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Chesterton

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Chesterton Flights as Low as $75

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

Spirit Airlines
Wed, Sep 11 - Sat, Sep 14
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$75 Roundtrip, found 8 hours ago
$75
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Wed, Sep 11 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Sep 14, priced at $75 found 8 hours ago
Frontier Airlines
Tue, Jun 4 - Wed, Jun 5
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$76 Roundtrip, found 8 hours ago
$76
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Tue, Jun 4 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Jun 5, priced at $76 found 8 hours ago
Frontier Airlines
Wed, Sep 11 - Sat, Sep 14
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$88 Roundtrip, found 8 hours ago
$88
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Wed, Sep 11 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Sep 14, priced at $88 found 8 hours ago
Frontier Airlines
Wed, May 29 - Fri, May 31
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$89 Roundtrip, found 4 days ago
$89
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, May 29 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Fri, May 31, priced at $89 found 4 days ago
Spirit Airlines
Tue, Jun 4 - Tue, Jun 11
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$119 Roundtrip, found 8 hours ago
$119
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Tue, Jun 4 from Harry Reid Intl. to O'Hare Intl., returning Tue, Jun 11, priced at $119 found 8 hours ago
Spirit Airlines
Wed, Jun 5 - Sat, Jun 15
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$125 Roundtrip, found 1 day ago
$125
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Jun 5 from Los Angeles Intl. to O'Hare Intl., returning Sat, Jun 15, priced at $125 found 1 day ago
Delta
Sat, Jul 20 - Tue, Jul 23
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 6 hours ago
$157
Roundtrip
found 6 hours ago
Select Delta flight, departing Sat, Jul 20 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jul 23, priced at $157 found 6 hours ago
United
Sat, Jul 20 - Tue, Jul 23
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 6 hours ago
$157
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Jul 20 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jul 23, priced at $157 found 6 hours ago
American Airlines
Sat, Jul 20 - Tue, Jul 23
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 6 hours ago
$157
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sat, Jul 20 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jul 23, priced at $157 found 6 hours ago
Frontier Airlines
Wed, Jul 3 - Tue, Jul 9
LAS
Harry Reid Intl.
MDW
Midway Intl.
$163 Roundtrip, found 4 days ago
$163
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Jul 3 from Harry Reid Intl. to Midway Intl., returning Tue, Jul 9, priced at $163 found 4 days ago
Frontier Airlines
Tue, Aug 27 - Sat, Aug 31
ONT
Los Angeles - Ontario Intl.
ORD
O'Hare Intl.
$166 Roundtrip, found 7 hours ago
$166
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Tue, Aug 27 from Los Angeles - Ontario Intl. to O'Hare Intl., returning Sat, Aug 31, priced at $166 found 7 hours ago
Sun Country Airlines
Fri, Jul 5 - Mon, Jul 8
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$170 Roundtrip, found 8 hours ago
$170
Roundtrip
found 8 hours ago
Select Sun Country Airlines flight, departing Fri, Jul 5 from Harry Reid Intl. to O'Hare Intl., returning Mon, Jul 8, priced at $170 found 8 hours ago
Frontier Airlines
Sat, Aug 3 - Tue, Aug 13
ONT
Los Angeles - Ontario Intl.
MDW
Midway Intl.
$188 Roundtrip, found 7 hours ago
$188
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sat, Aug 3 from Los Angeles - Ontario Intl. to Midway Intl., returning Tue, Aug 13, priced at $188 found 7 hours ago
JetBlue Airways
Wed, Sep 11 - Sat, Sep 14
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$208 Roundtrip, found 8 hours ago
$208
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Wed, Sep 11 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Sep 14, priced at $208 found 8 hours ago
Frontier Airlines
Sat, Jul 6 - Wed, Jul 10
LAX
Los Angeles Intl.
MDW
Midway Intl.
$233 Roundtrip, found 1 day ago
$233
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jul 6 from Los Angeles Intl. to Midway Intl., returning Wed, Jul 10, priced at $233 found 1 day ago
Alaska Airlines
Wed, Jun 5 - Sat, Jun 15
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$245 Roundtrip, found 1 day ago
$245
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, Jun 5 from Los Angeles Intl. to O'Hare Intl., returning Sat, Jun 15, priced at $245 found 1 day ago

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 September, 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 $75, 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 $75 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
$74

Last Minute Hotel Deals in Chesterton

Baymont by Wyndham New Buffalo
Baymont by Wyndham New Buffalo
2.5 out of 5
18800 Harbor Country Drive, New Buffalo, MI
The price is $72 per night from May 28 to May 29
$72
per night
May 28 - May 29
Book a stay at this business-friendly hotel in New Buffalo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
6.2/10 (1,002 reviews)
"This was a great hotel for the price. It was exactly what I needed...a clean, affordable, comfortable bed for the night and a good breakfast the next morning."

Reviewed on May 15, 2024

Baymont by Wyndham New Buffalo
Best Western Indian Oak
Best Western Indian Oak
2.5 out of 5
558 Indian Boundary Road, Chesterton, IN
The price is $110 per night from May 22 to May 23
$110
per night
May 22 - May 23
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! (981 reviews)
"The pool and sauna was very nice."

Reviewed on May 16, 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! (886 reviews)
"Enjoyed my stay. The room was big and comfortable. I loved that is was off the beaten path with woods all around. Very peaceful. Will definitely stay here again on my next trip to the Dunes."

Reviewed on May 17, 2024

Get rates
Spring House Inn
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! (700 reviews)
"We’ve stayed here many times. The only concern is the sometimes spotty wi-fi. Always comfortable and the wildlife is entertaining, especially the turtles and swallows. Will return."

Reviewed on May 13, 2024

Get rates
Waterbird Lakeside Inn
Hilton Garden Inn Chesterton
Hilton Garden Inn Chesterton
3 out of 5
501 Gateway Boulevard, Chesterton, IN
The price is $122 per night from May 27 to May 28
$122
per night
May 27 - May 28
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! (974 reviews)
"Great hotel! Amenities are a plus they have a laundry room with a large washer and dryer for $2. Staff was sweet and professional, she gave my puppies treats! Rooms are nice and bed is comfortable!"

Reviewed on Apr 15, 2024

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 $105 per night from May 22 to May 23
$105
per night
May 22 - May 23
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! (984 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 $135 per night from May 22 to May 23
$135
per night
May 22 - May 23
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 ...
9.4/10 Exceptional! (3 reviews)
"Beautiful and unique property that is up to date and well kept; very easy in and out."

Reviewed on May 19, 2024

Furness Mansion
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 ...
7.6/10 Good! (1,003 reviews)
Great experience!
"My friends and I were very satisfied with the room accommodations. The front desk customer service was exceptional. We are definitely looking forward to our next visit."

Reviewed on May 16, 2024

Blue Chip Casino Hotel and Spa
See all 1,283 properties in Chesterton
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.