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Cheap flights from Worcester (ORH) to Chicago (CHI) from $95

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 8/6. 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.
ORH — CHI
May 14 — May 211
From?
To?
Tue 5/14
Tue 5/21
1 adult, Economy
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Cheap flight deals from Worcester to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Worcester (ORH) 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 May 9, 2024.

Round-trip from

$223

One-way from

$95
From Worcester to Chicago (CHI)
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One-way flight from Worcester to Chicago (CHI)
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What is the cheapest day to fly round-trip from Worcester, Massachusetts to Chicago?

Flights from Worcester, Massachusetts to Chicago are found to be more expensive on Thursday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

How far in advance should I book a flight from Worcester, Massachusetts to Chicago?

Users have found that booking a flight from Worcester, Massachusetts to Chicago at least 24 days early can save you up to 33% on average compared to booking a flight this week. If booking 24 days before your flight isn’t an option for you, users have found flights from Worcester, Massachusetts to Chicago for as little as $279 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $327 for flights departing within the next 3 days.

What is the cheapest month to fly from Worcester, Massachusetts to Chicago?

Flights from Worcester, Massachusetts to Chicago lean towards being more expensive in June. Prices are generally better when you fly from Worcester, Massachusetts to Chicago in January, with the cheapest ticket starting at $106.

When is the cheapest time to fly from Worcester, Massachusetts to Chicago (ORH - CHI)?

Unlike in the afternoon, when flights are generally more expensive, you can save up to 22% on flights from Worcester, Massachusetts to Chicago by exploring options for tickets in the morning.

Cheap American Airlines flights from Worcester to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between Worcester and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,752,338 searches. Data last updated May 9, 2024.
Consider these cheap American Airlines flights we've found departing from Worcester to Chicago. Deals update often to give you more flight options matching your criteria
Fri 9/132:15 pmORH - ORD
1 stop21h 55mAmerican Airlines
Mon 9/166:25 pmORD - ORH
2 stops18h 15mAmerican Airlines
Deal found 5/7$251
Tue 6/44:36 pmORH - ORD
1 stop18h 36mAmerican Airlines
Fri 6/76:25 pmORD - ORH
1 stop17h 11mAmerican Airlines
Deal found 5/8$253
Fri 9/132:15 pmORH - ORD
2 stops18h 25mAmerican Airlines
Mon 9/166:25 pmORD - ORH
2 stops18h 15mAmerican Airlines
Deal found 5/7$299
Sat 6/221:40 pmORH - ORD
1 stop21h 08mAmerican Airlines
Sun 6/236:25 pmORD - ORH
1 stop17h 11mAmerican Airlines
Deal found 5/8$302
Tue 6/44:36 pmORH - ORD
2 stops15h 35mAmerican Airlines
Fri 6/76:25 pmORD - ORH
1 stop17h 11mAmerican Airlines
Deal found 5/8$307
Sat 6/221:40 pmORH - ORD
1 stop21h 08mAmerican Airlines
Sun 6/238:19 pmORD - ORH
2 stops15h 17mAmerican Airlines
Deal found 5/8$360
Tue 6/44:36 pmORH - ORD
2 stops15h 35mAmerican Airlines
Fri 6/76:54 pmORD - ORH
2 stops16h 42mAmerican Airlines
Deal found 5/8$417
Fri 10/112:15 pmORH - ORD
1 stop19h 27mAmerican Airlines
Mon 10/144:45 pmORD - ORH
2 stops19h 55mAmerican Airlines
Deal found 5/8$418
Sat 6/221:40 pmORH - ORD
2 stops18h 33mAmerican Airlines
Sun 6/238:19 pmORD - ORH
2 stops15h 17mAmerican Airlines
Deal found 5/8$467

