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Cheap flights from Midway (MDW) to Maine from $56

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 8/27. 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.
MDW — PWM
May 20 — May 271
From?
To?
Mon 5/20
Mon 5/27
1 adult, Economy
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How far in advance should I book a flight from Chicago Midway Airport to Maine?

To save up to 79% on this flight, we recommend booking at least 11 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 Midway Airport to Maine from $199 1-2 weeks out and tickets from $358 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chicago Midway Airport to Maine?

Our data shows that January tends to be the cheapest month to fly to Maine from Chicago Midway Airport. Users have commonly found prices around $408 for the month, but tickets can be as low as $199. Due to multiple factors, prepare for potentially higher prices in December.

When is the cheapest time to fly from Chicago Midway Airport to Maine (MDW - ME)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Maine as you normally would.

Cheap Frontier flights from Midway to Maine

Explore cheap flight options specifically provided by Frontier for the route between Midway and Maine. 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 2,644,845 searches. Data last updated May 15, 2024.
Check out some of the cheapest Frontier flights we've come across from Chicago to Maine. It's recommended that users confirm their flight details before booking.
Thu 6/68:51 pmMDW - BOS
1 stop10h 25mFrontier
Tue 6/1112:36 pmBOS - MDW
1 stop9h 44mFrontier
Deal found 5/15$118
Tue 6/1110:16 pmMDW - BOS
1 stop7h 42mFrontier
Tue 6/1812:42 pmBOS - MDW
1 stop9h 38mFrontier
Deal found 5/14$121
Wed 5/297:49 amMDW - BOS
1 stop23h 51mFrontier
Mon 6/312:29 pmBOS - MDW
1 stop9h 38mFrontier
Deal found 5/13$123
Wed 5/297:49 amMDW - BOS
1 stop23h 51mFrontier
Mon 6/312:29 pmBOS - MDW
1 stop9h 38mFrontier
Deal found 5/13$124
Tue 6/1110:16 pmMDW - BOS
1 stop7h 42mFrontier
Tue 6/1812:42 pmBOS - MDW
1 stop9h 38mFrontier
Deal found 5/14$125
Mon 6/310:02 pmMDW - BOS
1 stop8h 27mFrontier
Wed 6/57:49 amBOS - MDW
1 stop6h 43mFrontier
Deal found 5/14$127
Sun 6/98:53 pmMDW - BOS
1 stop10h 23mFrontier
Tue 6/1112:36 pmBOS - MDW
1 stop9h 44mFrontier
Deal found 5/15$129
Thu 6/68:51 pmMDW - BOS
1 stop10h 25mFrontier
Mon 6/107:49 amBOS - MDW
1 stop6h 49mFrontier
Deal found 5/15$136
Sat 8/108:02 pmMDW - BOS
1 stop10h 23mFrontier
Wed 8/289:16 amBOS - MDW
1 stop13h 39mFrontier
Deal found 5/14$138

Cheap Porter Airlines flights from Midway to Maine

Explore cheap flight options specifically provided by Porter Airlines for the route between Midway and Maine. 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 2,644,845 searches. Data last updated May 15, 2024.
Some of the lowest-priced Porter Airlines flights we've found at this time heading from Chicago to Maine. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Thu 5/238:00 amMDW - BOS
1 stop6h 07mPorter Airlines
Thu 5/3012:20 pmBOS - MDW
1 stop10h 17mPorter Airlines
Deal found 5/13$663
Thu 5/238:00 amMDW - BOS
2 stops9h 05mPorter Airlines
Tue 5/2811:05 amBOS - MDW
1 stop6h 12mPorter Airlines
Deal found 5/14$668
Thu 5/238:00 amMDW - BOS
2 stops9h 05mPorter Airlines
Fri 5/3112:20 pmBOS - MDW
1 stop10h 17mPorter Airlines
Deal found 5/13$677
Thu 5/238:00 amMDW - BOS
2 stops9h 05mPorter Airlines
Thu 5/3011:05 amBOS - MDW
1 stop6h 12mPorter Airlines
Deal found 5/14$679
Thu 5/238:00 amMDW - BOS
1 stop6h 07mPorter Airlines
Wed 5/2911:05 amBOS - MDW
1 stop6h 12mPorter Airlines
Deal found 5/14$684
Thu 5/238:00 amMDW - BOS
2 stops9h 05mPorter Airlines
Wed 5/2911:05 amBOS - MDW
1 stop6h 12mPorter Airlines
Deal found 5/14$689
Thu 5/238:00 amMDW - BOS
1 stop6h 07mPorter Airlines
Mon 5/278:15 pmBOS - MDW
1 stop14h 52mPorter Airlines
Deal found 5/14$705
Sat 5/258:00 amMDW - BOS
1 stop6h 07mPorter Airlines
Mon 5/2712:20 pmBOS - MDW
1 stop10h 17mPorter Airlines
Deal found 5/13$753
Thu 5/238:00 amMDW - BOS
1 stop6h 07mPorter Airlines
Sun 5/2612:50 pmBOS - MDW
1 stop9h 47mPorter Airlines
Deal found 5/13$800

