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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 10/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

United Airlines Logo
7:05 am - 7:48 amPIT-ORD
1h 43mnonstop
United Airlines Logo
7:25 am - 10:02 amORD-PIT
1h 37mnonstop
$97United Airlines
Find Deal
Thu, Oct 2 - Thu, Oct 9
American Airlines Logo
3:14 pm - 4:03 pmPIT-ORD
1h 49mnonstop
American Airlines Logo
8:42 am - 11:29 amORD-PIT
1h 47mnonstop
$98American Airlines
Find Deal
Thu, Sep 25 - Mon, Sep 29
Southwest Logo
6:00 am - 11:50 amPIT-ORD
6h 50m1 stop
Southwest Logo
3:10 pm - 9:20 pmORD-PIT
5h 10m1 stop
$117Southwest
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Wed, Sep 24 - Wed, Sep 24
Southwest Logo
12:50 pm - 4:25 pmPIT-ORD
4h 35m1 stop
Southwest Logo
1:50 pm - 11:35 pmORD-PIT
8h 45m1 stop
$122Southwest
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Thu, Oct 2 - Thu, Oct 9
Frontier Logo
9:34 am - 7:44 pmPIT-ORD
11h 10m1 stop
Frontier Logo
6:10 am - 1:32 pmORD-PIT
6h 22m1 stop
$144Frontier
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Fri, Sep 26 - Mon, Sep 29
American Airlines Logo
5:23 pm - 6:10 pmPIT-ORD
1h 47mnonstop
American Airlines Logo
8:42 am - 11:29 amORD-PIT
1h 47mnonstop
$147American Airlines
Find Deal
Tue, Sep 30 - Thu, Oct 2
Spirit Airlines Logo
8:00 am - 3:55 pmPIT-ORD
8h 55m1 stop
Spirit Airlines Logo
10:15 am - 7:50 pmORD-PIT
8h 35m1 stop
$149Spirit Airlines
Find Deal
Thu, Jan 22 - Mon, Jan 26
United Airlines Logo
2:10 pm - 2:54 pmPIT-ORD
1h 44mnonstop
United Airlines Logo
9:07 pm - 11:44 pmORD-PIT
1h 37mnonstop
$155United Airlines
Find Deal
Wed, Sep 24 - Wed, Sep 24
Frontier Logo
9:34 am - 7:44 pmPIT-ORD
11h 10m1 stop
Frontier Logo
6:10 am - 1:32 pmORD-PIT
6h 22m1 stop
$156Frontier
Find Deal
Fri, Sep 19 - Mon, Sep 22
Spirit Airlines Logo
6:30 am - 5:39 pmPIT-ORD
12h 09m1 stop
Spirit Airlines Logo
11:57 am - 11:23 pmORD-PIT
10h 26m1 stop
$181Spirit Airlines
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Mon, Sep 22 - Tue, Sep 23

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

Our best United Airlines deals on Pittsburgh to Chicago O'Hare Intl Airport flight tickets
United Airlines
Oct 2
PIT7:05 amPittsburgh
1h 43m
ORD7:48 amChicago O'Hare Intl
Oct 9
ORD7:25 amChicago O'Hare Intl
1h 37m
PIT10:02 amPittsburgh
$97
Find similar
United Airlines
Sep 24
PIT2:10 pmPittsburgh
1h 44m
ORD2:54 pmChicago O'Hare Intl
Sep 24
ORD9:07 pmChicago O'Hare Intl
1h 37m
PIT11:44 pmPittsburgh
$155
Find similar
United Airlines
Sep 22
PIT2:10 pmPittsburgh
1h 44m
ORD2:54 pmChicago O'Hare Intl
Sep 29
ORD10:35 amChicago O'Hare Intl
1h 30m
PIT1:05 pmPittsburgh
$157
Find similar

