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Cheap flights from Winnipeg to Boston from C$ 286

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 15/5. 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.
YWG — BOS
24 Apr — 1 May1
1 adult
Wed 24/4
Wed 1/5

The best prices from Winnipeg to Boston Logan Intl are usually found in January or February, booked 48 days in advance, depart on a Sunday or Saturday and return on a Monday

Cheap flight deals from Winnipeg to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Boston (BOS). 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 19 April 2024.

Popular in

March

Cheapest in

January

Round-trip from

C$ 389

One-way from

C$ 352
High demand for flights, 21% potential price rise
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Best time to find cheap flights, 36% potential price drop
Search Deals
From Winnipeg to Boston Logan Intl
Search Deals
One-way flight from Winnipeg to Boston Logan Intl
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What is the cheapest day to fly round-trip from Winnipeg to Boston?

Sunday flights are found to be more expensive to fly from Winnipeg to Boston. 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 Boston.

How far in advance should I book a flight from Winnipeg to Boston?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 49 days in advance, which can save you up to 109% on flights from Winnipeg to Boston compared to booking the week you need them. Waiting 49 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at C$ 706. For sooner than that we have options available in the next 3 days from C$ 1,326.

What is the cheapest month to fly from Winnipeg to Boston?

Due to multiple factors, expect to potentially pay more when booking in March. For low rates, January can be a great choice for travel to Boston. Flights to Boston from Winnipeg in January are about C$ 728 on average during January, but can be found for as low as C$ 428.

When is the cheapest time to fly from Winnipeg to Boston (YWG - BOS)?

One of the essential ways to save on airfare from Winnipeg to Boston is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 25% on airfare.

Cheap Delta flights from Winnipeg to Boston

Explore cheap flight options specifically provided by Delta for the route between Winnipeg and Boston. 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 507,522 searches. Data last updated 19 April 2024.
Take a look at some of the lowest-priced Delta flights heading from Winnipeg to Boston. Make sure to check back often as deals are often changing.
Tue 25/66:55 a.m.YWG - BOS
2 stops11h 54mDelta
Sun 30/65:20 a.m.BOS - YWG
2 stops11h 02mDelta
Deal found 17/4C$ 699
Tue 25/66:55 a.m.YWG - BOS
2 stops11h 54mDelta
Sun 30/65:20 a.m.BOS - YWG
2 stops11h 02mDelta
Deal found 18/4C$ 744

Cheap Air Canada flights from Winnipeg to Boston

Explore cheap flight options specifically provided by Air Canada for the route between Winnipeg and Boston. 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 507,522 searches. Data last updated 19 April 2024.
Some of the best deals we've found on Air Canada flights travelling from Winnipeg to Boston. Deals frequently update to provide users with more options.
Mon 15/79:50 a.m.YWG - BOS
1 stop7h 54mAir Canada
Tue 23/76:00 a.m.BOS - YWG
1 stop6h 01mAir Canada
Deal found 17/4C$ 567
Thu 18/712:20 p.m.YWG - BOS
1 stop5h 24mAir Canada
Thu 25/76:05 a.m.BOS - YWG
1 stop6h 17mAir Canada
Deal found 17/4C$ 577
Thu 30/58:15 a.m.YWG - BOS
1 stop8h 06mAir Canada
Mon 3/67:40 p.m.BOS - YWG
1 stop14h 15mAir Canada
Deal found 17/4C$ 599
Thu 30/512:20 p.m.YWG - BOS
1 stop5h 23mAir Canada
Mon 3/67:40 p.m.BOS - YWG
1 stop14h 15mAir Canada
Deal found 18/4C$ 603
Fri 12/79:50 a.m.YWG - BOS
1 stop7h 54mAir Canada
Sat 27/77:40 p.m.BOS - YWG
1 stop14h 12mAir Canada
Deal found 18/4C$ 607
Thu 30/58:15 a.m.YWG - BOS
1 stop8h 06mAir Canada
Mon 3/67:40 p.m.BOS - YWG
1 stop14h 15mAir Canada
Deal found 17/4C$ 612
Thu 30/58:15 a.m.YWG - BOS
1 stop8h 06mAir Canada
Mon 3/67:40 p.m.BOS - YWG
1 stop14h 15mAir Canada
Deal found 18/4C$ 614
Wed 15/512:20 p.m.YWG - BOS
1 stop5h 23mAir Canada
Wed 22/57:40 p.m.BOS - YWG
1 stop14h 15mAir Canada
Deal found 17/4C$ 676
Wed 15/512:20 p.m.YWG - BOS
1 stop5h 23mAir Canada
Wed 22/57:40 p.m.BOS - YWG
1 stop14h 15mAir Canada
Deal found 17/4C$ 687

