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Cheap flights from Pittsburgh to Illinois from $69

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 Illinois departing on 9/5. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Pittsburgh to Illinois

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
12:17 pm - 4:59 pmPIT  Pittsburgh-MDW Chicago Midway
5h 42m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:37 pm - 10:55 pmMDW  Chicago Midway-PIT Pittsburgh
4h 18m1 stop Detroit Metropolitan Wayne County
$184Delta
Sat, Sep 5 - Tue, Sep 8
Delta Logo
12:18 pm - 4:57 pmPIT  Pittsburgh-MDW Chicago Midway
5h 39m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:03 pm - 10:55 pmMDW  Chicago Midway-PIT Pittsburgh
4h 52m1 stop Detroit Metropolitan Wayne County
$184Delta
Wed, Sep 9 - Fri, Sep 11
Southwest Logo
7:00 am - 12:15 pmPIT  Pittsburgh-MDW Chicago Midway
6h 15m1 stop Lambert-St Louis
Southwest Logo
6:35 am - 12:55 pmMDW  Chicago Midway-PIT Pittsburgh
5h 20m1 stop Lambert-St Louis
$184Southwest
Fri, Sep 11 - Sat, Sep 12
Southwest Logo
6:30 am - 10:50 amPIT  Pittsburgh-MDW Chicago Midway
5h 20m1 stop Nashville Intl
Southwest Logo
2:35 pm - 9:55 pmMDW  Chicago Midway-PIT Pittsburgh
6h 20m2 stops Myrtle Beach Intl Baltimore/Washington
$189Southwest
Tue, Sep 8 - Fri, Sep 11
United Airlines Logo
10:45 am - 11:29 amPIT  Pittsburgh-ORD Chicago O'Hare Intl
1h 44mnonstop
United Airlines Logo
10:36 am - 1:15 pmORD  Chicago O'Hare Intl-PIT Pittsburgh
1h 39mnonstop
$191United Airlines
Wed, Sep 2 - Mon, Sep 7
United Airlines Logo
7:00 am - 7:43 amPIT  Pittsburgh-ORD Chicago O'Hare Intl
1h 43mnonstop
United Airlines Logo
2:30 pm - 5:14 pmORD  Chicago O'Hare Intl-PIT Pittsburgh
1h 44mnonstop
$191United Airlines
Tue, Sep 15 - Wed, Sep 16
American Airlines Logo
11:21 am - 12:14 pmPIT  Pittsburgh-ORD Chicago O'Hare Intl
1h 53mnonstop
American Airlines Logo
9:15 pm - 11:59 pmORD  Chicago O'Hare Intl-PIT Pittsburgh
1h 44mnonstop
$191American Airlines
Thu, Aug 27 - Mon, Aug 31
American Airlines Logo
6:34 am - 7:29 amPIT  Pittsburgh-ORD Chicago O'Hare Intl
1h 55mnonstop
American Airlines Logo
5:19 pm - 7:56 pmORD  Chicago O'Hare Intl-PIT Pittsburgh
1h 37mnonstop
$191American Airlines
Wed, Sep 23 - Wed, Sep 30
Allegiant Air Logo
8:00 am - 3:03 pmPIT  Pittsburgh-RFD Chicago Greater Rockford
8h 03m1 stop Nashville Intl
Allegiant Air Logo
3:53 pm - 10:53 pmRFD  Chicago Greater Rockford-PIT Pittsburgh
6h 00m1 stop Nashville Intl
$225Allegiant Air
Thu, Sep 3 - Thu, Sep 10
Allegiant Air Logo
8:00 am - 3:03 pmPIT  Pittsburgh-RFD Chicago Greater Rockford
8h 03m1 stop Nashville Intl
Allegiant Air Logo
3:53 pm - 10:53 pmRFD  Chicago Greater Rockford-PIT Pittsburgh
6h 00m1 stop Nashville Intl
$226Allegiant Air
Sun, Sep 6 - Thu, Sep 10

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American Airlines flights from Pittsburgh to Illinois