Cheap Delta flights from Worcester to Chicago

Explore cheap flight options specifically provided by Delta for the route between Worcester and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,752,338 searches. Data last updated May 9, 2024.
Some of the lowest-priced Delta flights we've found at this time heading from Worcester to Chicago. Deals frequently update to provide users with more options.
Fri 7/53:50 pmORH - ORD
1 stop6h 40mDelta
Tue 7/98:35 amORD - ORH
1 stop6h 27mDelta
Deal found 5/8$203
Mon 6/173:50 pmORH - ORD
1 stop5h 55mDelta
Thu 6/207:00 amORD - ORH
1 stop5h 45mDelta
Deal found 5/8$218
Tue 6/42:50 pmORH - ORD
1 stop5h 37mDelta
Mon 6/106:00 amORD - ORH
1 stop6h 45mDelta
Deal found 5/8$258
Tue 5/212:50 pmORH - ORD
1 stop7h 46mDelta
Thu 5/236:00 amORD - ORH
1 stop7h 06mDelta
Deal found 5/8$262
Thu 9/54:35 pmORH - ORD
1 stop5h 07mDelta
Sat 9/75:00 pmORD - ORH
1 stop21h 45mDelta
Deal found 5/8$271
Wed 7/104:50 pmORH - ORD
1 stop4h 53mDelta
Fri 7/1210:00 amORD - ORH
1 stop5h 02mDelta
Deal found 5/8$272
Thu 9/54:35 pmORH - ORD
1 stop5h 07mDelta
Sat 9/712:40 pmORD - ORH
2 stops26h 05mDelta
Deal found 5/7$281
Sun 9/294:35 pmORH - ORD
1 stop5h 15mDelta
Tue 10/18:30 amORD - ORH
1 stop6h 17mDelta
Deal found 5/8$303
Thu 9/54:35 pmORH - ORD
1 stop5h 07mDelta
Sat 9/77:10 amORD - ORH
2 stops31h 35mDelta
Deal found 5/8$306

Cheap Worcester to Chicago flights in May & June 2024

Find cheap flight options from Worcester to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,752,338 searches. Prices were last updated on May 9, 2024.
Check out some of the best flight deals from Worcester to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Mon 6/34:36 pmORH - ORD
1 stop19h 13mAmerican Airlines
Tue 6/116:25 pmORD - ORH
1 stop17h 11mAmerican Airlines
Deal found 5/9$203
Mon 6/173:50 pmORH - ORD
1 stop5h 55mDelta
Thu 6/207:00 amORD - ORH
1 stop5h 45mDelta
Deal found 5/8$218
Tue 6/44:36 pmORH - ORD
1 stop18h 36mAmerican Airlines
Fri 6/76:25 pmORD - ORH
1 stop17h 11mAmerican Airlines
Deal found 5/8$253
Mon 6/34:36 pmORH - ORD
2 stops15h 39mAmerican Airlines
Tue 6/116:25 pmORD - ORH
1 stop17h 11mAmerican Airlines
Deal found 5/9$257
Tue 6/42:50 pmORH - ORD
1 stop5h 37mDelta
Mon 6/106:00 amORD - ORH
1 stop6h 45mDelta
Deal found 5/8$258
Tue 5/212:50 pmORH - ORD
1 stop7h 46mDelta
Thu 5/236:00 amORD - ORH
1 stop7h 06mDelta
Deal found 5/8$262
Sun 5/122:50 pmORH - ORD
1 stop7h 46mDelta
Wed 5/158:45 amORD - ORH
1 stop4h 01mDelta
Deal found 5/8$301
Sat 6/221:40 pmORH - ORD
1 stop21h 08mAmerican Airlines
Sun 6/236:25 pmORD - ORH
1 stop17h 11mAmerican Airlines
Deal found 5/8$302
Tue 6/44:36 pmORH - ORD
2 stops15h 35mAmerican Airlines
Fri 6/76:25 pmORD - ORH
1 stop17h 11mAmerican Airlines
Deal found 5/8$307

Worcester to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Worcester and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,752,338 searches. Data last updated May 9, 2024.
Check out some of the best flight deals from Worcester to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Mon 6/34:36 pmORH - ORD
1 stop19h 13mAmerican Airlines
Tue 6/116:25 pmORD - ORH
1 stop17h 11mAmerican Airlines
Deal found 5/9$203
Mon 6/173:50 pmORH - ORD
1 stop5h 55mDelta
Thu 6/207:00 amORD - ORH
1 stop5h 45mDelta
Deal found 5/8$218
Fri 9/132:15 pmORH - ORD
1 stop21h 55mAmerican Airlines
Mon 9/166:25 pmORD - ORH
2 stops18h 15mAmerican Airlines
Deal found 5/7$251
Tue 6/44:36 pmORH - ORD
1 stop18h 36mAmerican Airlines
Fri 6/76:25 pmORD - ORH
1 stop17h 11mAmerican Airlines
Deal found 5/8$253
Mon 6/34:36 pmORH - ORD
2 stops15h 39mAmerican Airlines
Tue 6/116:25 pmORD - ORH
1 stop17h 11mAmerican Airlines
Deal found 5/9$257
Tue 6/42:50 pmORH - ORD
1 stop5h 37mDelta
Mon 6/106:00 amORD - ORH
1 stop6h 45mDelta
Deal found 5/8$258
Tue 5/212:50 pmORH - ORD
1 stop7h 46mDelta
Thu 5/236:00 amORD - ORH
1 stop7h 06mDelta
Deal found 5/8$262
Thu 9/54:35 pmORH - ORD
1 stop5h 07mDelta
Sat 9/75:00 pmORD - ORH
1 stop21h 45mDelta
Deal found 5/8$271
Wed 7/104:50 pmORH - ORD
1 stop4h 53mDelta
Fri 7/128:35 amORD - ORH
1 stop6h 27mDelta
Deal found 5/8$272

