$77 Cheap flight deals from Chicago (CHI) to Cortland (BGM)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Chicago to Cortland

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Nov 8 - Sun, Nov 23
ORD
O'Hare Intl.
SYR
Hancock Intl.
$285 Roundtrip, found 2 days ago
$285
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Nov 8 from O'Hare Intl. to Hancock Intl., returning Sun, Nov 23, priced at $285 found 2 days ago
Sat, Nov 8 - Fri, Nov 21
ORD
O'Hare Intl.
BGM
Greater Binghamton
$413 Roundtrip, found 6 days ago
$413
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Nov 8 from O'Hare Intl. to Greater Binghamton, returning Fri, Nov 21, priced at $413 found 6 days ago

Airfares from $77 One Way, $199 Round Trip from Chicago to Cortland

Prices starting at $199 for return flights and $77 for one-way flights to Cortland were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Jan 26 - Thu, Jan 29
ORD
Chicago
SYR
Syracuse
$199 Roundtrip, found 4 days ago
$199
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Jan 26 from Chicago to Syracuse, returning Thu, Jan 29, priced at $199 found 4 days ago
Mon, Jan 26 - Thu, Jan 29
ORD
Chicago
SYR
Syracuse
$208 Roundtrip, found 4 days ago
$208
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Jan 26 from Chicago to Syracuse, returning Thu, Jan 29, priced at $208 found 4 days ago
Tue, Nov 25 - Sat, Nov 29
ORD
Chicago
SYR
Syracuse
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago
Select United flight, departing Tue, Nov 25 from Chicago to Syracuse, returning Sat, Nov 29, priced at $209 found 1 day ago
Sat, Nov 22 - Sun, Nov 23
ORD
Chicago
SYR
Syracuse
$213 Roundtrip, found 3 days ago
$213
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Nov 22 from Chicago to Syracuse, returning Sun, Nov 23, priced at $213 found 3 days ago
Mon, Jan 26 - Thu, Jan 29
ORD
Chicago
SYR
Syracuse
$214 Roundtrip, found 4 days ago
$214
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Jan 26 from Chicago to Syracuse, returning Thu, Jan 29, priced at $214 found 4 days ago

Cortland economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Penn Yan
2.5-star property

Hampton Inn Penn Yan

9.4/10 Exceptional! (1,012 reviews)

Dec 13 - Dec 15

2 night stay

Chicago (CHI) to Ithaca (ITH)

United • Non-stop • Coach

Ithaca (ITH) to Chicago (CHI)

Delta • Non-stop • Coach
Price was $483, price is now $470 per person
$470
per person
found 8 hours ago
The lake view was awesome. The staff was exceptional. The experience was wonderful.

Reviewed on Oct 7, 2025

Inns of Aurora Resort & Spa
4.5-star property

Inns of Aurora Resort & Spa

9.8/10 Exceptional! (417 reviews)

Dec 13 - Dec 15

2 night stay

Chicago (CHI) to Ithaca (ITH)

United • Non-stop • Coach

Ithaca (ITH) to Chicago (CHI)

Delta • Non-stop • Coach
Price was $703, price is now $597 per person
$597
per person
found 8 hours ago
Absolutely perfect in everyway. We biked, kyaked, fabulous lunches, met friends, played tennis, wine tastings daily and just a 20 minute drive to Auburn - Incredible Broadway Show - Barnum Can't say enough about the beauty of these Inns the views

Reviewed on Jul 30, 2025

Geneva On The Lake
3.0-star property

Geneva On The Lake

8.8/10 Excellent! (301 reviews)

Dec 13 - Dec 15

2 night stay

Chicago (CHI) to Ithaca (ITH)

United • Non-stop • Coach

Ithaca (ITH) to Chicago (CHI)

Delta • Non-stop • Coach
Price was $638, price is now $586 per person
$586
per person
found 8 hours ago
The piano player during dinner was the best! My dinner was exceptional I ordered the special that night. The staff were friendly and accommodating. Our room had roses and chocolate covered strawberries to celebrate our anniversary. The grounds are beautiful, picture perfect. The highlight was sitting on the bluff and watching the sunrise. We grabbed a coffee and apple bread from the parlor at 6:30 and went straight out to watch the sunrise over the Seneca Lake and it was perfect. My only disappointment was that so much of the interior of the home had been gutted and lost to make room for hotel rooms. I had my heart set on seeing a grand stair case or large dinning room or something from the historical period that it was built in. Sadly there was very little to see. Still I think I will be back. That sunrise got me! It is the perfect location.

Reviewed on Oct 26, 2021

Don't see what you're looking for?
See all available trips from Chicago to Cortland
View all trips

More About Flying To Cortland from Chicago

Route Information for Flights from Chicago to Cortland

Origin Airport IATA Code
CHI
Destination Airport IATA Code
BGM
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Cortland

Grab great fares on Chicago to Cortland flights with Orbitz, your #1 source for discount international and domestic air tickets. Our cutting-edge mobile tools and great online search functionality make booking your next budget trip a breeze.

Mobile Apps for Exclusive Deals on Flights From Chicago to Cortland

You don’t have to sit down at a computer to find the latest flight bargains. Orbitz offers a mobile app for Android, iPhone, and tablet devices, which will keep you alert to fantastic fares, hotel discounts, and more great savings. The app gives you real-time low fares for flights from Chicago to Cortland and lets you book your hotel room with a few simple clicks.

Find Your Chicago to Cortland Flights, Car, and Hotel in One Place

Orbitz gives you the latest deals on air fares, hotels, cruises, and car rentals at up to 50% off. Booking your flights from Chicago to Cortland is easy whether you are using a computer, with the Orbitz mobile app, or through m.orbitz.com on your mobile device’s Web browser.

Stay Informed on Your Trip

Orbitz sends you alerts about the latest updates to your Chicago to Cortland flights, such as delays. Receive the updates via your email or mobile phone. Use the Orbitz app to stay updated on your flight status and baggage claim details.

Earn Miles for Flights From Chicago to Cortland

On qualified flights, add your frequent flyer number to your booking to get miles or points for your trip.

More Destinations

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.