Flights from Oklahoma City to Chicago
Pick a departure date to see flights and seller prices
We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.
Prices by day: Oklahoma City to Chicago
Lowest one-way price in dollars from recent searches, cheap days in green. Press a day to see flights and exact prices.
Best fares from Oklahoma City to Chicago
Lowest one-way prices found by recent searches for the next 120 days; press a card to search that date
Oklahoma City to Chicago at a glance
- flight time, from 1h 50m to 6h 10m
- 2h 20m
- straight-line distance
- 692 mi (1,114 km)
- flights a week
- 47
- flights today
- 7
- first and last departure
- 05:00 - 13:19
- lowest price, with a connection, 14 November
- $138
- lowest nonstop price
- $143
- airlines
- 3
Oklahoma City to Chicago ticket prices by month
Lowest one-way fare found by recent searches
Cheapest month: November 2026, tickets from $138. Prices come from searches over the last few days; check the search for your exact date.
The most expensive month is January 2027: from $218. The average across months is $178.
Oklahoma City to Chicago flight schedule
47 flights a week, 7 today, 59 seasonal or one-off. Departure and arrival times are local.
FlightDepartsArrivesDurationDaysAircraft
WN 3145
Southwest Airlines
05:00
Will Rogers World
06:55
Chicago Midway International
1h 55m
Sat
Boeing 737-800
WN 3242
Southwest Airlines
05:00
Will Rogers World
06:55
Chicago Midway International
1h 55m
Sat
Boeing 737
WN 3145
Southwest Airlines
05:05
Will Rogers World
07:00
Chicago Midway International
1h 55m
Mon, Thu, Fri, Sun
Boeing 737-800
WN 3145
Southwest Airlines
05:20
Will Rogers World
07:20
Chicago Midway International
2h
Mon, Tue, Wed, Thu
Boeing 737-800
UA 2183
United Airlines
07:00
Will Rogers World
09:18
, terminal 1
2h 18m
Daily
Boeing 737-800
AA 6198
American Airlines
07:04
Will Rogers World
09:30
, terminal 3
2h 26m
Daily
Canadair reg jet 700
AA 6198
American Airlines
07:15
Will Rogers World
09:45
, terminal 3
2h 30m
Mon, Thu, Fri, Sat
Canadair reg jet 700
AA 6198
American Airlines
07:16
Will Rogers World
09:46
, terminal 3
2h 30m
Sun
Canadair reg jet 700
UA 5823
United Airlines
10:09
Will Rogers World
12:29
, terminal 2
2h 20m
Daily
Embraer 175
WN 346
Southwest Airlines
10:55
Will Rogers World
17:05
Chicago Midway International
6h 10m
Mon, Tue, Wed, Thu
WN 2285
Southwest Airlines
12:40
Will Rogers World
14:35
Chicago Midway International
1h 55m
Sat
Boeing 737-800
AA 6291
American Airlines
13:05
Will Rogers World
15:27
, terminal 3
2h 22m
Thu, Sat
Canadair reg jet 700
AA 6291
American Airlines
13:06
Will Rogers World
15:30
, terminal 3
2h 24m
Daily
Canadair reg jet 700
AA 6291
American Airlines
13:08
Will Rogers World
15:30
, terminal 3
2h 22m
Mon, Fri, Sun
Canadair reg jet 700
UA 5279
United Airlines
13:19
Will Rogers World
15:38
, terminal 2
2h 19m
Mon, Tue, Wed, Thu, Fri, Sun
Embraer 175
Seasonal and one-off flights
Not operating in the next two weeks. The first of them is on 24 November.
