Cheap Flights from Pittsburgh, PA to Chicago, IL from $50
Return flight: Chicago – Pittsburgh
On Cheapflightsplus.com you will find 8 direct and 344 connecting flights from Pittsburgh to Chicago. You can compare airfare deals from 9 airlines and multiple travel sites from $50, book and save on cheap plane tickets and last minute offers. Also check out PIT-CHI flight schedule to find best flight time, convenient departure and arrival airports.
Find One-Way and Round-Trip Pittsburgh to Chicago Flight Deals
To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights».
To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight.
Cheapest flights in November: $50 (one-way), $86 (round-trip).
Direct flights
Check prices for return flight
Best Flights from Pittsburgh to Chicago Today
Take a look at the list of non stop flights and flights with layovers from Pittsburgh to Chicago with the lowest price of $50. The fastest direct flight takes 1h 43m and the fastest connecting – 4h 5m.
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $50 | 07:00 Pittsburgh Pittsburgh Int. | 07:43 Chicago O'Hare International | 1h 43m | United Airlines | UA1848 |
| from $50 | 10:59 Pittsburgh Pittsburgh Int. | 11:42 Chicago O'Hare International | 1h 43m | United Airlines | UA2683 |
| from $50 | 18:00 Pittsburgh Pittsburgh Int. | 18:43 Chicago O'Hare International | 1h 43m | United Airlines | UA2627 |
| from $50 | 14:10 Pittsburgh Pittsburgh Int. | 14:54 Chicago O'Hare International | 1h 44m | United Airlines | UA2390 |
| from $50 | 08:45 Pittsburgh Pittsburgh Int. | 09:35 Chicago O'Hare International | 1h 50m | United Airlines | UA3461 |
| from $99 | 14:10 Pittsburgh Pittsburgh Int. | 14:59 Chicago O'Hare International | 1h 49m | United Airlines | UA3577 |
| from $69 | 09:50 Pittsburgh Pittsburgh Int. | 15:27 Chicago O'Hare International | 6h 37m layover 0h 50m - Orlando | Frontier Airlines | F93819 F93043 |
| from $75 | 18:52 Pittsburgh Pittsburgh Int. | 15:33+1 день Chicago O'Hare International | 21h 41m layover 18h 3m - Nashville | Allegiant Air | G42731 NK2028 |
| from $83 | 06:30 Pittsburgh Pittsburgh Int. | 14:41 Chicago O'Hare International | 9h 11m layover 5h 2m - Newark | Spirit Airlines | NK1781 NK1183 |
| from $84 | 11:41 Pittsburgh Pittsburgh Int. | 17:37 Chicago O'Hare International | 6h 56m layover 0h 58m - Miami | Spirit Airlines | NK1677 NK1026 |
| from $84 | 15:14 Pittsburgh Pittsburgh Int. | 22:15 Chicago O'Hare International | 8h 1m layover 4h 3m - Philadelphia | Frontier Airlines | F91792 F92113 |
| from $84 | 06:30 Pittsburgh Pittsburgh Int. | 14:34 Chicago O'Hare International | 9h 4m layover 3h 3m - Miami | Spirit Airlines | NK1675 NK866 |
| from $84 | 11:41 Pittsburgh Pittsburgh Int. | 20:40 Chicago O'Hare International | 9h 59m layover 3h 58m - Miami | Spirit Airlines | NK1677 NK3 |
| from $84 | 06:30 Pittsburgh Pittsburgh Int. | 17:37 Chicago O'Hare International | 12h 7m layover 6h 6m - Miami | Spirit Airlines | NK1675 NK1026 |
| from $88 | 05:25 Pittsburgh Pittsburgh Int. | 19:58 Chicago O'Hare International | 15h 33m layover 9h 59m - Orlando | Spirit Airlines | NK2856 NK1109 |
| from $89 | 19:56 Pittsburgh Pittsburgh Int. | 19:17+1 день Chicago O'Hare International | 24h 21m layover 20h 12m - New York | Spirit Airlines | NK3748 NK918 |
