Cheap flights from Pittsburgh to Chicago from $49

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Pittsburgh to Chicago departing on 1/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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United Airlines Logo
8:56 am - 9:55 am
PIT
-
ORD
1h 59mnonstop
United Airlines Logo
6:04 pm - 8:41 pm
ORD
-
PIT
1h 37mnonstop
$171United Airlines
do, jan. 29 - ma, feb. 2
Multiple Airlines Logo
5:50 pm - 11:22 am
PIT
-
ORD
18h 32m1 stop
Multiple Airlines Logo
8:15 am - 11:44 pm
ORD
-
PIT
14h 29m2 stops
$172Multiple Airlines
di, jan. 20 - vr, jan. 30
JetBlue Logo
9:00 am - 5:43 pm
PIT
-
ORD
9h 43m1 stop
JetBlue Logo
7:45 am - 2:41 pm
ORD
-
PIT
5h 56m1 stop
$175JetBlue
di, jan. 20 - wo, jan. 21
Multiple Airlines Logo
8:30 am - 9:45 pm
PIT
-
ORD
14h 15m1 stop
Multiple Airlines Logo
5:32 pm - 9:40 am
ORD
-
PIT
15h 08m1 stop
$176Multiple Airlines
vr, jan. 30 - di, feb. 3
Spirit Airlines Logo
5:50 pm - 11:46 pm
PIT
-
ORD
6h 56m1 stop
Spirit Airlines Logo
8:43 pm - 9:40 am
ORD
-
PIT
11h 57m1 stop
$177Spirit Airlines
za, jan. 17 - ma, jan. 19
JetBlue Logo
6:00 am - 11:49 am
PIT
-
ORD
6h 49m1 stop
JetBlue Logo
6:00 am - 3:07 pm
ORD
-
PIT
8h 07m1 stop
$179JetBlue
wo, mrt. 11 - do, apr. 30
Frontier Logo
11:19 am - 8:12 pm
PIT
-
ORD
9h 53m1 stop
Frontier Logo
1:17 pm - 1:24 pm
ORD
-
PIT
23h 07m1 stop
$182Frontier
vr, feb. 20 - zo, feb. 22
Spirit Airlines Logo
6:00 am - 5:52 pm
PIT
-
ORD
12h 52m2 stops
Spirit Airlines Logo
8:43 pm - 9:40 am
ORD
-
PIT
11h 57m1 stop
$183Spirit Airlines
do, jan. 29 - ma, feb. 2
JetBlue Logo
6:00 am - 7:36 pm
PIT
-
ORD
14h 36m1 stop
JetBlue Logo
9:15 am - 11:55 pm
ORD
-
PIT
13h 40m1 stop
$184JetBlue
za, jan. 17 - zo, jan. 18
Multiple Airlines Logo
5:32 am - 3:24 pm
PIT
-
ORD
10h 52m2 stops
Multiple Airlines Logo
8:43 pm - 9:40 am
ORD
-
PIT
11h 57m1 stop
$186Multiple Airlines
vr, feb. 6 - ma, feb. 9

American Airlines flights from Pittsburgh to Chicago O'Hare Intl Airport

Our best American Airlines deals on Pittsburgh to Chicago O'Hare Intl Airport flight tickets
American Airlines
Jan 22
PIT11:43 amPittsburgh
1h 57m
ORD12:40 pmChicago O'Hare Intl
Jan 26
ORD6:28 pmChicago O'Hare Intl
1h 32m
PIT9:00 pmPittsburgh
American Airlines
Jan 21
PIT9:25 amPittsburgh
6h 04m
1 stop
ORD2:29 pmChicago O'Hare Intl
Jan 28
ORD8:37 amChicago O'Hare Intl
1h 36m
PIT11:13 amPittsburgh
American Airlines
Mar 10
PIT6:30 amPittsburgh
1h 53m
ORD7:23 amChicago O'Hare Intl
Mar 13
ORD4:04 pmChicago O'Hare Intl
6h 06m
1 stop
PIT11:10 pmPittsburgh

JetBlue flights from Pittsburgh to Chicago O'Hare Intl Airport

Our best JetBlue deals on Pittsburgh to Chicago O'Hare Intl Airport flight tickets
JetBlue
Jan 21
PIT6:00 amPittsburgh
14h 36m
1 stop
ORD7:36 pmChicago O'Hare Intl
Jan 28
ORD7:45 amChicago O'Hare Intl
5h 56m
1 stop
PIT2:41 pmPittsburgh
JetBlue
Jan 20
PIT9:00 amPittsburgh
9h 43m
1 stop
ORD5:43 pmChicago O'Hare Intl
Jan 21
ORD7:45 amChicago O'Hare Intl
5h 56m
1 stop
PIT2:41 pmPittsburgh
JetBlue
Mar 11
PIT6:00 amPittsburgh
6h 49m
1 stop
ORD11:49 amChicago O'Hare Intl
Apr 30
ORD6:00 amChicago O'Hare Intl
8h 07m
1 stop
PIT3:07 pmPittsburgh

momondo Fare Finder

 
Customize your flight search to find flights from Pittsburgh to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated januari 2, 2026.
Use the filters below to find and compare flights from Pittsburgh to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

