Cheapest routes found recently
Cheapest price by month
| Month | Round trip from |
|---|---|
| November 2026 | $125 |
| December 2026 | $130 |
| January 2027 | $139 |
| February 2027 | $210 |
| March 2027 | $296 |
| June 2027 | $331 |
| August 2027 | $244 |
Weather by month
The warmest month in Chicago is July, around 28 °C by day; the coolest is January, around -8 °C at night. The wettest month is June, with about 99 mm of rain, and the driest February, with about 39 mm.
| Month | Day °C | Night °C | Rain |
|---|---|---|---|
| January | -0.2° | -8.4° | 46 mm moderate |
| February | 2.3° | -5.8° | 39 mm moderate |
| March | 6.7° | -2.0° | 66 mm moderate |
| April | 12.9° | 3.3° | 94 mm wet |
| May | 19.4° | 8.3° | 90 mm moderate |
| June | 24.9° | 13.7° | 99 mm wet |
| July | 27.7° | 17.3° | 91 mm wet |
| August | 26.7° | 17.1° | 99 mm wet |
| September | 22.9° | 13.2° | 90 mm moderate |
| October | 16.9° | 7.2° | 70 mm moderate |
| November | 9.5° | 1.6° | 79 mm moderate |
| December | 2.8° | -4.5° | 65 mm moderate |
Best time to go
No month in Chicago combines the cheapest fares with mild weather, so go on price: the cheapest time to fly is November, December, January, from $125.
-
November
$125
10 °C moderate
-
December
$130
3 °C moderate
-
January
$139
0 °C moderate
Cheapest departure city each month
Airports
Most cheap flights to Chicago arrive at O'Hare International Airport, 25 km from the centre, which handles 67% of them.
- O'Hare International Airport ORD 25 km from centre · 67% of arrivals
- Chicago Midway International Airport MDW 14 km from centre · 20% of arrivals
- Chicago Rockford International Airport RFD 140 km from centre · 12% of arrivals
Airlines
-
Frontier Airlines
5 routes
-
Southwest Airlines
5 routes
-
American Airlines
4 routes
-
United Airlines
3 routes
-
jetBlue
2 routes
-
Allegiant Air
2 routes
-
Alaska Airlines
1 route
-
Viva Aerobus
1 route
Practical facts
The local currency is USD. Clocks are set to UTC-6. Sockets are type A, B and the mains supply is 120 V, 60 Hz. The main language is English. The international dialling code is +1, and traffic drives on the right.
-
USD
Currency
-
UTC-6
Time zone
-
A, B
Plug type
-
120 V, 60 Hz
Mains supply
-
English
Languages
-
+1
Dialling code
-
Right
Traffic
-
eSIM
Mobile data · Airalo
Questions and answers
- Which month is the cheapest to fly to Chicago?
- November is currently the cheapest month, with tickets from $125.
- From where is it cheapest to fly to Chicago right now?
- The cheapest departure city found is Boston, from $125 in November.
- Are there direct flights to Chicago?
- Yes. Of 6 routes with recent prices, 6 have direct flights.
- Which airlines fly to Chicago?
- Airlines found on these routes: Frontier Airlines, Southwest Airlines, American Airlines, United Airlines, jetBlue.
- What is the weather like in Chicago in July?
- The warmest month in Chicago is July, with daytime highs around 28 °C and about 91 mm of rain.
- When is the best time to visit Chicago?
- On price alone, the cheapest time to fly is November, December, January, from $125.
- Which currency is used in Chicago?
- The currency is USD. Sockets are type A, B and the mains supply is 120 V, 60 Hz.
- Which airport should I fly into for Chicago?
- O'Hare International Airport takes 67% of the cheapest flights and is 25 km from the centre.
Prices last updated Nov. 4, 2026
Trip essentials
Flight deals in Telegram
A daily digest of the cheapest fares from your city and instant alerts when a price drops. Free, no account needed.