Cheap Flights from Philadelphia, PA to Chicago, IL from $44

On Cheapflightsplus.com you will find 16 direct and 377 connecting flights from Philadelphia to Chicago. You can compare airfare deals from 4 airlines and multiple travel sites from $44, book and save on cheap plane tickets and last minute offers. Also check out PHL-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Philadelphia 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: $44 (one-way), $75 (round-trip).
Direct flights
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Full flight schedule will help you in detecting at what time planes fly from Philadelphia 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
06:25 — 07:49
06:25 — 07:49 UA2231 United Airlines
Philadelphia — Chicago
2h 24m
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from$110
06:30 — 07:54
06:30 — 07:54 UA2467 United Airlines
Philadelphia — Chicago
2h 24m
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from$110
06:30 — 08:01
06:30 — 08:01 UA1834 United Airlines
Philadelphia — Chicago
2h 31m
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from$123
08:56 — 10:09
08:56 — 10:09 F91617 Frontier Airlines
Philadelphia — Chicago
2h 13m
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from$44
09:09 — 10:33
09:09 — 10:33 F92111 Frontier Airlines
Philadelphia — Chicago
2h 24m
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from$44
10:10 — 11:29
10:10 — 11:29 UA561 United Airlines
Philadelphia — Chicago
2h 19m
Find flight
from$123
10:10 — 11:41
10:10 — 11:41 UA2657 United Airlines
Philadelphia — Chicago
2h 31m
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from$123
10:10 — 11:29
10:10 — 11:29 UA408 United Airlines
Philadelphia — Chicago
2h 19m
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from$136
12:00 — 13:32
12:00 — 13:32 UA1920 United Airlines
Philadelphia — Chicago
2h 32m
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from$198
12:15 — 13:47
12:15 — 13:47 UA2394 United Airlines
Philadelphia — Chicago
2h 32m
Find flight
from$123
12:15 — 13:35
12:15 — 13:35 UA539 United Airlines
Philadelphia — Chicago
2h 20m
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from$136
13:15 — 14:39
13:15 — 14:39 UA221 United Airlines
Philadelphia — Chicago
2h 24m
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from$137
17:06 — 18:30
17:06 — 18:30 UA2386 United Airlines
Philadelphia — Chicago
2h 24m
Find flight
from$136
17:15 — 18:39
17:15 — 18:39 UA308 United Airlines
Philadelphia — Chicago
2h 24m
Find flight
from$123
18:00 — 19:13
18:00 — 19:13 F94367 Frontier Airlines
Philadelphia — Chicago
2h 13m
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from$44
18:40 — 20:04
18:40 — 20:04 UA422 United Airlines
Philadelphia — Chicago
2h 24m
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from$136
05:20 — 08:24
+1 day
05:20 — 08:05 F92415 Frontier Airlines
Philadelphia — Orlando
22h stop
07:30 — 09:54 F93043 Frontier Airlines
Orlando — Chicago
28h 4m
including layover
Find flight
from$86
05:30 — 13:48
05:30 — 08:25 F91473 Frontier Airlines
Philadelphia — Tampa
3h 23m stop
11:48 — 13:48 F91415 Frontier Airlines
Tampa — Chicago
9h 18m
including layover
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from$77
06:05 — 17:10
05:40 — 08:51 F91577 Frontier Airlines
Philadelphia — Fort Myers
5h 45m stop
22:43 — 00:56 F93799 Frontier Airlines
Fort Myers — Chicago
12h 5m
including layover
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from$71
06:31 — 21:55
06:31 — 07:59 F92059 Frontier Airlines
Philadelphia — Raleigh
12h 55m stop
20:54 — 21:55 F93717 Frontier Airlines
Raleigh — Chicago
16h 24m
including layover
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from$84
07:20 — 09:27
+1 day
07:20 — 10:11 F91541 Frontier Airlines
Philadelphia — Orlando
20h 54m stop
07:05 — 09:27 F93043 Frontier Airlines
Orlando — Chicago
27h 7m
including layover
Find flight
from$67
07:20 — 10:28
+1 day
07:20 — 10:11 F91541 Frontier Airlines
Philadelphia — Orlando
22h 15m stop
08:26 — 10:28 F91457 Frontier Airlines
Orlando — Chicago
28h 8m
including layover
Find flight
from$77
08:57 — 00:59
+1 day
07:20 — 10:07 F91807 Frontier Airlines
