Cheap flights from San Diego to Chicago from $41

1 adult
Economy
0 bags
From?
To?
Sun 10/8
Sun 10/15
Save money when you book flights with momondo
Flexible Travel
momondo understands the need for flexibility and we have a filter specifically for flights with no change fees.
Expert Insights
Data driven insights designed to help you find a great flight deal. From the cheapest time to depart to how far in advance to book.
Price Alerts
Track the price of your preferred flight route and be notified when it changes.

Deals available from 900+ travel sites.

Flight information for San Diego to Chicago
(SAN to CHI)

Find info about flight duration, direct flights, and airports for your flight from San Diego to Chicago

Best Price Found

$41

Fastest flight time

3h 15m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from San Diego in the past 72 hours is $41. The best round-trip flight deal from San Diego to Chicago found on momondo in the last 72 hours is $111.
The fastest flight from San Diego to Chicago takes 3h 15m
Direct flights go from San Diego to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

How to get the cheapest flight ticket from San Diego to Chicago

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

What is the cheapest month to fly from San Diego to Chicago?

January. The cheapest time of year to fly to Chicago from San Diego is January. Most expensive is June

What is the cheapest day to depart San Diego for Chicago?

Thursday. The cheapest day of the week is typically Thursday. The most expensive is typically Monday

When is the cheapest time to fly from San Diego to Chicago?

In the afternoon. San Diego to Chicago flights are approximately 29% more expensive in the morning than in the afternoon

What is the cheapest airline that flies to Chicago from San Diego?

Frontier. Alaska Airlines, American Airlines, and Delta are the most popular carriers operating from San Diego to Chicago

What is the cheapest San Diego to Chicago flight route?

San Diego - Chicago Midway. Fly from San Diego to Chicago Midway for the best San Diego - Chicago flight prices

How far in advance should you book San Diego to Chicago flights?

28 days before. The cheapest time to buy a flight from San Diego to Chicago is approximately 28 days to departure

How many flights depart from San Diego to Chicago on average per day?

29 flights are operational weekly from San Diego to Chicago as of October 2023. The most popular departure time for this route is 5:00AM, with 49% of flights per day taking off in the morning.

How many flights depart from San Diego to Chicago on average per week?

The number of flights available between San Diego and Chicago is 203 per week as of October 2023. The most frequent departure day is Monday, with 16% of weekly flights leaving on this day.

What cabin class options are available on San Diego to Chicago flights?

There are 4 cabin classes available to choose from on San Diego to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on San Diego to Chicago flights?

You could potentially save up to 29% on your flight if you consider stops on a San Diego to Chicago flight.

When traveling from San Diego to Chicago, the most popular airport to fly into is Chicago O'Hare Intl Airport. The majority of travelers flying into Chicago O'Hare Intl Airport from San Diego are departing from San Diego Airport. You may be looking for an airport near San Diego Airport to depart from when traveling to Chicago and luckily, there are options! You can try Ontario Airport which is located in Ontario, Santa Ana J. Wayne/Orange Cnty Airport which is located in Santa Ana, or Palm Springs Airport which is located in Palm Springs. If you are looking for alternate airports to fly into when traveling from San Diego, you can try Chicago Midway Airport or Chicago Greater Rockford Airport which are located in Chicago and Chicago respectively. The least expensive flight option from San Diego to Chicago will typically be SAN — MDW during the month of October with an average price of $100 RT.

Ontario Airport (ONT) to Chicago O'Hare Intl Airport (ORD)$129
Search Flight Deals
Santa Ana J. Wayne/Orange Cnty Airport (SNA) to Chicago O'Hare Intl Airport (ORD)$111
Search Flight Deals
Ontario Airport (ONT) to Chicago Midway Airport (MDW)$115
Search Flight Deals
San Diego Airport (SAN) to Chicago O'Hare Intl Airport (ORD)$111
Search Flight Deals
San Diego Airport (SAN) to Chicago Midway Airport (MDW)$100
Search Flight Deals
Santa Ana J. Wayne/Orange Cnty Airport (SNA) to Chicago Midway Airport (MDW)$118
Search Flight Deals

