HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

$52+ Cheap flights from Midway (MDW) to Boston (BOS)

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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BOS
Jul 31 — Aug 71
From?
To?
Wed 7/31
Wed 8/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Leverage Cheapflights for Your Next Trip

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 July 26, 2024.

Popular in

October

Cheapest in

May

Round-trip from

$103
(mytrip.com)

One-way from

$52
(mytrip.com)
High demand for flights, 39% potential price rise
Search Deals
Best time to find cheap flights, 68% potential price drop
Search Deals
From Chicago Midway to Boston Logan Intl
Search Deals
One-way flight from Chicago Midway to Boston Logan Intl
Search Deals

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 166% 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 31 days early can save you up to 35% on average compared to booking a flight this week. If booking 31 days before your flight isn’t an option for you, users have found flights from Chicago Midway Airport to Boston for as little as $255 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 $255 per person but you can even find prices for as low as $99. The most expensive prices can be found in the month of April. Opting for a January flight can save you 18% on your journey compared to booking in April

What is the cheapest time of day to fly from MDW to BOS?

It’s optimal to fly from Chicago Midway Airport to Boston in the evening. By choosing this option you can save up to 63% on the cost of your flight, compared to a flight at noon.

Cheap Midway to Boston flights in July & August 2024

Find cheap flight options from Midway to Boston specifically for the months of July and August 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Prices were last updated on July 26, 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.
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/284:46 pmMDW - BOS
1 stop6h 41mFrontier
Wed 9/411:08 amBOS - MDW
1 stop5h 43mFrontier
Deal found 7/25$103
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/173:00 pmMDW - BOS
1 stop8h 31mFrontier
Sat 8/2411:35 amBOS - MDW
1 stop13h 14mFrontier
Deal found 7/25$105
This Frontier deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/245:16 pmMDW - BOS
1 stop6h 11mFrontier
Sat 8/3111:35 amBOS - MDW
1 stop13h 14mFrontier
Deal found 7/26$106
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/284:46 pmMDW - BOS
1 stop6h 41mFrontier
Thu 9/56:00 amBOS - MDW
1 stop5h 42mFrontier
Deal found 7/25$108
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/272:30 pmMDW - BOS
1 stop9h 01mFrontier
Wed 9/411:08 amBOS - MDW
1 stop5h 43mFrontier
Deal found 7/25$109
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/284:46 pmMDW - BOS
1 stop6h 41mFrontier
Sat 9/711:33 amBOS - MDW
1 stop13h 10mFrontier
Deal found 7/25$110
This Frontier deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/202:30 pmMDW - BOS
1 stop9h 01mFrontier
Thu 8/2210:58 amBOS - MDW
1 stop10h 11mFrontier
Deal found 7/25$111
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/272:30 pmMDW - BOS
1 stop9h 01mFrontier
Thu 9/56:00 amBOS - MDW
1 stop5h 42mFrontier
Deal found 7/25$113
This mytrip.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/284:46 pmMDW - BOS
1 stop6h 41mFrontier
Fri 8/3012:56 pmBOS - MDW
1 stop28h 25mFrontier
Deal found 7/24$116

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 2,752,877 searches. Data last updated July 26, 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.
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/284:46 pmMDW - BOS
1 stop6h 41mFrontier
Wed 9/411:08 amBOS - MDW
1 stop5h 43mFrontier
Deal found 7/25$103
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/173:00 pmMDW - BOS
1 stop8h 31mFrontier
Sat 8/2411:35 amBOS - MDW
1 stop13h 14mFrontier
Deal found 7/25$105
This Frontier deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/245:16 pmMDW - BOS
1 stop6h 11mFrontier
Sat 8/3111:35 amBOS - MDW
1 stop13h 14mFrontier
Deal found 7/26$106
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/282:53 pmMDW - BOS
1 stop8h 30mFrontier
Tue 10/16:00 amBOS - MDW
1 stop5h 19mFrontier
Deal found 7/25$107
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/284:46 pmMDW - BOS
1 stop6h 41mFrontier
Thu 9/56:00 amBOS - MDW
1 stop5h 42mFrontier
Deal found 7/25$108
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/272:30 pmMDW - BOS
1 stop9h 01mFrontier
Wed 9/411:08 amBOS - MDW
1 stop5h 43mFrontier
Deal found 7/25$109
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/284:46 pmMDW - BOS
1 stop6h 41mFrontier
Sat 9/711:33 amBOS - MDW
1 stop13h 10mFrontier
Deal found 7/25$110
This Frontier deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/92:07 pmMDW - BOS
1 stop9h 16mFrontier
Wed 9/186:00 amBOS - MDW
1 stop4h 50mFrontier
Deal found 7/25$111
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/272:30 pmMDW - BOS
1 stop9h 01mFrontier
Thu 9/56:00 amBOS - MDW
1 stop5h 42mFrontier
Deal found 7/25$113