Cheap Midway to Maine flights in May & June 2024

Find cheap flight options from Midway to Maine specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,644,845 searches. Prices were last updated on May 15, 2024.
Listed are some of the best fares we've found on flights departing from Chicago to Maine in 2024. For more flight deals, be sure to check back very soon.
Wed 5/2212:09 pmMDW - PWM
1 stop21h 41mFrontier
Tue 5/2811:40 amPWM - MDW
1 stop20h 14mFrontier
Deal found 5/13$106
Thu 6/610:28 amMDW - PWM
1 stop8h 34mFrontier
Sun 6/91:57 pmPWM - MDW
1 stop22h 13mFrontier
Deal found 5/14$155
Sun 6/27:49 amMDW - BOS
1 stop24h 07mFrontier
Mon 6/107:49 amBOS - MDW
1 stop6h 49mFrontier
Deal found 5/14$156
Sun 6/308:53 pmMDW - BOS
1 stop10h 23mFrontier
Mon 7/86:00 amBOS - MDW
1 stop8h 28mFrontier
Deal found 5/15$159
Sun 6/308:53 pmMDW - BOS
1 stop10h 23mFrontier
Wed 7/1012:36 pmBOS - MDW
1 stop7h 26mFrontier
Deal found 5/14$160
Fri 5/1712:04 pmMDW - BOS
1 stop21h 35mFrontier
Sat 5/2512:59 pmBOS - MDW
1 stop7h 58mFrontier
Deal found 5/14$161
Fri 6/146:11 pmMDW - BOS
1 stop13h 58mFrontier
Tue 6/1812:42 pmBOS - MDW
1 stop9h 38mFrontier
Deal found 5/14$162
Sun 6/27:49 amMDW - BOS
1 stop24h 07mFrontier
Thu 6/612:22 pmBOS - MDW
1 stop8h 34mFrontier
Deal found 5/14$163
Tue 6/1810:16 pmMDW - BOS
1 stop7h 42mFrontier
Thu 6/2012:22 pmBOS - MDW
1 stop8h 34mFrontier
Deal found 5/15$164

Midway to Maine 2024 flight deals

Discover exclusive flight deals for travel between Midway and Maine in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,644,845 searches. Data last updated May 15, 2024.
Listed are some of the best fares we've found on flights departing from Chicago to Maine in 2024. For more flight deals, be sure to check back very soon.
Wed 5/2212:09 pmMDW - PWM
1 stop21h 41mFrontier
Tue 5/2811:40 amPWM - MDW
1 stop20h 14mFrontier
Deal found 5/13$106
Thu 6/610:28 amMDW - PWM
1 stop8h 34mFrontier
Sun 6/91:57 pmPWM - MDW
1 stop22h 13mFrontier
Deal found 5/14$155
Sun 6/27:49 amMDW - BOS
1 stop24h 07mFrontier
Mon 6/107:49 amBOS - MDW
1 stop6h 49mFrontier
Deal found 5/14$156
Sun 7/142:54 pmMDW - BOS
1 stop16h 17mFrontier
Sat 7/2012:48 pmBOS - MDW
1 stop7h 19mFrontier
Deal found 5/14$158
Sun 6/308:53 pmMDW - BOS
1 stop10h 23mFrontier
Mon 7/86:00 amBOS - MDW
1 stop8h 28mFrontier
Deal found 5/15$159
Sun 6/308:53 pmMDW - BOS
1 stop10h 23mFrontier
Wed 7/1012:36 pmBOS - MDW
1 stop7h 26mFrontier
Deal found 5/14$160
Fri 5/1712:04 pmMDW - BOS
1 stop21h 35mFrontier
Sat 5/2512:59 pmBOS - MDW
1 stop7h 58mFrontier
Deal found 5/14$161
Fri 6/146:11 pmMDW - BOS
1 stop13h 58mFrontier
Tue 6/1812:42 pmBOS - MDW
1 stop9h 38mFrontier
Deal found 5/14$162
Wed 8/147:59 pmMDW - BOS
1 stop10h 26mFrontier
Wed 8/219:16 amBOS - MDW
1 stop13h 39mFrontier
Deal found 5/14$163