Our best American Airlines deals on Pittsburgh to Illinois flight tickets
American Airlines
Sep 23
PIT6:34 amPittsburgh
1h 55m
ORD7:29 amChicago O'Hare Intl
Sep 26
ORD9:46 amChicago O'Hare Intl
1h 46m
PIT12:32 pmPittsburgh
$191
American Airlines
Sep 17
PIT8:47 pmPittsburgh
2h 00m
ORD9:47 pmChicago O'Hare Intl
Sep 24
ORD8:14 amChicago O'Hare Intl
1h 47m
PIT11:01 amPittsburgh
$192
American Airlines
Sep 19
PIT6:34 amPittsburgh
1h 55m
ORD7:29 amChicago O'Hare Intl
Sep 26
ORD9:46 amChicago O'Hare Intl
1h 46m
PIT12:32 pmPittsburgh
$193

JetBlue flights from Pittsburgh to Illinois

Our best JetBlue deals on Pittsburgh to Illinois flight tickets
JetBlue
Aug 28
PIT6:15 amPittsburgh
8h 24m
1 stop
ORD1:39 pmChicago O'Hare Intl
Sep 1
ORD11:01 amChicago O'Hare Intl
5h 46m
1 stop
PIT5:47 pmPittsburgh
$251
JetBlue
Oct 18
PIT6:00 amPittsburgh
6h 47m
1 stop
ORD11:47 amChicago O'Hare Intl
Oct 20
ORD9:38 amChicago O'Hare Intl
6h 55m
1 stop
PIT5:33 pmPittsburgh
$275
JetBlue
Aug 28
PIT6:15 amPittsburgh
8h 24m
1 stop
ORD1:39 pmChicago O'Hare Intl
Sep 13
ORD3:00 pmChicago O'Hare Intl
7h 20m
1 stop
PIT11:20 pmPittsburgh
$281

momondo Fare Finder

 
Customize your flight search to find flights from Pittsburgh to Illinois 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 August 7, 2026.
Use the filters below to find and compare flights from Pittsburgh to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PittsburghChicago

