Cheap Flights to Chesterton from $30

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How Much Does it Cost To Fly To Chesterton?

The cheapest prices found with in the last 7 days for return flights were $63 and $30 for one-way flights to Chesterton for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
LAXChicagoDecember 5 to December 13$83
LAXChicagoJanuary 8 to January 12$142
LAXRockfordDecember 10 to December 14$161
FCOChicagoJanuary 16 to January 25$564
CANChicagoDecember 26 to April 24$714
HKGChicagoJanuary 29 to February 19$786
FCOChicagoDecember 23 to January 6$893
PEKChicagoNovember 22 to December 5$916
PVGChicagoDecember 15 to December 31$997
FOCChicagoDecember 25 to December 29$1,005
CTUChicagoNovember 20 to November 24$1,020
SZXChicagoNovember 17 to November 24$1,162
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LAXChicagoNovember 15 to November 18$171
LAXChicagoNovember 16 to November 20$342
FCOChicagoNovember 14 to November 27$648
LAXRockfordNovember 14 to November 16$757
HKGChicagoNovember 14 to November 17$877
PEKChicagoNovember 15 to December 8$919
PVGChicagoNovember 16 to December 1$1,118
*Prices include taxes and fees

Chesterton Flight Information

Traveling to
Chesterton
Lowest Price
$63
Number of Airlines Serving
Airlines Serving
Frontier Airlines, Spirit Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Chesterton Accommodation Deals

Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

2 out of 5
713 Plaza Dr., Chesterton, IN
$89 nightly
The price is $100 total per night from Nov 11 to Nov 12
$100 total
Nov 11 - Nov 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesterton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
6.8/10 (339 reviews)
Staff was amazing. Debbie was super friendly and helpful when I locked myself out.

Reviewed on Nov 2, 2025

Opens in a new windowFairbridge Inn Express Chesterton
Best Western Indian Oak

Best Western Indian Oak

2.5 out of 5
558 Indian Boundary Road, Chesterton, IN
$93 nightly
The price is $105 total per night from Nov 17 to Nov 18
$105 total
Nov 17 - Nov 18
Total with taxes and fees
Stay at this hotel in Chesterton. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,001 reviews)
Though the buildings decor may be a little dated it was one of the cleanest hotels I've stayed at all appliances were in the room and working normally they say refrigerator in room and don't have 1 but indian oak delivered on theirs!! Close to the interstate and places to shop also 2 minutes from ...

Reviewed on Nov 8, 2025

Opens in a new windowBest Western Indian Oak
Waterbird Lakeside Inn

Waterbird Lakeside Inn

2 out of 5
556 Indian Boundary Road, Chesterton, IN
$90 nightly
The price is $101 total per night from Nov 11 to Nov 12
$101 total
Nov 11 - Nov 12
Total with taxes and fees
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! (977 reviews)
The room was so clean and spacious. The view was spectacular! The color of the fall leaves, the refraction of the sun off the lake. Morning dew rolling across the lake. Extremely quiet,in November. A Zen two day retreat. Highly recommended! Mental vacations are a necessity.

Reviewed on Nov 9, 2025

Opens in a new windowWaterbird Lakeside Inn
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.

Luxury Hotels in Chesterton

Waterbird Lakeside Inn

Waterbird Lakeside Inn

2 out of 5
556 Indian Boundary Road, Chesterton, IN
$90 nightly
The price is $101 total per night from Nov 11 to Nov 12
$101 total
Nov 11 - Nov 12
Total with taxes and fees
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! (977 reviews)
The room was so clean and spacious. The view was spectacular! The color of the fall leaves, the refraction of the sun off the lake. Morning dew rolling across the lake. Extremely quiet,in November. A Zen two day retreat. Highly recommended! Mental vacations are a necessity.

