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Chesterton

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Chesterton Flights as Low as $51

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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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.

Just the right flight

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.

Frequently Asked Questions About flights to Chesterton

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 June, 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 16 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 $51, 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 $51 right now, why wait?

Can I fly to Chesterton right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to  right now?” When it’s time to book your flight, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

Chesterton Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$50

Last Minute Hotel Deals in Chesterton

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 $111 per night from Jun 3 to Jun 4
$111
per night
Jun 3 - Jun 4
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 ...
7.8/10 Good! (1,004 reviews)
"I loved that it is so close to the lake. Easy to go places."

Reviewed on May 30, 2024

Blue Chip Casino Hotel and Spa
Best Western Indian Oak
Best Western Indian Oak
2.5 out of 5
558 Indian Boundary Road, Chesterton, IN
The price is $120 per night from Jun 3 to Jun 4
$120
per night
Jun 3 - Jun 4
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! (987 reviews)
"Overall the stay was great! My only complaints are the beds are too hard, the pillows were flat and the pool towels were child size. The overall building was clean, quiet and welcoming. The onsite breakfast was good and my kiddos really enjoyed the pool."

Reviewed on May 26, 2024

Best Western Indian Oak
Spring House Inn
Spring House Inn
2.5 out of 5
303 N Mineral Springs Rd, Chesterton, IN
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! (889 reviews)
"Okay. Needs updated."

Reviewed on May 26, 2024

Spring House Inn
Hilton Garden Inn Chesterton
Hilton Garden Inn Chesterton
3 out of 5
501 Gateway Boulevard, Chesterton, IN
The price is $133 per night from Jun 9 to Jun 10
$133
per night
Jun 9 - Jun 10
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 ...
8.8/10 Excellent! (980 reviews)
"Friendly staff, clean hotel. Pool was closed due to a chemical issue, so my kids were bummed. Breakfast isn't free, so we went across the street to Biggby. Overall, a good stay."

Reviewed on May 30, 2024

Hilton Garden Inn Chesterton
Waterbird Lakeside Inn
Waterbird Lakeside Inn
2 out of 5
556 Indian Boundary Road, Chesterton, IN
Stay at this hotel in Chesterton. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions ...
7.8/10 Good! (706 reviews)
Cute and comfy hotel
"This is not a fancy chain hotel, but it's very cute and the balcony overlooking the lake made for a nice touch! Staff was helpful and kind. It was very quiet!"

Reviewed on May 29, 2024

Waterbird Lakeside Inn
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 $129 per night from Jun 3 to Jun 4
$129
per night
Jun 3 - Jun 4
Book a stay at this business-friendly hotel in Chesterton. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (985 reviews)
"Staff members were very nice, one of the main reason I booked the hotel was for the pool, it was nice and clean."

Reviewed on May 12, 2024

Comfort Inn & Suites Porter near Indiana Dunes
Furness Mansion
Furness Mansion
2 out of 5
1491 N Furnleigh Ln, Chesterton, IN
The price is $150 per night from Jun 2 to Jun 3
$150
per night
Jun 2 - Jun 3
Stay at this hotel in Chesterton. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Indiana Dunes National Park and Indiana Dunes ...
8/10 Very Good! (6 reviews)
"Room is big and including everything that you need. Especially there's kitchen in the unit. That helps a lot."

Reviewed on May 28, 2024

Furness Mansion
Ameristar Casino Hotel East Chicago
Ameristar Casino Hotel East Chicago
4 out of 5
777 Ameristar Blvd., East Chicago, IN
The price is $120 per night from Jun 3 to Jun 4
$120
per night
Jun 3 - Jun 4
Stay at this 4-star beach hotel in East Chicago. Enjoy 5 restaurants, a marina, and a casino. Our guests praise the helpful staff and the clean rooms in our ...
8.4/10 Very Good! (1,002 reviews)
"Excellent customer service. Great food great gambling. We already are planning a trip back."

Reviewed on May 31, 2024

Ameristar Casino Hotel East Chicago
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.