Cheap flights from Wyoming (WY) to Chicago (CHI)

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How to find the cheapest flight from
Wyoming to Chicago (CHI)

All the information you need to plan the best null to CHI flight in 2022: compare Wyoming to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
How far in advance should I book a flight from Wyoming to Chicago?

Users have found that booking a flight from Wyoming to Chicago at least 30 days early can save you up to 68% on average compared to booking a flight this week. If booking 30 days before your flight isn’t an option for you, users have found flights from Wyoming to Chicago for as little as $506 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $659 for flights departing within the next 3 days.

When is the cheapest time to fly from Wyoming to Chicago (WY - CHI)?

When flying from Wyoming to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest month to fly from Wyoming to Chicago?

June is one of the best times of the year to fly to Chicago from Wyoming. Prices for June average $545 per person but you can even find prices for as low as $227. The most expensive prices can be found in the month of April. Opting for a June flight can save you 85% on your journey compared to booking in April

Cheap flights from Wyoming to Chicago in August, September 2022

The best prices found for Wyoming to CHI flights for August, September
23 Aug - 27 Aug
$94pp
DEN
Denver Intl
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
DEN
Denver Intl
7 Sep - 17 Sep
$99pp
DEN
Denver Intl
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
DEN
Denver Intl
14 Sep - 1 Oct
$100pp
DEN
Denver Intl
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
DEN
Denver Intl

Wyoming to Chicago 2022 flight deals

Cheap flights to Chicago from Wyoming found for this year
23 Aug - 27 Aug
$94pp
DEN
Denver Intl
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
DEN
Denver Intl
7 Sep - 17 Sep
$99pp
DEN
Denver Intl
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
DEN
Denver Intl
14 Sep - 1 Oct
$100pp
DEN
Denver Intl
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
DEN
Denver Intl

Cheap United Airlines flights from Wyoming to Chicago

5 Oct - 12 Oct
$138pp
DEN
Denver Intl
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
DEN
Denver Intl
22 Oct - 26 Oct
$148pp
DEN
Denver Intl
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
DEN
Denver Intl
22 Sep - 26 Sep
$158pp
DEN
Denver Intl
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
DEN
Denver Intl

Cheap American Airlines flights from Wyoming to Chicago

2 Nov - 9 Nov
$145pp
DEN
Denver Intl
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
DEN
Denver Intl
17 Aug - 23 Aug
$225pp
DEN
Denver Intl
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
DEN
Denver Intl
16 Aug - 26 Aug
$245pp
DEN
Denver Intl
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
DEN
Denver Intl

Non-stop flights to Chicago from Wyoming

Save time with Wyoming to Chicago direct flight deals
23 Aug - 27 Aug
$94pp
DEN
Denver Intl
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
DEN
Denver Intl
7 Sep - 17 Sep
$99pp
DEN
Denver Intl
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
DEN
Denver Intl
14 Sep - 1 Oct
$100pp
DEN
Denver Intl
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
DEN
Denver Intl

Last minute flights from Wyoming to Chicago

Late deals on round-trip flights to Chicago from Wyoming, departing today and this week
17 Aug - 24 Aug
$104pp
DEN
Denver Intl
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
DEN
Denver Intl
16 Aug - 17 Aug
$114pp
DEN
Denver Intl
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
DEN
Denver Intl
18 Aug - 19 Aug
$120pp
DEN
Denver Intl
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
DEN
Denver Intl

One-way flights to Chicago from Wyoming

The cheapest one-way flights from Wyoming to Chicago
4:56 am - 9:11 am
Allegiant Air
1 Stop
27h 15m
DEN - MDW
Allegiant Air
$82
Kiwi.com
10:41 am - 8:42 pm
Multiple Airlines
1 Stop
9h 01m
DEN - ORD
Multiple Airlines
$86
Kiwi.com
1:50 pm - 5:18 pm
United Airlines
Nonstop
2h 28m
DEN - ORD
United Airlines
$90
United

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Wyoming</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Wyoming to Chicago

Which airlines flying from Wyoming to Chicago have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like United Airlines, Frontier, and American Airlines flying from Wyoming to Chicago have implemented new flexible cancellation policies.

Can I find flights from Wyoming to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Wyoming to Chicago for under $100. The cheapest flight booked recently is on Frontier for just $94, but on average you can expect to pay $116.

Are there nonstop flights from Wyoming to Chicago for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Wyoming to Chicago under $100. A good price for a nonstop flight from Wyoming to Chicago is less than $115.

Are there last-minute flights available from Wyoming to Chicago for under $200?

There are currently 20+ open flights from Wyoming to Chicago within the next 7 days for less than $200.

What are the cheapest airlines to fly from Wyoming to Chicago one-way?

To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $47. United Airlines flights start at $69 while deals on Allegiant Air start at $82 one-way.

What are the most popular airlines that fly from Wyoming to Chicago?

American Airlines, Delta and United Airlines are the most popular airlines when flying from Wyoming to Chicago.

What are the cheapest flights from Wyoming to Chicago?

The cheapest flight price from Wyoming to Chicago is $264. On average you can expect to pay $444. The most popular route, (Denver Intl - Chicago O'Hare Intl), can usually be booked for $165.

What are the most popular routes from Wyoming to Chicago?

While some choose either Denver Intl - Chicago Midway or Jackson Hole - Chicago O'Hare Intl, Denver Intl - Chicago O'Hare Intl is the most popular route from Wyoming to Chicago.

What are the most reliable airlines from Wyoming to Chicago?

No one likes to see their flight delayed. When booking a flight from Wyoming to Chicago consider choosing Qatar Airways (100%), United Airlines (92%) or Lufthansa (83%) as they are the most reliable in getting you off to your destination on time.

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from Wyoming?

Information is based on travel restrictions for travel to Chicago within the United States

Most visitors from Wyoming need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Wyoming are not required to present a negative COVID-19 PCR test or antigen result upon entering Chicago.

Quarantine requirements
Visitors from Wyoming are not required to quarantine after entering Chicago.

Do I need a test to fly back to Wyoming from Chicago?

Returning to Wyoming from Chicago

COVID-19 testing requirements
Visitors from Chicago are not required to present a negative COVID-19 PCR test or antigen result upon entering Wyoming.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Wyoming.

Hide COVID Travel Restrictions for Chicago, IL

Departure points for flights from Wyoming to Chicago

Select to see more specific information for flights to Chicago from all departure points in Wyoming.

Top 3 airlines flying from Wyoming to Chicago

The chart below displays the airlines Cheapflights users traveling from Wyoming to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Delta
$174 $395 No cancel fee N/A
United Airlines
$255 $484 No cancel fee 69%
American Airlines
$258 $379 No cancel fee 71%