Cheap Flights to Chesterton from $45

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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 $90 and $45 for one-way flights to Chesterton for the period specified. Prices and availability are subject to change. Additional terms apply

Sat, Sep 27 - Mon, Sep 29
LGA
LaGuardia
ORD
O'Hare Intl.
$90 Roundtrip, just found
$90
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Sep 27 from LaGuardia to O'Hare Intl., returning Mon, Sep 29, priced at $90 just found
OriginDestinationTravel DatesFlights From*
LAXChicagoAugust 23 to August 30$130
LAXChicagoAugust 30 to September 2$197
LAXRockfordOctober 24 to October 26$385
FCOChicagoSeptember 26 to October 11$534
CANChicagoOctober 7 to October 14$788
HKGChicagoSeptember 9 to September 16$828
PEKChicagoSeptember 13 to September 19$910
SZXChicagoSeptember 3 to September 10$992
PVGChicagoSeptember 9 to March 3$992
XIYChicagoSeptember 13 to September 17$1,071
CTUChicagoAugust 29 to September 14$1,495
FOCChicagoAugust 3 to August 5$1,570
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LAXChicagoJuly 25 to July 28$300
LAXChicagoJuly 26 to July 30$357
FCOChicagoJuly 26 to August 2$625
PVGChicagoJuly 25 to August 20$1,404
HKGChicagoJuly 25 to August 3$1,439
PEKChicagoJuly 26 to August 7$1,673
*Prices include taxes and fees

Chesterton ORD Flight Information

Traveling to
Chesterton ORD
Lowest Price
$90
Number of Airlines Serving
16
Airlines Serving
Spirit Airlines
Number of Daily Flights
49
Airlines with Direct Flights
American Airlines, Qatar Airways, JAL, Aer Lingus, Emirates, Copa Airlines, Air New Zealand, United Airlines, Alaska Airlines, Cathay Pacific, Turkish Airlines, Royal Jordanian, Iberia, ANA, Lufthansa, British Airways

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
$90 nightly
The price is $101 total per night from Jul 24 to Jul 25
$101 total
Jul 24 - Jul 25
Total includes 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 ...
6.6/10 (312 reviews)
"This Inn is a lovely place with luxurious king beds. It was quite an enjoyable place to stay and all the staff was very friendly. 10/10. No pool but you really can't beat it for the price"

Reviewed on Jul 10, 2025

Fairbridge Inn Express Chesterton
Best Western Indian Oak

Best Western Indian Oak

2.5 out of 5
558 Indian Boundary Road, Chesterton, IN
$110 nightly
The price is $124 total per night from Aug 13 to Aug 14
$124 total
Aug 13 - Aug 14
Total includes taxes and fees
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! (1,004 reviews)
"I liked the small lake by the breakfast dining area and the hotel was very clean and staff was wonderful."

Reviewed on Jul 16, 2025

Best Western Indian Oak
Waterbird Lakeside Inn

Waterbird Lakeside Inn

2 out of 5
556 Indian Boundary Road, Chesterton, IN
$112 nightly
The price is $125 total per night from Jul 27 to Jul 28
$125 total
Jul 27 - Jul 28
Total includes 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! (884 reviews)
"The room was very clean and the ved was extremely comfortable. I loved the view of the lake and the balcony was just big enough for me to do yoga in the morning. Some of the interior could use some replacements and renovations, but it was comfortable and affordable."

Reviewed on Jul 17, 2025

Waterbird 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
$112 nightly
The price is $125 total per night from Jul 27 to Jul 28
$125 total
Jul 27 - Jul 28
Total includes 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! (884 reviews)
"The room was very clean and the ved was extremely comfortable. I loved the view of the lake and the balcony was just big enough for me to do yoga in the morning. Some of the interior could use some replacements and renovations, but it was comfortable and affordable."

Reviewed on Jul 17, 2025

Waterbird 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
$93 nightly
The price is $104 total per night from Aug 21 to Aug 22
$104 total
Aug 21 - Aug 22
Total includes 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! (643 reviews)
"The building isn’t fancy at first glance but inside is very nice and so clean. The staff was very friendly and as a single woman traveling alone I fly very safe there."

Reviewed on Jul 18, 2025

Quality 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
$110 nightly
The price is $124 total per night from Aug 13 to Aug 14
$124 total
Aug 13 - Aug 14
Total includes taxes and fees
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! (1,004 reviews)
"I liked the small lake by the breakfast dining area and the hotel was very clean and staff was wonderful."

Reviewed on Jul 16, 2025

Best 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
$110 nightly
The price is $124 total per night from Aug 13 to Aug 14
$124 total
Aug 13 - Aug 14
Total includes taxes and fees
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! (1,004 reviews)
"I liked the small lake by the breakfast dining area and the hotel was very clean and staff was wonderful."

Reviewed on Jul 16, 2025

Best Western Indian Oak
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

3 out of 5
501 Gateway Boulevard, Chesterton, IN
$125 nightly
The price is $140 total per night from Aug 17 to Aug 18
$140 total
Aug 17 - Aug 18
Total includes 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! (1,001 reviews)
"We loved staying here."

Reviewed on Jun 26, 2025

Hilton 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
$93 nightly
The price is $104 total per night from Aug 21 to Aug 22
$104 total
Aug 21 - Aug 22
Total includes 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! (643 reviews)
"The building isn’t fancy at first glance but inside is very nice and so clean. The staff was very friendly and as a single woman traveling alone I fly very safe there."

Reviewed on Jul 18, 2025

Quality Inn Chesterton near Indiana Dunes National Park I-94
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Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

2 out of 5
713 Plaza Dr., Chesterton, IN
$90 nightly
The price is $101 total per night from Jul 24 to Jul 25
$101 total
Jul 24 - Jul 25
Total includes 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 ...
6.6/10 (312 reviews)
"This Inn is a lovely place with luxurious king beds. It was quite an enjoyable place to stay and all the staff was very friendly. 10/10. No pool but you really can't beat it for the price"

Reviewed on Jul 10, 2025

Fairbridge 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.
HYATT house Chicago/Schaumburg

HYATT house Chicago/Schaumburg

3.5 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Holiday Inn Express & Suites Prospect Heights by IHG

Holiday Inn Express & Suites Prospect Heights by IHG

3 out of 5
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Holiday Inn Chicago North Shore by IHG

Holiday Inn Chicago North Shore by IHG

3 out of 5
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Don't see what you're looking for?
See all available trips from Atlanta to Chesterton
View all trips

Chesterton flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

3 out of 5
per person
Sep 1 - Sep 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Save 100% on your flight
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Don't see what you're looking for?
See all available trips from Atlanta to Chesterton
View all trips

Chesterton flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5 out of 5
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Don't see what you're looking for?
See all available trips from Atlanta to Chesterton
View all trips

Need a Car For After Your Flight?

Special

  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA

$16

$67 total
found 6 hours ago
Special undefined

Midsize

  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA

$17

$69 total
found 6 hours ago
Midsize undefined

Standard

  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA

$18

$71 total
found 6 hours ago
Standard undefined

Compact SUV

  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA

$20

$77 total
found 6 hours ago
Compact SUV undefined
Lowest prices found within the past 6 hours. 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!

*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.