FlightDepartsArrivesDurationDaysAircraft
WN 1233
Southwest Airlines
05:15
Will Rogers World
07:10
Chicago Midway International
1h 55m
Seasonal
Boeing 737-800
WN 2550
Southwest Airlines
10:50
Will Rogers World
12:45
Chicago Midway International
1h 55m
Seasonal
Boeing 737-800
AA 6198
American Airlines
07:30
Will Rogers World
10:00
, terminal 3
2h 30m
Seasonal
Canadair reg jet 700
AA 6291
American Airlines
13:07
Will Rogers World
15:29
, terminal 3
2h 22m
Seasonal
Canadair reg jet 700
WN 3351
Southwest Airlines
05:00
Will Rogers World
06:55
Chicago Midway International
1h 55m
Seasonal
Boeing 737-800
UA 1005
United Airlines
07:00
Will Rogers World
09:18
, terminal 1
2h 18m
Seasonal
Airbus A319
UA 5823
United Airlines
10:00
Will Rogers World
12:20
, terminal 2
2h 20m
Seasonal
Embraer 175
AA 6434
American Airlines
13:10
Will Rogers World
15:33
, terminal 3
2h 23m
Seasonal
Canadair reg jet 700
AA 6198
American Airlines
06:57
Will Rogers World
09:30
, terminal 3
2h 33m
Seasonal
Canadair reg jet 700
AA 4721
American Airlines
07:00
Will Rogers World
09:29
, terminal 3
2h 29m
Selected dates
Embraer EMB 175
AA 6434
American Airlines
13:15
Will Rogers World
15:38
, terminal 3
2h 23m
Seasonal
Canadair reg jet 700
UA 2832
United Airlines
06:45
Will Rogers World
09:07
, terminal 1
2h 22m
Seasonal
Boeing 737-700
UA 5842
United Airlines
10:04
Will Rogers World
12:29
, terminal 2
2h 25m
Seasonal
Embraer 175
AA 4733
American Airlines
11:28
Will Rogers World
13:47
, terminal 3
2h 19m
Seasonal
Embraer EMB 175
UA 5279
United Airlines
13:27
Will Rogers World
15:43
, terminal 2
2h 16m
Seasonal
Embraer 175
UA 5364
United Airlines
06:45
Will Rogers World
09:10
, terminal 2
2h 25m
Seasonal
Embraer 175
AA 6198
American Airlines
08:40
Will Rogers World
11:10
, terminal 3
2h 30m
Seasonal
Canadair reg jet 700
AA 3448
American Airlines
11:31
Will Rogers World
13:46
, terminal 3
2h 15m
Seasonal
Embraer EMB 175
AA 6198
American Airlines
06:11
Will Rogers World
08:44
, terminal 3
2h 33m
Seasonal
Canadair reg jet 700
AA 3448
American Airlines
11:32
Will Rogers World
13:47
, terminal 3
2h 15m
Seasonal
Embraer EMB 175
AA 4929
American Airlines
11:21
Will Rogers World
13:36
, terminal 3
2h 15m
Selected dates
Canadair reg jet 700
AA 6198
American Airlines
06:12
Will Rogers World
08:45
, terminal 3
2h 33m
Seasonal
Canadair reg jet 700
UA 5279
United Airlines
13:22
Will Rogers World
15:35
, terminal 2
2h 13m
Seasonal
UA 1008
United Airlines
07:00
Will Rogers World
09:21
, terminal 1
2h 21m
Seasonal
Airbus A319
UA 5823
United Airlines
09:48
Will Rogers World
12:13
, terminal 2
2h 25m
Seasonal
Embraer 175
WN 2990
Southwest Airlines
05:25
Will Rogers World
07:20
Chicago Midway International
1h 55m
Seasonal
Boeing 737-800
AA 6261
American Airlines
07:27
Will Rogers World
10:00
, terminal 3
2h 33m
Seasonal
Canadair reg jet 700
AA 4170
American Airlines
12:42
Will Rogers World
15:02
, terminal 3
2h 20m
Seasonal
Embraer 170
WN 2990
Southwest Airlines
05:00
Will Rogers World
06:50
Chicago Midway International
1h 50m
Seasonal
Boeing 737
UA 5823
United Airlines
09:36
Will Rogers World
12:00
, terminal 2
2h 24m
Seasonal
Embraer 175
WN 2991
Southwest Airlines
12:35
Will Rogers World
14:30
Chicago Midway International
1h 55m
Seasonal
Boeing 737
AA 5110
American Airlines
13:02
Will Rogers World
15:22
, terminal 3
2h 20m
Seasonal
Canadair reg jet 700
AA 6261
American Airlines
07:57
Will Rogers World
10:30
, terminal 3
2h 33m
Seasonal
Canadair reg jet 700
WN 2990
Southwest Airlines
05:05
Will Rogers World
06:55
Chicago Midway International
1h 50m
Seasonal
Boeing 737
UA 1008
United Airlines
07:10
Will Rogers World
09:22
, terminal 1
2h 12m
Seasonal
Airbus A319
AA 6261
American Airlines
07:12
Will Rogers World
09:38
, terminal 3
2h 26m
Seasonal
Canadair reg jet 700
UA 5823
United Airlines
10:10
Will Rogers World
12:25
, terminal 2
2h 15m
Seasonal
Embraer 175
UA 5364
United Airlines
07:10
Will Rogers World
09:37
, terminal 2
2h 27m
Seasonal
Embraer 175
WN 233
Southwest Airlines
05:05
Will Rogers World
06:55
Chicago Midway International
1h 50m
Seasonal
Boeing 737
WN 233
Southwest Airlines
05:00
Will Rogers World
06:50
Chicago Midway International
1h 50m
Seasonal
Boeing 737
WN 251
Southwest Airlines
05:00
Will Rogers World
06:50
Chicago Midway International
1h 50m
Seasonal
Boeing 737
WN 287
Southwest Airlines
05:05
Will Rogers World
06:55
Chicago Midway International
1h 50m
Seasonal
UA 5823
United Airlines
10:30
Will Rogers World
12:45
, terminal 2
2h 15m
Seasonal
Embraer 175
UA 5232
United Airlines
12:35