Non-stop flights to Maine from Midway

Discover non-stop flight options from Midway to Maine. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,644,845 searches. Data last updated May 15, 2024.
For a quicker trip, book one of these direct flights from Chicago to Maine. Select from other flights from Chicago to Maine by using the search form above.
Tue 5/287:15 amMDW - BOS
Nonstop2h 15mSouthwest
Fri 5/317:20 pmBOS - MDW
Nonstop2h 40mSouthwest
Deal found 5/14$343

Midway to Maine flights leaving soon

Find last-minute flight options from Midway to Maine 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 2,644,845 searches. Data last updated May 15, 2024.
Book one of these great deals on flights from Chicago to Maine. Users should examine the flight details to ensure there are no surprises.
Fri 5/2412:04 pmMDW - BOS
1 stop21h 35mFrontier
Sat 6/19:47 amBOS - MDW
1 stop11h 10mFrontier
Deal found 5/14$217
Fri 5/241:15 pmMDW - BOS
2 stops20h 24mFrontier
Sat 6/111:42 amBOS - MDW
1 stop20h 12mFrontier
Deal found 5/14$222
Fri 5/2412:04 pmMDW - BOS
1 stop21h 35mFrontier
Sun 5/2612:32 pmBOS - MDW
1 stop8h 13mFrontier
Deal found 5/14$223
Fri 5/241:15 pmMDW - BOS
2 stops20h 24mFrontier
Sat 5/2512:59 pmBOS - MDW
1 stop7h 58mFrontier
Deal found 5/13$228
Mon 5/207:31 pmMDW - BOS
1 stop10h 58mFrontier
Wed 5/2211:14 amBOS - MDW
1 stop11h 39mFrontier
Deal found 5/14$229
Mon 5/207:31 pmMDW - BOS
1 stop10h 58mFrontier
Sat 5/2512:59 pmBOS - MDW
1 stop7h 58mFrontier
Deal found 5/13$232
Fri 5/2412:04 pmMDW - BOS
1 stop21h 35mFrontier
Wed 5/298:19 amBOS - MDW
1 stop6h 50mFrontier
Deal found 5/14$237
Mon 5/207:31 pmMDW - BOS
1 stop10h 58mFrontier
Sun 5/2612:32 pmBOS - MDW
1 stop8h 13mFrontier
Deal found 5/15$238
Fri 5/241:15 pmMDW - BOS
2 stops20h 24mFrontier
Wed 5/298:19 amBOS - MDW
1 stop6h 50mFrontier
Deal found 5/14$242

One-way flights to Maine from Midway

Search for one-way flight options from Midway to Maine. 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 2,644,845 searches. Data last updated May 15, 2024.
Users traveling one-way from Chicago to Maine can select one of these great deals. Users in need of a round-trip flight from Chicago to Maine instead should update the search form at the top of page.
Tue 8/277:59 pmMDW - BOS
1 stop10h 26mFrontier
Deal found 5/14$56
Wed 6/512:57 pmMDW - PWM
1 stop23h 00mFrontier
Deal found 5/15$56
Tue 8/277:59 pmMDW - BOS
1 stop10h 26mFrontier
Deal found 5/14$57
Tue 8/207:59 pmMDW - BOS
1 stop10h 26mFrontier
Deal found 5/15$61
Thu 6/68:51 pmMDW - BOS
1 stop10h 25mFrontier
Deal found 5/14$74
Sun 6/98:53 pmMDW - BOS
1 stop10h 23mFrontier
Deal found 5/14$77
Thu 5/307:49 amMDW - BOS
1 stop24h 15mFrontier
Deal found 5/14$79
Wed 5/297:49 amMDW - BOS
1 stop23h 51mFrontier
Deal found 5/14$81
Wed 5/297:49 amMDW - BOS
1 stop23h 51mFrontier
Deal found 5/14$82

Find flights from Midway to Maine within your budget

Customize your flight search to find flights from Midway to Maine 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 2,644,845 searches. Data last updated May 15, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$118 - $381