Philadelphia — Orlando
11h 17m stop
09:56 — 12:05 F93043 Frontier Airlines
Orlando — Chicago
17h 2m
including layover
Find flight
from$62
11:25 — 18:42
12:37 — 14:25 F91327 Frontier Airlines
Philadelphia — Charlotte
4h 19m stop
10:40 — 12:02 F93141 Frontier Airlines
Charlotte — Chicago
8h 17m
including layover
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from$71
13:15 — 22:07
13:15 — 16:09 F93985 Frontier Airlines
Philadelphia — Dallas
3h 29m stop
19:38 — 22:07 F91342 Frontier Airlines
Dallas — Chicago
9h 52m
including layover
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from$64
13:15 — 21:02
13:15 — 16:09 F93985 Frontier Airlines
Philadelphia — Dallas
2h 37m stop
18:46 — 21:02 F92998 Frontier Airlines
Dallas — Chicago
8h 47m
including layover
Find flight
from$81
14:45 — 00:59
+1 day
14:39 — 17:30 F92505 Frontier Airlines
Philadelphia — Orlando
5h 20m stop
09:56 — 12:05 F93043 Frontier Airlines
Orlando — Chicago
11h 14m
including layover
Find flight
from$62
14:45 — 16:46
+1 day
14:41 — 17:32 F92505 Frontier Airlines
Philadelphia — Orlando
20h 58m stop
17:28 — 19:43 F92041 Frontier Airlines
Orlando — Chicago
27h 1m
including layover
Find flight
from$62
15:58 — 07:55
+1 day
14:41 — 17:32 F92505 Frontier Airlines
Philadelphia — Orlando
11h 15m stop
06:00 — 07:55 F91457 Frontier Airlines
Orlando — Chicago
16h 57m
including layover
Find flight
from$62
16:45 — 21:29
16:42 — 19:10 F92297 Frontier Airlines
Philadelphia — Atlanta
1h 12m stop
22:11 — 23:08 F92779 Frontier Airlines
Atlanta — Chicago
5h 44m
including layover
Find flight
from$90
16:45 — 23:47
16:45 — 19:11 F92297 Frontier Airlines
Philadelphia — Atlanta
3h 18m stop
22:29 — 23:47 F91441 Frontier Airlines
Atlanta — Chicago
8h 2m
including layover
Find flight
from$90
17:19 — 23:16
17:19 — 20:08 F92505 Frontier Airlines
Philadelphia — Orlando
55m stop
21:03 — 23:16 F93045 Frontier Airlines
Orlando — Chicago
6h 57m
including layover
Find flight
from$90
17:40 — 23:19
17:40 — 19:30 F94353 Frontier Airlines
Philadelphia — Charlotte
2h 26m stop
21:56 — 23:19 F93141 Frontier Airlines
Charlotte — Chicago
6h 39m
including layover
Find flight
from$70
18:54 — 20:25
+1 day
18:54 — 21:49 F92835 Frontier Airlines
Philadelphia — Tampa
20h 51m stop
18:40 — 20:25 F93899 Frontier Airlines
Tampa — Chicago
26h 31m
including layover
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from$71
19:30 — 13:48
+1 day
19:30 — 22:24 F92337 Frontier Airlines
Philadelphia — Tampa
13h 24m stop
11:48 — 13:48 F91415 Frontier Airlines
Tampa — Chicago
19h 18m
including layover
Find flight
from$71
19:30 — 15:21
+1 day
19:30 — 22:24 F92337 Frontier Airlines
Philadelphia — Tampa
15h 2m stop
13:26 — 15:21 F91185 Frontier Airlines
Tampa — Chicago
20h 51m
including layover
Find flight
from$71
20:29 — 09:47
+1 day
20:29 — 22:47 F93339 Frontier Airlines
Philadelphia — Denver
7h 23m stop
06:10 — 09:47 F91484 Frontier Airlines
Denver — Chicago
14h 18m
including layover
Find flight
from$71
20:35 — 11:20
+1 day
20:29 — 22:47 F93339 Frontier Airlines
Philadelphia — Denver
9h 1m stop
08:50 — 12:13 F92210 Frontier Airlines
Denver — Chicago
15h 45m
including layover
Find flight
from$71
21:53 — 14:11
+1 day
20:29 — 22:47 F93339 Frontier Airlines
Philadelphia — Denver
10h 11m stop
20:59 — 00:28 F93172 Frontier Airlines
Denver — Chicago
17h 18m
including layover
Find flight
from$71
22:20 — 09:52
+1 day
23:26 — 01:59 F94169 Frontier Airlines
Philadelphia — Orlando
6h 24m stop
17:01 — 19:16 F92041 Frontier Airlines
Orlando — Chicago
12h 32m
including layover
Find flight
from$65
22:20 — 23:16
+1 day
22:20 — 01:06 F94169 Frontier Airlines
Philadelphia — Orlando
19h 57m stop
21:03 — 23:16 F93045 Frontier Airlines
Orlando — Chicago
25h 56m
including layover
Find flight
from$85
*Departure and arrival times - local. Updated on April 4, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Philadelphia to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Philadelphia and Chicago is 1064 miles. Time difference between the cities is 1h. Airplanes depart 05:01 to 23:26 from 4 Philadelphia airports and arrive 05:01 to 23:26 to 7 Chicago airports. Average flight time is 2h 24m.