Cheap Winnipeg to Boston flights in April & May 2024

Find cheap flight options from Winnipeg to Boston specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 507,522 searches. Prices were last updated on 19 April 2024.
Listed are some of the best fares we've found on flights departing from Winnipeg to Boston in 2024. More deals are always being added, so be sure to check back regularly.
Thu 30/512:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 524
Thu 30/512:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 18/4C$ 526
Thu 30/512:00 p.m.YWG - BOS
2 stops8h 17mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 530
Thu 30/512:00 p.m.YWG - BOS
2 stops8h 17mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 18/4C$ 531
Thu 30/512:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 566
Thu 30/512:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 18/4C$ 568
Thu 30/512:00 p.m.YWG - BOS
2 stops8h 17mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 571
Wed 15/56:00 a.m.YWG - BOS
1 stop8h 07mPorter Airlines
Wed 22/58:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 575
Thu 30/512:00 p.m.YWG - BOS
2 stops8h 17mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 18/4C$ 581

Winnipeg to Boston 2024 flight deals

Discover exclusive flight deals for travel between Winnipeg and Boston in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 19 April 2024.
Listed are some of the best fares we've found on flights departing from Winnipeg to Boston in 2024. More deals are always being added, so be sure to check back regularly.
Thu 30/512:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 524
Thu 30/512:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 18/4C$ 526
Thu 30/512:00 p.m.YWG - BOS
2 stops8h 17mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 530
Thu 30/512:00 p.m.YWG - BOS
2 stops8h 17mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 18/4C$ 531
Tue 25/612:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Sun 30/611:40 a.m.BOS - YWG
1 stop7h 07mPorter Airlines
Deal found 17/4C$ 557
Tue 25/612:00 p.m.YWG - BOS
2 stops8h 17mPorter Airlines
Sun 30/611:40 a.m.BOS - YWG
1 stop7h 07mPorter Airlines
Deal found 17/4C$ 563
Thu 30/512:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 566
Mon 15/79:50 a.m.YWG - BOS
1 stop7h 54mAir Canada
Tue 23/76:00 a.m.BOS - YWG
1 stop6h 01mAir Canada
Deal found 17/4C$ 567
Thu 30/512:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 18/4C$ 568

One-way flights to Boston from Winnipeg

Search for one-way flight options from Winnipeg to Boston. 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 507,522 searches. Data last updated 19 April 2024.
Take a look at some of the one-way flights we've detected from Winnipeg to Boston. Users can also find round-trip Winnipeg to Boston flights by using the search form above.
Wed 15/58:00 a.m.YWG - BOS
2 stops24h 50mMultiple Airlines
Deal found 17/4C$ 286
Sun 26/512:25 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Deal found 18/4C$ 296
Sun 26/512:25 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Deal found 17/4C$ 297
Wed 15/58:00 a.m.YWG - BOS
3 stops24h 50mMultiple Airlines
Deal found 17/4C$ 312
Wed 7/812:20 p.m.YWG - BOS
1 stop5h 24mAir Canada
Deal found 18/4C$ 318
Thu 4/79:50 a.m.YWG - BOS
1 stop7h 54mAir Canada
Deal found 16/4C$ 319
Wed 15/56:00 a.m.YWG - BOS
1 stop8h 07mPorter Airlines
Deal found 17/4C$ 321
Sun 26/57:30 a.m.YWG - BOS
2 stops8h 51mAir Canada
Deal found 18/4C$ 325
Sun 26/57:30 a.m.YWG - BOS
2 stops8h 51mAir Canada
Deal found 17/4C$ 326

Find flights from Winnipeg to Boston within your budget

Customize your flight search to find flights from Winnipeg to Boston 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 507,522 searches. Data last updated 19 April 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 524 - C$ 799

Route

Depart

Return

Price

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Thu 30/5

1 stop5h 05m

Boston Logan Intl

Mon 3/6

2 stops10h 32m

C$ 524

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Thu 30/5

1 stop5h 05m

Boston Logan Intl

Mon 3/6

2 stops10h 32m

C$ 526

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Thu 30/5

2 stops8h 17m

Boston Logan Intl

Mon 3/6

2 stops10h 32m

C$ 530

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Mon 15/7

1 stop7h 54m

Boston Logan Intl

Tue 23/7

1 stop6h 01m

C$ 567

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Thu 18/7

1 stop5h 24m

Boston Logan Intl

Thu 25/7

1 stop6h 17m

C$ 577

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Wed 15/5

2 stops24h 50m

Boston Logan Intl

Wed 22/5

2 stops10h 32m

C$ 630

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Wed 15/5

2 stops9h 46m

Boston Logan Intl

Wed 22/5

1 stop8h 00m

C$ 634

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Tue 25/6

2 stops11h 54m

Boston Logan Intl

Sun 30/6

2 stops11h 02m

C$ 699

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Fri 27/9

2 stops22h 23m

Boston Logan Intl

Sun 29/9

2 stops15h 03m

C$ 799

Flights are sorted by cheapest first

Deals found on 17/4

When is the best time to book a flight from Winnipeg to Boston?

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to Boston. Price data was last updated on 28 January 2024.
To ensure you get the cheapest price possible for a flight from Winnipeg to Boston, you should look to book at least 48 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.
Search Deals

When is the cheapest time to fly from Winnipeg to Boston?

