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Cheap flights from Chicago (CHI) to Oakland (OAK) from $61

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 6/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CHI — OAK
Jun 10 — Jun 171
From?
To?
Mon 6/10
Mon 6/17
1 adult, Economy
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Cheap flight deals from Chicago to Oakland

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Oakland (OAK). 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 June 5, 2024.

Popular in

March

Cheapest in

February

Round-trip from

$268

One-way from

$61
High demand for flights, 35% potential price rise
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Best time to find cheap flights, 46% potential price drop
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From Chicago (CHI) to Oakland
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One-way flight from Chicago (CHI) to Oakland
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What is the cheapest day to fly round-trip from Chicago to Oakland, California?

Users have found that leaving on a Saturday can be a cost-effective option. It’s possible to save up to 76% on your flight compared to booking on days when demand is much higher.

How far in advance should I book a flight from Chicago to Oakland, California?

To save up to 57% on this flight, we recommend booking at least 52 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago to Oakland, California from $298 1-2 weeks out and tickets from $453 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chicago to Oakland, California?

Our data shows that September tends to be the cheapest month to fly to Oakland, California from Chicago. Users have commonly found prices around $306 for the month, but tickets can be as low as $107. Due to multiple factors, prepare for potentially higher prices in March.

What is the cheapest time of day to fly from CHI to OAK?

It’s typically best to fly out from Chicago to Oakland, California in the afternoon. Doing so could potentially save you 28% on the flight price compared to flying at noon, which is usually more expensive.

Cheap Chicago to Oakland flights in June & July 2024

Find cheap flight options from Chicago to Oakland specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Prices were last updated on June 5, 2024.
Scroll through some of the best deals on flights from Chicago to Oakland in 2024. Check back in a little while for more flight options.
Tue 6/1810:58 pmORD - OAK
1 stop10h 43mSpirit Airlines
Tue 6/252:04 pmOAK - ORD
1 stop13h 45mSpirit Airlines
Deal found 6/4$155
Wed 7/101:28 pmORD - OAK
1 stop8h 23mSpirit Airlines
Tue 7/1610:05 pmOAK - ORD
1 stop6h 31mSpirit Airlines
Deal found 6/4$169
Wed 7/316:19 pmORD - OAK
1 stop6h 47mSpirit Airlines
Tue 8/64:49 pmOAK - ORD
1 stop11h 47mSpirit Airlines
Deal found 6/4$170
Wed 7/249:19 amORD - OAK
1 stop12h 32mSpirit Airlines
Mon 7/298:57 pmOAK - ORD
1 stop7h 45mSpirit Airlines
Deal found 6/4$172
Tue 7/210:01 pmORD - OAK
1 stop15h 11mSpirit Airlines
Tue 7/92:04 pmOAK - ORD
1 stop13h 25mSpirit Airlines
Deal found 6/4$173
Mon 6/2410:17 pmORD - OAK
1 stop12h 14mSpirit Airlines
Tue 6/252:04 pmOAK - ORD
1 stop13h 45mSpirit Airlines
Deal found 6/5$176
Wed 7/171:28 pmORD - OAK
1 stop11h 38mSpirit Airlines
Tue 7/235:15 amOAK - ORD
1 stop7h 28mSpirit Airlines
Deal found 6/4$179
Tue 7/910:58 pmORD - OAK
1 stop10h 43mSpirit Airlines
Mon 7/158:57 pmOAK - ORD
1 stop7h 45mSpirit Airlines
Deal found 6/5$181
Tue 7/910:58 pmORD - OAK
1 stop10h 43mSpirit Airlines
Wed 7/175:15 amOAK - ORD
1 stop15h 04mSpirit Airlines
Deal found 6/4$182