Route

Depart

Return

Price

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Thu 6/6

1 stop10h 25m

Boston Logan Intl

Tue 6/11

1 stop9h 44m

$118

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Tue 6/11

1 stop7h 42m

Boston Logan Intl

Tue 6/18

1 stop9h 38m

$121

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Wed 5/29

1 stop23h 51m

Boston Logan Intl

Mon 6/3

1 stop9h 38m

$123

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Wed 5/29

1 stop23h 51m

Boston Logan Intl

Mon 6/3

1 stop9h 38m

$124

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Tue 6/11

1 stop7h 42m

Boston Logan Intl

Tue 6/18

1 stop9h 38m

$125

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Mon 6/3

1 stop8h 27m

Boston Logan Intl

Wed 6/5

1 stop6h 43m

$127

Chicago MidwayPortland

MDW - PWM

MDWPWM

Chicago Midway

Tue 8/20

1 stop5h 38m

Portland

Tue 8/27

1 stop8h 01m

$196

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Tue 5/28

Nonstop2h 15m

Boston Logan Intl

Fri 5/31

1 stop10h 00m

$236

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Fri 6/28

1 stop10h 15m

Boston Logan Intl

Sun 6/30

2 stops25h 00m

$381

Flights are sorted by cheapest first

Deals found on 5/15

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Maine

Get insights into the airlines that provide service to Maine. 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 Maine. Reviews last updated May 15, 2024.
See what other customers who have flown with Frontier, Porter Airlines and Delta from Chicago to Maine have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
6,040 reviews
Check prices

Comfort

8.1

Food

7.3

Crew

8.7

Boarding

8.3

Overall

8.2

Entertainment

7.8

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
6,040 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Comfort

8.1

Food

7.3

Crew

8.7

Boarding

8.3

Overall

8.2

Entertainment

7.8

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
10,691 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Comfort

8.1

Food

7.3

Crew

8.7

Boarding

8.3

Overall

8.2

Entertainment

7.8

Reviews

1 / 10

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

WestJet
7.5
Good
2,920 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Comfort

8.1

Food

7.3

Crew

8.7

Boarding

8.3

Overall

8.2

Entertainment

7.8

Reviews

1 / 10

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

Allegiant Air
7.5
Good
1,020 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Comfort

8.1

Food

7.3

Crew

8.7

Boarding

8.3

Overall

8.2

Entertainment

7.8

Reviews

1 / 10

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

Porter Airlines
7.4
Good
416 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Comfort

8.1

Food

7.3

Crew

8.7

Boarding

8.3

Overall

8.2

Entertainment

7.8

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 Midway to Maine. 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 Chicago Midway Airport to Maine for under $200 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Maine for under $200. The cheapest flight booked recently is on Frontier for just $118, but on average you can expect to pay $138.

  • Are there nonstop flights from Chicago Midway Airport to Maine for under $400 on Cheapflights?

    Cheapflights has at least 1 direct flight from Chicago Midway Airport to Maine under $400. A good price for a nonstop flight from Chicago Midway Airport to Maine is less than $343.

  • Are there last-minute flights available from Chicago Midway Airport to Maine for under $300?

    There are currently 20+ open flights from Chicago Midway Airport to Maine within the next 7 days for less than $300.

  • What are the most popular routes from Chicago Midway Airport to Maine?

    When deciding which route to take from Chicago Midway Airport to Maine consider Chicago Midway - Boston Logan Intl, Chicago Midway - Portland or Chicago Midway - Bangor as they are the most popular.

  • What does MDW to PWM mean?

    MDW and PWM are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. MDW to PWM refers to a flight route from Chicago Midway Airport to Portland Airport. Ready for more IATA code knowledge? These are related airports for your current travel destination: Bangor Airport (BGR), Bar Harbor Airport (BHB), Augusta Airport (AUG), Presque Isle Airport (PQI), Rockland Knox County Regional Airport (RKD).

  • Can I find deals for flights from Midway to Maine that include extra baggage allowance?

    The amount of baggage you can bring on your Midway to Maine 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 Midway to Maine with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to Maine 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 Midway to Maine that include hotel bookings?

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

  • How can I find direct flights from Midway to Maine?

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

  • Can I find deals for business class flights from Midway to Maine?

    Yes. Cheapflights offers flight deals from Midway to Maine 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 Midway to Maine that allow pets onboard?

    Many airlines flying from Midway to Maine 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 Midway to Maine?

    Yes, you can often find last-minute deals on Midway to Maine 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 Midway Airport to Maine flight deals updated?

    The Chicago Midway Airport to Maine flight deals you see on this page were last updated on 5/15.

See more FAQs

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

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O'Hare Intl to Minneapolis flights

Top airline flying from Midway to Maine

Discover the top airline that operate flights from Midway to Maine. 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 2,644,845 searches. Data last updated May 15, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$245Average$393FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
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Chicago Midway Airport to Michigan flights

Search flights from Midway to Maine by cabin class

Find flights from Midway to Maine, 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

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How does Cheapflights help users find flights from Midway to Maine?

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Why should you use Cheapflights to find cheap flight tickets from Midway to Maine?

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

Can Cheapflights find flights from Midway to Maine with no change fees?

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

Can Cheapflights notify me if prices for flights from Midway to Maine become cheaper?

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

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