San Jose → Chicago
Choose your travel dates
SJC → ORD1 adulteconomy
144 flight options · 3 airlines
Flights for the months ahead
Short round trips
Swipe to see 15 more recent deals.Use the arrows to see 15 more recent deals.
1 of 16Longer round trips
Swipe to see 5 more recent deals.Use the arrows to see 5 more recent deals.
1 of 6One-way flights
Swipe to see 1 more recent deal.Use the arrows to see 1 more recent deal.
1 of 2Explore flights by month
Round trips for weekends, longer stays and holidays, and a one-way each week. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
November 2026
Nov 5 – Nov 8 · 3 nightsAlaska Airlines / United AirlinesUp to 1 stop each way$382.50 Nov 5 – Nov 8 · 3 nightsAmerican AirlinesUp to 1 stop each way$390.00 Nov 6 – Nov 9 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$382.50 Nov 6 – Nov 9 · 3 nightsUnited AirlinesNonstop$445.00 Nov 7 – Nov 14 · 7 nightsAmerican AirlinesUp to 1 stop each way$390.00 Nov 7 – Nov 14 · 7 nightsUnited AirlinesNonstop$445.00 Nov 10 · One wayAlaska AirlinesUp to 1 stop each way$195.00 Nov 10 · One wayUnited AirlinesNonstop$235.00 Nov 12 – Nov 15 · 3 nightsAlaska Airlines / United AirlinesUp to 1 stop each way$382.50 Nov 12 – Nov 15 · 3 nightsAmerican AirlinesUp to 1 stop each way$390.00 Nov 13 – Nov 16 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$382.50 Nov 13 – Nov 16 · 3 nightsUnited AirlinesNonstop$445.00 Nov 14 – Nov 21 · 7 nightsAmerican AirlinesUp to 1 stop each way$458.25 Nov 14 – Nov 21 · 7 nightsUnited AirlinesNonstop$522.88 Nov 17 · One wayAlaska AirlinesUp to 1 stop each way$195.00 Nov 17 · One wayUnited AirlinesNonstop$235.00 Nov 19 – Nov 22 · 3 nightsAlaska Airlines / United AirlinesUp to 1 stop each way$450.75 Nov 19 – Nov 22 · 3 nightsAmerican AirlinesUp to 1 stop each way$458.25 Nov 20 – Nov 23 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$516.38 Nov 20 – Nov 23 · 3 nightsUnited AirlinesNonstop$600.76 Nov 21 – Nov 28 · 7 nightsAmerican AirlinesUp to 1 stop each way$526.50 Nov 21 – Nov 28 · 7 nightsUnited AirlinesNonstop$600.76 Nov 24 · One wayAlaska AirlinesUp to 1 stop each way$263.25 Nov 24 · One wayUnited AirlinesNonstop$317.25 Nov 24 – Nov 29 · 5 nightsAlaska Airlines / United AirlinesUp to 1 stop each way$516.38 Nov 24 – Nov 29 · 5 nightsAmerican AirlinesUp to 1 stop each way$526.50 Nov 26 – Nov 29 · 3 nightsAlaska Airlines / United AirlinesUp to 1 stop each way$516.38 Nov 26 – Nov 29 · 3 nightsAmerican AirlinesUp to 1 stop each way$526.50 Nov 27 – Nov 30 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$516.38 Nov 27 – Nov 30 · 3 nightsUnited AirlinesNonstop$600.76 Nov 28 – Dec 5 · 7 nightsAmerican AirlinesUp to 1 stop each way$458.25 Nov 28 – Dec 5 · 7 nightsUnited AirlinesNonstop$522.88
December 2026
Dec 1 · One wayAlaska AirlinesUp to 1 stop each way$195.00 Dec 1 · One wayUnited AirlinesNonstop$235.00 Dec 3 – Dec 6 · 3 nightsAlaska Airlines / United AirlinesUp to 1 stop each way$382.50 Dec 3 – Dec 6 · 3 nightsAmerican AirlinesUp to 1 stop each way$390.00 Dec 4 – Dec 7 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$382.50 Dec 4 – Dec 7 · 3 nightsUnited AirlinesNonstop$445.00 Dec 5 – Dec 12 · 7 nightsAmerican AirlinesUp to 1 stop each way$390.00 Dec 5 – Dec 12 · 7 nightsUnited AirlinesNonstop$445.00 Dec 8 · One wayAlaska AirlinesUp to 1 stop each way$195.00 Dec 8 · One wayUnited AirlinesNonstop$235.00 Dec 10 – Dec 13 · 3 nightsAlaska Airlines / United AirlinesUp to 1 stop each way$382.50 Dec 10 – Dec 13 · 3 nightsAmerican AirlinesUp to 1 stop each way$390.00 Dec 11 – Dec 14 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$382.50 Dec 11 – Dec 14 · 3 nightsUnited AirlinesNonstop$445.00 Dec 12 – Dec 19 · 7 nightsAmerican AirlinesUp to 1 stop each way$458.25 Dec 12 – Dec 19 · 7 nightsUnited AirlinesNonstop$522.88 Dec 15 · One wayAlaska AirlinesUp to 1 stop each way$195.00 Dec 15 · One wayUnited AirlinesNonstop$235.00 