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on June 07, 2025
Flight Schedule Pittsburgh (Pennsylvania) to Chicago (Illinois)
Full flight schedule will help you in detecting at what time planes fly from Pittsburgh to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
| Departure | Arrival | Flight Details | Flight Duration | Price |
|---|---|---|---|---|
|
07:00 — 07:43
|
07:00 — 07:43
UA1848
United Airlines
Pittsburgh — Chicago
|
1h 43m |
Find flight
from$50 |
|
|
08:45 — 09:35
|
08:45 — 09:35
UA3461
United Airlines
Pittsburgh — Chicago
|
1h 50m |
Find flight
from$50 |
|
|
10:59 — 11:42
|
10:59 — 11:42
UA2683
United Airlines
Pittsburgh — Chicago
|
1h 43m |
Find flight
from$50 |
|
|
14:10 — 14:54
|
14:10 — 14:54
UA2390
United Airlines
Pittsburgh — Chicago
|
1h 44m |
Find flight
from$50 |
|
|
14:10 — 14:59
|
14:10 — 14:59
UA3577
United Airlines
Pittsburgh — Chicago
|
1h 49m |
Find flight
from$99 |
|
|
14:10 — 14:55
|
14:10 — 14:55
UA1967
United Airlines
Pittsburgh — Chicago
|
1h 45m |
Find flight
from$113 |
|
|
17:51 — 18:40
|
17:51 — 18:40
UA1129
United Airlines
Pittsburgh — Chicago
|
1h 49m |
Find flight
from$99 |
|
|
18:00 — 18:43
|
18:00 — 18:43
UA2627
United Airlines
Pittsburgh — Chicago
|
1h 43m |
Find flight
from$50 |
|
|
05:25 — 19:58
|
05:25 — 07:47
NK2856
Spirit Airlines
Pittsburgh — Orlando
9h 59m stop
17:46 — 19:58
NK1109
Spirit Airlines
Orlando — Chicago
|
15h 33m including layover |
Find flight
from$88 |
|
|
05:25 — 14:15
|
05:25 — 07:47
NK2856
Spirit Airlines
Pittsburgh — Orlando
4h 21m stop
12:08 — 14:15
NK3201
Spirit Airlines
Orlando — Chicago
|
9h 50m including layover |
Find flight
from$113 |
|
|
06:30 — 14:41
|
06:30 — 07:55
NK1781
Spirit Airlines
Pittsburgh — Newark
5h 2m stop
12:57 — 14:41
NK1183
Spirit Airlines
Newark — Chicago
|
9h 11m including layover |
Find flight
from$83 |
|
|
06:30 — 14:34
|
06:30 — 09:14
NK1675
Spirit Airlines
Pittsburgh — Miami
3h 3m stop
12:17 — 14:34
NK866
Spirit Airlines
Miami — Chicago
|
9h 4m including layover |
Find flight
from$84 |
|
|
09:50 — 15:27
|
20:33 — 22:59
F93819
Frontier Airlines
Pittsburgh — Orlando
50m stop
08:00 — 10:14
F93043
Frontier Airlines
Orlando — Chicago
|
6h 37m including layover |
Find flight
from$69 |
|
|
11:41 — 17:37
|
11:41 — 14:22
NK1677
Spirit Airlines
Pittsburgh — Miami
58m stop
15:20 — 17:37
NK1026
Spirit Airlines
Miami — Chicago
|
6h 56m including layover |
Find flight
from$84 |
|
|
11:41 — 20:40
|
11:41 — 14:22
NK1677
Spirit Airlines
Pittsburgh — Miami
3h 58m stop
18:20 — 20:40
NK3
Spirit Airlines
Miami — Chicago
|
9h 59m including layover |
Find flight
from$84 |
|
|
12:30 — 07:24
+1 day
|
12:30 — 13:59
G42746
Allegiant Air
Pittsburgh — Myrtle Beach
16h 1m stop
06:00 — 07:24
NK2520
Spirit Airlines
Myrtle Beach — Chicago
|
19h 54m including layover |
Find flight
from$92 |
|
|
13:12 — 19:58
|
13:12 — 15:38
NK3051
Spirit Airlines
Pittsburgh — Orlando
2h 8m stop
17:46 — 19:58
NK1109
Spirit Airlines
Orlando — Chicago
|
7h 46m including layover |
Find flight
from$121 |
|
|
15:14 — 22:15
|
15:14 — 16:36
F91792
Frontier Airlines
Pittsburgh — Philadelphia
4h 3m stop
20:39 — 22:15
F92113
Frontier Airlines
Philadelphia — Chicago
|
8h 1m including layover |
Find flight
from$84 |
|
|
18:52 — 15:33
+1 day
|
18:52 — 19:27