Worcester to Chicago flights leaving soon

Find last-minute flight options from Worcester to Chicago 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 2,752,338 searches. Data last updated May 9, 2024.
Have a look at some of the flights available from Worcester to Chicago departing last-minute. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.
Fri 5/172:50 pmORH - ORD
1 stop5h 37mDelta
Mon 5/207:30 amORD - ORH
1 stop5h 16mDelta
Deal found 5/7$458
Sun 5/192:50 pmORH - ORD
1 stop7h 46mDelta
Mon 5/205:40 amORD - ORH
2 stops7h 06mDelta
Deal found 5/8$583
Wed 5/154:36 pmORH - ORD
1 stop19h 13mAmerican Airlines
Thu 5/165:10 pmORD - ORH
1 stop21h 54mAmerican Airlines
Deal found 5/8$794

One-way flights to Chicago from Worcester

Search for one-way flight options from Worcester to Chicago. 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 2,752,338 searches. Data last updated May 9, 2024.
Users in need of a one-way flight from Worcester to Chicago can choose from these deals. For those needing a return trip from Worcester, there is a search form available above.
Tue 8/64:35 pmORH - ORD
1 stop7h 02mDelta
Deal found 5/8$95
Tue 6/42:50 pmORH - ORD
1 stop5h 37mDelta
Deal found 5/7$100
Mon 8/54:35 pmORH - ORD
1 stop5h 07mDelta
Deal found 5/8$115
Wed 5/152:50 pmORH - ORD
2 stops7h 05mDelta
Deal found 5/7$124
Thu 6/62:50 pmORH - ORD
1 stop5h 37mDelta
Deal found 5/7$155
Tue 7/91:47 pmORH - ORD
2 stops18h 22mAmerican Airlines
Deal found 5/7$187
Tue 5/142:50 pmORH - ORD
1 stop5h 37mDelta
Deal found 5/8$194
Fri 8/24:50 pmORH - ORD
1 stop4h 53mDelta
Deal found 5/8$205
Thu 6/62:50 pmORH - ORD
2 stops10h 04mDelta
Deal found 5/7$214

Find flights from Worcester to Chicago within your budget

Customize your flight search to find flights from Worcester 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 2,752,338 searches. Data last updated May 9, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$203 - $302