Dec 17 – Dec 20 · 3 nightsAlaska Airlines / United AirlinesUp to 1 stop each way$450.75 Dec 17 – Dec 20 · 3 nightsAmerican AirlinesUp to 1 stop each way$458.25 Dec 18 – Dec 21 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$516.38 Dec 18 – Dec 21 · 3 nightsUnited AirlinesNonstop$600.76 Dec 19 – Dec 26 · 7 nightsAmerican AirlinesUp to 1 stop each way$526.50 Dec 19 – Dec 26 · 7 nightsUnited AirlinesNonstop$600.76 Dec 22 · One wayAlaska AirlinesUp to 1 stop each way$263.25 Dec 22 · One wayUnited AirlinesNonstop$317.25 Dec 22 – Dec 27 · 5 nightsAlaska Airlines / United AirlinesUp to 1 stop each way$516.38 Dec 22 – Dec 27 · 5 nightsAmerican AirlinesUp to 1 stop each way$526.50 Dec 24 – Dec 27 · 3 nightsAlaska Airlines / United AirlinesUp to 1 stop each way$516.38 Dec 24 – Dec 27 · 3 nightsAmerican AirlinesUp to 1 stop each way$526.50 Dec 25 – Dec 28 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$516.38 Dec 25 – Dec 28 · 3 nightsUnited AirlinesNonstop$600.76 Dec 26 – Jan 2 · 7 nightsAmerican AirlinesUp to 1 stop each way$512.85 Dec 26 – Jan 2 · 7 nightsUnited AirlinesNonstop$585.18 Dec 29 · One wayAlaska AirlinesUp to 1 stop each way$263.25 Dec 29 · One wayUnited AirlinesNonstop$317.25 Dec 30 – Jan 2 · 3 nightsAmerican AirlinesUp to 1 stop each way$512.85 Dec 30 – Jan 2 · 3 nightsUnited AirlinesNonstop$585.18 Dec 31 – Jan 3 · 3 nightsAlaska Airlines / United AirlinesUp to 1 stop each way$502.73 Dec 31 – Jan 3 · 3 nightsAmerican AirlinesUp to 1 stop each way$512.85
January 2027
Jan 1 – Jan 4 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$425.25 Jan 1 – Jan 4 · 3 nightsUnited AirlinesNonstop$496.18 Jan 2 – Jan 9 · 7 nightsAmerican AirlinesUp to 1 stop each way$434.85 Jan 2 – Jan 9 · 7 nightsUnited AirlinesNonstop$496.18 Jan 5 · One wayAlaska AirlinesUp to 1 stop each way$185.25 Jan 5 · One wayUnited AirlinesNonstop$223.25 Jan 7 – Jan 10 · 3 nightsAlaska Airlines / United AirlinesUp to 1 stop each way$363.38 Jan 7 – Jan 10 · 3 nightsAmerican AirlinesUp to 1 stop each way$370.50 Jan 8 – Jan 11 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$363.38 Jan 8 – Jan 11 · 3 nightsUnited AirlinesNonstop$422.76 Jan 9 – Jan 16 · 7 nightsAmerican AirlinesUp to 1 stop each way$370.50 Jan 9 – Jan 16 · 7 nightsUnited AirlinesNonstop$422.76 Jan 12 · One wayAlaska AirlinesUp to 1 stop each way$185.25 Jan 12 · One wayUnited AirlinesNonstop$223.25 Jan 14 – Jan 17 · 3 nightsAlaska Airlines / United AirlinesUp to 1 stop each way$363.38 Jan 14 – Jan 17 · 3 nightsAmerican AirlinesUp to 1 stop each way$370.50 Jan 15 – Jan 18 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$363.38 Jan 15 – Jan 18 · 3 nightsUnited AirlinesNonstop$422.76 Jan 16 – Jan 23 · 7 nightsAmerican AirlinesUp to 1 stop each way$370.50 Jan 16 – Jan 23 · 7 nightsUnited AirlinesNonstop$422.76 Jan 19 · One wayAlaska AirlinesUp to 1 stop each way$185.25 Jan 19 · One wayUnited AirlinesNonstop$223.25 Jan 21 – Jan 24 · 3 nightsAlaska Airlines / United AirlinesUp to 1 stop each way$363.38 Jan 21 – Jan 24 · 3 nightsAmerican AirlinesUp to 1 stop each way$370.50 Jan 22 – Jan 25 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$363.38 Jan 22 – Jan 25 · 3 nightsUnited AirlinesNonstop$422.76 Jan 23 – Jan 30 · 7 nightsAmerican AirlinesUp to 1 stop each way$370.50 Jan 23 – Jan 30 · 7 nightsUnited AirlinesNonstop$422.76 Jan 26 · One wayAlaska AirlinesUp to 1 stop each way$185.25 Jan 26 · One wayUnited AirlinesNonstop$223.25
February 2027
Feb 5 – Feb 8 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$363.38 Feb 5 – Feb 8 · 3 nightsUnited AirlinesNonstop$422.76 Feb 6 – Feb 13 · 7 nightsAmerican AirlinesUp to 1 stop each way$370.50 Feb 6 – Feb 13 · 7 nightsUnited AirlinesNonstop$422.76 Feb 12 – Feb 15 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$363.38 Feb 12 – Feb 15 · 3 nightsUnited AirlinesNonstop$422.76
March 2027