PIT Pittsburgh - MDW Chicago Midway

PITMDW

Pittsburgh

Sat 9/5

12:17 pm-4:59 pm

1 stop5h 42m

Chicago Midway

Tue 9/8

5:37 pm-10:55 pm

1 stop4h 18m

$184

PittsburghChicago

PIT Pittsburgh - MDW Chicago Midway

PITMDW

Pittsburgh

Wed 9/9

12:18 pm-4:57 pm

1 stop5h 39m

Chicago Midway

Fri 9/11

5:03 pm-10:55 pm

1 stop4h 52m

$184

PittsburghChicago

PIT Pittsburgh - MDW Chicago Midway

PITMDW

Pittsburgh

Fri 9/11

7:00 am-12:15 pm

1 stop6h 15m

Chicago Midway

Sat 9/12

6:35 am-12:55 pm

1 stop5h 20m

$184

PittsburghChicago

PIT Pittsburgh - MDW Chicago Midway

PITMDW

Pittsburgh

Tue 9/8

6:30 am-10:50 am

1 stop5h 20m

Chicago Midway

Fri 9/11

2:35 pm-9:55 pm

2 stops6h 20m

$189
Quickest round-trip

PittsburghChicago

PIT Pittsburgh - ORD Chicago O'Hare Intl

PITORD

Pittsburgh

Wed 9/2

10:45 am-11:29 am

Nonstop1h 44m

Chicago O'Hare Intl

Mon 9/7

10:36 am-1:15 pm

Nonstop1h 39m

$191

PittsburghChicago

PIT Pittsburgh - ORD Chicago O'Hare Intl

PITORD

Pittsburgh

Tue 9/15

7:00 am-7:43 am

Nonstop1h 43m

Chicago O'Hare Intl

Wed 9/16

2:30 pm-5:14 pm

Nonstop1h 44m

$191

PittsburghChicago

PIT Pittsburgh - ORD Chicago O'Hare Intl

PITORD

Pittsburgh

Thu 8/27

11:21 am-12:14 pm

Nonstop1h 53m

Chicago O'Hare Intl

Mon 8/31

9:15 pm-11:59 pm

Nonstop1h 44m

$191

PittsburghChicago

PIT Pittsburgh - ORD Chicago O'Hare Intl

PITORD

Pittsburgh

Wed 9/23

6:34 am-7:29 am

Nonstop1h 55m

Chicago O'Hare Intl

Wed 9/30

5:19 pm-7:56 pm

Nonstop1h 37m

$191

PittsburghChicago

PIT Pittsburgh - RFD Chicago Greater Rockford

PITRFD

Pittsburgh

Thu 9/3

8:00 am-3:03 pm

1 stop8h 03m

Chicago Greater Rockford

Thu 9/10

3:53 pm-10:53 pm

1 stop6h 00m

$225

PittsburghChicago

PIT Pittsburgh - RFD Chicago Greater Rockford

PITRFD

Pittsburgh

Sun 9/6

8:00 am-3:03 pm

1 stop8h 03m

Chicago Greater Rockford

Thu 9/10

3:53 pm-10:53 pm

1 stop6h 00m

$226

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 Illinois from

How to get the cheapest flight ticket from Pittsburgh to Illinois

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 Illinois?

The cheapest month to fly to Illinois from Pittsburgh is in October. Flight prices, which tend to average around $280, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of October, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $300.

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from Pittsburgh to Illinois is on a Friday when prices can be found for as low as $419. Flights from Pittsburgh to Illinois on a Sunday will generally be more expensive and average around $567. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the evening. Flights from Pittsburgh to Illinois during this time can be as low as $430. Flights at noon are often more expensive with an average ticket price of $518.

What is the cheapest Pittsburgh to Illinois flight route?

Fly from Pittsburgh to Chicago Midway for the best Pittsburgh - Illinois flight prices

How far in advance should I book a flight from Pittsburgh to Illinois?

You are more likely to see cheaper flights to Illinois from Pittsburgh when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $345 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Pittsburgh for as low as $91 on momondo.

What cabin class options are available on Pittsburgh to Illinois flights?

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

Can stopping save me money on Pittsburgh to Illinois flights?

No. A direct flight is the cheapest option for a flight between Pittsburgh to Illinois.

Cheap Pittsburgh to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Pittsburgh to Illinois

Best Price Found

$197

Fastest flight time

1h 20m

Direct flights

Every day

Airports in Illinois

98 airports
The best one-way flight to Illinois from Pittsburgh in the past 72 hours is $197. The best round-trip flight deal from Pittsburgh to Illinois found on momondo in the last 72 hours is $340.
The fastest flight from Pittsburgh to Illinois takes 1h 20m
Direct flights go from Pittsburgh to Illinois every day.
There are 98 airports in Illinois. From Pittsburgh there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Lambert-St Louis (STL).
Search flight deals

Frequently asked questions about flying from Pittsburgh to Illinois

  • When did momondo last update prices for flights from Pittsburgh Airport to Illinois?

    Prices for flights from Pittsburgh Airport to Illinois refresh daily.

  • How many operators does momondo search for flights from Pittsburgh Airport to Illinois?

  • How old do you have to be to fly from Pittsburgh Airport to Illinois?

    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 Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The necessary travel and health documents for your Illinois trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Pittsburgh to Illinois?

Best airlines flying from Pittsburgh to Illinois

Compare and see reviews for airlines that fly from Pittsburgh to Illinois with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $97Free CancellationRating
7.1
11,877 reviews
Search American Airlines flights
SouthwestPriceFrom $133Free CancellationRating
8.0
4,217 reviews
Search Southwest flights
United AirlinesPriceFrom $158Free CancellationRating
7.4
10,081 reviews
Search United Airlines flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Pittsburgh to Illinois. momondo saves you time and could save you money on your trip.

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

All flight searches from Pittsburgh to Illinois on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search for Pittsburgh to Illinois 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 Illinois right now. Can momondo alert me if prices change?

Price alerts on flights to Illinois from Pittsburgh are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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