Flights To Porter County - Cheap Flights Starting at CA $167

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Porter County's top cities

A lighthouse at sunset with a colorful sky and calm water.

Portage

Flights
Portage

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.

Thu, Sep 24 - Mon, Sep 28
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
CA $320 Roundtrip, just found
CA $320
Roundtrip
just found
Select Porter Airlines flight, departing Thu, Sep 24 from Billy Bishop Toronto City to Midway Intl., returning Mon, Sep 28, priced at CA $320 just found
Tue, Jan 5 - Wed, Jan 6
BUF
Buffalo Niagara Intl.
MDW
Midway Intl.
CA $328 Roundtrip, found 1 day ago
CA $328
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jan 5 from Buffalo Niagara Intl. to Midway Intl., returning Wed, Jan 6, priced at CA $328 found 1 day ago
Sun, Sep 27 - Wed, Sep 30
YYZ
Pearson Intl.
MDW
Midway Intl.
CA $340 Roundtrip, found 2 hours ago
CA $340
Roundtrip
found 2 hours ago
Select Delta flight, departing Sun, Sep 27 from Pearson Intl. to Midway Intl., returning Wed, Sep 30, priced at CA $340 found 2 hours ago
Sat, Sep 12 - Tue, Sep 15
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
CA $364 Roundtrip, found 1 day ago
CA $364
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 12 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Sep 15, priced at CA $364 found 1 day ago
Mon, Mar 15 - Mon, Mar 29
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
CA $372 Roundtrip, found 6 days ago
CA $372
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Mar 15 from Newark Liberty Intl. Airport to Midway Intl., returning Mon, Mar 29, priced at CA $372 found 6 days ago
Wed, Oct 21 - Sat, Oct 24
BTV
Burlington Intl.
MDW
Midway Intl.
CA $414 Roundtrip, found 3 days ago
CA $414
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Oct 21 from Burlington Intl. to Midway Intl., returning Sat, Oct 24, priced at CA $414 found 3 days ago
Sat, Sep 26 - Tue, Sep 29
YUL
Pierre Elliott Trudeau Intl.
MDW
Midway Intl.
CA $445 Roundtrip, found 22 hours ago
CA $445
Roundtrip
found 22 hours ago
Select Porter Airlines flight, departing Sat, Sep 26 from Pierre Elliott Trudeau Intl. to Midway Intl., returning Tue, Sep 29, priced at CA $445 found 22 hours ago
Fri, Apr 16 - Sun, Apr 18
DTW
Detroit Metropolitan Wayne County
MDW
Midway Intl.
CA $479 Roundtrip, found 3 days ago
CA $479
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Apr 16 from Detroit Metropolitan Wayne County to Midway Intl., returning Sun, Apr 18, priced at CA $479 found 3 days ago
OriginDestinationTravel datesFlights from*
MSPChicagoSeptember 12 to September 19CA $192
ATLChicagoSeptember 12 to September 15CA $364
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
The Emily Hotel
4.0-star property

The Emily Hotel

Oct 11 - Oct 14

3 night stay

Toronto (YTO) to Chicago (ORD)

Porter Airlines • Roundtrip • Coach
Price was CA $2,031, price is now CA $1,459 per person
CA $1,459
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Sep 14 - Sep 17

3 night stay

Hamilton (YHM) to Chicago (ORD)

Air Canada • Non-stop roundtrip • Coach
Price was CA $2,991, price is now CA $2,090 per person
CA $2,090
per person
just found
Four Seasons Hotel Chicago
5.0-star property

Four Seasons Hotel Chicago

Oct 11 - Oct 14

3 night stay

Toronto (YTO) to Chicago (ORD)

Porter Airlines • Roundtrip • Coach
Price was CA $3,169, price is now CA $2,256 per person
CA $2,256
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Toronto to Porter County
View all trips

Travelers ❤️ These Porter County 🏨

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.
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.
8.8/10 Excellent! (1,024 reviews)
"Spring House Inn is definitely somewhere that my family will stay again. It was clean, the staff was friendly, breakfast was good and we loved that we had a balcony, even on the ground floor! It has a nice pool with a whirlpool and sauna. It is an older building, but is well kept. There are plenty ..."

Reviewed on Aug 21, 2026

Opens in a new windowSpring House Inn
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
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.
Opens in a new windowComfort Inn & Suites Porter near Indiana Dunes
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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.
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.

Frequently asked questions

How much is the cheapest flight to Porter County?
A roundtrip flight to Porter County cost as little as CA $192 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 September. 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 $192. 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 $192 and CA $479. 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.