Flights To Porter County - Cheap Flights Starting at CA $190

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Flights
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How Much Does it Cost To Fly To Porter County?

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

Wed, Jul 29 - Tue, Aug 11
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
CA $333 Roundtrip, just found
CA $333
Roundtrip
just found
Select Porter Airlines flight, departing Wed, Jul 29 from Billy Bishop Toronto City to Midway Intl., returning Tue, Aug 11, priced at CA $333 just found
Thu, Aug 6 - Sun, Aug 16
YYZ
Pearson Intl.
MDW
Midway Intl.
CA $354 Roundtrip, found 1 hour ago
CA $354
Roundtrip
found 1 hour ago
Select Delta flight, departing Thu, Aug 6 from Pearson Intl. to Midway Intl., returning Sun, Aug 16, priced at CA $354 found 1 hour ago
Wed, Aug 26 - Thu, Aug 27
BUF
Buffalo Niagara Intl.
MDW
Midway Intl.
CA $395 Roundtrip, found 5 days ago
CA $395
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Aug 26 from Buffalo Niagara Intl. to Midway Intl., returning Thu, Aug 27, priced at CA $395 found 5 days ago
Tue, Jul 28 - Wed, Aug 5
YUL
Pierre Elliott Trudeau Intl.
MDW
Midway Intl.
CA $429 Roundtrip, found 5 days ago
CA $429
Roundtrip
found 5 days ago
Select Porter Airlines flight, departing Tue, Jul 28 from Pierre Elliott Trudeau Intl. to Midway Intl., returning Wed, Aug 5, priced at CA $429 found 5 days ago
Fri, Aug 21 - Sat, Aug 22
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
CA $458 Roundtrip, found 2 days ago
CA $458
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Aug 21 from Minneapolis - St. Paul Intl. to Midway Intl., returning Sat, Aug 22, priced at CA $458 found 2 days ago
Fri, Jul 31 - Mon, Aug 10
YHZ
Stanfield Intl.
MDW
Midway Intl.
CA $473 Roundtrip, found 6 days ago
CA $473
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Fri, Jul 31 from Stanfield Intl. to Midway Intl., returning Mon, Aug 10, priced at CA $473 found 6 days ago
Sat, Oct 10 - Tue, Oct 20
COS
Colorado Springs
MDW
Midway Intl.
CA $512 Roundtrip, found 1 day ago
CA $512
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 10 from Colorado Springs to Midway Intl., returning Tue, Oct 20, priced at CA $512 found 1 day ago
Wed, Sep 30 - Tue, Oct 6
YVR
Vancouver Intl.
MDW
Midway Intl.
CA $514 Roundtrip, found 3 days ago
CA $514
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Sep 30 from Vancouver Intl. to Midway Intl., returning Tue, Oct 6, priced at CA $514 found 3 days ago
OriginDestinationTravel datesFlights from*
ATLChicagoOctober 10 to October 11CA $364
MSPChicagoAugust 21 to August 22CA $458
FLLChicagoJuly 31 to August 4CA $535
LAXChicagoAugust 19 to August 26CA $562
DENChicagoAugust 6 to August 9CA $725
MCOChicagoJuly 31 to August 2CA $888
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
FLLChicagoJuly 10 to July 12CA $974
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

Sep 24 - Sep 28

4 night stay

Hamilton (YHM) to Chicago (ORD)

Air Canada • Non-stop roundtrip • Coach
Price was CA $1,483, price is now CA $994 per person
CA $994
per person
found 1 day ago
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

Sep 16 - Sep 22

6 night stay

Edmonton (YEG) to Chicago (ORD)

United • Non-stop • Coach

Chicago (ORD) to Edmonton (YEG)

Air Canada • Non-stop • Coach
Price was CA $8,482, price is now CA $5,353 per person
CA $5,353
per person
found 13 hours ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Sep 16 - Sep 20

4 night stay

Toronto (YTO) to Chicago (ORD)

Porter Airlines • Roundtrip • Coach
Price was CA $2,565, price is now CA $1,710 per person
CA $1,710
per person
found 1 day ago
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Travelers ❤️ These Porter County 🏨

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 helpful staff and the clean rooms in our reviews. Popular attractions Indiana Dunes National Park and Indiana Dunes State Park are located nearby.
8.2/10 Very good! (1,004 reviews)
"Stayed one night of our road trip. Had a balcony room. The balcony was full of spiderwebs and not well maintained. The room itself was clean and comfortable. Gave four stars because of the balcony."