Mar 5 – Mar 8 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$382.50 Mar 5 – Mar 8 · 3 nightsUnited AirlinesNonstop$445.00 Mar 6 – Mar 13 · 7 nightsAmerican AirlinesUp to 1 stop each way$390.00 Mar 6 – Mar 13 · 7 nightsUnited AirlinesNonstop$445.00 Mar 25 – Mar 29 · 4 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$483.01 Mar 25 – Mar 29 · 4 nightsUnited AirlinesNonstop$554.88
April 2027
Apr 2 – Apr 5 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$457.50 Apr 2 – Apr 5 · 3 nightsUnited AirlinesNonstop$520.00 Apr 3 – Apr 10 · 7 nightsAmerican AirlinesUp to 1 stop each way$465.00 Apr 3 – Apr 10 · 7 nightsUnited AirlinesNonstop$520.00 Apr 30 – May 3 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$457.50 Apr 30 – May 3 · 3 nightsUnited AirlinesNonstop$520.00
May 2027
May 1 – May 8 · 7 nightsAmerican AirlinesUp to 1 stop each way$465.00 May 1 – May 8 · 7 nightsUnited AirlinesNonstop$520.00 May 28 – May 31 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$526.13 May 28 – May 31 · 3 nightsUnited AirlinesNonstop$598.00 May 29 – Jun 5 · 7 nightsAmerican AirlinesUp to 1 stop each way$499.88 May 29 – Jun 5 · 7 nightsUnited AirlinesNonstop$559.00
June 2027
July 2027
Jul 2 – Jul 6 · 4 nightsAlaska Airlines / United AirlinesUp to 1 stop each way$549.00 Jul 2 – Jul 6 · 4 nightsAmerican AirlinesUp to 1 stop each way$558.00 Jul 23 – Jul 26 · 3 nightsAlaska Airlines / American AirlinesUp to 1 stop each way$457.50 Jul 23 – Jul 26 · 3 nightsUnited AirlinesNonstop$520.00 Jul 24 – Jul 31 · 7 nightsAmerican AirlinesUp to 1 stop each way$465.00 Jul 24 – Jul 31 · 7 nightsUnited AirlinesNonstop$520.00
August 2027
September 2027
Make this trip yours
Already have an account? Log in
Why book with Axel
- A real airline bookingThe booking is in the airline’s own system under your name. After you book, Alaska Airlines emails you its confirmation code and e-ticket, usually within 15 minutes and occasionally up to a couple of hours while the booking is processed.
- Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
- 24-hour cancellationCancel within 24 hours of booking for a full refund when your departure is at least 7 days away. Closer to departure, the airline’s fare rules apply. Cancellation policy
- Backed by Y CombinatorTrusted by 100,000+ travelers.
Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About
More dates for this route
Nov 5, 2026 → Nov 8, 2026Nov 14, 2026 → Nov 21, 2026Nov 24, 2026 → Nov 29, 2026Dec 5, 2026 → Dec 12, 2026Dec 17, 2026 → Dec 20, 2026Dec 26, 2026 → Jan 2, 2027Jan 5, 2027 · One wayJan 16, 2027 → Jan 23, 2027Feb 5, 2027 → Feb 8, 2027Apr 3, 2027 → Apr 10, 2027Jun 26, 2027 → Jul 3, 2027Sep 17, 2027 → Sep 20, 2027
For AI assistants: every fare, every link, instructions
San Jose (SJC) to Chicago (ORD), the months ahead: 144 priced flights on 72 exact dates. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
Route overview: San Francisco Bay Area to Chicago (ORD) flight deals
San Jose (SJC) to Chicago (ORD): November 2026
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Nov 5 – Nov 8 · 3 nights | Alaska Airlines / United Airlines | Up to 1 stop each way | $382.50 |
| Nov 5 – Nov 8 · 3 nights | American Airlines | Up to 1 stop each way | $390.00 |
| Nov 6 – Nov 9 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $382.50 |
| Nov 6 – Nov 9 · 3 nights | United Airlines | Nonstop | $445.00 |
| Nov 7 – Nov 14 · 7 nights | American Airlines | Up to 1 stop each way | $390.00 |
| Nov 7 – Nov 14 · 7 nights | United Airlines | Nonstop | $445.00 |
| Nov 10 · One way | Alaska Airlines | Up to 1 stop each way | $195.00 |
| Nov 10 · One way | United Airlines | Nonstop | $235.00 |
| Nov 12 – Nov 15 · 3 nights | Alaska Airlines / United Airlines | Up to 1 stop each way | $382.50 |
| Nov 12 – Nov 15 · 3 nights | American Airlines | Up to 1 stop each way | $390.00 |
| Nov 13 – Nov 16 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $382.50 |