do 1/29

8:56 am-9:55 am

Nonstop1h 59m

Chicago O'Hare Intl

ma 2/2

6:04 pm-8:41 pm

Nonstop1h 37m

$171

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

di 1/20

5:50 pm-11:22 am

1 stop18h 32m

Chicago O'Hare Intl

vr 1/30

8:15 am-11:44 pm

2 stops14h 29m

$172

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

di 1/20

9:00 am-5:43 pm

1 stop9h 43m

Chicago O'Hare Intl

wo 1/21

7:45 am-2:41 pm

1 stop5h 56m

$175

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

vr 1/30

8:30 am-9:45 pm

1 stop14h 15m

Chicago O'Hare Intl

di 2/3

5:32 pm-9:40 am

1 stop15h 08m

$176

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

za 1/17

5:50 pm-11:46 pm

1 stop6h 56m

Chicago O'Hare Intl

ma 1/19

8:43 pm-9:40 am

1 stop11h 57m

$177

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

wo 3/11

6:00 am-11:49 am

1 stop6h 49m

Chicago O'Hare Intl

do 4/30

6:00 am-3:07 pm

1 stop8h 07m

$179

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

vr 2/20

11:19 am-8:12 pm

1 stop9h 53m

Chicago O'Hare Intl

zo 2/22

1:17 pm-1:24 pm

1 stop23h 07m

$182

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

do 1/29

6:00 am-5:52 pm

2 stops12h 52m

Chicago O'Hare Intl

ma 2/2

8:43 pm-9:40 am

1 stop11h 57m

$183

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

za 1/17

6:00 am-7:36 pm

1 stop14h 36m

Chicago O'Hare Intl

zo 1/18

9:15 am-11:55 pm

1 stop13h 40m

$184

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

vr 2/6

5:32 am-3:24 pm

2 stops10h 52m

Chicago O'Hare Intl

ma 2/9

8:43 pm-9:40 am

1 stop11h 57m

$186

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Pittsburgh to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of October is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Pittsburgh averaging around $277.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $443. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Pittsburgh because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $595.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Pittsburgh in the evening is the least expensive time of day to depart. momondo users have found prices as low as $437 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $708. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Pittsburgh to Chicago O'Hare Intl flight route?

Fly from Pittsburgh to Chicago O'Hare Intl for the best Pittsburgh - Chicago O'Hare Intl flight prices

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Pittsburgh when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $308 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Pittsburgh for as low as $188 on momondo.

What cabin class options are available on Pittsburgh to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Pittsburgh to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Pittsburgh to Chicago O'Hare Intl Airport flight prices changed over time?

As of January 2026, prices for Pittsburgh to Chicago O'Hare Intl Airport flights are approximately 173% more expensive when compared to flights at the same time last year.

When to book flights from Pittsburgh to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Pittsburgh to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Pittsburgh to Chicago O'Hare Intl Airport (PIT to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Pittsburgh to Chicago O'Hare Intl Airport

Best Price Found

$194

Fastest flight time

1h 40m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Pittsburgh in the past 72 hours is $194. The best round-trip flight deal from Pittsburgh to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $344.
The fastest flight from Pittsburgh to Chicago O'Hare Intl Airport takes 1h 40m
Direct flights go from Pittsburgh to Chicago O'Hare Intl Airport every day.
  • How far is Pittsburgh to Chicago O'Hare Intl by plane?

    Pittsburgh and Chicago O'Hare Intl are 424.1 mi apart from one another. 1h 40m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Pittsburgh Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Pittsburgh Airport to Chicago O'Hare Intl Airport refresh daily.

  • How many operators does momondo search for flights from Pittsburgh Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Pittsburgh Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Pittsburgh Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Pittsburgh to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Pittsburgh to Chicago O'Hare Intl Airport?

Best airlines flying from Pittsburgh to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Pittsburgh to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $91Free CancellationRating
7.2
11,074 reviews
Search American Airlines flights
United AirlinesPriceFrom $104Free CancellationRating
7.4
9,132 reviews
Search United Airlines flights
  • United Airlines Flights From Pittsburgh to Chicago O'Hare Intl Airport

    Across 20 United Airlines flights from Pittsburgh to Chicago O'Hare Intl Airport this week, the average price was $308, with the best United Airlines deals starting from $104 round-trip. 9,132 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • American Airlines Flights From Pittsburgh to Chicago O'Hare Intl Airport

    Another popular option for Pittsburgh to Chicago O'Hare Intl Airport flights is American Airlines (7.2/10, 11,074 ratings). American Airlines flies from Pittsburgh to Chicago O'Hare Intl Airport around 19 times per week, with deals starting from $91 round-trip and rising to an average price of around $292.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Elgin
Aurora
South Holland

Why use momondo?

Why should I use momondo to find a flight deal from Pittsburgh to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Pittsburgh to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Pittsburgh to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Pittsburgh to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Pittsburgh to Chicago?

Once you have performed a search for Pittsburgh to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Pittsburgh to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Pittsburgh to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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1 adult
zo 2/1
zo 2/8

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