Reviewed on Jul 2, 2026

Opens in a new windowWaterbird Lakeside Inn
Best Western Indian Oak

Best Western Indian Oak

2.5 out of 5
558 Indian Boundary Road Chesterton IN
Stay at this hotel in Chesterton. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Indiana Dunes National Park and Indiana Dunes State Park are located nearby.
8.6/10 Excellent! (1,006 reviews)
"Housekeeping could have been better, but beautiful location on a pond with an easy drive to the Indiana Dunes."

Reviewed on Jul 7, 2026

Opens in a new windowBest 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 rooms in our reviews. Popular attractions Indiana Dunes National Park and Indiana Dunes State Park are located nearby.
9/10 Wonderful! (1,005 reviews)
"“A Woodsy Retreat”… Great location if you’re wanting to explore the National Park. No elevator to the upstairs made it hard for a young family to stay and bring everything into the room. Better suited for couples. The pool was nice, and breakfast was good. The back patios were too buggy in the summer ..."

Reviewed on Jul 7, 2026

Opens in a new windowSpring House Inn
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Furness Mansion

Furness Mansion

2 out of 5
1491 N Furnleigh Ln Chesterton IN
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 State Park are located nearby.
8.8/10 Excellent! (69 reviews)
"this was more like an Air B&B experience than a hotel experience. Very comfortable beds and bedding, beautiful property, friendly communication with host."

Reviewed on Jun 25, 2026

Opens in a new windowFurness Mansion
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.

Frequently asked questions

How much is the cheapest flight to Porter County?
A roundtrip flight to Porter County cost as little as CA $333 during the last seven days. Once you've decided on your travel dates, we'll help you land a fantastic deal. This price was available on Travelocity for flights to Porter County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Porter County?
For the best chance at grabbing a superb flight deal, organize your getaway sometime in July. Based on Travelocity's direct flight demand from January to December last year, it's the most affordable period to fly to Porter County.
How can I check my flight status to Porter County?
"Trips" is your one-stop shop when it comes to information related to your flight to Porter County. Travelocity's handy portal lets you organize everything in the same place, from checking the status of your flight to making updates to your booking. Click on Trips at the top right of the Travelocity homepage and then sign in or create a free account. Or, download the Travelocity app and access your information on the go. Whether you have the family flying with you or you're on your own, all your bookings are right there in your grasp.
How do I find the best deals on flights to Porter County?
It's better to book ahead of time, and if possible, avoid flying during high season. Another great way to save is by clicking the "Flexible dates" box at the top of the page after searching for your flights. This will reveal ticket prices for nearby days. In the last seven days, the best price for a roundtrip flight to Porter County was CA $333. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Porter County with Travelocity?
Look for cheap flights to Porter County with Travelocity and begin planning your next getaway. With round-the-clock personal assistance throughout every step of the process and a Price Match Guarantee, we take the stress out of securing cheap family flights, hotels, experiences and more. Pick up a superb deal today and prepare for a wonderful adventure.
What are the most popular flight routes to Porter County?
Take a look at these main flight routes to Porter County and start organizing your next vacation:

  • Denver, CO (DEN-Denver Intl.) to O'Hare Intl. Airport (ORD) - 4,203 flights a month.
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to O'Hare Intl. Airport (ORD) - 4,155 flights a month.
  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 4,138 flights a month.

How much is a flight to Porter County on average?
Based on prices found over the last seven days, roundtrip flights to Porter County cost between CA $333 and CA $974. Whenever you're ready to jet off, Travelocity will help you find a fare that won't blow your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.