$105 Cheap Flights from Pittsburgh to Chicago

Wander Wisely with exceptional service, 24/7 support

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

Change your flight without a fee on select flights

Find The Best Dates To Fly from Pittsburgh Intl. to O'Hare Intl.

Amazing PIT to ORD Flight Deals

The cheapest flights to O'Hare Intl. found within the past 7 days were $221 round trip and $105 one way. Prices and availability subject to change. Additional terms may apply.

Sun, Sep 3
PIT
Pittsburgh
ORD
Chicago
$105 One way, found 14 hours ago
$105
One way
found 14 hours ago
Select JetBlue Airways flight, departing Sun, Sep 3 from Pittsburgh to Chicago, priced at $105 found 14 hours ago
Tue, Sep 12
PIT
Pittsburgh
ORD
Chicago
$130 One way, found 6 days ago
$130
One way
found 6 days ago
Select JetBlue Airways flight, departing Tue, Sep 12 from Pittsburgh to Chicago, priced at $130 found 6 days ago
Tue, Sep 26
PIT
Pittsburgh
ORD
Chicago
$131 One way, found 4 days ago
$131
One way
found 4 days ago
Select JetBlue Airways flight, departing Tue, Sep 26 from Pittsburgh to Chicago, priced at $131 found 4 days ago
Sun, Aug 27
PIT
Pittsburgh
ORD
Chicago
$134 One way, found 6 days ago
$134
One way
found 6 days ago
Select Sun Country Airlines flight, departing Sun, Aug 27 from Pittsburgh to Chicago, priced at $134 found 6 days ago
Mon, Jul 10
PIT
Pittsburgh
ORD
Chicago
$137 One way, just found
$137
One way
just found
Select Sun Country Airlines flight, departing Mon, Jul 10 from Pittsburgh to Chicago, priced at $137 just found
Mon, Aug 14
PIT
Pittsburgh
ORD
Chicago
$139 One way, found 4 days ago
$139
One way
found 4 days ago
Select Sun Country Airlines flight, departing Mon, Aug 14 from Pittsburgh to Chicago, priced at $139 found 4 days ago
Sun, Aug 6
PIT
Pittsburgh
ORD
Chicago
$147 One way, found 21 hours ago
$147
One way
found 21 hours ago
Select Sun Country Airlines flight, departing Sun, Aug 6 from Pittsburgh to Chicago, priced at $147 found 21 hours ago
Mon, Jul 10
PIT
Pittsburgh
ORD
Chicago
$149 One way, just found
$149
One way
just found
Select Sun Country Airlines flight, departing Mon, Jul 10 from Pittsburgh to Chicago, priced at $149 just found
Mon, Jul 3
PIT
Pittsburgh
ORD
Chicago
$151 One way, found 16 hours ago
$151
One way
found 16 hours ago
Select Spirit Airlines flight, departing Mon, Jul 3 from Pittsburgh to Chicago, priced at $151 found 16 hours ago
Fri, Aug 11
PIT
Pittsburgh
ORD
Chicago
$152 One way, found 1 day ago
$152
One way
found 1 day ago
Select Sun Country Airlines flight, departing Fri, Aug 11 from Pittsburgh to Chicago, priced at $152 found 1 day ago
Tue, Jul 11 - Tue, Jul 18
PIT
Pittsburgh
ORD
Chicago
$221 Roundtrip, found 1 day ago
$221
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jul 11 from Pittsburgh to Chicago, returning Tue, Jul 18, priced at $221 found 1 day ago
Tue, Jul 25 - Wed, Jul 26
PIT
Pittsburgh
ORD
Chicago
$233 Roundtrip, found 5 days ago
$233
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Jul 25 from Pittsburgh to Chicago, returning Wed, Jul 26, priced at $233 found 5 days ago
Tue, Jul 11 - Sat, Jul 15
PIT
Pittsburgh
ORD
Chicago
$234 Roundtrip, found 1 day ago
$234
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jul 11 from Pittsburgh to Chicago, returning Sat, Jul 15, priced at $234 found 1 day ago
Sun, Jul 2 - Fri, Jul 7
PIT
Pittsburgh
ORD
Chicago
$254 Roundtrip, found 6 days ago
$254
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sun, Jul 2 from Pittsburgh to Chicago, returning Fri, Jul 7, priced at $254 found 6 days ago
Tue, Jun 20 - Thu, Jul 13
PIT
Pittsburgh
ORD
Chicago
$256 Roundtrip, found 3 days ago
$256
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Jun 20 from Pittsburgh to Chicago, returning Thu, Jul 13, priced at $256 found 3 days ago
Tue, Aug 29 - Wed, Aug 30
PIT
Pittsburgh
ORD
Chicago
$257 Roundtrip, found 4 days ago
$257
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Aug 29 from Pittsburgh to Chicago, returning Wed, Aug 30, priced at $257 found 4 days ago
Sat, Jul 15 - Tue, Jul 18
PIT
Pittsburgh
ORD
Chicago
$260 Roundtrip, found 1 day ago
$260
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Jul 15 from Pittsburgh to Chicago, returning Tue, Jul 18, priced at $260 found 1 day ago
Sun, Jul 2 - Fri, Jul 7
PIT
Pittsburgh
ORD
Chicago
$262 Roundtrip, found 6 days ago
$262
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sun, Jul 2 from Pittsburgh to Chicago, returning Fri, Jul 7, priced at $262 found 6 days ago
Sun, Jul 2 - Fri, Jul 7
PIT
Pittsburgh
ORD
Chicago
$264 Roundtrip, found 6 days ago
$264
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sun, Jul 2 from Pittsburgh to Chicago, returning Fri, Jul 7, priced at $264 found 6 days ago
Sun, Jul 2 - Fri, Jul 7
PIT
Pittsburgh
ORD
Chicago
$271 Roundtrip, found 6 days ago
$271
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sun, Jul 2 from Pittsburgh to Chicago, returning Fri, Jul 7, priced at $271 found 6 days ago

