

Frontier offers extra comfort seats with 32” separation for a fee.


Early morning flights have a better chance of on-time departure.

Read more about Frontierby Marisa Garcia
American Airlines

American Airlines offers Main Cabin Extra seats with 34”-35” legroom.


Access to Admirals Club Lounges provides a quiet place to work.

Alaska Airlines

Alaska Airlines offers Premium Class with extra legroom and free cocktails.


Alaska Airlines provides Wi-Fi for a flat fee, ideal for business travelers.

Airports
SFO

Save time by ordering meals for pickup via the SFO2Go program during busy times.

Read more about SFOby Harriet Baskas
ORD

Take the “L” train from ORD to downtown Chicago for a reliable and cost-effective option.

Read more about ORDby Ramsey Qubein
MDW

Use the Orange Line train for a quick, 30-minute ride from MDW to downtown Chicago.

Read more about MDWby Ramsey Qubein
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on United Airlines and SFO

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
Marisa Garcia

Marisa Garcia

Expert on Frontier and American Airlines

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
Robert Schrader

Robert Schrader

Expert on Alaska Airlines

Robert Schrader

Robert Schrader

One of the web's original travel bloggers, Robert launched his first site Leave Your Daily Hell in 2009. Since then, he's expanded into destination niche sites (one each for Japan, Thailand and Taiwan), in addition to having written for the inflight magazines of Singapore Airlines and Korean Air. Overall, he's visited nearly 100 countries, and flies business as often as possible.

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

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.

Best time to book a flight from San Francisco to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from San Francisco 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.

Travel insights for flights from San Francisco to Chicago

Get recent, data-driven insights about flights from San Francisco to Chicago including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from San Francisco to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from San Francisco to Chicago. Price data was last updated on December 13, 2024.

The best time to book flights from San Francisco to Chicago is 76 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from San Francisco to Chicago?

Currently, September is the cheapest month in which you can book a flight from San Francisco to Chicago (average of $232). Flying from San Francisco to Chicago in June is currently the most expensive (average of $308). 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 SFO to CHI?

Find hourly flight availability from San Francisco 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 December 18, 2024.

One of the essential ways to save on airfare from San Francisco to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 36% on airfare.

What is the cheapest day to fly from San Francisco to Chicago?

Use this chart to determine the cheapest time to fly round-trip from San Francisco to Chicago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their San Francisco to Chicago flight should consider departing on Wednesday afternoons 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.

Rainfall in Chicago by month

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

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

Temperature in Chicago by month

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

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

Reviews of airlines servicing 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 December 18, 2024.
Get a feel of what it's like to fly with Frontier, Sun Country Air and American Airlines from San Francisco to Chicago by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,848 reviews

Crew

8.7

Entertainment

7.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

8.1
Very good
4,848 reviews
8.1
Very good
4,848 reviews

Crew

8.7

Entertainment

7.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

8.0
Very good
9,554 reviews
8.1
Very good
4,848 reviews

Crew

8.7

Entertainment

7.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

8.0
Very good
8,604 reviews
8.1
Very good
4,848 reviews

Crew

8.7

Entertainment

7.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

7.4
Good
3,279 reviews
8.1
Very good
4,848 reviews

Crew

8.7

Entertainment

7.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

7.4
Good
9,055 reviews
8.1
Very good
4,848 reviews

Crew

8.7

Entertainment

7.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Related info for your journey

Find useful and relevant information for your journey from San Francisco to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from San Francisco to Chicago?

    Located just 11.8 mi from the city center, San Francisco is the airport most travelers will use when flying to Chicago from San Francisco. Booking flights from San Francisco (SFO) to Chicago should be relatively easy as there are 17 daily outbound flights to Chicago from 8 different airlines.

  • What are the cheapest airlines flying from San Francisco to Chicago round-trip?

    Alaska Airlines, at $217, was found to be the cheapest airline from San Francisco to Chicago.Alternate airlines to your destination round-trip include Southwest and Frontier. These flights start at 36% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from San Francisco to Chicago one-way?

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $109. However, be on the lookout for offers from United Airlines and Frontier, as they are both options that can get you from San Francisco to Chicago for a low price.

  • What are the most popular routes from San Francisco to Chicago?

  • What are the most reliable airlines from San Francisco to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from San Francisco to Chicago on time: Iberia (90%), China Southern (89%), Asiana Airlines (87%).

  • What are the cheapest flights from San Francisco to Chicago?

    Looking at all options, your cheapest flight can be booked for $124. While the most popular route (San Francisco - Chicago O'Hare Intl) can be booked for $173 on average our data indicates $965 when flying from San Francisco to Chicago.

  • Where are the most common layover locations when flying from San Francisco to Chicago?

  • What are some popular things to do or see while on a layover in Las Vegas?

    Fremont Street Experience, Colosseum at Caesars Palace, and Stratosphere Tower are the most popular attractions in Las Vegas if you're in need of something to do during your layover. Fremont Street Experience, Colosseum at Caesars Palace, and Stratosphere Tower can be visited by traveling about 5.9 mi, 2.6 mi, and 4.3 mi respectively from Las Vegas Harry Reid Intl. Those looking to explore during their layover in Las Vegas can rent a car from Las Vegas Harry Reid Intl for about $52 per day.

  • Where are the least popular layover locations for San Francisco to Chicago flights?

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

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

  • How can I find direct flights from San Francisco to Chicago?

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

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

    Yes. Cheapflights offers flight deals from San Francisco 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 San Francisco to Chicago?

    Currently, September is the cheapest month in which you can book a flight from San Francisco to Chicago (average of $232). Flying from San Francisco to Chicago in June is currently the most expensive (average of $308). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for San Francisco to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 7 airlines flying from San Francisco to Chicago

Discover the top 7 airlines that operate flights from San Francisco 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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$82Average$228FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$112Average$241FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$161Average$316FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$185Average$387FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$198Average$398FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$219Average$433FlexibilityNo cancel feeOn-time63%
DeltaCheapest$235Average$332FlexibilityNo cancel feeOn-timeN/A
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