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Cheap flight deals from San Diego to Chicago Starting at IDR 655,149

Whether you’re going for a one-way or round-trip to Chicago, we’ve got you covered! Check out these different flight options from San Diego below.

  • One way
  • Round-trip
      • Cheapest nonstop
        SAN06:40
        3h 51m
        Nonstop
        ORD12:31
        Wed, Feb 19|San Diego - Chicago|American Airlines
        IDR 1,875,701IDR 2,373,416
        21% OFF
        21% OFF
        IDR 2,373,416IDR 1,875,701

        Choose American Airlines flights from San Diego to Chicago. The one-way direct flight with American Airlines departs from San Diego International Airport on Wed, Feb 19, arriving at O'Hare International Airport. One-way Prices start from IDR 1,875,701 including taxes and charges.

      • SAN06:40
        3h 51m
        Nonstop
        ORD12:31
        Sat, Feb 15|San Diego - Chicago|American Airlines
        IDR 1,969,935IDR 2,373,416
        17% OFF
        17% OFF
        IDR 2,373,416IDR 1,969,935

        Choose American Airlines flights from San Diego to Chicago. The one-way direct flight with American Airlines departs from San Diego International Airport on Sat, Feb 15, arriving at O'Hare International Airport. One-way Prices start from IDR 1,969,935 including taxes and charges.

      • SAN12:48
        9h 29m
        1 stop
        MDW00:17
        Wed, Feb 26|San Diego - Chicago|Frontier Airlines
        IDR 655,149IDR 2,373,416
        72% OFF
        72% OFF
        IDR 2,373,416IDR 655,149

        Choose Frontier Airlines flights from San Diego to Chicago. The one-way connecting flight with Frontier Airlines departs from San Diego International Airport on Wed, Feb 26, arriving at Midway International Airport. One-way Prices start from IDR 655,149 including taxes and charges.

      • SAN06:25
        15h 52m
        1 stop
        MDW00:17
        Wed, Mar 5|San Diego - Chicago|Frontier Airlines
        IDR 655,149
        IDR 655,149

        Choose Frontier Airlines flights from San Diego to Chicago. The one-way connecting flight with Frontier Airlines departs from San Diego International Airport on Wed, Mar 5, arriving at Midway International Airport. One-way Prices start from IDR 655,149 including taxes and charges.

      • SAN06:25
        15h 52m
        1 stop
        MDW00:17
        Tue, Feb 18|San Diego - Chicago|Frontier Airlines
        IDR 780,794
        IDR 780,794

        Choose Frontier Airlines flights from San Diego to Chicago. The one-way connecting flight with Frontier Airlines departs from San Diego International Airport on Tue, Feb 18, arriving at Midway International Airport. One-way Prices start from IDR 780,794 including taxes and charges.

      • SAN06:55
        15h 22m
        1 stop
        MDW00:17
        Wed, Mar 12|San Diego - Chicago|Frontier Airlines
        IDR 812,206
        IDR 812,206

        Choose Frontier Airlines flights from San Diego to Chicago. The one-way connecting flight with Frontier Airlines departs from San Diego International Airport on Wed, Mar 12, arriving at Midway International Airport. One-way Prices start from IDR 812,206 including taxes and charges.

      • SAN06:25
        15h 52m
        1 stop
        MDW00:17
        Wed, Feb 19|San Diego - Chicago|Frontier Airlines
        IDR 834,642
        IDR 834,642

        Choose Frontier Airlines flights from San Diego to Chicago. The one-way connecting flight with Frontier Airlines departs from San Diego International Airport on Wed, Feb 19, arriving at Midway International Airport. One-way Prices start from IDR 834,642 including taxes and charges.

      • SAN06:55
        15h 49m
        1 stop
        ORD00:44
        Wed, Mar 19|San Diego - Chicago|Frontier Airlines
        IDR 854,835
        IDR 854,835

        Choose Frontier Airlines flights from San Diego to Chicago. The one-way connecting flight with Frontier Airlines departs from San Diego International Airport on Wed, Mar 19, arriving at O'Hare International Airport. One-way Prices start from IDR 854,835 including taxes and charges.

      • SAN16:06
        6h 11m
        1 stop
        MDW00:17
        Tue, Mar 4|San Diego - Chicago|Frontier Airlines
        IDR 877,272
        IDR 877,272

        Choose Frontier Airlines flights from San Diego to Chicago. The one-way connecting flight with Frontier Airlines departs from San Diego International Airport on Tue, Mar 4, arriving at Midway International Airport. One-way Prices start from IDR 877,272 including taxes and charges.

      • SAN20:08
        6h 52m
        1 stop
        ORD05:00
        Mon, Feb 24|San Diego - Chicago|Frontier Airlines
        IDR 884,003
        IDR 884,003

        Choose Frontier Airlines flights from San Diego to Chicago. The one-way connecting flight with Frontier Airlines departs from San Diego International Airport on Mon, Feb 24, arriving at O'Hare International Airport. One-way Prices start from IDR 884,003 including taxes and charges.

