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Chesterton Flights as Low as $56
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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 April, 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 $56, 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 $56 right now, why wait?
Destination airport | O'Hare Intl. |
|---|---|
Destination airport IATA code | ORD |
Roundtrip price | $56 |
Last Minute Hotel Deals in Chesterton
Comfort Inn & Suites Porter near Indiana Dunes
It was great for a cheap hotel! Good hot tub and pool. Good free waffles and breakfast. Good rooms. The only thing was the tv was broken in a few rooms but that was just because a football team recently came through. They kindly let us switch rooms so we had a working Tv :)
Reviewed on Feb 24, 2026
Spring House Inn
This is a super cute Inn nestled in some woods. We were greeted by a family of deer right outside our room. Room was clean, quiet and affordable! Felt more like a State Park Inn.
Reviewed on Feb 16, 2026
Waterbird Lakeside Inn
Things were okay.
Reviewed on Feb 20, 2026
Best Western Indian Oak
Clean rooms but hotel getting ready for renovation. Loud noises at 8 am.
Reviewed on Feb 23, 2026
Hilton Garden Inn Chesterton
Blue Chip Casino Hotel and Spa
Great hospitality, room was nice and clean and the bed was very comfortable.
Reviewed on Feb 24, 2026
Four Winds Casino Resort – New Buffalo
first a asked for a upgrade and they gave me one the room was absolutely beautiful and spotless; the staff was really really good i will return
Reviewed on Feb 24, 2026
Motel 6 Hammond, IN - Chicago Area
The front counter dude was real nice and the room ok took for a long time for the water to get hot
Reviewed on Feb 8, 2026
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