Cheap flights from Cheyenne to Chicago from £222

Cheap flights from Cheyenne to Chicago from £222

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1 stop
Thu, Feb 26
Cheyenne CYSChicago ORD
£222
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1 stop
Thu, Feb 26
Cheyenne CYSChicago ORD
£222
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1 stop
Thu, Feb 26
Cheyenne CYSChicago ORD
£255
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1 stop
Sun, Feb 22
Cheyenne CYSChicago ORD
£260
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1 stop
Sun, Feb 22
Cheyenne CYSChicago ORD
£260
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1 stop
Sun, Feb 22
Cheyenne CYSChicago ORD
£260
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1 stop
Mon, Feb 23 – Sat, Feb 28
Cheyenne CYSChicago ORD
£519
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1 stop
Mon, Feb 23 – Fri, Feb 27
Cheyenne CYSChicago ORD
£551
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1 stop
Mon, Feb 23 – Fri, Feb 27
Cheyenne CYSChicago ORD
£551
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1 stop
Mon, Feb 23 – Fri, Feb 27
Cheyenne CYSChicago ORD
£558
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1 stop
Mon, Feb 23 – Fri, Feb 27
Cheyenne CYSChicago ORD
£573
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1 stop
Mon, Feb 23 – Fri, Feb 27
Cheyenne CYSChicago ORD
£581
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How much do flights to Chicago cost?

Cheapest one-way trip

£222

Cheapest round-trip

£519

Most popular airline

United Airlines

Getting from Chicago's airport to the city center

Fastest options: CTA Blue Line train from O'Hare. Best value: CTA Orange Line from Midway or shared ride services.

Chicago is served by two major airports, each offering a variety of airport transfers to city center destinations. O'Hare International Airport (ORD) lies 27 km northwest of downtown Chicago, while Chicago Midway International Airport (MDW) is located 16 km southwest of the city center. Transport options include the CTA rapid transit trains, buses, taxis, ride-hailing services, and private transfers. Journey times and costs vary depending on the airport, time of day, and traffic conditions.

From O'Hare International Airport (ORD)

Transport Option

Typical Time

Typical Cost

Frequency

Best For

40-50 min

$5 (standard fare)

every 5–10 min (traffic dependent)

budget travelers to Loop

60-90 min

$2-$5 (combined bus and Metra fare)

every 20–30 min (traffic dependent)

northwest suburbs connection

35-70 min

$45-$65 (metered; varies by traffic)

on-demand 24/7 (traffic dependent)

door-to-door with luggage

35-70 min

$35-$75 (surge pricing may apply)

on-demand 24/7 (traffic dependent)

app-based convenience

35-70 min

$60-$120 (pre-booked; fixed rate)

by reservation (traffic dependent)

groups or business travel

From Chicago Midway International Airport (MDW)

Transport Option

Typical Time

Typical Cost

Frequency

Best For

25-30 min

$5 (standard fare)

every 6–12 min (traffic dependent)

quick access to Loop

20-45 min

$30-$45 (metered; varies by traffic)

on-demand 24/7 (traffic dependent)

door-to-door convenience

20-45 min

$25-$50 (surge pricing may apply)

on-demand 24/7 (traffic dependent)

flexible pickup location

Notes:

  • Prices in USD; table created in 2025 and subject to change.
  • CTA Ventra cards or contactless payment accepted on Blue and Orange Lines.
  • Taxis are metered; ride-hailing prices vary with demand. Road traffic can significantly affect journey times.
  • We recommend checking official transport websites for your travel planning.

Updated: December 2025

Key info about flying to Chicago

Depart from
Cheyenne Regional
Arrive to
O Hare International
Average flights per week
42
Flight distance
Worth visiting
Art Institute of Chicago

Check-in for a flight from Cheyenne to Chicago

NameCarrier codeIATA CodePassport needed during booking
United AirlinesUALUANo

Online check-in is not available for these airlines.