Flight Schedule for PIT to ORD

CarrierFlightDepart PITArrive ORDFri
6/9		Sat
6/10		Sun
6/11		Mon
6/12		Tue
6/13		Wed
6/14		Thu
6/15		Stops
AA299906:35 am07:15 amCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
UA213706:59 am07:38 amCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
UA346109:05 am09:49 amCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
UA232011:05 am11:46 amCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
AA370311:46 am00:27 pmCheck Fare
-
Check FareCheck FareCheck FareCheck Fare
-
0 Stops
UA546302:09 pm02:53 pmCheck Fare
-
Check FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
AA192204:46 pm05:25 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
UA361905:42 pm06:28 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
AA621411:41 am00:21 pm
-
Check Fare
-
-
-
-
-
0 Stops
UA251205:00 pm05:30 pm
-
-
-
Check Fare
-
-
-
0 Stops
AA626011:41 am00:21 pm
-
-
-
-
-
-
Check Fare
0 Stops

Frequently asked questions

Can I catch a flight from Pittsburgh Intl. Airport (PIT) to O'Hare Airport right now?
It’s always prudent to learn about any travel advice reports and quarantine requirements in place in your destination. Be sure to check out our Covid-19 Travel Advisor for up-to-date information on booking a flight to ORD.
Are there direct flights from PIT to O'Hare Intl. Airport (ORD)?
Some trips are all about the journey; sometimes the magic is in the destination. But if you’re eager to get to where you’re headed fast, multiple airlines operate direct flights from Pittsburgh Airport to O’Hare Intl. Airport (ORD), including American Airlines and United Airlines.
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 Intl. Airport (ORD), please visit our Customer Service Portal.
How long is the flight from Pittsburgh Airport to ORD?
Getting from Pittsburgh Intl. Airport (PIT) to O’Hare Airport is a piece of cake as the flight usually lasts 1 hour and 43 minutes. With such a short flight time, it’s highly likely that you’ll exit the plane feeling as fresh as when you boarded.
What is the flight distance from Pittsburgh Intl. Airport (PIT) to O'Hare Airport?
The flight distance from Pittsburgh Intl. Airport (PIT) to ORD is a quick 410 mi. You’ll be disembarking before you know it.
What airlines fly from Pittsburgh Intl. Airport (PIT) to ORD?
If you’re planning a trip to Chicago from Pittsburgh, you’ll find a number of airlines that advertise direct flights. One of the most popular is American Airlines (AA), which offers 165 flights on this route each month. An alternative is United Airlines (UA), which has 152 flights every month. The more airlines you consider, the more likely you are to sniff out a terrific deal.
What airlines have practices regarding COVID-19 in place and use social distancing?
From the moment you enter the departure terminal to when you leave the arrivals terminal, if you’re flying with United Airlines, American Airlines or Delta you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.
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.

 

Traveling From
Pittsburgh Intl.
Traveling To
O'Hare Intl.
Shortest Flight Time
0 hours 21 mins
Earliest Departure Time
6:35AM CDT
Latest Departure Time
5:42PM CDT
Lowest Flight Price
$221

Route Info

Flight path for flights from Pittsburgh International Airport to O'Hare International Airport


Origin:
PIT - Pittsburgh International Airport
Destination:
ORD - O'Hare International Airport
Distance:
413.00 miles


Airlines & Aircraft Used on PIT to ORD Flight Routes


Airline Carrier
Aircraft
American Airlines
Aerospatiale/Alenia ATR 42-500
American Airlines
Boeing 737 all pax models
American Airlines
Fairchild Dornier Do.328
Jet Airways (India)
Embraer RJ145 Amazon
United Airlines
Boeing 737-300 pax
United Airlines
Boeing 737-800 (winglets) pax

Discover our best flights from Pittsburgh PIT to Chicago ORD. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Pittsburgh PIT to Chicago ORD at the right price  

Airfares to Chicago ORD from Pittsburgh PIT currently cost between $221 and $271. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Pittsburgh PIT to Chicago ORD 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Pittsburgh PIT to Chicago ORD on Travelocity starting at $105. Prices and availability subject to change. Additional terms may apply. 

 

Get to Chicago ORD from Pittsburgh PIT quicker with direct flights. 

Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to ORD from PIT to take around 0 hour(s) 21 min(s).  

 

Find our cheapest airfares for flights from Pittsburgh PIT to Chicago ORD

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to ORD from PIT. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Pittsburgh PIT to Chicago ORD today 

If you’re flexible about when you travel, July is usually the cheapest month to fly from Pittsburgh PIT to Chicago ORD. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Chicago ORD from Pittsburgh PIT 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to ORD from PIT have this option.  

 

Travel with confidence when you book flights to Chicago ORD from Pittsburgh PIT with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*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.