Chicago to Oakland 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Oakland in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
Scroll through some of the best deals on flights from Chicago to Oakland in 2024. Check back in a little while for more flight options.
Wed 8/218:00 amORD - OAK
1 stop9h 45mSpirit Airlines
Wed 8/286:05 amOAK - ORD
1 stop10h 22mSpirit Airlines
Deal found 6/4$153
Tue 6/1810:58 pmORD - OAK
1 stop10h 43mSpirit Airlines
Tue 6/252:04 pmOAK - ORD
1 stop13h 45mSpirit Airlines
Deal found 6/4$155
Wed 9/41:13 pmORD - OAK
1 stop7h 22mSpirit Airlines
Tue 9/1011:22 amOAK - ORD
1 stop16h 38mSpirit Airlines
Deal found 6/4$163
Tue 9/107:47 pmORD - OAK
1 stop13h 55mSpirit Airlines
Mon 9/167:25 pmOAK - ORD
1 stop9h 11mSpirit Airlines
Deal found 6/3$164
Thu 9/510:57 pmORD - OAK
1 stop9h 45mSpirit Airlines
Tue 9/1011:22 amOAK - ORD
1 stop16h 38mSpirit Airlines
Deal found 6/4$166
Thu 8/229:40 pmORD - OAK
1 stop14h 47mSpirit Airlines
Tue 8/276:05 amOAK - ORD
1 stop10h 22mSpirit Airlines
Deal found 6/5$167
Wed 7/101:28 pmORD - OAK
1 stop8h 23mSpirit Airlines
Tue 7/1610:05 pmOAK - ORD
1 stop6h 31mSpirit Airlines
Deal found 6/4$169
Wed 7/316:19 pmORD - OAK
1 stop6h 47mSpirit Airlines
Tue 8/64:49 pmOAK - ORD
1 stop11h 47mSpirit Airlines
Deal found 6/4$170
Wed 7/249:19 amORD - OAK
1 stop12h 32mSpirit Airlines
Mon 7/298:57 pmOAK - ORD
1 stop7h 45mSpirit Airlines
Deal found 6/4$172

Chicago to Oakland flights leaving soon

Find last-minute flight options from Chicago to Oakland for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
Have a look at some of the last-minute flights available departing from Chicago to Oakland. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.
Tue 6/1110:01 pmORD - OAK
1 stop15h 11mSpirit Airlines
Tue 6/189:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
Deal found 6/4$193
Tue 6/1110:01 pmORD - OAK
1 stop15h 11mSpirit Airlines
Tue 6/189:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
Deal found 6/4$199
Tue 6/1110:01 pmORD - OAK
2 stops16h 24mSpirit Airlines
Tue 6/189:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
Deal found 6/4$211
Tue 6/1110:01 pmORD - OAK
2 stops16h 24mSpirit Airlines
Tue 6/189:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
Deal found 6/4$213
Tue 6/1110:01 pmORD - OAK
1 stop15h 11mSpirit Airlines
Wed 6/198:32 amOAK - ORD
1 stop19h 17mSpirit Airlines
Deal found 6/4$215
Sat 6/1512:32 pmORD - OAK
1 stop12h 19mSpirit Airlines
Tue 7/22:04 pmOAK - ORD
1 stop9h 01mSpirit Airlines
Deal found 6/4$217
Tue 6/1110:01 pmORD - OAK
1 stop15h 11mSpirit Airlines
Thu 6/209:27 pmOAK - ORD
1 stop6h 57mSpirit Airlines
Deal found 6/4$220
Sat 6/1512:32 pmORD - OAK
1 stop13h 35mSpirit Airlines
Mon 6/249:21 pmOAK - ORD
1 stop7h 15mSpirit Airlines
Deal found 6/4$223
Tue 6/1110:01 pmORD - OAK
2 stops16h 24mSpirit Airlines
Tue 6/1812:59 pmOAK - ORD
2 stops15h 37mSpirit Airlines
Deal found 6/4$231