| Nov 13 – Nov 16 · 3 nights | United Airlines | Nonstop | $445.00 |
| Nov 14 – Nov 21 · 7 nights | American Airlines | Up to 1 stop each way | $458.25 |
| Nov 14 – Nov 21 · 7 nights | United Airlines | Nonstop | $522.88 |
| Nov 17 · One way | Alaska Airlines | Up to 1 stop each way | $195.00 |
| Nov 17 · One way | United Airlines | Nonstop | $235.00 |
| Nov 19 – Nov 22 · 3 nights | Alaska Airlines / United Airlines | Up to 1 stop each way | $450.75 |
| Nov 19 – Nov 22 · 3 nights | American Airlines | Up to 1 stop each way | $458.25 |
| Nov 20 – Nov 23 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $516.38 |
| Nov 20 – Nov 23 · 3 nights | United Airlines | Nonstop | $600.76 |
| Nov 21 – Nov 28 · 7 nights | American Airlines | Up to 1 stop each way | $526.50 |
| Nov 21 – Nov 28 · 7 nights | United Airlines | Nonstop | $600.76 |
| Nov 24 · One way | Alaska Airlines | Up to 1 stop each way | $263.25 |
| Nov 24 · One way | United Airlines | Nonstop | $317.25 |
| Nov 24 – Nov 29 · 5 nights | Alaska Airlines / United Airlines | Up to 1 stop each way | $516.38 |
| Nov 24 – Nov 29 · 5 nights | American Airlines | Up to 1 stop each way | $526.50 |
| Nov 26 – Nov 29 · 3 nights | Alaska Airlines / United Airlines | Up to 1 stop each way | $516.38 |
| Nov 26 – Nov 29 · 3 nights | American Airlines | Up to 1 stop each way | $526.50 |
| Nov 27 – Nov 30 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $516.38 |
| Nov 27 – Nov 30 · 3 nights | United Airlines | Nonstop | $600.76 |
| Nov 28 – Dec 5 · 7 nights | American Airlines | Up to 1 stop each way | $458.25 |
| Nov 28 – Dec 5 · 7 nights | United Airlines | Nonstop | $522.88 |
San Jose (SJC) to Chicago (ORD): December 2026
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Dec 1 · One way | Alaska Airlines | Up to 1 stop each way | $195.00 |
| Dec 1 · One way | United Airlines | Nonstop | $235.00 |
| Dec 3 – Dec 6 · 3 nights | Alaska Airlines / United Airlines | Up to 1 stop each way | $382.50 |
| Dec 3 – Dec 6 · 3 nights | American Airlines | Up to 1 stop each way | $390.00 |
| Dec 4 – Dec 7 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $382.50 |
| Dec 4 – Dec 7 · 3 nights | United Airlines | Nonstop | $445.00 |
| Dec 5 – Dec 12 · 7 nights | American Airlines | Up to 1 stop each way | $390.00 |
| Dec 5 – Dec 12 · 7 nights | United Airlines | Nonstop | $445.00 |
| Dec 8 · One way | Alaska Airlines | Up to 1 stop each way | $195.00 |
| Dec 8 · One way | United Airlines | Nonstop | $235.00 |
| Dec 10 – Dec 13 · 3 nights | Alaska Airlines / United Airlines | Up to 1 stop each way | $382.50 |
| Dec 10 – Dec 13 · 3 nights | American Airlines | Up to 1 stop each way | $390.00 |
| Dec 11 – Dec 14 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $382.50 |
| Dec 11 – Dec 14 · 3 nights | United Airlines | Nonstop | $445.00 |
| Dec 12 – Dec 19 · 7 nights | American Airlines | Up to 1 stop each way | $458.25 |
| Dec 12 – Dec 19 · 7 nights | United Airlines | Nonstop | $522.88 |
| Dec 15 · One way | Alaska Airlines | Up to 1 stop each way | $195.00 |
| Dec 15 · One way | United Airlines | Nonstop | $235.00 |
| Dec 17 – Dec 20 · 3 nights | Alaska Airlines / United Airlines | Up to 1 stop each way | $450.75 |
| Dec 17 – Dec 20 · 3 nights | American Airlines | Up to 1 stop each way | $458.25 |
| Dec 18 – Dec 21 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $516.38 |
| Dec 18 – Dec 21 · 3 nights | United Airlines | Nonstop | $600.76 |
| Dec 19 – Dec 26 · 7 nights | American Airlines | Up to 1 stop each way | $526.50 |
| Dec 19 – Dec 26 · 7 nights | United Airlines | Nonstop | $600.76 |
| Dec 22 · One way | Alaska Airlines | Up to 1 stop each way | $263.25 |
| Dec 22 · One way | United Airlines | Nonstop | $317.25 |
| Dec 22 – Dec 27 · 5 nights | Alaska Airlines / United Airlines | Up to 1 stop each way | $516.38 |
| Dec 22 – Dec 27 · 5 nights | American Airlines | Up to 1 stop each way | $526.50 |