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 2,752,877 searches. Data last updated July 26, 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.
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/72:29 pmMDW - BOS
1 stop8h 58mFrontier
Fri 8/1610:10 amBOS - MDW
1 stop14h 28mFrontier
Deal found 7/25$188
This Frontier deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/89:04 pmMDW - BOS
1 stop10h 22mFrontier
Wed 8/1412:05 pmBOS - MDW
1 stop4h 46mFrontier
Deal found 7/25$201
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/26:11 pmMDW - BOS
1 stop14h 12mFrontier
Tue 8/610:58 amBOS - MDW
1 stop11h 27mFrontier
Deal found 7/25$209
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/89:04 pmMDW - BOS
1 stop10h 22mFrontier
Mon 8/129:26 amBOS - MDW
1 stop14h 37mFrontier
Deal found 7/25$212
This Frontier deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/22:23 pmMDW - BOS
1 stop9h 04mFrontier
Mon 8/56:00 amBOS - MDW
1 stop8h 28mFrontier
Deal found 7/25$214
This mytrip.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/22:23 pmMDW - BOS
1 stop9h 04mFrontier
Mon 8/56:00 amBOS - MDW
1 stop8h 28mFrontier
Deal found 7/26$218
This Gotogate deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/312:29 pmMDW - BOS
1 stop8h 58mFrontier
Tue 8/610:58 amBOS - MDW
1 stop11h 27mFrontier
Deal found 7/25$232
This Frontier deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/312:29 pmMDW - BOS
1 stop8h 58mFrontier
Tue 8/610:58 amBOS - MDW
1 stop11h 27mFrontier
Deal found 7/25$234
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/89:04 pmMDW - BOS
1 stop10h 22mFrontier
Sat 8/1010:23 amBOS - MDW
1 stop24h 22mFrontier
Deal found 7/25$235

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 2,752,877 searches. Data last updated July 26, 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.
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/44:46 pmMDW - BOS
1 stop6h 41mFrontier
Deal found 7/25$52
This mytrip.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/173:00 pmMDW - BOS
1 stop8h 31mFrontier
Deal found 7/24$53
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/56:53 pmMDW - BOS
1 stop4h 30mFrontier
Deal found 7/25$57
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/72:53 pmMDW - BOS
1 stop8h 30mFrontier
Deal found 7/25$58
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2111:05 amMDW - BOS
1 stop12h 26mFrontier
Deal found 7/25$59
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/66:59 pmMDW - BOS
1 stop4h 24mFrontier
Deal found 7/25$62
This Gotogate deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/92:07 pmMDW - BOS
1 stop9h 16mFrontier
Deal found 7/26$63
This mytrip.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/192:01 pmMDW - BOS
1 stop17h 10mFrontier
Deal found 7/26$64
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/155:25 pmMDW - BOS
1 stop6h 02mFrontier
Deal found 7/25$65

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 2,752,877 searches. Data last updated July 26, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$103 - $316

Route

Depart

Return

Price

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Wed 8/28

1 stop6h 41m

Boston Logan Intl

Wed 9/4

1 stop5h 43m

$103

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Sat 8/17

1 stop8h 31m

Boston Logan Intl

Sat 8/24

1 stop13h 14m

$105

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Sat 8/24

1 stop6h 11m

Boston Logan Intl

Sat 8/31

1 stop13h 14m

$106

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Sat 9/28

1 stop8h 30m

Boston Logan Intl

Tue 10/1

1 stop5h 19m

$107

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Wed 8/28

1 stop6h 41m

Boston Logan Intl

Thu 9/5

1 stop5h 42m

$108

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Tue 8/27

1 stop9h 01m

Boston Logan Intl

Wed 9/4

1 stop5h 43m

$109

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Wed 8/28

1 stop6h 41m

Boston Logan Intl

Sat 9/7

1 stop13h 10m

$110

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Sun 8/11

Nonstop2h 15m

Boston Logan Intl

Wed 8/14

1 stop5h 50m

$223

Chicago MidwayBoston Logan Intl

MDW - BOS

MDWBOS

Chicago Midway

Wed 8/7

1 stop5h 26m

Boston Logan Intl

Sun 8/11

1 stop4h 18m

$316

Flights are sorted by cheapest first

Deals found on 7/25

What is the cheapest day 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 July 21, 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

Best time to book a flight from Midway to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Temperature and rainfall in 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

If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 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 July 26, 2024.
See what other customers who have flown with Delta, Frontier and Southwest 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
5,637 reviews