  • The fastest flight 2h 13m
  • Average flight time 2h 24m
  • The earliest flight 05:01
  • The latest flight 23:26
  • Distance 662 ml

The cheapest months to travel to Chicago are november (from 44 $), february (from 50 $), december (from 64 $).

The most expensive months are january (from 65 $), december (from 64 $), february (from 50 $).

What is the lowest airfare Philadelphia to Chicago?

The cheapest plane ticket found by our users is $44. This airfare is for economy class on one-way F91617 flight by Frontier Airlines for February 21, 2025 which leaves Philadelphia Int. in Philadelphia at 08:56 am and arrives at Chicago Midway at 10:09.

Economy class
$44
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Business class
?
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First class
?
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Popular Airlines on the Route

The flight Philadelphia — Chicago is served by 4 regular airlines and 2 low-cost airlines. Most of the flights on this route are operated by Frontier Airlines - 84 departures per week at the price of from $ 44 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 1016.

Direct flights

There are 16 nonstop flights on the route. The fastest direct flight is F91617 by Frontier Airlines takes 2h 13m and the cheapest is F91617 by Frontier Airlines for $44.

See more direct flights

Connecting Flights

There are 377 flights with layovers on the route. The fastest connecting flight is UA6228 by United Airlines takes 4h 14m and the cheapest is F91617 by Frontier Airlines for $62.

  • from $62
    Find
  • AS - Alaska Airlines
    from $333
    Find
  • UA - United Airlines
    from $139
    Find
  • NK - Spirit Airlines
    from $105
    Find
See more connecting flights

Airports

You can fly from Philadelphia to Chicago from 4 airports (Philadelphia Int., North Philadelphia, Mustin Alf, Philadelphia Sea Plane Base).

Philadelphia airports

  • Philadelphia Int.-PHL
    from $44
    Find
  • North Philadelphia-PNE
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  • Mustin Alf-MUV
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  • Philadelphia Sea Plane Base-PSQ
    Find

Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
    Find

How to book a plane ticket yourself?

How to book an air 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.

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