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Cheap flights from Midway (MDW) to Boston (BOS) from $90

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 7/28. 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 — BOS
May 19 — May 261
From?
To?
Sun 5/19
Sun 5/26
1 adult, Economy
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Cheap flight deals from Midway to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) 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 May 14, 2024.

Popular in

October

Cheapest in

May

Round-trip from

$218

One-way from

$153
High demand for flights, 35% potential price rise
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Best time to find cheap flights, 71% potential price drop
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From Chicago Midway to Boston Logan Intl
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One-way flight from Chicago Midway to Boston Logan Intl
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What is the cheapest day to fly round-trip from Chicago Midway Airport to Boston?

Leaving on a Tuesday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 210% on the overall cost on flights from Chicago Midway Airport to Boston.

How far in advance should I book a flight from Chicago Midway Airport to Boston?

Users have found that booking a flight from Chicago Midway Airport to Boston at least 51 days early can save you up to 46% on average compared to booking a flight this week. If booking 51 days before your flight isn’t an option for you, users have found flights from Chicago Midway Airport to Boston for as little as $263 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 $346 for flights departing within the next 3 days.

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

January is one of the best times of the year to fly to Boston from Chicago Midway Airport. Prices for January average $269 per person but you can even find prices for as low as $99. The most expensive prices can be found in the month of June. Opting for a January flight can save you 20% on your journey compared to booking in June

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

It’s optimal to fly from Chicago Midway Airport to Boston in the afternoon. By choosing this option you can save up to 65% on the cost of your flight, compared to a flight at noon.

Cheap Delta flights from Midway to Boston

Explore cheap flight options specifically provided by Delta for the route between Midway 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 2,632,958 searches. Data last updated May 14, 2024.
Find some of the cheapest Delta flights traveling from Chicago to Boston. Come back soon if you're not finding the exact deal you're looking for.
Wed 5/295:47 pmMDW - BOS
1 stop4h 41mDelta
Tue 6/41:02 pmBOS - MDW
1 stop5h 04mDelta
Deal found 5/12$315
Tue 5/219:32 amMDW - BOS
1 stop7h 13mDelta
Mon 6/175:20 amBOS - MDW
1 stop4h 28mDelta
Deal found 5/12$316
Tue 6/49:32 amMDW - BOS
1 stop7h 13mDelta
Fri 6/75:20 amBOS - MDW
1 stop4h 28mDelta
Deal found 5/13$317
Thu 6/139:34 amMDW - BOS
1 stop5h 21mDelta
Mon 6/175:20 amBOS - MDW
1 stop4h 28mDelta
Deal found 5/13$322
Tue 5/219:32 amMDW - BOS
1 stop7h 13mDelta
Thu 5/236:05 amBOS - MDW
1 stop8h 30mDelta
Deal found 5/13$326
Sat 6/225:45 pmMDW - BOS
1 stop5h 11mDelta
Tue 6/255:20 amBOS - MDW
1 stop4h 28mDelta
Deal found 5/13$328
Tue 6/49:32 amMDW - BOS
1 stop12h 56mDelta
Wed 6/511:40 amBOS - MDW
2 stops22h 26mDelta
Deal found 5/12$333
Wed 6/125:45 pmMDW - BOS
1 stop5h 11mDelta
Wed 6/195:20 amBOS - MDW
1 stop4h 28mDelta
Deal found 5/13$360
Wed 6/51:21 pmMDW - BOS
1 stop5h 51mDelta
Sat 6/81:07 pmBOS - MDW
1 stop4h 57mDelta
Deal found 5/14$361

Cheap Frontier flights from Midway to Boston

Explore cheap flight options specifically provided by Frontier for the route between Midway 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 2,632,958 searches. Data last updated May 14, 2024.
Have a look at some of the cheapest available Frontier flights departing from Chicago and landing in Boston. Make sure to examine the flight information before completing your reservation.
Fri 5/1712:04 pmMDW - BOS
1 stop21h 35mFrontier
Sat 5/2512:59 pmBOS - MDW
1 stop7h 58mFrontier
Deal found 5/13$161
Sun 6/98:53 pmMDW - BOS
1 stop10h 23mFrontier
Tue 6/1812:42 pmBOS - MDW
1 stop9h 38mFrontier
Deal found 5/13$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 5/13$164
Sat 5/189:08 pmMDW - BOS
1 stop11h 35mFrontier
Mon 5/2012:59 pmBOS - MDW
1 stop6h 34mFrontier
Deal found 5/13$165
Fri 5/171:15 pmMDW - BOS
2 stops20h 24mFrontier
Sat 5/2512:59 pmBOS - MDW
1 stop7h 58mFrontier
Deal found 5/13$166
Thu 6/68:51 pmMDW - BOS
1 stop10h 25mFrontier
Sun 6/912:37 pmBOS - MDW
1 stop8h 19mFrontier
Deal found 5/13$167
Fri 6/146:11 pmMDW - BOS
1 stop13h 58mFrontier
Wed 6/197:49 amBOS - MDW
1 stop6h 43mFrontier
Deal found 5/13$168
Thu 6/278:51 pmMDW - BOS
1 stop10h 25mFrontier
Tue 7/212:42 pmBOS - MDW
1 stop9h 38mFrontier
Deal found 5/14$169