Use this chart to determine the cheapest time to fly round-trip from Winnipeg to Boston. Price data was last updated on 14 April 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Winnipeg to Boston flight should consider departing on Sunday mornings when fares are most often at their lowest. Wednesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Boston by month

Plan your trip from Winnipeg to Boston by taking into account the cheapest months to travel. The average price of a one-way flight from Winnipeg to Boston is currently C$ 311 while a round-trip flight costs C$ 610. Price data was last updated on 14 April 2024.

Currently, January is the cheapest month in which you can book a flight from Winnipeg to Boston (average of C$ 283). Flying from Winnipeg to Boston in August is currently the most expensive (average of C$ 365). 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

C$ 389

February

C$ 413

March

C$ 421

April

C$ 420

May

C$ 399

June

C$ 471

July

C$ 450

August

C$ 502

September

C$ 439

October

C$ 435

November

C$ 439

December

C$ 395

Temperature and rainfall in Boston by month

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

BOS

Temperature

-1 - 23 °C

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated 19 April 2024.
Peruse reviews from past customers who have flown with Delta, Air Canada and Porter Airlines from Winnipeg to Boston 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.
Delta
8.1
Very good
11,104 reviews
Check prices

Crew

8.6

Food

7.5

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Delta
8.1
Very good
11,104 reviews
Delta
8.1
Very good
11,104 reviews
Check prices

Crew

8.6

Food

7.5

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

WestJet
7.5
Good
3,010 reviews
Delta
8.1
Very good
11,104 reviews
Check prices

Crew

8.6

Food

7.5

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Porter Airlines
7.3
Good
439 reviews
Delta
8.1
Very good
11,104 reviews
Check prices

Crew

8.6

Food

7.5

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Air Canada
7.0
Good
6,836 reviews
Delta
8.1
Very good
11,104 reviews
Check prices

Crew

8.6

Food

7.5

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Winnipeg to Boston for under C$ 600 on Cheapflights?

    Yes, there are multiple flights from Winnipeg to Boston for under C$ 600. The cheapest flight booked recently is on Porter Airlines for just C$ 524, but on average you can expect to pay C$ 572.

  • What are the cheapest airlines flying from Winnipeg to Boston round-trip?

    Cheapflights users have booked flights from Winnipeg to Boston round-trip from C$ 524. Another airline that can offer you cheap pricing is Air Canada. Users have found that Porter Airlines is 27% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Winnipeg to Boston one-way?

    C$ 296 is the cheapest one-way deal found within the past few days, from Porter Airlines. You may also be able to find cheap deals on Air Canada and Delta, with prices starting from C$ 318 and C$ 345, respectively.

  • What are the most popular airlines that fly from Winnipeg to Boston?

    The most popular airlines flying from Winnipeg to Boston are Endeavor Airlines, Air Canada and Delta. Something to consider prior to booking your flight.

  • What does YWG to BOS mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Winnipeg Airport to Boston Logan Intl Airport flight would often be abbreviated as a YWG to BOS flight.

  • Can I find deals for flights from Winnipeg to Boston that include extra baggage allowance?

    The amount of baggage you can bring on your Winnipeg to Boston 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 Winnipeg to Boston with specific airlines?

    Yes, Cheapflights allows you to browse and filter Winnipeg to Boston 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 Winnipeg to Boston that include hotel bookings?

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

  • How can I find direct flights from Winnipeg to Boston?

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

  • Can I find deals for business class flights from Winnipeg to Boston?

    Yes. Cheapflights offers flight deals from Winnipeg to Boston 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 Winnipeg to Boston that allow pets onboard?

    Many airlines flying from Winnipeg to Boston 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 Winnipeg to Boston?

    Yes, you can often find last-minute deals on Winnipeg to Boston 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 Winnipeg to Boston flight deals updated?

    The Winnipeg to Boston flight deals you see on this page were last updated on 18/4.

See more FAQs

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Other flights to Boston
Explore flights to Boston departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 19 April 2024.

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Top 7 airlines flying from Winnipeg to Boston

Discover the top 7 airlines that operate flights from Winnipeg to Boston. 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 507,522 searches. Data last updated 19 April 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 328AverageC$ 611FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 341AverageC$ 603FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Porter AirlinesCheapestC$ 395AverageC$ 500FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
DeltaCheapestC$ 399AverageC$ 649FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 542AverageC$ 716FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Endeavor AirlinesCheapestC$ 756AverageC$ 961FlexibilityNo cancel feeOn-timeN/A
Search Endeavor Airlines flights
WestJet EncoreCheapestC$ 774AverageC$ 936FlexibilityNo cancel feeOn-timeN/A
Search WestJet Encore flights
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Search flights from Winnipeg to Boston by cabin class

Find flights from Winnipeg to Boston, 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 Winnipeg to Boston?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Winnipeg to Boston. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Boston?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Boston from Winnipeg.

Can Cheapflights find flights from Winnipeg to Boston with no change fees?

Certainly. Search results for flights to Boston from Winnipeg 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 Winnipeg to Boston become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Boston from Winnipeg today and book when prices fit your budget.

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