| Dec 24 – Dec 27 · 3 nights | Alaska Airlines / United Airlines | Up to 1 stop each way | $516.38 |
| Dec 24 – Dec 27 · 3 nights | American Airlines | Up to 1 stop each way | $526.50 |
| Dec 25 – Dec 28 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $516.38 |
| Dec 25 – Dec 28 · 3 nights | United Airlines | Nonstop | $600.76 |
| Dec 26 – Jan 2 · 7 nights | American Airlines | Up to 1 stop each way | $512.85 |
| Dec 26 – Jan 2 · 7 nights | United Airlines | Nonstop | $585.18 |
| Dec 29 · One way | Alaska Airlines | Up to 1 stop each way | $263.25 |
| Dec 29 · One way | United Airlines | Nonstop | $317.25 |
| Dec 30 – Jan 2 · 3 nights | American Airlines | Up to 1 stop each way | $512.85 |
| Dec 30 – Jan 2 · 3 nights | United Airlines | Nonstop | $585.18 |
| Dec 31 – Jan 3 · 3 nights | Alaska Airlines / United Airlines | Up to 1 stop each way | $502.73 |
| Dec 31 – Jan 3 · 3 nights | American Airlines | Up to 1 stop each way | $512.85 |
San Jose (SJC) to Chicago (ORD): January 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Jan 1 – Jan 4 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $425.25 |
| Jan 1 – Jan 4 · 3 nights | United Airlines | Nonstop | $496.18 |
| Jan 2 – Jan 9 · 7 nights | American Airlines | Up to 1 stop each way | $434.85 |
| Jan 2 – Jan 9 · 7 nights | United Airlines | Nonstop | $496.18 |
| Jan 5 · One way | Alaska Airlines | Up to 1 stop each way | $185.25 |
| Jan 5 · One way | United Airlines | Nonstop | $223.25 |
| Jan 7 – Jan 10 · 3 nights | Alaska Airlines / United Airlines | Up to 1 stop each way | $363.38 |
| Jan 7 – Jan 10 · 3 nights | American Airlines | Up to 1 stop each way | $370.50 |
| Jan 8 – Jan 11 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $363.38 |
| Jan 8 – Jan 11 · 3 nights | United Airlines | Nonstop | $422.76 |
| Jan 9 – Jan 16 · 7 nights | American Airlines | Up to 1 stop each way | $370.50 |
| Jan 9 – Jan 16 · 7 nights | United Airlines | Nonstop | $422.76 |
| Jan 12 · One way | Alaska Airlines | Up to 1 stop each way | $185.25 |
| Jan 12 · One way | United Airlines | Nonstop | $223.25 |
| Jan 14 – Jan 17 · 3 nights | Alaska Airlines / United Airlines | Up to 1 stop each way | $363.38 |
| Jan 14 – Jan 17 · 3 nights | American Airlines | Up to 1 stop each way | $370.50 |
| Jan 15 – Jan 18 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $363.38 |
| Jan 15 – Jan 18 · 3 nights | United Airlines | Nonstop | $422.76 |
| Jan 16 – Jan 23 · 7 nights | American Airlines | Up to 1 stop each way | $370.50 |
| Jan 16 – Jan 23 · 7 nights | United Airlines | Nonstop | $422.76 |
| Jan 19 · One way | Alaska Airlines | Up to 1 stop each way | $185.25 |
| Jan 19 · One way | United Airlines | Nonstop | $223.25 |
| Jan 21 – Jan 24 · 3 nights | Alaska Airlines / United Airlines | Up to 1 stop each way | $363.38 |
| Jan 21 – Jan 24 · 3 nights | American Airlines | Up to 1 stop each way | $370.50 |
| Jan 22 – Jan 25 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $363.38 |
| Jan 22 – Jan 25 · 3 nights | United Airlines | Nonstop | $422.76 |
| Jan 23 – Jan 30 · 7 nights | American Airlines | Up to 1 stop each way | $370.50 |
| Jan 23 – Jan 30 · 7 nights | United Airlines | Nonstop | $422.76 |
| Jan 26 · One way | Alaska Airlines | Up to 1 stop each way | $185.25 |
| Jan 26 · One way | United Airlines | Nonstop | $223.25 |
San Jose (SJC) to Chicago (ORD): February 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Feb 5 – Feb 8 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $363.38 |
| Feb 5 – Feb 8 · 3 nights | United Airlines | Nonstop | $422.76 |
| Feb 6 – Feb 13 · 7 nights | American Airlines | Up to 1 stop each way | $370.50 |
| Feb 6 – Feb 13 · 7 nights | United Airlines | Nonstop | $422.76 |
| Feb 12 – Feb 15 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $363.38 |
| Feb 12 – Feb 15 · 3 nights | United Airlines | Nonstop | $422.76 |