Cheap Midway to Boston flights in May & June 2024

Find cheap flight options from Midway to Boston specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,632,958 searches. Prices were last updated on May 14, 2024.
Listed are some of the best fares we've found on flights departing from Chicago to Boston in 2024. Check back in a little while for more flight options.
Wed 5/297:49 amMDW - BOS
1 stop23h 51mFrontier
Sat 6/19:47 amBOS - MDW
1 stop11h 10mFrontier
Deal found 5/13$101
Thu 5/307:49 amMDW - BOS
1 stop24h 15mFrontier
Wed 6/59:16 amBOS - MDW
1 stop25h 15mFrontier
Deal found 5/13$115
Fri 5/311:15 pmMDW - BOS
1 stop20h 27mFrontier
Wed 6/59:16 amBOS - MDW
1 stop25h 15mFrontier
Deal found 5/13$116
Mon 6/310:02 pmMDW - BOS
1 stop8h 27mFrontier
Wed 6/57:49 amBOS - MDW
1 stop6h 43mFrontier
Deal found 5/13$118
Thu 5/307:49 amMDW - BOS
1 stop24h 15mFrontier
Sat 6/112:59 pmBOS - MDW
1 stop7h 58mFrontier
Deal found 5/13$119
Thu 6/68:51 pmMDW - BOS
1 stop10h 25mFrontier
Tue 6/1112:36 pmBOS - MDW
1 stop9h 44mFrontier
Deal found 5/13$120
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
Wed 5/297:49 amMDW - BOS
1 stop23h 51mFrontier
Thu 5/3012:32 pmBOS - MDW
1 stop8h 08mFrontier
Deal found 5/13$127

Midway to Boston 2024 flight deals

Discover exclusive flight deals for travel between Midway and Boston in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,632,958 searches. Data last updated May 14, 2024.
Listed are some of the best fares we've found on flights departing from Chicago to Boston in 2024. Check back in a little while for more flight options.
Wed 5/297:49 amMDW - BOS
1 stop23h 51mFrontier
Sat 6/19:47 amBOS - MDW
1 stop11h 10mFrontier
Deal found 5/13$101
Thu 5/307:49 amMDW - BOS
1 stop24h 15mFrontier
Wed 6/59:16 amBOS - MDW
1 stop25h 15mFrontier
Deal found 5/13$115
Fri 5/311:15 pmMDW - BOS
1 stop20h 27mFrontier
Wed 6/59:16 amBOS - MDW
1 stop25h 15mFrontier
Deal found 5/13$116
Mon 6/310:02 pmMDW - BOS
1 stop8h 27mFrontier
Wed 6/57:49 amBOS - MDW
1 stop6h 43mFrontier
Deal found 5/13$118
Thu 5/307:49 amMDW - BOS
1 stop24h 15mFrontier
Sat 6/112:59 pmBOS - MDW
1 stop7h 58mFrontier
Deal found 5/13$119
Thu 6/68:51 pmMDW - BOS
1 stop10h 25mFrontier
Tue 6/1112:36 pmBOS - MDW
1 stop9h 44mFrontier
Deal found 5/13$120
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
Wed 5/297:49 amMDW - BOS
1 stop23h 51mFrontier
Thu 5/3012:32 pmBOS - MDW
1 stop8h 08mFrontier
Deal found 5/13$127

Non-stop flights to Boston from Midway

Discover non-stop flight options from Midway to Boston. 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 2,632,958 searches. Data last updated May 14, 2024.
Take a look at some of the direct flights traveling from Chicago to Boston in the near future. Search for alternative flights from Chicago to Boston by utilizing the search form above.
Tue 5/287:15 amMDW - BOS
Nonstop2h 15mSouthwest
Fri 5/317:20 pmBOS - MDW
Nonstop2h 40mSouthwest
Deal found 5/13$343

Midway to Boston flights leaving soon

Find last-minute flight options from Midway to Boston 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 2,632,958 searches. Data last updated May 14, 2024.
Check out these flights departing soon from Chicago to Boston. Users should be sure to double check the price, date, and time of their last-minute flight.
Sun 5/197:49 amMDW - BOS
1 stop24h 15mFrontier
Wed 6/267:49 amBOS - MDW
1 stop6h 43mFrontier
Deal found 5/12$170
Sun 5/197:49 amMDW - BOS
1 stop24h 15mFrontier
Wed 5/298:19 amBOS - MDW
1 stop6h 50mFrontier
Deal found 5/13$174
Mon 5/207:31 pmMDW - BOS
1 stop10h 58mFrontier
Wed 5/228:19 amBOS - MDW
1 stop6h 50mFrontier
Deal found 5/13$179
Sun 5/197:49 amMDW - BOS
1 stop24h 15mFrontier
Sat 5/2512:59 pmBOS - MDW
1 stop7h 58mFrontier
Deal found 5/14$184
Sun 5/197:49 amMDW - BOS
1 stop24h 15mFrontier
Sat 5/2512:59 pmBOS - MDW
1 stop7h 58mFrontier
Deal found 5/13$187
Mon 5/207:31 pmMDW - BOS
1 stop10h 58mFrontier
Thu 5/2312:32 pmBOS - MDW
1 stop8h 08mFrontier
Deal found 5/12$194
Sun 5/197:49 amMDW - BOS
1 stop24h 15mFrontier
Sun 5/2612:32 pmBOS - MDW
1 stop8h 13mFrontier
Deal found 5/14$202
Sun 5/197:49 amMDW - BOS
1 stop24h 15mFrontier
Thu 5/3012:32 pmBOS - MDW
1 stop8h 08mFrontier
Deal found 5/13$206
Mon 5/207:31 pmMDW - BOS
1 stop10h 58mFrontier
Wed 5/2911:14 amBOS - MDW
1 stop11h 39mFrontier
Deal found 5/13$209

One-way flights to Boston from Midway

Search for one-way flight options from Midway 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 2,632,958 searches. Data last updated May 14, 2024.
Take a look at some of the one-way flights we've detected from Chicago to Boston. For those needing a return trip from Chicago, there is a search form available above.
Sun 7/282:54 pmMDW - BOS
1 stop16h 17mFrontier
Deal found 5/13$90
Fri 7/51:13 pmMDW - BOS
1 stop19h 00mFrontier
Deal found 5/13$91
Thu 6/208:51 pmMDW - BOS
1 stop10h 25mFrontier
Deal found 5/14$95
Sat 5/189:08 pmMDW - BOS
1 stop11h 35mFrontier
Deal found 5/13$99
Mon 5/207:31 pmMDW - BOS
1 stop10h 58mFrontier
Deal found 5/13$100
Sat 5/189:08 pmMDW - BOS
1 stop11h 35mFrontier
Deal found 5/14$101
Sun 6/27:49 amMDW - BOS
1 stop24h 07mFrontier
Deal found 5/13$108
Sun 6/27:49 amMDW - BOS
1 stop24h 07mFrontier
Deal found 5/14$109
Sun 6/27:49 amMDW - BOS
1 stop24h 07mFrontier
Deal found 5/12$110

Find flights from Midway to Boston within your budget

Customize your flight search to find flights from Midway 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 2,632,958 searches. Data last updated May 14, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$161 - $403

Route

Depart

Return

Price

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Fri 5/17

1 stop21h 35m

Boston Logan Intl

Sat 5/25

1 stop7h 58m

$161

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Sun 6/9

1 stop10h 23m

Boston Logan Intl

Tue 6/18

1 stop9h 38m

$162

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Sun 6/2

1 stop24h 07m

Boston Logan Intl

Thu 6/6

1 stop8h 34m

$163

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Tue 6/18

1 stop7h 42m

Boston Logan Intl

Thu 6/20

1 stop8h 34m

$164

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Sat 5/18

1 stop11h 35m

Boston Logan Intl

Mon 5/20

1 stop6h 34m

$165

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Fri 5/17

2 stops20h 24m

Boston Logan Intl

Sat 5/25

1 stop7h 58m

$166

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Tue 5/28

Nonstop2h 15m

Boston Logan Intl

Fri 5/31

1 stop8h 15m

$249

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Wed 5/29

1 stop4h 41m

Boston Logan Intl

Tue 6/4

1 stop5h 04m

$315

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Fri 6/14

1 stop10h 15m

Boston Logan Intl

Mon 6/17

3 stops15h 18m

$403

Flights are sorted by cheapest first

Deals found on 5/13

When is the cheapest time to fly from Chicago Midway Airport to Boston?

