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Cheap flights from Chicago Midway Airport to Boston from $1,069

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Boston departing on 7/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 4:03 pm
MDW
-
ACK
9h 03m
2 stops
Delta Logo
12:01 pm - 6:31 pm
ACK
-
MDW
7h 30m
2 stops
$1,069Delta
Sat, Jul 25 - Sat, Aug 1
Delta Logo
6:00 am - 4:03 pm
MDW
-
ACK
9h 03m
2 stops
Delta Logo
2:10 pm - 9:45 pm
ACK
-
MDW
8h 35m
2 stops
$1,139Delta
Sat, Aug 1 - Sat, Aug 8
Delta Logo
6:30 am - 3:17 pm
MDW
-
ACK
7h 47m
2 stops
Delta Logo
12:01 pm - 6:31 pm
ACK
-
MDW
7h 30m
2 stops
$1,389Delta
Fri, Jun 5 - Sun, Jun 7
Delta Logo
6:00 am - 4:03 pm
MDW
-
ACK
9h 03m
2 stops
Delta Logo
12:01 pm - 6:31 pm
ACK
-
MDW
7h 30m
2 stops
$1,469Delta
Fri, Jun 12 - Mon, Jun 15

Delta flights from Chicago Midway Airport to Nantucket

Our best Delta deals on Chicago Midway Airport to Nantucket flight tickets
Delta
Jun 22
MDW6:00 amChicago Midway
9h 03m
2 stops
ACK4:03 pmNantucket Memorial
Jun 24
ACK12:01 pmNantucket Memorial
7h 30m
2 stops
MDW6:31 pmChicago Midway
$719
Delta
Jul 25
MDW6:00 amChicago Midway
9h 03m
2 stops
ACK4:03 pmNantucket Memorial
Aug 1
ACK12:01 pmNantucket Memorial
10h 44m
2 stops
MDW9:45 pmChicago Midway
$1,069
Delta
Aug 1
MDW6:00 amChicago Midway
9h 03m
2 stops
ACK4:03 pmNantucket Memorial
Aug 8
ACK12:01 pmNantucket Memorial
7h 30m
2 stops
MDW6:31 pmChicago Midway
$1,139

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Nantucket 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, momondo users made 832,500 searches. Data last updated February 7, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Nantucket that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoNantucket

MDW - ACK

MDWACK

Chicago Midway

Sat 7/25

6:00 am-4:03 pm

2 stops9h 03m

Nantucket Memorial

Sat 8/1

12:01 pm-6:31 pm

2 stops7h 30m

$1,069

ChicagoNantucket

MDW - ACK

MDWACK

Chicago Midway

Sat 8/1

6:00 am-4:03 pm

2 stops9h 03m

Nantucket Memorial

Sat 8/8

2:10 pm-9:45 pm

2 stops8h 35m

$1,139

ChicagoNantucket

MDW - ACK

MDWACK

Chicago Midway

Fri 6/5

6:30 am-3:17 pm

2 stops7h 47m

Nantucket Memorial

Sun 6/7

12:01 pm-6:31 pm

2 stops7h 30m

$1,389

ChicagoNantucket

MDW - ACK

MDWACK

Chicago Midway

Fri 6/12

6:00 am-4:03 pm

2 stops9h 03m

Nantucket Memorial

Mon 6/15

12:01 pm-6:31 pm

2 stops7h 30m

$1,469

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Boston from

How to get the cheapest flight ticket from Chicago Midway Airport to Nantucket

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Nantucket?

The cheapest day to depart on your flight to Nantucket is on a Saturday when prices can be found for as low as $514. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $628.

What is the cheapest time of day to depart on your flight to Nantucket?

At noon is the cheapest time of day to fly from Chicago Midway Airport to Nantucket when you can find flight prices for as low as $498. Flying to Nantucket at noon is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $619 on average. Flights to Nantucket from Chicago Midway Airport in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

When to book flights from Chicago Midway Airport to Nantucket

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Nantucket according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Nantucket (MDW to ACK) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Nantucket

Fastest flight time

7h 47m

Direct flights

None
The fastest flight from Chicago Midway Airport to Nantucket takes 7h 47m
There are no direct flights from Chicago Midway Airport to Nantucket. There are no popular flight routes from Chicago Midway Airport to Nantucket.
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  • How far is Chicago Midway to Nantucket Memorial by plane?

    Chicago Midway and Nantucket Memorial are 911.1 mi apart from one another. In terms of flight time, this usually takes a little over 7h 47m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Nantucket Memorial Airport?

    Prices for flights from Chicago Midway Airport to Nantucket Memorial Airport were last updated today.

  • How old do you have to be to fly from Chicago Midway Airport to Nantucket Memorial Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Nantucket Memorial Airport.

  • What documentation or ID do you need to fly to Nantucket Memorial Airport?

    The travel and health documents required for your trip to Nantucket Memorial Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Nantucket Memorial Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Nantucket?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Nantucket for you.

Can I find flights from Chicago to Nantucket with flexible booking policies on momondo?

Yes. All flights to Nantucket from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Nantucket?

momondo helps you find the best flight between Chicago and Nantucket by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Nantucket right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Nantucket, momondo offers a useful price alert feature which will track prices for flights to Nantucket from Chicago and alert you when they change.

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