Easily compare round-trip flights from San Diego to Chicago

Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from San Diego to Chicago by changing tabs
Frontier
Oct 31
SAN8:30 pmSan Diego
11h 15m
1 stop
MDW9:45 amChicago Midway
Nov 7
MDW12:16 pmChicago Midway
9h 29m
1 stop
SAN7:45 pmSan Diego
Spirit Airlines
Oct 26
SAN4:55 pmSan Diego
11h 40m
1 stop
ORD6:35 amChicago O'Hare Intl
Oct 30
ORD6:21 pmChicago O'Hare Intl
7h 03m
1 stop
SAN11:24 pmSan Diego
Multiple Airlines
Oct 31
SAN9:00 amSan Diego
9h 55m
1 stop
MDW8:55 pmChicago Midway
Nov 7
MDW5:45 amChicago Midway
14h 31m
2 stops
SAN6:16 pmSan Diego
Frontier
Oct 31
SAN9:00 amSan Diego
9h 55m
1 stop
MDW8:55 pmChicago Midway
Nov 7
MDW12:16 pmChicago Midway
9h 29m
1 stop
SAN7:45 pmSan Diego
Frontier
Oct 31
SAN8:30 pmSan Diego
11h 15m
1 stop
MDW9:45 amChicago Midway
Nov 7
MDW8:45 pmChicago Midway
11h 31m
1 stop
SAN6:16 amSan Diego
Multiple Airlines
Oct 31
SAN9:00 amSan Diego
7h 20m
1 stop
ORD6:20 pmChicago O'Hare Intl
Nov 7
ORD11:29 amChicago O'Hare Intl
10h 16m
1 stop
SAN7:45 pmSan Diego

Find the cheapest one-way flights from San Diego to Chicago

If you're looking for one-way flights from San Diego to Chicago, view some of our deals below provided by American Airlines, Frontier and Spirit Airlines
Frontier
Nov 1
SAN7:58 amSan Diego
9h 49m
1 stop
MDW7:47 pmChicago Midway
Spirit Airlines
Nov 28
SAN6:48 amSan Diego
8h 24m
1 stop
ORD5:12 pmChicago O'Hare Intl
Multiple Airlines
Nov 1
SAN8:00 amSan Diego
13h 55m
2 stops
ORD11:55 pmChicago O'Hare Intl

Search last-minute flights to Chicago from San Diego

Find and compare round-trip flight prices for your last-minute flight from San Diego to Chicago
Frontier
Oct 11
SAN8:20 amSan Diego
14h 14m
2 stops
MDW12:34 amChicago Midway
Oct 24
MDW12:20 pmChicago Midway
7h 49m
1 stop
SAN6:09 pmSan Diego
Multiple Airlines
Oct 10
SAN4:55 pmSan Diego
14h 15m
2 stops
MDW9:10 amChicago Midway
Oct 24
MDW12:20 pmChicago Midway
7h 49m
1 stop
SAN6:09 pmSan Diego
Spirit Airlines
Oct 10
SAN4:55 pmSan Diego
26h 47m
3 stops
ORD9:42 pmChicago O'Hare Intl
Oct 24
ORD6:21 pmChicago O'Hare Intl
6h 29m
1 stop
SAN10:50 pmSan Diego
Multiple Airlines
Oct 11
SAN8:15 pmSan Diego
10h 38m
2 stops
ORD8:53 amChicago O'Hare Intl
Oct 24
ORD12:59 pmChicago O'Hare Intl
7h 10m
1 stop
SAN6:09 pmSan Diego
Frontier
Oct 10
SAN8:36 pmSan Diego
13h 06m
1 stop
MDW11:42 amChicago Midway
Oct 24
MDW12:20 pmChicago Midway
7h 49m
1 stop
SAN6:09 pmSan Diego
Frontier
Oct 13
SAN12:48 pmSan Diego
16h 43m
2 stops
MDW7:31 amChicago Midway
Oct 20
MDW10:08 pmChicago Midway
11h 24m
1 stop
SAN7:32 amSan Diego

Best airlines flying from San Diego to Chicago

Compare and see reviews for airlines that fly from San Diego to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $92Free CancellationRating
5.8
1,041 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $115Free CancellationRating
6.0
2,809 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $221Free CancellationRating
7.2
2,719 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $222Free CancellationRating
7.9
3,001 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $241Free CancellationRating
7.1
2,893 reviews
Search American Airlines flights
DeltaPriceFrom $243Free CancellationRating
7.8
1,565 reviews
Search Delta flights
  • Alaska Airlines Flights From San Diego to Chicago

    Alaska Airlines flight deals from San Diego to Chicago start from $222 round-trip. Over the 14 Alaska Airlines flights for this route in a normal week, average airfare is usually $449 round-trip - but some users have found much cheaper deals with momondo.

