$50 Cheap United flights from Pittsburgh to Chicago (PIT to ORD)

Find The Best Day To Fly from Pittsburgh to Chicago

Amazing United PIT to ORD Flight Deals

The cheapest flights to O'Hare Intl. found within the past 7 days were $103 round trip and $50 one way. Prices and availability subject to change. Additional terms may apply.

Wed, Nov 5 - Sat, Nov 8
PIT
Pittsburgh
ORD
Chicago
$103 Roundtrip, found 2 days ago
$103
Roundtrip
found 2 days ago
Select United flight, departing Wed, Nov 5 from Pittsburgh to Chicago, returning Sat, Nov 8, priced at $103 found 2 days ago
Wed, Nov 5 - Sat, Nov 8
PIT
Pittsburgh
ORD
Chicago
$111 Roundtrip, found 2 days ago
$111
Roundtrip
found 2 days ago
Select United flight, departing Wed, Nov 5 from Pittsburgh to Chicago, returning Sat, Nov 8, priced at $111 found 2 days ago
Tue, Oct 28 - Wed, Oct 29
PIT
Pittsburgh
ORD
Chicago
$115 Roundtrip, found 4 days ago
$115
Roundtrip
found 4 days ago
Select United flight, departing Tue, Oct 28 from Pittsburgh to Chicago, returning Wed, Oct 29, priced at $115 found 4 days ago
Sun, Nov 2 - Tue, Nov 4
PIT
Pittsburgh
ORD
Chicago
$119 Roundtrip, found 2 days ago
$119
Roundtrip
found 2 days ago
Select United flight, departing Sun, Nov 2 from Pittsburgh to Chicago, returning Tue, Nov 4, priced at $119 found 2 days ago
Wed, Nov 19 - Sat, Dec 6
PIT
Pittsburgh
ORD
Chicago
$127 Roundtrip, found 6 days ago
$127
Roundtrip
found 6 days ago
Select United flight, departing Wed, Nov 19 from Pittsburgh to Chicago, returning Sat, Dec 6, priced at $127 found 6 days ago
Wed, Nov 5 - Sat, Nov 8
PIT
Pittsburgh
ORD
Chicago
$142 Roundtrip, found 2 days ago
$142
Roundtrip
found 2 days ago
Select United flight, departing Wed, Nov 5 from Pittsburgh to Chicago, returning Sat, Nov 8, priced at $142 found 2 days ago
Wed, Nov 5 - Sat, Nov 8
PIT
Pittsburgh
ORD
Chicago
$144 Roundtrip, found 2 days ago
$144
Roundtrip
found 2 days ago
Select United flight, departing Wed, Nov 5 from Pittsburgh to Chicago, returning Sat, Nov 8, priced at $144 found 2 days ago

ORD From PIT Economy Coach Packages on Similar Airlines

Price found within the past 48 hours. Click for updated prices.
Sonesta Chicago O'Hare Airport Rosemont

Sonesta Chicago O'Hare Airport Rosemont

3 out of 5
Price was $641, price is now $511 per person
$511
per person
Oct 26 - Oct 30
found 3 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Chicago (ORD)
Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop

3 out of 5
Price was $928, price is now $727 per person
$727
per person
Oct 2 - Oct 6
found 19 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Chicago (ORD)
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
Price was $949, price is now $773 per person
$773
per person
Oct 26 - Oct 30
found 3 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Chicago (ORD)
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Frequently asked questions

Can I catch a flight from Pittsburgh Airport to O'Hare Intl. Airport (ORD) right now?
For info on any present O'Hare Intl. Airport (ORD) travel advice and quarantine requirements, visit our Covid-19 Travel Advisor. Look before you arrange your flight, so you don't get caught out.
What terminal is United Airlines at Pittsburgh Intl. Airport (PIT)?
While we can't say for certain which terminal your United Airlines flight from Pittsburgh Intl. Airport (PIT) to O'Hare Airport will depart from, we can tell you that you'll probably be jumping off the plane at terminal 2.
Are there United Airlines non-stop flights from PIT to ORD?
If you need to get from Pittsburgh Airport to ORD and prefer to fly direct, United Airlines can help you out. Book your ticket now and you'll be landing at the other end before long.
How long is a United Airlines flight from PIT to ORD?
No annoying jet lag, no aching legs — there's a whole lot to love about short-haul flights. If you're jetting off with United Airlines from PIT to ORD, the trip will fly by in about 3 hours and 6 minutes.
What type of aircraft does United Airlines fly from PIT to ORD?
The Embraer 175 and the Boeing 737-900 are the aircraft models generally flown by United Airlines between PIT and ORD.
How many direct and indirect flights does United Airlines fly from PIT to ORD?
United Airlines operates approximately 6 flights daily from Pittsburgh Airport to ORD.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to O'Hare Airport, please visit our Customer Service Portal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Discover our best United flight from Pittsburgh PIT to Chicago ORD 

To find the best deals on flights to Pittsburgh from Chicago with United, just enter your travel dates, filter by United, and hit search. You’ll find 7 flights to choose from and can sort by price, flight duration, and arrival or departure time.  

 

Return flights from Pittsburgh PIT to Chicago ORD with United 

If you’re planning a round trip, booking return flights with United is usually the most cost-effective option. With airfares ranging from $103 to $144, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way United flights from Pittsburgh PIT to Chicago ORD 

A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way United flight from Pittsburgh to Chicago costs from $50. Prices and availability subject to change. Additional terms may apply. 

 

The easy way to find cheap flights to Chicago ORD from  Pittsburgh PIT with United 

To find a cheap United flight from Pittsburgh PIT to Chicago ORD, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference. 

 

How to find our best airfare deals on United flights from Pittsburgh PIT to Chicago ORD 

If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as November, or if you book a flight with a stopover. 

 

Find nonstop flights from Pittsburgh PIT to Chicago ORD with United 

If you’re keen to be on Chicago soil fast, don’t waste time with a stopover—filter your search results to show direct United flights only. The journey takes around 0 hour(s) 17 min(s) – so you’ll be there before you know it. 

 

Flexible airline tickets for United flights from Pittsburgh PIT to Chicago ORD 

Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.  

 

There are a lot of reasons to book your flights to Chicago ORD from  Pittsburgh PIT with United on Travelocity 

At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.

United Airports
Hop on a(n) United flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
ORDUSAO'Hare Intl.227
DENUSADenver Intl.226
IAHUSAGeorge Bush Intercontinental136
IADUSAWashington Dulles Intl.100
SFOUSASan Francisco Intl.64
LAXUSALos Angeles Intl.23
EWRUSALiberty Intl.20
FRADEUFrankfurt Intl.19
NRTJPNNarita Intl.19
PEKCHNCapital Intl.16

Travelers ❤️ these 🏨 after their flight to Chicago

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
8.2/10 Very Good! (2,113 reviews)
"Our room showed a little wear, mostly in the bathroom from water damage to the door, but we were very comfortable and slept well."

Reviewed on Sep 8, 2025

Hilton Chicago O'Hare Airport
La Quinta by Wyndham Chicago O'Hare Airport

La Quinta by Wyndham Chicago O'Hare Airport

3 out of 5
6860 Mannheim Rd, Rosemont, IL
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and a free airport shuttle. Business travelers can take advantage of ...
8.2/10 Very Good! (1,916 reviews)
"George the evening manager was awesome."

Reviewed on Sep 9, 2025

La Quinta by Wyndham Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and ...
8.6/10 Excellent! (1,945 reviews)
"Easy check in and friendly staff"

Reviewed on Sep 9, 2025

Hyatt Regency O'Hare Chicago
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.
*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.