Will Rogers World
14:52
, terminal 2
2h 17m
Seasonal
Embraer 175
WN 864
Southwest Airlines
05:00
Will Rogers World
06:55
Chicago Midway International
1h 55m
Seasonal
AA 6517
American Airlines
06:44
Will Rogers World
09:07
, terminal 3
2h 23m
Seasonal
Canadair reg jet 700
WN 864
Southwest Airlines
05:05
Will Rogers World
07:00
Chicago Midway International
1h 55m
Seasonal
Boeing 737-800
WN 493
Southwest Airlines
12:50
Will Rogers World
14:45
Chicago Midway International
1h 55m
Seasonal
Boeing 737
AA 6517
American Airlines
07:56
Will Rogers World
10:28
, terminal 3
2h 32m
Seasonal
Canadair reg jet 700
AA 6348
American Airlines
11:09
Will Rogers World
13:35
, terminal 3
2h 26m
Seasonal
Canadair reg jet 700
AA 6517
American Airlines
08:20
Will Rogers World
10:45
, terminal 3
2h 25m
Seasonal
Canadair reg jet 700
AA 4935
American Airlines
11:08
Will Rogers World
13:32
, terminal 3
2h 24m
Seasonal
Canadair reg jet 700
AA 6434
American Airlines
13:31
Will Rogers World
15:54
, terminal 3
2h 23m
Seasonal
Canadair reg jet 700
WN 1108
Southwest Airlines
05:00
Will Rogers World
07:00
Chicago Midway International
2h
Seasonal
Boeing 737
WN 253
Southwest Airlines
05:00
Will Rogers World
07:00
Chicago Midway International
2h
Seasonal
Boeing 737
AA 6517
American Airlines
08:10
Will Rogers World
10:35
, terminal 3
2h 25m
Seasonal
Canadair reg jet 700
AA 4935
American Airlines
11:04
Will Rogers World
13:32
, terminal 3
2h 28m
Seasonal
Canadair reg jet 700
AA 6517
American Airlines
08:08
Will Rogers World
10:35
, terminal 3
2h 27m
Seasonal
Canadair reg jet 700
AA 6306
American Airlines
11:20
Will Rogers World
13:47
, terminal 3
2h 27m
Selected dates
Canadair reg jet 700
Days of the week are taken from the schedule for the next 14 days; schedules change by season. The search shows seat availability and the price for your date.
Airlines flying Oklahoma City to Chicago
Flights a week by schedule and the cheapest nonstop fare of each airline found by recent searches
United Airlines
American Airlines
Southwest Airlines
United Airlines: 9 flights, first departure at 07:00, last at 13:19, tickets from $293 on 3 January
MTWTFSS
United Airlines Oklahoma City to Chicago
American Airlines: 14 flights, first departure at 07:04, last at 13:08, tickets from $143 on 14 November
MTWTFSS
American Airlines Oklahoma City to Chicago
Southwest Airlines: 16 flights, first departure at 05:00, last at 12:40
MTWTFSS
Southwest Airlines Oklahoma City to Chicago
Airports
Where flights from Oklahoma City to Chicago depart and land
Departure from Oklahoma City
Arrival in Chicago
13 flights a week, 9 mi (14 km) from the city centre
When to visit Chicago
Weather by month
Best time to visit: May, June, July, August, September and October, +18° to +27° by day. In November it is +10° by day and +2° at night, with 7 rainy days.
Jan
0°
−7°
10 days
Feb
+2°
−6°
7 days
Mar
+9°
0°
12 days
Apr
+14°
+5°
13 days
May
+19°
+10°
11 days
Jun
+27°
+17°
9 days
Jul
+27°
+19°
12 days
Aug
+27°
+19°
10 days
Sep
+24°
+16°
7 days
Oct
+18°
+10°
11 days
Nov
+10°
+2°
7 days
Dec
+4°
−3°
10 days
Daytime and night temperatures in °C, rainy days. Months with the most comfortable weather are in green. Long-term averages.
Frequently asked questions
How long is the flight from Oklahoma City to Chicago?
A nonstop flight takes 2 hours 20 minutes on average, from 1h 50m to 6h 10m depending on the flight.
How far is Chicago from Oklahoma City?
692 mi (1,114 km) in a straight line between the cities.
Which airlines fly nonstop from Oklahoma City to Chicago?
United Airlines (20 a week), American Airlines (14 a week) and Southwest Airlines (13 a week).
How many flights a day are there from Oklahoma City to Chicago?
7 flights today and 47 a week, about 6.7 a day on average.
When are the first and last flights from Oklahoma City to Chicago?
The first departure is at 05:00 (WN3145), the last at 13:19 (UA5279). Local time.
What is the cheapest month to fly from Oklahoma City to Chicago?
November 2026: tickets from $138. The most expensive is January 2027, from $218.
What is the cheapest upcoming date to fly from Oklahoma City to Chicago?
14 November 2026 (Saturday): from $138 one way, with a connection, by recent searches. The search shows the price for your dates.
Which airline is the cheapest from Oklahoma City to Chicago?
American Airlines: nonstop tickets from $143 on 14 November by recent searches. Prices change daily, so compare the sellers in the search.
Which Oklahoma City airport do flights to Chicago leave from?
Will Rogers World (47 a week).