One-way flights to Oakland from Chicago

Search for one-way flight options from Chicago to Oakland. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
Some of the best available deals we've found on one-way flights from Chicago to Oakland. Those seeking round-trip flights from Chicago to Oakland should utilize the search form at the the top of the page.
Tue 6/1810:58 pmORD - OAK
1 stop10h 43mSpirit Airlines
Deal found 6/4$61
Wed 8/288:50 amORD - OAK
1 stop16h 02mSpirit Airlines
Deal found 6/5$69
Tue 6/2510:01 pmORD - OAK
1 stop15h 11mSpirit Airlines
Deal found 6/4$79
Mon 6/2410:17 pmORD - OAK
1 stop12h 14mSpirit Airlines
Deal found 6/4$80
Tue 6/1810:01 pmORD - OAK
1 stop15h 11mSpirit Airlines
Deal found 6/4$82
Mon 8/2611:10 pmORD - OAK
1 stop12h 14mSpirit Airlines
Deal found 6/3$84
Wed 6/2612:32 pmORD - OAK
1 stop13h 26mSpirit Airlines
Deal found 6/4$85
Tue 6/2510:01 pmORD - OAK
1 stop15h 11mSpirit Airlines
Deal found 6/4$86
Wed 8/76:19 pmORD - OAK
1 stop6h 47mSpirit Airlines
Deal found 6/5$88

Find flights from Chicago to Oakland within your budget

Customize your flight search to find flights from Chicago to Oakland 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 3,050,429 searches. Data last updated June 5, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$153 - $246

Route

Depart

Return

Price

Chicago O'Hare IntlOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 8/21

1 stop9h 45m

Oakland

Wed 8/28

1 stop10h 22m

$153

Chicago O'Hare IntlOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 6/18

1 stop10h 43m

Oakland

Tue 6/25

1 stop13h 45m

$155

Chicago O'Hare IntlOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 9/4

1 stop7h 22m

Oakland

Tue 9/10

1 stop16h 38m

$163

Chicago O'Hare IntlOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 9/10

1 stop13h 55m

Oakland

Mon 9/16

1 stop9h 11m

$164

Chicago O'Hare IntlOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Thu 9/5

1 stop9h 45m

Oakland

Tue 9/10

1 stop16h 38m

$166

Chicago O'Hare IntlOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Thu 7/18

1 stop12h 07m

Oakland

Sun 7/21

1 stop16h 20m

$191

Chicago O'Hare IntlOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Thu 7/18

1 stop12h 07m

Oakland

Sun 7/21

1 stop16h 20m

$195

Chicago O'Hare IntlOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 7/10

1 stop8h 23m

Oakland

Mon 7/15

1 stop15h 44m

$199

Chicago O'Hare IntlOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 9/3

2 stops10h 01m

Oakland

Sat 9/7

2 stops8h 50m

$246

Flights are sorted by cheapest first

Deals found on 6/4

What is the cheapest day to fly from Chicago to Oakland, California?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Oakland. Price data was last updated on June 2, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago to Oakland, California flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from Chicago to Oakland

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

Temperature and rainfall in Oakland by month

Plan your trip to Oakland by taking into account the average temperature and rainfall totals by month.

SFO

Temperature

51.8 - 62.6 °F

If weather is an important factor for your trip to Oakland, California, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 66.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

Reviews of airlines servicing Oakland

Get insights into the airlines that provide service to Oakland. 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 Oakland. Reviews last updated June 5, 2024.
Peruse reviews from past customers who have flown with Spirit Airlines, Sun Country Air and Delta from Chicago to Oakland to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
5,922 reviews

Entertainment

7.8

Boarding

8.3

Crew

8.7

Food

7.3

Overall

8.2

Comfort

8.1

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Southwest
8.2
Very good
5,922 reviews
Southwest
8.2
Very good
5,922 reviews

Entertainment

7.8

Boarding

8.3

Crew

8.7

Food

7.3

Overall

8.2

Comfort

8.1

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Alaska Airlines
8.1
Very good
9,222 reviews
Southwest
8.2
Very good
5,922 reviews

Entertainment

7.8

Boarding

8.3

Crew

8.7

Food

7.3

Overall

8.2

Comfort

8.1

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Delta
8.0
Very good
10,368 reviews
Southwest
8.2
Very good
5,922 reviews

Entertainment

7.8

Boarding

8.3

Crew

8.7

Food

7.3

Overall

8.2

Comfort

8.1

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Sun Country Air
7.2
Good
593 reviews
Southwest
8.2
Very good
5,922 reviews

Entertainment

7.8

Boarding

8.3

Crew

8.7

Food

7.3

Overall

8.2

Comfort

8.1

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Volaris
6.6
Okay
1,464 reviews
Southwest
8.2
Very good
5,922 reviews

Entertainment

7.8

Boarding

8.3

Crew

8.7

Food

7.3

Overall

8.2

Comfort

8.1

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Oakland. 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 into for flights to Oakland from Chicago?