G42731
Allegiant Air
Pittsburgh — Nashville
18h 3m stop
13:30 — 15:33
NK2028
Spirit Airlines
Nashville — Chicago
|
21h 41m including layover |
Find flight
from$75 |
|
|
19:56 — 19:17
+1 day
|
19:56 — 21:23
NK3748
Spirit Airlines
Pittsburgh — New York
20h 12m stop
17:35 — 19:17
NK918
Spirit Airlines
New York — Chicago
|
24h 21m including layover |
Find flight
from$89 |
|
|
20:16 — 17:17
+1 day
|
20:16 — 22:53
NK1575
Spirit Airlines
Pittsburgh — Orlando
16h 15m stop
18:20 — 20:28
NK1114
Spirit Airlines
Orlando — Chicago
|
22h 1m including layover |
Find flight
from$131 |
|
|
07:00 — 09:41
+1 day
|
07:00 — 09:22
G41132
Allegiant Air
Pittsburgh — Clearwater
7h 57m stop
17:19 — 18:56
G4220
Allegiant Air
Clearwater — Fletcher
14h 4m stop
09:00 — 09:41
G41848
Allegiant Air
Fletcher — Chicago
|
27h 41m including layover |
Find flight
from$123 |
|
|
08:15 — 09:23
+1 day
|
08:15 — 09:20
9X304
New Axis Airways
Pittsburgh — Bradford
25m stop
09:45 — 11:24
9X392
New Axis Airways
Bradford — Baltimore
20h 36m stop
08:10 — 09:24
NK2439
Spirit Airlines
Baltimore — Chicago
|
26h 8m including layover |
Find flight
from$125 |
|
|
09:56 — 23:10
|
09:56 — 11:23
NK3183
Spirit Airlines
Pittsburgh — Myrtle Beach
3h 29m stop
14:52 — 16:40
NK2965
Spirit Airlines
Myrtle Beach — Newark
4h 53m stop
21:33 — 23:10
NK329
Spirit Airlines
Newark — Chicago
|
14h 14m including layover |
Find flight
from$100 |
|
|
10:33 — 08:50
+1 day
|
10:33 — 12:00
NK2652
Spirit Airlines
Pittsburgh — Newark
5h 58m stop
17:58 — 21:10
NK2692
Spirit Airlines
Newark — Miami
9h 20m stop
06:30 — 08:50
NK2
Spirit Airlines
Miami — Chicago
|
23h 17m including layover |
Find flight
from$131 |
|
|
14:49 — 20:00
+1 day
|
14:49 — 16:12
NK1488
Spirit Airlines
Pittsburgh — Myrtle Beach
3h 1m stop
19:13 — 21:10
NK1809
Spirit Airlines
Myrtle Beach — New York
21h 20m stop
18:30 — 20:00
NK1179
Spirit Airlines
New York — Chicago
|
30h 11m including layover |
Find flight
from$90 |
|
|
15:25 — 13:56
+1 day
|
15:25 — 17:47
G42986
Allegiant Air
Pittsburgh — Sarasota
14h 49m stop
08:36 — 10:24
G43002
Allegiant Air
Sarasota — Knoxville
2h 59m stop
13:23 — 13:56
G43026
Allegiant Air
Knoxville — Chicago
|
23h 31m including layover |
Find flight
from$131 |
|
|
16:55 — 09:41
+1 day
|
16:55 — 19:17
G42986
Allegiant Air
Pittsburgh — Sarasota
1h 58m stop
21:15 — 22:55
G41875
Allegiant Air
Sarasota — Fletcher
10h 5m stop
09:00 — 09:41
G41848
Allegiant Air
Fletcher — Chicago
|
17h 46m including layover |
Find flight
from$129 |
|
|
19:56 — 22:28
+1 day
|
19:56 — 21:23
NK3748
Spirit Airlines
Pittsburgh — Newark
16h stop
13:23 — 15:42
NK742
Spirit Airlines
Newark — Atlanta
5h 37m stop
21:19 — 22:28
NK1200
Spirit Airlines
Atlanta — Chicago
|
27h 32m including layover |
Find flight
from$104 |
|
|
20:52 — 09:41
+1 day
|
20:52 — 23:14
G42693
Allegiant Air
Pittsburgh — Clearwater
6h 46m stop
06:00 — 07:37
G42668
Allegiant Air
Clearwater — Fletcher
1h 23m stop
09:00 — 09:41
G41848
Allegiant Air
Fletcher — Chicago
|
13h 49m including layover |
Find flight
from$129 |
|
*Departure and arrival times - local. Updated on June 7, 2025
Flight Information
Below we will explain in detail what the flights cost on the destination from Pittsburgh to Chicago depends on and how to choose the most interesting flight option for you.