Reviewed on Nov 9, 2025

Opens in a new windowWaterbird Lakeside Inn
Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

2.5 out of 5
418 Council Road, Chesterton, IN
$78 nightly
The price is $88 total per night from Dec 11 to Dec 12
$88 total
Dec 11 - Dec 12
Total with taxes and fees
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! (707 reviews)
Five stars for the great staff! I wish there handnt been mold in the tub grout. One minor annoyance that I didn’t bring up since I was there for a short time is that when the fan isn’t set to continuous, it squeals when it shuts off and sounds like someone coming in a door. Just FYI—I think the water ...

Reviewed on Oct 30, 2025

Opens in a new windowQuality Inn Chesterton near Indiana Dunes National Park I-94
Best Western Indian Oak

Best Western Indian Oak

2.5 out of 5
558 Indian Boundary Road, Chesterton, IN
$93 nightly
The price is $105 total per night from Nov 17 to Nov 18
$105 total
Nov 17 - Nov 18
Total with taxes and fees
Stay at this hotel in Chesterton. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,001 reviews)
Though the buildings decor may be a little dated it was one of the cleanest hotels I've stayed at all appliances were in the room and working normally they say refrigerator in room and don't have 1 but indian oak delivered on theirs!! Close to the interstate and places to shop also 2 minutes from ...

Reviewed on Nov 8, 2025

Opens in a new windowBest Western Indian Oak
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.

Family Friendly Hotels in Chesterton

Best Western Indian Oak

Best Western Indian Oak

2.5 out of 5
558 Indian Boundary Road, Chesterton, IN
$93 nightly
The price is $105 total per night from Nov 17 to Nov 18
$105 total
Nov 17 - Nov 18
Total with taxes and fees
Stay at this hotel in Chesterton. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,001 reviews)
Though the buildings decor may be a little dated it was one of the cleanest hotels I've stayed at all appliances were in the room and working normally they say refrigerator in room and don't have 1 but indian oak delivered on theirs!! Close to the interstate and places to shop also 2 minutes from ...

Reviewed on Nov 8, 2025

Opens in a new windowBest Western Indian Oak
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

3 out of 5
501 Gateway Boulevard, Chesterton, IN
$114 nightly
The price is $128 total per night from Nov 23 to Nov 24
$128 total
Nov 23 - Nov 24
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Chesterton. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.6/10 Excellent! (1,011 reviews)
👍

Reviewed on Oct 31, 2025

Opens in a new windowHilton Garden Inn Chesterton
Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

2.5 out of 5
418 Council Road, Chesterton, IN
$78 nightly
The price is $88 total per night from Dec 11 to Dec 12
$88 total
Dec 11 - Dec 12
Total with taxes and fees
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! (707 reviews)
Five stars for the great staff! I wish there handnt been mold in the tub grout. One minor annoyance that I didn’t bring up since I was there for a short time is that when the fan isn’t set to continuous, it squeals when it shuts off and sounds like someone coming in a door. Just FYI—I think the water ...

Reviewed on Oct 30, 2025

Opens in a new windowQuality Inn Chesterton near Indiana Dunes National Park I-94
Save an average of 15% on thousands of hotels when you're signed in
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

2 out of 5
713 Plaza Dr., Chesterton, IN
$89 nightly
The price is $100 total per night from Nov 11 to Nov 12
$100 total
Nov 11 - Nov 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesterton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
6.8/10 (339 reviews)
Staff was amazing. Debbie was super friendly and helpful when I locked myself out.

Reviewed on Nov 2, 2025

Opens in a new windowFairbridge Inn Express 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.

Best Chesterton Flight and Hotel Packages

Chesterton flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Hotel Versey Chicago Lincoln Park
Hotel Riu Plaza Chicago
Chicago Athletic Association, a Hyatt Hotel
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Need a Car For After Your Flight?

Lowest prices found within the past 3 days. Prices and availability subject to change. Additional terms may apply.

Plane Tickets To Chesterton

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Chesterton. Browse through our inventory to explore a wide range of cheap flights to Chesterton to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Chesterton as you anxiously await to exit the plane and explore what Chesterton has to offer. Considering all the amazing local food and culture in Chesterton, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Chesterton to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Chesterton without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Chesterton with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Chesterton today!

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.