What is the cheapest month to book a flight from Nantucket Island to Chicago?

Currently, August is the cheapest month in which you can book a flight from Nantucket Island to Chicago (average of $245). Flying from Nantucket Island to Chicago in March is currently the most expensive (average of $321). 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.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago, 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 23.0 F).

What are the most reliable airlines from Nantucket Island to Chicago?

No one likes to see their flight delayed. When booking a flight from Nantucket Island to Chicago consider choosing American Airlines (54%), Republic Airways (54%) or SkyWest Airlines (40%) as they are the most reliable in getting you off to your destination on time.

What is the cheapest time of day to fly from LOE to CHI?

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

Can I find deals for flights from Nantucket Island to Chicago that include hotel bookings?

Yes. In addition to deals on Nantucket Island to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Nantucket Island to Chicago?

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

Can I find deals for business class flights from Nantucket Island to Chicago?

Yes. Cheapflights offers flight deals from Nantucket Island to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$137+ Flights from Nantucket Island to Chicago

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Cheap flight deals from Nantucket Island to Chicago

Popular in	March
Cheapest in	January
Average price	$199

Highest demand for flights based on searches. 6% potential increase in price ($16 potential increase over avg. RT price).

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Cheapest flight prices on average. 0% potential price decrease ($2 potential savings vs. average RT price).

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Average for round-trip flights in September 2025

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Find flight deals from Nantucket Island to Chicago

Cheapest flights from Nantucket Island to Chicago
Explore the most affordable flight options available from Nantucket Island to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

Fri 9/2611:41 amACK - ORD

1 stop8h 14mJetBlue

Sun 9/289:51 amORD - ACK

1 stop4h 14mJetBlue

Deal found 9/17

$809

Last-minute flights from Nantucket Island to Chicago
Discover last-minute flight deals from Nantucket Island to Chicago. Data last updated September 17, 2025 and is based on user searches.

Fri 9/2611:41 amACK - ORD

1 stop8h 14mJetBlue

Sun 9/289:51 amORD - ACK

1 stop4h 14mJetBlue

Deal found 9/17

$809

One-way flights from Nantucket Island to Chicago
Search for one-way flight options from Nantucket Island to Chicago. Find affordable one-way fares based on user searches. Data last updated September 17, 2025.

Wed 10/112:29 pmACK - ORD

1 stop7h 26mJetBlue

Deal found 9/17

$137

Fri 10/1712:29 pmACK - ORD

1 stop6h 49mJetBlue

Deal found 9/17

$292

Sun 3/1511:05 amACK - ORD

1 stop7h 26mJetBlue

Deal found 9/15

$297

Tue 10/144:45 pmACK - ORD

3 stops32h 00mMultiple Airlines

Deal found 9/15

$298

Thu 10/1610:54 amACK - ORD

2 stops10h 57mJetBlue

Deal found 9/17

$302

Mon 10/1310:30 amACK - ORD

3 stops38h 15mMultiple Airlines

Deal found 9/15

$310

Mon 10/204:38 pmACK - ORD

3 stops29h 55mMultiple Airlines

Deal found 9/17

$312

Fri 3/1311:05 amACK - ORD

1 stop7h 26mJetBlue

Deal found 9/15

$322

Sat 3/1411:05 amACK - ORD

2 stops11h 28mJetBlue

Deal found 9/15

$324

Fri 10/174:38 pmACK - ORD

3 stops32h 07mMultiple Airlines

Deal found 9/15

$332

Cheapflights Fare Finder

Use the filters below to find and compare flights from Nantucket Island to Chicago that are best for you.

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Fly to

Route

Depart

Return

Price

NantucketChicago

ACK - ORD

ACKORD

Nantucket Memorial

Wed 10/1

12:29 pm-6:55 pm

1 stop7h 26m

$137

NantucketChicago

ACK - ORD

ACKORD

Nantucket Memorial

Mon 3/16

12:32 pm-5:31 pm

1 stop5h 59m

$292

NantucketChicago

ACK - ORD

ACKORD

Nantucket Memorial

Fri 10/17

12:29 pm-6:18 pm

1 stop6h 49m

$292

NantucketChicago

ACK - ORD

ACKORD

Nantucket Memorial

Sun 3/15

11:05 am-5:31 pm

1 stop7h 26m

$297

NantucketChicago

ACK - ORD

ACKORD

Nantucket Memorial

Wed 3/11

6:49 am-11:24 am

1 stop5h 35m

$297

NantucketChicago

ACK - ORD

ACKORD

Nantucket Memorial

Tue 10/14

4:45 pm-11:45 pm

3 stops32h 00m

$298

NantucketChicago

ACK - ORD

ACKORD

Nantucket Memorial

Thu 10/16

10:54 am-8:51 pm

2 stops10h 57m

$302

NantucketChicago

ACK - ORD

ACKORD

Nantucket Memorial

Mon 10/13

10:30 am-11:45 pm

3 stops38h 15m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Best time to book a flight from Nantucket Island to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Nantucket Island 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.

Cheapflights Insights

Everything you need to know about your flight from Nantucket Island to Chicago

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

Related info for your journey

What are the most reliable airlines from Nantucket Island to Chicago?
No one likes to see their flight delayed. When booking a flight from Nantucket Island to Chicago consider choosing American Airlines (54%), Republic Airways (54%) or SkyWest Airlines (40%) as they are the most reliable in getting you off to your destination on time.
Can I find deals for flights from Nantucket Island to Chicago that include hotel bookings?
Yes. In addition to deals on Nantucket Island to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Nantucket Island to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Nantucket Island to Chicago.
Can I find deals for business class flights from Nantucket Island to Chicago?
Yes. Cheapflights offers flight deals from Nantucket Island to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Nantucket Island to Chicago?
Currently, August is the cheapest month in which you can book a flight from Nantucket Island to Chicago (average of $245). Flying from Nantucket Island to Chicago in March is currently the most expensive (average of $321). 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.

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$137+ Cheap flights from Nantucket Island to Chicago (CHI)

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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Nantucket Island to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Nantucket Island to Chicago

Keep the following information in mind while searching for Nantucket Island to Chicago flight deals. Data was last updated September 17, 2025.

Popular in

Cheapest in

Average price

Find flight deals from Nantucket Island to Chicago

Cheapest flights from Nantucket Island to ChicagoExplore the most affordable flight options available from Nantucket Island to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

Explore the most affordable flight options available from Nantucket Island to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Nantucket Island to Chicago that are best for you.

Best time to book a flight from Nantucket Island to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Nantucket Island with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Nantucket Island to Chicago

Related info for your journey

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

What are the most reliable airlines from Nantucket Island to Chicago?

Can I find deals for flights from Nantucket Island to Chicago that include hotel bookings?

How can I find direct flights from Nantucket Island to Chicago?

Can I find deals for business class flights from Nantucket Island to Chicago?

What is the cheapest month to book a flight from Nantucket Island to Chicago?

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Cheapest flights from Nantucket Island to Chicago
Explore the most affordable flight options available from Nantucket Island to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.