Entertainment

7.8

Overall

8.2

Food

7.3

Comfort

8.1

Boarding

8.3

Crew

8.7

Reviews

1 / 10

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

Southwest
8.2
Very good
5,637 reviews
Southwest
8.2
Very good
5,637 reviews

Entertainment

7.8

Overall

8.2

Food

7.3

Comfort

8.1

Boarding

8.3

Crew

8.7

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
9,615 reviews
Southwest
8.2
Very good
5,637 reviews

Entertainment

7.8

Overall

8.2

Food

7.3

Comfort

8.1

Boarding

8.3

Crew

8.7

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
7.6
Good
345 reviews
Southwest
8.2
Very good
5,637 reviews

Entertainment

7.8

Overall

8.2

Food

7.3

Comfort

8.1

Boarding

8.3

Crew

8.7

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
938 reviews
Southwest
8.2
Very good
5,637 reviews

Entertainment

7.8

Overall

8.2

Food

7.3

Comfort

8.1

Boarding

8.3

Crew

8.7

Reviews

1 / 10

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

Frontier
6.2
Okay
3,835 reviews
Southwest
8.2
Very good
5,637 reviews

Entertainment

7.8

Overall

8.2

Food

7.3

Comfort

8.1

Boarding

8.3

Crew

8.7

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 $103, but on average you can expect to pay $115.

  • Are there nonstop flights from Chicago Midway Airport to Boston for under $300 on Cheapflights?

    Cheapflights has at least 1 direct flight from Chicago Midway Airport to Boston under $300. A good price for a nonstop flight from Chicago Midway Airport to Boston is less than $214.

  • 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 days are nonstop flights available from Chicago Midway Airport to Boston?

    You can find nonstop flights on the following days: Monday, Tuesday.

  • How many flights depart from Chicago Midway Airport to Boston on average per day?

    On average 6 flights depart from Chicago Midway Airport to Boston per day.
    Morning (6am - Noon) - 33% of flight departures
    Afternoon (Noon - 6pm) - 33% of flight departures
    Evening (6pm - Midnight) - 33% of flight departures

  • How long is the flight from Chicago Midway Airport to Boston?

    A quick flight from Chicago Midway Airport to Boston can take about 6h 41m. Frontier provides one of the quickest options available for as low as $103. Chicago Midway Airport and Boston are separated by a distance of 863 mi.

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

    Currently priced at $103, 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 67% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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 7/26.

  • 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 is the cheapest month to book a flight from Chicago Midway Airport to Boston?

    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 $315). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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

O'Hare Intl to Boston flights
O'Hare Intl to Hartford flights
O'Hare Intl to Albany flights
O'Hare Intl to Nantucket flights
Midway to Hartford flights
O'Hare Intl to West Tisbury flights
Midway to Albany flights
Midway to Nantucket flights
O'Hare Intl to Hyannis flights
O'Hare Intl to Worcester flights
O'Hare Intl to Provincetown flights
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 2,752,877 searches. Data last updated July 26, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$63Average$395FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$84Average$255FlexibilityNo cancel feeOn-time69%
FrontierCheapest$85Average$145FlexibilityNo cancel feeOn-time62%
Los Angeles to Manila flights
Seattle to Nashville flights
Dallas to New York flights
Philadelphia to Orlando flights
Miami to Cuba flights
USA to Athens flights
Burbank to San Francisco flights
USA to England flights
Aruba to Curaçao flights
Houston to Hawaii flights
Chicago Midway Airport to Caribbean Netherlands flights

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 July 26, 2024.
1%of flight departuresEarly morningMidnight to 6 am
35%of flight departuresMorning6 am to noon
32%of flight departuresAfternoonNoon to 6 pm
32%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 July 26, 2024.
Sunday3daily flights
Monday4daily flights
Tuesday4daily flights
Wednesday4daily flights
Thursday4daily flights
Friday4daily flights
Saturday2daily flights

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Abha
Flights to Komatsu
Flights to Skardu
Flights to Laayoune Hassan I
Flights to Aqaba King Hussein Intl
Flights to Nampula
Flights to Bourgas
Flights to Riverton
Flights to Alpena Phelps/Collins
Flights to Palmas
Flights to Newport State
Flights to Antofagasta Cerro Moreno
Flights to Nuku‘alofa Fua'Amotu Intl
Flights to Ndola
Flights to Fort Dodge
Flights to Miri
Flights to Rhinelander Oneida County
Flights to Seattle Lake Union Spb
Flights to Portsmouth Pease Intl
Flights to Tumbes
Flights to Jigiga
Flights to Diyarbakir
Flights to Akureyri
Flights to Brainerd Crow Wing County
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines