Cheap flights from California to Chicago from $58
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from California to Chicago departing on 5/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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1 adult
Economy
0 bags
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Cheap round-trip flights
These are some of the best round-trip flight deals from California to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.
Cheap one-way flights
Flying one-way? These are some of the best deals recently discovered on momondo for flights from California to Chicago.
Cheap last minute flights
Planning a quick getaway from California to Chicago? These are the last-minute flight deals available now.
Cheap direct flights
If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.
Southwest flights from California to Chicago Midway Airport
Our best Southwest deals on California to Chicago Midway Airport flight tickets
Southwest![Southwest]()
May 28![Southwest]()
Jun 4
LAX11:25 amLos Angeles
4h 00m
MDW5:25 pmChicago Midway
MDW6:40 amChicago Midway
4h 25m
LAX9:05 amLos Angeles
Southwest![Southwest]()
May 27![Southwest]()
Jun 4
LAX11:10 pmLos Angeles
4h 05m
MDW5:15 amChicago Midway
MDW8:40 pmChicago Midway
4h 30m
LAX11:10 pmLos Angeles
Delta flights from California to Chicago Midway Airport
Our best Delta deals on California to Chicago Midway Airport flight tickets
Delta![Delta]()
May 28![Delta]()
Jun 4
LAS12:54 amLas Vegas Harry Reid Intl
5h 42m
1 stop
MDW8:36 amChicago Midway
MDW1:08 pmChicago Midway
9h 07m
1 stop
LAS8:15 pmLas Vegas Harry Reid Intl
Delta![Delta]()
May 28![Delta]()
Jun 4
LAS12:54 amLas Vegas Harry Reid Intl
5h 42m
1 stop
MDW8:36 amChicago Midway
MDW7:25 pmChicago Midway
5h 37m
1 stop
LAS11:02 pmLas Vegas Harry Reid Intl
See travel insights to Chicago from
How to get the cheapest flight ticket from California to Chicago Midway Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
Prices
Airlines
Other information
What is the cheapest month to fly to Chicago Midway Airport?
The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from California, with most prices found around $268. If you are unable to visit Chicago Midway Airport during the month of January, then departing from California during the month May is also very affordable. Most momondo users find prices during this month for around $269.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from California. The lowest ticket price found for a Wednesday departure recently was $398. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from California because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $513.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from California in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $308 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $495. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest California to Chicago Midway flight route?
Fly from San Francisco to Chicago Midway for the best California - Chicago Midway flight prices
How far in advance should I book a flight to Chicago Midway Airport?
You are more likely to see cheaper flights to Chicago Midway Airport from California when booking 6 weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $331 when searching 6 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from California for as low as $253 on momondo.
What cabin class options are available on California to Chicago Midway flights?
There are 1 cabin classes available to choose from on California to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from California to Chicago Midway?
Frontier, Southwest, and Delta are the most popular carriers operating from California to Chicago Midway
What airlines fly to Chicago Midway Airport?
Southwest, Frontier and Delta are the top three most popular airlines that fly to Chicago Midway Airport from California according to our data. Southwest is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 7 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from California to Chicago Midway Airport on average per day?
As of April 2025, there are 23 flights per day flying from California to Chicago Midway Airport. The most common time of day flights depart is 11:00AM, with 59% of flights taking off at noon.
How many flights depart from California to Chicago Midway Airport on average per week?
As of April 2025, 167 flights take off from California and land in Chicago Midway Airport each week. The most common flight departure day for this route is Tue, with 20% of weekly flights taking off on this day.
Cheap California to Chicago Midway Airport flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from California to Chicago Midway Airport
When did momondo last update prices for flights from California to Chicago Midway Airport?
Prices for flights from California to Chicago Midway Airport are refreshed on a daily basis.
How many operators does momondo search for flights from California to Chicago Midway Airport?
As of April 2025, there are 7 operators available to choose from for flights from California to Chicago Midway Airport.
How old do you have to be to fly from California to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from California to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from California to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from California to Chicago Midway Airport is Boeing 737 MAX 8 (15.78% of total bookings). The next most popular plane models are Boeing 737-800 (14.20%), Airbus A321neo (13.23%), and Boeing 737-800 Passenger/BBJ2 (winglets) (9.39%).
Best airlines flying from California to Chicago Midway Airport
Compare and see reviews for airlines that fly from California to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $55 | Free Cancellation | Rating 5.9 3,287 reviews | |||
| PriceFrom $77 | Free Cancellation | Rating 6.3 7,963 reviews | |||
| PriceFrom $179 | Free Cancellation | Rating 7.4 8,696 reviews | |||
| PriceFrom $190 | Free Cancellation | Rating 8.0 4,294 reviews | |||
| PriceFrom $197 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $197 | Free Cancellation | Rating 8.0 9,968 reviews | |||
| PriceFrom $236 | Free Cancellation | Rating 8.0 7,934 reviews |
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsMerrillville
New Buffalo
Hammond
Benton Harbor
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Munster
Crown Point
Monticello
Chesterton
Griffith
Porter
Saint John
Why use momondo?
Why should I use momondo to find a flight deal from California to Chicago?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from California to Chicago. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from California to Chicago with flexible booking policies on momondo?
All flight searches from California to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from California to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from California to Chicago.
I’m not ready to book a flight from California to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from California are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.
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