San Jose (SJC) to Chicago (ORD): March 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Mar 5 – Mar 8 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $382.50 |
| Mar 5 – Mar 8 · 3 nights | United Airlines | Nonstop | $445.00 |
| Mar 6 – Mar 13 · 7 nights | American Airlines | Up to 1 stop each way | $390.00 |
| Mar 6 – Mar 13 · 7 nights | United Airlines | Nonstop | $445.00 |
| Mar 25 – Mar 29 · 4 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $483.01 |
| Mar 25 – Mar 29 · 4 nights | United Airlines | Nonstop | $554.88 |
San Jose (SJC) to Chicago (ORD): April 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Apr 2 – Apr 5 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $457.50 |
| Apr 2 – Apr 5 · 3 nights | United Airlines | Nonstop | $520.00 |
| Apr 3 – Apr 10 · 7 nights | American Airlines | Up to 1 stop each way | $465.00 |
| Apr 3 – Apr 10 · 7 nights | United Airlines | Nonstop | $520.00 |
| Apr 30 – May 3 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $457.50 |
| Apr 30 – May 3 · 3 nights | United Airlines | Nonstop | $520.00 |
San Jose (SJC) to Chicago (ORD): May 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| May 1 – May 8 · 7 nights | American Airlines | Up to 1 stop each way | $465.00 |
| May 1 – May 8 · 7 nights | United Airlines | Nonstop | $520.00 |
| May 28 – May 31 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $526.13 |
| May 28 – May 31 · 3 nights | United Airlines | Nonstop | $598.00 |
| May 29 – Jun 5 · 7 nights | American Airlines | Up to 1 stop each way | $499.88 |
| May 29 – Jun 5 · 7 nights | United Airlines | Nonstop | $559.00 |
San Jose (SJC) to Chicago (ORD): June 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Jun 25 – Jun 28 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $457.50 |
| Jun 25 – Jun 28 · 3 nights | United Airlines | Nonstop | $520.00 |
| Jun 26 – Jul 3 · 7 nights | American Airlines | Up to 1 stop each way | $511.50 |
| Jun 26 – Jul 3 · 7 nights | United Airlines | Nonstop | $572.00 |
San Jose (SJC) to Chicago (ORD): July 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Jul 2 – Jul 6 · 4 nights | Alaska Airlines / United Airlines | Up to 1 stop each way | $549.00 |
| Jul 2 – Jul 6 · 4 nights | American Airlines | Up to 1 stop each way | $558.00 |
| Jul 23 – Jul 26 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $457.50 |
| Jul 23 – Jul 26 · 3 nights | United Airlines | Nonstop | $520.00 |
| Jul 24 – Jul 31 · 7 nights | American Airlines | Up to 1 stop each way | $465.00 |
| Jul 24 – Jul 31 · 7 nights | United Airlines | Nonstop | $520.00 |
San Jose (SJC) to Chicago (ORD): August 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Aug 20 – Aug 23 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $457.50 |
| Aug 20 – Aug 23 · 3 nights | United Airlines | Nonstop | $520.00 |
| Aug 21 – Aug 28 · 7 nights | American Airlines | Up to 1 stop each way | $465.00 |
| Aug 21 – Aug 28 · 7 nights | United Airlines | Nonstop | $520.00 |
San Jose (SJC) to Chicago (ORD): September 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Sep 3 – Sep 6 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $498.68 |
| Sep 3 – Sep 6 · 3 nights | United Airlines | Nonstop | $566.80 |
| Sep 17 – Sep 20 · 3 nights | Alaska Airlines / American Airlines | Up to 1 stop each way | $434.63 |
| Sep 17 – Sep 20 · 3 nights | United Airlines | Nonstop | $494.00 |
2026-11-05 → 2026-11-08 · $382.50
- Alaska Airlines AS1859 / AA2664: SJC 2026-11-05 20:24:00 → ORD 2026-11-06 05:01:00; 1 stop(s) via LAX; 397 minutes. Local airport times.
- AS1859: SJC 2026-11-05 20:24:00 → LAX 2026-11-05 21:43:00; layover at LAX: 76 minutes.
- AA2664: LAX 2026-11-05 22:59:00 → ORD 2026-11-06 05:01:00.
- United Airlines UA2495 / UA1256: ORD 2026-11-08 08:40:00 → SJC 2026-11-08 13:18:00; 1 stop(s) via DEN; 398 minutes. Local airport times.
- UA2495: ORD 2026-11-08 08:40:00 → DEN 2026-11-08 10:26:00; layover at DEN: 69 minutes.