      • SAN01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Thu, Feb 20|San Diego - Chicago|American Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

San Diego to Chicago flight time & flight schedules

Flight info.
Departure
Arrival
Weekly Schedule

  1. F94928

    Frontier Airlines

    10:38

    SAN

    2.5h

    14:08

    DEN

    SM-WT-S
    Search

  2. F92210

    Frontier Airlines

    18:10

    DEN

    2.4h

    21:32

    MDW

    SMTWTFS

  3. F91426

    Frontier Airlines

    11:03

    SAN

    3.1h

    16:08

    DFW

    SMTWTFS
    Search

  4. F93242

    Frontier Airlines

    13:23

    DFW

    2.5h

    15:54

    ORD

    SMT-TF-

  5. F91426

    Frontier Airlines

    11:03

    SAN

    3.1h

    16:08

    DFW

    SMTWTFS
    Search

  6. F93244

    Frontier Airlines

    18:40

    DFW

    2.6h

    21:14

    ORD

    ---W--S

  7. F91426

    Frontier Airlines

    11:03

    SAN

    3.1h

    16:08

    DFW

    SMTWTFS
    Search

  8. F91888

    Frontier Airlines

    18:12

    DFW

    2.4h

    20:33

    MDW

    S-TWTFS

  9. F91466

    Frontier Airlines

    14:37

    SAN

    1.5h

    16:08

    LAS

    ---W-F-
    Search

  10. F92146

    Frontier Airlines

    23:25

    LAS

    3.8h

    05:10

    ORD

    SMTWTFS

  11. F94578

    Frontier Airlines

    19:18

    SAN

    1.5h

    20:48

    PHX

    S-T-TFS
    Search

  12. F91828

    Frontier Airlines

    10:40

    PHX

    3.6h

    16:15

    ORD

    S-T-TF-

  13. F94990

    Frontier Airlines

    20:54

    SAN

    2.7h

    00:34

    DEN

    SMTWTFS
    Search

  14. F92210

    Frontier Airlines

    18:10

    DEN

    2.4h

    21:32

    MDW

    SMTWTFS

  15. F94990

    Frontier Airlines

    20:54

    SAN

    2.7h

    00:34

    DEN

    SMTWTFS
    Search

  16. F93172

    Frontier Airlines

    20:10

    DEN

    2.6h

    23:46

    ORD

    S-T-TF-

  17. F91470

    Frontier Airlines

    21:46

    SAN

    1.4h

    23:09

    LAS

    SMTWTFS
    Search

  18. F92330

    Frontier Airlines

    09:13

    LAS

    3.6h

    14:48

    MDW

    S-TWTFS

  19. F91470

    Frontier Airlines

    21:46

    SAN

    1.4h

    23:09

    LAS

    SMTWTFS
    Search

  20. F92146

    Frontier Airlines

    23:25

    LAS

    3.8h

    05:10

    ORD

    SMTWTFS
Find more flights and airlines

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

Explore the best time to buy affordable tickets to Chicago with our price trend chart, which predicts how flight prices will change in the coming weeks from previous data.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from San Diego (SAN) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from San Diego to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from San Diego (SAN) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around IDR 4,258,469.

  • How long does it take to fly from San Diego (SAN) to Chicago (CHI)?

    It takes about 5 hours 56 minutes to fly from San Diego (SAN) to Chicago (CHI).

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.

  • What time does the earliest flight from San Diego to Chicago depart?

    The earliest flight departs from San Diego (SAN) at 07:00 and arrives in Chicago (ORD) at 13:05.

  • What time does the latest flight from San Diego to Chicago depart?

    The latest flight departs from San Diego (SAN) at 17:15 and arrives in Chicago (ORD) at 23:16.

  • What are the most popular airlines that fly from San Diego (SAN) to Chicago (CHI)?

    Airlines with flights from San Diego (SAN) to Chicago (CHI): Emirates, Alaska Airlines, United Airlines, Qatar Airways, Southwest Airlines, Aer Lingus and American Airlines.

  • What's the most popular airline for non-stop flights from San Diego (SAN) to Chicago (CHI)?

    United Airlines operates 1 non-stop flights from San Diego (SAN) to Chicago (CHI).

  • How many airports are there in Chicago (CHI)?

How to find a cheap flight from San Diego to Chicago

Understanding the common pitfalls when booking your flight tickets can help you save massively when it comes time to fly. We’ve listed our six essential steps to keep in mind when you’re booking flight tickets to help you find the best price.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | San Diego to Chicago

Cheapest direct flight priceIDR 655,149
Cheapest return ticket priceIDR 3,271,258
Off-season for travelFebruary
Peak season for travelNovember
Flight distance2,786.63 km
Average flight time5 hours 56 minutes
Popular airlineAmerican Airlines

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