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Chesterton

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Cheap Flights to Chesterton

Fall in love at first flight with your vacation to Chesterton by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Chesterton on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chesterton, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Chesterton

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chesterton with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the RFD airport.

What is the cheapest month to fly to Chesterton?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Chesterton are in , but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chesterton?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find  to choose from for your flight to Chesterton.

What airport is best to fly into Chesterton?

When you’re planning your trip to Chesterton, convenience is the name of the game. Luckily, Chesterton Midway Intl. Airport is nearby so you can deplane and get going on checking off everything on your Chesterton must-do list.

How much are flights to Chesterton?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chesterton on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as , you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Chesterton?

The trick to saving a stack of cash on your flight to Chesterton? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as  right now, why wait?

Chesterton Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$97

Last Minute Hotel Deals in Chesterton

Spring House Inn
Spring House Inn
2.5 out of 5
303 N Mineral Springs Rd, Chesterton, IN
The price is $100 per night from Mar 25 to Mar 26
$100
includes taxes & fees
Mar 25 - Mar 26
Book a stay at this business-friendly hotel in Chesterton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,002 reviews)
"We arrived at check in time and the process was seamless. The gentleman at the front desk was very informative and peovided us everything we needed. We were only staying 1 night to hike the National Park and didn't really explore the property. It is ADORABLE though (dated, but so cute), there is ..."

Reviewed on Mar 19, 2025

Spring House Inn
Best Western Indian Oak
Best Western Indian Oak
2.5 out of 5
558 Indian Boundary Road, Chesterton, IN
The price is $95 per night from Apr 1 to Apr 2
$95
includes taxes & fees
Apr 1 - Apr 2
Stay at this hotel in Chesterton. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (1,005 reviews)
Good hotel
"Stoped while traveling to Northern Michigan. Clean rooms friendly staff. Great stay"

Reviewed on Mar 22, 2025

Best Western Indian Oak
Hilton Garden Inn Chesterton
Hilton Garden Inn Chesterton
3 out of 5
501 Gateway Boulevard, Chesterton, IN
The price is $116 per night from Apr 6 to Apr 7
$116
includes taxes & fees
Apr 6 - Apr 7
Stay at this 3-star business-friendly hotel in Chesterton. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,001 reviews)
"It was great. We had two dogs and they were very kind about it. A nice are for them to go outside."

Reviewed on Mar 13, 2025

Hilton Garden Inn Chesterton
Comfort Inn & Suites Porter near Indiana Dunes
Comfort Inn & Suites Porter near Indiana Dunes
2.5 out of 5
1800 West US Highway 20, Chesterton, IN
The price is $91 per night from Apr 6 to Apr 7
$91
includes taxes & fees
Apr 6 - Apr 7
Book a stay at this business-friendly hotel in Chesterton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,001 reviews)
"Good"

Reviewed on Feb 25, 2025

Comfort Inn & Suites Porter near Indiana Dunes
Waterbird Lakeside Inn
Waterbird Lakeside Inn
2 out of 5
556 Indian Boundary Road, Chesterton, IN
The price is $91 per night from Mar 25 to Mar 26
$91
includes taxes & fees
Mar 25 - Mar 26
Stay at this hotel in Chesterton. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (800 reviews)
"Staff was wonderful! Great place to stay."

Reviewed on Mar 13, 2025

Waterbird Lakeside Inn
Blue Chip Casino Hotel and Spa
Blue Chip Casino Hotel and Spa
3.5 out of 5
777 Blue Chip Drive, Michigan City, IN
The price is $131 per night from Mar 25 to Mar 26
$131
includes taxes & fees
Mar 25 - Mar 26
Stay at this 3.5-star spa hotel in Michigan City. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (1,450 reviews)
"food is good"

Reviewed on Mar 20, 2025

Blue Chip Casino Hotel and Spa
Four Winds Casino Resort – New Buffalo
Four Winds Casino Resort – New Buffalo
3.5 out of 5
11111 Wilson Road, New Buffalo, MI
The price is $138 per night from Apr 1 to Apr 2
$138
includes taxes & fees
Apr 1 - Apr 2
Stay at this 3.5-star business-friendly hotel in New Buffalo. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (1,138 reviews)
"Property and location nice. Staff friendly. I would stay again"

Reviewed on Mar 21, 2025

Four Winds Casino Resort – New Buffalo
Motel 6 Hammond, IN - Chicago Area
Motel 6 Hammond, IN - Chicago Area
2 out of 5
3840 179th St, Hammond, IN
The price is $62 per night from Mar 25 to Mar 26
$62
includes taxes & fees
Mar 25 - Mar 26
Stay at this motel in Hammond. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...
6.2/10 (1,006 reviews)
"Updated"

Reviewed on Mar 23, 2025

Motel 6 Hammond, IN - Chicago Area
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.