Weather in Chicago

Average Weather

MonthAverage monthly max temperatureAverage monthly min temperature
January-1°C-6°C
February0°C-5°C
March6°C0°C
April11°C4°C
May17°C10°C
June22°C16°C
July26°C20°C
August25°C19°C
September22°C16°C
October15°C10°C
November8°C3°C
December2°C-1°C
Hottest Month
26°C
July
Coldest month
-6°C
January
Sunny days
256
days per year
Snow days
17
days per year

14 day forecast

Saturday
14 Feb
5°C-3°C
21 Feb
28%
-2°C-6°C
Sunday
15 Feb
4°C-2°C
22 Feb
45%
-2°C-2°C
Monday
16 Feb
6°C-2°C
23 Feb
68%
-1°C-3°C
Tuesday
17 Feb
6°C-1°C
24 Feb
1°C-4°C
Wednesday
18 Feb
78%
15°C6°C
25 Feb
80%
5°C0°C
Thursday
19 Feb
2°C1°C
26 Feb
84%
4°C2°C
Friday
20 Feb
88%
5°C-6°C
27 Feb
73%
3°C2°C
Book your trip to arrive at O Hare International, Chicago Midway International, or Chicago Rockford International. The most popular airline for this route is United Airlines. Cheyenne and Chicago have 42 direct flights per week.

Frequently asked questions

What are the most popular routes to and from Cheyenne?
Travelers frequently search for route combinations, such as Cheyenne and London, New York, Miami, Dhaka, Mexico City, Atlanta, Dallas, Tampa, Houston, Istanbul, Orlando, Philadelphia, Dubai, Denver.
What are the most popular routes to and from Chicago?
Travelers frequently search for route combinations, such as Chicago and London, Mexico City, New York, Guadalajara, Edinburgh, Dallas, Manchester, Morelia, Atlanta, Los Angeles, Houston, León, Leeds, Orlando, San Francisco, Philadelphia, Tampa, Miami, Monterrey, Birmingham.
What airports are near Cheyenne?
The main airport in Cheyenne is Cheyenne Regional. It is also served by Denver International, Alliance Municipal, Western Nebraska Regional, Casper–Natrona County International, Cheyenne Regional, Laramie Regional.
What airports are near Chicago?
The main airport in Chicago is O Hare International. It is also served by Gerald R. Ford International, South Bend International, Fort Wayne International, General Mitchell International, Dane County Regional, Quad City International, General Wayne A. Downing Peoria International, Central Illinois Regional, Muskegon County, University of Illinois Willard.
Which airlines fly between Cheyenne and Chicago?
Currently, you can fly between Cheyenne and Chicago with United Airlines.
When’s the best time to travel between Cheyenne and Chicago?
If you don’t have specific dates for your trip between Cheyenne and Chicago, you can enter a date range into the departure and return fields. Most carriers on the Kiwi.com website allow you to search and book up to six months from the day of your search. Order the search results by the best, cheapest, or fastest route, or find the cheapest outbound and return combination in the pricing table.
What flights operate between Cheyenne and Chicago?
Traveling between Cheyenne and Chicago, you can choose between direct (nonstop) flights or flights with one or more stops. You can select the number of stops on your journey, including an overnight stopover, and the duration of the stopover. What’s more, you can also select where you want to have your stopover. Want to say "Hi" to a friend in another city en route to your destination? Or fancy a quick round of shopping? Go Multi-City or Nomad and add places to your search that you wish to visit.
How many airports are there near Cheyenne?
There are a number of airports in and around Cheyenne. The main one is Cheyenne Regional and other nearby airports include Denver International, Alliance Municipal, Western Nebraska Regional, Casper–Natrona County International, Cheyenne Regional, Laramie Regional
How many airports are there near Chicago?
There are a number of airports in and around Chicago. The main one is O Hare International and other nearby airports include Gerald R. Ford International, South Bend International, Fort Wayne International, General Mitchell International, Dane County Regional, Quad City International, General Wayne A. Downing Peoria International, Central Illinois Regional, Muskegon County, University of Illinois Willard.
What time do nonstop (direct) flights between Cheyenne and Chicago depart?
What time do nonstop (direct) flights between Cheyenne and Chicago arrive?
What time do flights between Cheyenne and Chicago depart?
What time do flights between Cheyenne and Chicago arrive?

Planning a trip? Thanks to our Virtual Interlining algorithm, we offer billions of route combinations between any origin and destination in the world by plane. Find the cheapest routes and best deals, as well as the best dates to travel.

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