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
Sep 25
PIT3:14 pmPittsburgh
1h 49m
ORD4:03 pmChicago O'Hare Intl
Sep 29
ORD8:42 amChicago O'Hare Intl
1h 47m
PIT11:29 amPittsburgh
$98
Find similar
American Airlines
Sep 30
PIT5:23 pmPittsburgh
1h 47m
ORD6:10 pmChicago O'Hare Intl
Oct 2
ORD8:42 amChicago O'Hare Intl
1h 47m
PIT11:29 amPittsburgh
$147
Find similar
American Airlines
Oct 4
PIT10:03 amPittsburgh
6h 40m
1 stop
ORD3:43 pmChicago O'Hare Intl
Oct 11
ORD1:59 pmChicago O'Hare Intl
1h 35m
PIT4:34 pmPittsburgh
$201
Find similar

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 September 3, 2025.
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

Thu 10/2

7:05 am-7:48 am

Nonstop1h 43m

Chicago O'Hare Intl

Thu 10/9

7:25 am-10:02 am

Nonstop1h 37m

$97

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 9/25

3:14 pm-4:03 pm

Nonstop1h 49m

Chicago O'Hare Intl

Mon 9/29

8:42 am-11:29 am

Nonstop1h 47m

$98

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Wed 9/24

6:00 am-11:50 am

1 stop6h 50m

Chicago O'Hare Intl

Wed 9/24

3:10 pm-9:20 pm

1 stop5h 10m

$117

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 10/2

12:50 pm-4:25 pm

1 stop4h 35m

Chicago O'Hare Intl

Thu 10/9

1:50 pm-11:35 pm

1 stop8h 45m

$122

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Fri 9/26

9:34 am-7:44 pm

1 stop11h 10m

Chicago O'Hare Intl

Mon 9/29

6:10 am-1:32 pm

1 stop6h 22m

$144

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Tue 9/30

5:23 pm-6:10 pm

Nonstop1h 47m

Chicago O'Hare Intl

Thu 10/2

8:42 am-11:29 am

Nonstop1h 47m

$147

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 1/22

8:00 am-3:55 pm

1 stop8h 55m

Chicago O'Hare Intl

Mon 1/26

10:15 am-7:50 pm

1 stop8h 35m

$149

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Wed 9/24

2:10 pm-2:54 pm

Nonstop1h 44m

Chicago O'Hare Intl

Wed 9/24

9:07 pm-11:44 pm

Nonstop1h 37m

$155

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Fri 9/19

9:34 am-7:44 pm

1 stop11h 10m

Chicago O'Hare Intl

Mon 9/22

6:10 am-1:32 pm

1 stop6h 22m

$156

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Mon 9/22

6:30 am-5:39 pm

1 stop12h 09m

Chicago O'Hare Intl

Tue 9/23

11:57 am-11:23 pm

1 stop10h 26m

$181

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 August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Pittsburgh averaging around $257.

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 $454. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday 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 $602.

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 $464 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $733. 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 $304 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 $187 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 September 2025, prices for Pittsburgh to Chicago O'Hare Intl Airport flights are approximately 33% cheaper 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

$195

Fastest flight time

1h 43m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Pittsburgh in the past 72 hours is $195. The best round-trip flight deal from Pittsburgh to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $300.
The fastest flight from Pittsburgh to Chicago O'Hare Intl Airport takes 1h 43m
Direct flights go from Pittsburgh to Chicago O'Hare Intl Airport every day.
Search flight deals

  • 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 43m 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 $94Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $134Free CancellationRating
7.4
8,937 reviews
Search United Airlines flights

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

    Across 40 United Airlines flights from Pittsburgh to Chicago O'Hare Intl Airport this week, the average price was $314, with the best United Airlines deals starting from $134 round-trip. 8,937 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, 10,000 ratings). American Airlines flies from Pittsburgh to Chicago O'Hare Intl Airport around 8 times per week, with deals starting from $94 round-trip and rising to an average price of around $305.

Traveling to a place near Chicago?

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

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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