  • United Airlines Flights From San Diego to Chicago

    United Airlines (7.2/10 from 2,719 reviews) operates around 26 flights from San Diego to Chicago in any given week. The average United Airlines airfare for this route is around $441, with deals from around $221 rare but found on momondo. Referenced prices are for round-trip San Diego to Chicago flight searches in the last 72 hours.


Spirit Airlines flights from San Diego to Chicago

Our best Spirit Airlines deals on San Diego to Chicago flight tickets
Spirit Airlines
Oct 26
SAN4:55 pmSan Diego
11h 40m
1 stop
ORD6:35 amChicago O'Hare Intl
Oct 30
ORD6:21 pmChicago O'Hare Intl
7h 03m
1 stop
SAN11:24 pmSan Diego
Spirit Airlines
Oct 31
SAN4:55 pmSan Diego
11h 40m
1 stop
ORD6:35 amChicago O'Hare Intl
Nov 7
ORD3:38 pmChicago O'Hare Intl
9h 12m
1 stop
SAN10:50 pmSan Diego
Spirit Airlines
Dec 4
SAN7:05 pmSan Diego
14h 41m
1 stop
ORD11:46 amChicago O'Hare Intl
Dec 11
ORD10:30 pmChicago O'Hare Intl
13h 20m
1 stop
SAN9:50 amSan Diego

Frontier flights from San Diego to Chicago

Our best Frontier deals on San Diego to Chicago flight tickets
Frontier
Oct 31
SAN8:30 pmSan Diego
11h 15m
1 stop
MDW9:45 amChicago Midway
Nov 7
MDW12:16 pmChicago Midway
9h 29m
1 stop
SAN7:45 pmSan Diego
Frontier
Oct 31
SAN9:00 amSan Diego
9h 55m
1 stop
MDW8:55 pmChicago Midway
Nov 7
MDW12:16 pmChicago Midway
9h 29m
1 stop
SAN7:45 pmSan Diego
Frontier
Oct 31
SAN8:30 pmSan Diego
11h 15m
1 stop
MDW9:45 amChicago Midway
Nov 7
MDW8:45 pmChicago Midway
11h 31m
1 stop
SAN6:16 amSan Diego

  • How far is San Diego to Chicago by plane?

    The straight-line distance from San Diego to Chicago is 1730.3 mi. Typically, this will take 6h 00m by plane in normal conditions.

  • When did momondo last update prices for flights from San Diego Airport to Chicago?

    Prices for flights from San Diego Airport to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from San Diego Airport to Chicago?

  • How old do you have to be to fly from San Diego Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from San Diego Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.


Alternative routes for San Diego to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Los Angeles to Chicago Flights
Fastest flight time4h 05m
Cheapest price$101
Burbank to Chicago Flights
Fastest flight time6h 29m
Cheapest price$125
Santa Ana to Chicago Flights
Fastest flight time3h 45m
Cheapest price$110
Oakland, California to Chicago Flights
Fastest flight time5h 50m
Cheapest price$102
San Francisco to Chicago Flights
Fastest flight time4h 09m
Cheapest price$75
Ontario to Chicago Flights
Fastest flight time7h 32m
Cheapest price$84
San Jose to Chicago Flights
Fastest flight time4h 08m
Cheapest price$127
Los Angeles to St. Louis Flights
Fastest flight time3h 31m
Cheapest price$111
Long Beach to Chicago Flights
Fastest flight time7h 05m
Cheapest price$287
Ontario to St. Louis Flights
Fastest flight time5h 27m
Cheapest price$118
Sacramento to Chicago Flights
Fastest flight time4h 00m
Cheapest price$129
San Francisco to St. Louis Flights
Fastest flight time5h 27m
Cheapest price$119

Similar San Diego to Chicago flights

Flexible with your destination? Broaden your search and find flights similar to your San Diego to Chicago route

Why use momondo?

Why should I use momondo to find a flight deal from San Diego to Chicago?

Finding the right flight to Chicago from San Diego is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from San Diego to Chicago with flexible booking policies on momondo?

All flight searches from San Diego to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from San Diego to Chicago?

Once you have performed a search for San Diego to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from San Diego to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from San Diego to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.


An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.