Use this chart to determine the cheapest time to fly round-trip from Midway to Boston. Price data was last updated on May 12, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago Midway Airport to Boston flight should consider departing on Wednesday mornings when fares are most often at their lowest. Sunday mornings 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 Midway to Boston by taking into account the cheapest months to travel. The average price of a one-way flight from Midway to Boston is currently $100 while a round-trip flight costs $216. Price data was last updated on May 12, 2024.

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Boston (average of $218). Flying from Chicago Midway Airport to Boston in July is currently the most expensive (average of $328). 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

$218

February

$220

March

$263

April

$286

May

$275

June

$316

July

$328

August

$285

September

$258

October

$259

November

$258

December

$233

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

30.2 - 73.4 °F

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 May 14, 2024.
See what other customers who have flown with Delta, Frontier and Porter Airlines from Chicago to Boston have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
6,045 reviews
Check prices

Entertainment

7.8

Boarding

8.3

Crew

8.7

Comfort

8.1

Food

7.3

Overall

8.2

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
6,045 reviews
Southwest
8.2
Very good
6,045 reviews
Check prices

Entertainment

7.8

Boarding

8.3

Crew

8.7

Comfort

8.1

Food

7.3

Overall

8.2

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
10,706 reviews
Southwest
8.2
Very good
6,045 reviews
Check prices

Entertainment

7.8

Boarding

8.3

Crew

8.7

Comfort

8.1

Food

7.3

Overall

8.2

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
6,045 reviews
Check prices

Entertainment

7.8

Boarding

8.3

Crew

8.7

Comfort

8.1

Food

7.3

Overall

8.2

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
6,045 reviews
Check prices

Entertainment

7.8

Boarding

8.3

Crew

8.7

Comfort

8.1

Food

7.3

Overall

8.2

Reviews

1 / 10

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

Spirit Airlines
6.4
Okay
8,675 reviews
Southwest
8.2
Very good
6,045 reviews
Check prices

Entertainment

7.8

Boarding

8.3

Crew

8.7

Comfort

8.1

Food

7.3

Overall

8.2

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 Boston. 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 Boston from Chicago Midway?

    Most people fly into Boston Logan Intl (BOS) if they book a flight to Boston from Chicago Midway. On average, Logan Intl has 3 inbound flights from Chicago Midway per day from 3 airlines. Boston Logan Intl is conveniently located just 2.6 mi from Boston’s city center.

  • Can I find flights from Chicago Midway Airport to Boston for under $200 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Boston for under $200. The cheapest flight booked recently is on Frontier for just $161, but on average you can expect to pay $172.

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

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

  • Are there last-minute flights available from Chicago Midway Airport to Boston for under $200?

    There are currently 20+ open flights from Chicago Midway Airport to Boston within the next 7 days for less than $200.

  • What is the cheapest airline to fly from Chicago Midway Airport to Boston round-trip?

    Currently priced at $161, Frontier will fly you from Chicago Midway Airport to Boston and back. In addition to Frontier, many other airlines offer competitively priced options for your trip. Frontier is 51% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Boston one-way?

    $90 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Allegiant Air and Delta, with prices starting from $123 and $157, respectively.

  • What are the most popular airlines that fly from Chicago Midway Airport to Boston?

    Before booking your flight from Chicago Midway Airport to Boston check out the most popular airlines for this route: Delta, Frontier or United Airlines.

  • What does MDW to BOS mean?

    Chicago Midway Airport is MDW and Boston Logan Intl Airport is BOS. 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.

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

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

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

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

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

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

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

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

    Many airlines flying from Midway 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 Midway to Boston?

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

    The Chicago Midway Airport to Boston flight deals you see on this page were last updated on 5/13.

See more FAQs

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

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O'Hare Intl to New Bedford flights

Top 3 airlines flying from Midway to Boston

Discover the top 3 airlines that operate flights from Midway 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 2,632,958 searches. Data last updated May 14, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$63Average$422FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapest$84Average$326FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
FrontierCheapest$84Average$168FlexibilityNo cancel feeOn-time62%
Search Frontier flights
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Search flights from Midway to Boston by cabin class

Find flights from Midway to Boston, 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 Midway to Boston

Find hourly flight availability from Midway to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 14, 2024.
16%of flight departuresEarly morningMidnight to 6 am
27%of flight departuresMorning6 am to noon
26%of flight departuresAfternoonNoon to 6 pm
31%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Midway to Boston

Explore weekly flight availability from Midway to Boston. 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 May 14, 2024.
Sunday3daily flights
Monday4daily flights
Tuesday4daily flights
Wednesday4daily flights
Thursday4daily flights
Friday4daily flights
Saturday2daily flights

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