- UA1256: DEN 2026-11-08 11:35:00 → SJC 2026-11-08 13:18:00.
2026-11-05 → 2026-11-08 · $390.00
- American Airlines AA3257 / AA1528: SJC 2026-11-05 13:05:00 → ORD 2026-11-05 21:58:00; 1 stop(s) via PHX; 413 minutes. Local airport times.
- AA3257: SJC 2026-11-05 13:05:00 → PHX 2026-11-05 16:05:00; layover at PHX: 81 minutes.
- AA1528: PHX 2026-11-05 17:26:00 → ORD 2026-11-05 21:58:00.
- American Airlines AA3111 / AS672: ORD 2026-11-08 16:45:00 → SJC 2026-11-08 22:56:00; 1 stop(s) via SAN; 491 minutes. Local airport times.
- AA3111: ORD 2026-11-08 16:45:00 → SAN 2026-11-08 19:18:00; layover at SAN: 121 minutes.
- AS672: SAN 2026-11-08 21:19:00 → SJC 2026-11-08 22:56:00.
2026-11-10 · one way · $195.00
- Alaska Airlines AS653 / AS1478: SJC 2026-11-10 09:54:00 → ORD 2026-11-10 19:00:00; 1 stop(s) via SAN; 426 minutes. Local airport times.
- AS653: SJC 2026-11-10 09:54:00 → SAN 2026-11-10 11:19:00; layover at SAN: 83 minutes.
- AS1478: SAN 2026-11-10 12:42:00 → ORD 2026-11-10 19:00:00.
2026-11-10 · one way · $235.00
- United Airlines UA2004: SJC 2026-11-10 14:14:00 → ORD 2026-11-10 20:32:00; nonstop; 258 minutes. Local airport times.
2026-11-14 → 2026-11-21 · $458.25
- American Airlines AA3257 / AA1528: SJC 2026-11-14 13:05:00 → ORD 2026-11-14 21:58:00; 1 stop(s) via PHX; 413 minutes. Local airport times.
- AA3257: SJC 2026-11-14 13:05:00 → PHX 2026-11-14 16:05:00; layover at PHX: 81 minutes.
- AA1528: PHX 2026-11-14 17:26:00 → ORD 2026-11-14 21:58:00.
- American Airlines AA834 / AA3113: ORD 2026-11-21 13:26:00 → SJC 2026-11-21 18:34:00; 1 stop(s) via PHX; 428 minutes. Local airport times.
- AA834: ORD 2026-11-21 13:26:00 → PHX 2026-11-21 16:21:00; layover at PHX: 74 minutes.
- AA3113: PHX 2026-11-21 17:35:00 → SJC 2026-11-21 18:34:00.
2026-11-14 → 2026-11-21 · $522.88
- United Airlines UA2382: SJC 2026-11-14 23:00:00 → ORD 2026-11-15 05:17:00; nonstop; 257 minutes. Local airport times.
- United Airlines UA1840: ORD 2026-11-21 19:45:00 → SJC 2026-11-21 22:45:00; nonstop; 300 minutes. Local airport times.
2026-11-27 → 2026-11-30 · $516.38
- Alaska Airlines AS1859 / AA2664: SJC 2026-11-27 20:24:00 → ORD 2026-11-28 05:01:00; 1 stop(s) via LAX; 397 minutes. Local airport times.
- AS1859: SJC 2026-11-27 20:24:00 → LAX 2026-11-27 21:43:00; layover at LAX: 76 minutes.
- AA2664: LAX 2026-11-27 22:59:00 → ORD 2026-11-28 05:01:00.
- American Airlines AA3111 / AS672: ORD 2026-11-30 16:45:00 → SJC 2026-11-30 22:56:00; 1 stop(s) via SAN; 491 minutes. Local airport times.
- AA3111: ORD 2026-11-30 16:45:00 → SAN 2026-11-30 19:18:00; layover at SAN: 121 minutes.
- AS672: SAN 2026-11-30 21:19:00 → SJC 2026-11-30 22:56:00.
2026-11-27 → 2026-11-30 · $600.76
- United Airlines UA1082: SJC 2026-11-27 14:11:00 → ORD 2026-11-27 20:30:00; nonstop; 259 minutes. Local airport times.
- United Airlines UA1840: ORD 2026-11-30 19:45:00 → SJC 2026-11-30 22:45:00; nonstop; 300 minutes. Local airport times.
2026-12-11 → 2026-12-14 · $382.50
- Alaska Airlines AS1859 / AA2664: SJC 2026-12-11 20:24:00 → ORD 2026-12-12 05:01:00; 1 stop(s) via LAX; 397 minutes. Local airport times.
- AS1859: SJC 2026-12-11 20:24:00 → LAX 2026-12-11 21:43:00; layover at LAX: 76 minutes.
- AA2664: LAX 2026-12-11 22:59:00 → ORD 2026-12-12 05:01:00.