    Located just 7.0 mi from the city center, Oakland is the airport most travelers will use when flying to Oakland from Chicago. Booking flights from Chicago to Oakland (OAK) should be relatively easy as there are 3 daily inbound flights from Chicago from 6 different airlines.

  • Can I find flights from Chicago to Oakland, California for under $200 on Cheapflights?

    Yes, there are multiple flights from Chicago to Oakland, California for under $200. The cheapest flight booked recently is on Spirit Airlines for just $153, but on average you can expect to pay $173.

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

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

  • What are the cheapest airlines flying from Chicago to Oakland, California round-trip?

    Our cheapest airline available from Chicago to Oakland, California is Spirit Airlines. Our recent data shows that you can find tickets from as low as $153 on this airline. An additional option worth looking into is Sun Country Air, starting at $191. These flights start at 46% lower than the current average price 3 months from now.

  • What does ORD to OAK mean?

    This is defined as Chicago O'Hare Intl Airport (ORD) and Oakland Airport (OAK). Codes like Oakland Airport are often used to just call airports uniquely. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

  • How recently were the Chicago to Oakland, California flight deals updated?

    The Chicago to Oakland, California flight deals you see on this page were last updated on 6/5.

  • What are the most popular airlines that fly from Chicago to Oakland, California?

    The most popular airlines flying from Chicago to Oakland, California are American Airlines, Alaska Airlines and Delta. Something to consider prior to booking your flight.

  • What is the cheapest month to book a flight from Chicago to Oakland, California?

    Currently, October is the cheapest month in which you can book a flight from Chicago to Oakland, California (average of $168). Flying from Chicago to Oakland, California in June is currently the most expensive (average of $229). 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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Alternative routes for Chicago to Oakland
See prices for flight routes from nearby airports that may be better suited for you.

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Top 6 airlines flying from Chicago to Oakland

Discover the top 6 airlines that operate flights from Chicago to Oakland. 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 3,050,429 searches. Data last updated June 5, 2024.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$126Average$330FlexibilityNo cancel feeOn-time75%
Spirit AirlinesCheapest$130Average$253FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$156Average$367FlexibilityNo cancel feeOn-time69%
DeltaCheapest$236Average$339FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$290Average$466FlexibilityNo cancel feeOn-time71%
Linear Air TaxiCheapest$50,608Average$67,474FlexibilityNo cancel feeOn-timeN/A
Tampa to Los Angeles flights
Nashville to Las Vegas flights
Memphis to Orlando flights
New York to Barcelona flights
Newark Airport to Cancún flights
Dallas to Charlotte flights
New York to Paris flights
St. Louis to Los Angeles flights
Newark Airport to Charlotte flights
Houston to New Orleans flights
Baltimore to Tampa flights
Chicago to Oaxaca flights

Search flights from Chicago to Oakland by cabin class

Find flights from Chicago to Oakland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Hourly flight availability from Chicago to Oakland

Find hourly flight availability from Chicago to Oakland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 5, 2024.
16%of flight departuresEarly morningMidnight to 6 am
22%of flight departuresMorning6 am to noon
47%of flight departuresAfternoonNoon to 6 pm
15%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Chicago to Oakland

Explore weekly flight availability from Chicago to Oakland. 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 5, 2024.
Sunday1daily flight
Monday4daily flights
Tuesday3daily flights
Wednesday3daily flights
Thursday4daily flights
Friday4daily flights
Saturday3daily flights

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Fly with Cheapflights

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

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

When you search for this flight from Chicago to Oakland, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

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

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Chicago to Oakland for you. Better yet — we are completely free to use.

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

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

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

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

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