Route

Depart

Return

Price

WorcesterChicago O'Hare Intl

ORH - ORD

ORHORD

Worcester

Fri 7/5

1 stop6h 40m

Chicago O'Hare Intl

Tue 7/9

1 stop6h 27m

$203

WorcesterChicago O'Hare Intl

ORH - ORD

ORHORD

Worcester

Mon 6/17

1 stop5h 55m

Chicago O'Hare Intl

Thu 6/20

1 stop5h 45m

$218

WorcesterChicago O'Hare Intl

ORH - ORD

ORHORD

Worcester

Fri 9/13

1 stop21h 55m

Chicago O'Hare Intl

Mon 9/16

2 stops18h 15m

$251

WorcesterChicago O'Hare Intl

ORH - ORD

ORHORD

Worcester

Tue 6/4

1 stop18h 36m

Chicago O'Hare Intl

Fri 6/7

1 stop17h 11m

$253

WorcesterChicago O'Hare Intl

ORH - ORD

ORHORD

Worcester

Tue 6/4

1 stop5h 37m

Chicago O'Hare Intl

Mon 6/10

1 stop6h 45m

$258

WorcesterChicago O'Hare Intl

ORH - ORD

ORHORD

Worcester

Tue 5/21

1 stop7h 46m

Chicago O'Hare Intl

Thu 5/23

1 stop7h 06m

$262

WorcesterChicago O'Hare Intl

ORH - ORD

ORHORD

Worcester

Thu 9/5

1 stop5h 07m

Chicago O'Hare Intl

Sat 9/7

1 stop21h 45m

$271

WorcesterChicago O'Hare Intl

ORH - ORD

ORHORD

Worcester

Fri 9/13

2 stops18h 25m

Chicago O'Hare Intl

Mon 9/16

2 stops18h 15m

$299

WorcesterChicago O'Hare Intl

ORH - ORD

ORHORD

Worcester

Sat 6/22

1 stop21h 08m

Chicago O'Hare Intl

Sun 6/23

1 stop17h 11m

$302

Flights are sorted by cheapest first

Deals found on 5/8

When is the cheapest time to fly from Worcester, Massachusetts to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Worcester to Chicago. Price data was last updated on May 5, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Worcester, Massachusetts to Chicago flight should consider departing on Saturday mornings when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Chicago by month

Plan your trip from Worcester to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Worcester to Chicago is currently $154 while a round-trip flight costs $257. Price data was last updated on May 5, 2024.

Currently, February is the cheapest month in which you can book a flight from Worcester, Massachusetts to Chicago (average of $244). Flying from Worcester, Massachusetts to Chicago in June is currently the most expensive (average of $348). 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.

January

$248

February

$244

March

$280

April

$258

May

$278

June

$348

July

$330

August

$274

September

$258

October

$248

November

$270

December

$248

Temperature and rainfall in Chicago by month

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

CHI

Temperature

23 - 73.4 °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 May 9, 2024.
Read reviews from past customers who have flown American Airlines and Delta from Worcester to Chicago. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
10,789 reviews
Check prices

Food

7.4

Entertainment

8.0

Boarding

8.2

Overall

8.1

Comfort

7.9

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.1
Very good
10,789 reviews
Delta
8.1
Very good
10,789 reviews
Check prices

Food

7.4

Entertainment

8.0

Boarding

8.2

Overall

8.1

Comfort

7.9

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
14,677 reviews
Delta
8.1
Very good
10,789 reviews
Check prices

Food

7.4

Entertainment

8.0

Boarding

8.2

Overall

8.1

Comfort

7.9

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Worcester 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 Worcester to Chicago?

    Most people fly from Worcester (ORH) if they book a flight from Worcester to Chicago. On average, Worcester has 0 outbound flights to Chicago per day from 2 airlines. Worcester is conveniently located just 3.8 mi from Worcester’s city center.

  • Can I find flights from Worcester, Massachusetts to Chicago for under $300 on Cheapflights?

    Yes, there are multiple flights from Worcester, Massachusetts to Chicago for under $300. The cheapest flight booked recently is on Delta for just $203, but on average you can expect to pay $287.

  • Are there last-minute flights available from Worcester, Massachusetts to Chicago for under $500?

    There are currently 3+ open flights from Worcester, Massachusetts to Chicago within the next 7 days for less than $500.

  • What are the cheapest airlines flying from Worcester, Massachusetts to Chicago round-trip?

    Flying on Delta is currently your cheapest option to Chicago, with prices starting at $203. Another option worth looking into is American Airlines, starting at $251 round trip.

  • What does ORH to ORD mean?

    Worcester Airport is ORH and Chicago O'Hare Intl Airport is ORD. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. Ready for more IATA code knowledge? These are related airports for your current travel destination: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

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

    The amount of baggage you can bring on your Worcester to Chicago 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 Worcester to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Worcester to Chicago 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 Worcester to Chicago that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Worcester 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.

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

    Many airlines flying from Worcester to Chicago 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 Worcester to Chicago?

    Yes, you can often find last-minute deals on Worcester to Chicago 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 Worcester, Massachusetts to Chicago flight deals updated?

    The Worcester, Massachusetts to Chicago flight deals you see on this page were last updated on 5/9.

See more FAQs

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Alternative routes for Worcester to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

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Top 2 airlines flying from Worcester to Chicago

Discover the top 2 airlines that operate flights from Worcester 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 2,752,338 searches. Data last updated May 9, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$69Average$140FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapest$242Average$347FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
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Search flights from Worcester to Chicago by cabin class

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

Cheapflights helps you search for flights from Worcester to Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

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

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

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

Cheapflights does show flights with no change fees to all users. To see these options for flights from Worcester to Chicago, users can toggle the no change fees filter when performing a flight search.

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

Yes, Cheapflights offers price alerts on Worcester to Chicago flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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