Distance between Pittsburgh and Chicago is 638 miles. Time difference between the cities is 1h. Airplanes depart 05:15 to 21:26 from 3 Pittsburgh airports and arrive 05:15 to 21:26 to 7 Chicago airports. Average flight time is 1h 45m.
- The fastest flight 1h 43m
- Average flight time 1h 45m
- The earliest flight 05:15
- The latest flight 21:26
- Distance 397 ml
The cheapest months to travel to Chicago are october (from 67 $), july (from 93 $), june (from 101 $).
The most expensive months are february (from 291 $), may (from 139 $), august (from 133 $).
What is the lowest airfare Pittsburgh to Chicago?
The cheapest plane ticket found by our users is $50. This airfare is for economy class on one-way UA2683 flight by United Airlines for October 7, 2025 which leaves Pittsburgh Int. in Pittsburgh at 10:59 am and arrives at Chicago O'Hare International at 11:42.
Economy class
$50
Business class
?
First class
?
Popular Airlines on the Route
The flight Pittsburgh — Chicago is served by 9 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 3 departures per week at the price of from $ 207 . And the most expensive tickets are offered by United Airlines airline - from $ 498.
Direct flights
There are 8 nonstop flights on the route. The fastest direct flight is UA1848 by United Airlines takes 1h 43m and the cheapest is UA2683 by United Airlines for $50.
- UA - United Airlinesfrom $50Find
See more direct flights
Connecting Flights
There are 344 flights with layovers on the route. The fastest connecting flight is UA1922 by United Airlines takes 4h 5m and the cheapest is UA2683 by United Airlines for $69.
- AS - Alaska Airlinesfrom $207Find
- F9 - Frontier Airlinesfrom $69Find
- SY - Sun Country Airlinesfrom $151Find
- HA - Hawaiian Airlinesfrom $201Find
- MX - Mexicanafrom $187Find
- UA - United Airlinesfrom $145Find
- G4 - Allegiant Airfrom $75Find
- NK - Spirit Airlinesfrom $83Find
- 9X - New Axis Airwaysfrom $125Find
See more connecting flights
Airports
You can fly from Pittsburgh to Chicago from 3 airports (Allegheny County, Pittsburgh Int., Civic Ar Heli).
Pittsburgh airports
- Allegheny County-AGCFind
- Pittsburgh Int.-PITfrom $50Find
- Civic Ar Heli-CVAFind
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from Pittsburgh by 9 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.
Top Domestic Destinations from Pittsburgh
You may also consider searching for discounted plane tickets to some other popular places from Pittsburgh within United States.
- from $56Find
- from $65Find
- from $71Find
- from $67Find
- from $63Find
- from $64Find
- from $75Find
- from $75Find
- from $67Find
- from $76Find
Top International Destinations from Pittsburgh
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
- from $63Find
- from $69Find
- from $77Find
- from $65Find
- from $75Find
- from $61Find
- from $61Find
- from $70Find
- from $66Find
- from $57Find
How to book a plane ticket yourself?
- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
- Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
- Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
- Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
- That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
To find a plane ticket, please select dates.