- American Airlines AA3111 / AS672: ORD 2026-12-14 16:45:00 → SJC 2026-12-14 22:56:00; 1 stop(s) via SAN; 491 minutes. Local airport times.
- AA3111: ORD 2026-12-14 16:45:00 → SAN 2026-12-14 19:18:00; layover at SAN: 121 minutes.
- AS672: SAN 2026-12-14 21:19:00 → SJC 2026-12-14 22:56:00.
2026-12-11 → 2026-12-14 · $445.00
- United Airlines UA1082: SJC 2026-12-11 14:11:00 → ORD 2026-12-11 20:30:00; nonstop; 259 minutes. Local airport times.
- United Airlines UA1840: ORD 2026-12-14 19:45:00 → SJC 2026-12-14 22:45:00; nonstop; 300 minutes. Local airport times.
2026-12-24 → 2026-12-27 · $516.38
- Alaska Airlines AS1859 / AA2664: SJC 2026-12-24 20:24:00 → ORD 2026-12-25 05:01:00; 1 stop(s) via LAX; 397 minutes. Local airport times.
- AS1859: SJC 2026-12-24 20:24:00 → LAX 2026-12-24 21:43:00; layover at LAX: 76 minutes.
- AA2664: LAX 2026-12-24 22:59:00 → ORD 2026-12-25 05:01:00.
- United Airlines UA2495 / UA1256: ORD 2026-12-27 08:40:00 → SJC 2026-12-27 13:18:00; 1 stop(s) via DEN; 398 minutes. Local airport times.
- UA2495: ORD 2026-12-27 08:40:00 → DEN 2026-12-27 10:26:00; layover at DEN: 69 minutes.
- UA1256: DEN 2026-12-27 11:35:00 → SJC 2026-12-27 13:18:00.
2026-12-24 → 2026-12-27 · $526.50
- American Airlines AA3257 / AA1528: SJC 2026-12-24 13:05:00 → ORD 2026-12-24 21:58:00; 1 stop(s) via PHX; 413 minutes. Local airport times.
- AA3257: SJC 2026-12-24 13:05:00 → PHX 2026-12-24 16:05:00; layover at PHX: 81 minutes.
- AA1528: PHX 2026-12-24 17:26:00 → ORD 2026-12-24 21:58:00.
- American Airlines AA3111 / AS672: ORD 2026-12-27 16:45:00 → SJC 2026-12-27 22:56:00; 1 stop(s) via SAN; 491 minutes. Local airport times.
- AA3111: ORD 2026-12-27 16:45:00 → SAN 2026-12-27 19:18:00; layover at SAN: 121 minutes.
- AS672: SAN 2026-12-27 21:19:00 → SJC 2026-12-27 22:56:00.
2027-01-02 → 2027-01-09 · $434.85
- American Airlines AA3257 / AA1528: SJC 2027-01-02 13:05:00 → ORD 2027-01-02 21:58:00; 1 stop(s) via PHX; 413 minutes. Local airport times.
- AA3257: SJC 2027-01-02 13:05:00 → PHX 2027-01-02 16:05:00; layover at PHX: 81 minutes.
- AA1528: PHX 2027-01-02 17:26:00 → ORD 2027-01-02 21:58:00.
- American Airlines AA834 / AA3113: ORD 2027-01-09 13:26:00 → SJC 2027-01-09 18:34:00; 1 stop(s) via PHX; 428 minutes. Local airport times.
- AA834: ORD 2027-01-09 13:26:00 → PHX 2027-01-09 16:21:00; layover at PHX: 74 minutes.
- AA3113: PHX 2027-01-09 17:35:00 → SJC 2027-01-09 18:34:00.
2027-01-02 → 2027-01-09 · $496.18
- United Airlines UA2382: SJC 2027-01-02 23:00:00 → ORD 2027-01-03 05:17:00; nonstop; 257 minutes. Local airport times.
- United Airlines UA1840: ORD 2027-01-09 19:45:00 → SJC 2027-01-09 22:45:00; nonstop; 300 minutes. Local airport times.
2027-01-16 → 2027-01-23 · $370.50
- American Airlines AA3257 / AA1528: SJC 2027-01-16 13:05:00 → ORD 2027-01-16 21:58:00; 1 stop(s) via PHX; 413 minutes. Local airport times.
- AA3257: SJC 2027-01-16 13:05:00 → PHX 2027-01-16 16:05:00; layover at PHX: 81 minutes.
- AA1528: PHX 2027-01-16 17:26:00 → ORD 2027-01-16 21:58:00.
- American Airlines AA834 / AA3113: ORD 2027-01-23 13:26:00 → SJC 2027-01-23 18:34:00; 1 stop(s) via PHX; 428 minutes. Local airport times.
- AA834: ORD 2027-01-23 13:26:00 → PHX 2027-01-23 16:21:00; layover at PHX: 74 minutes.
- AA3113: PHX 2027-01-23 17:35:00 → SJC 2027-01-23 18:34:00.
2027-01-16 → 2027-01-23 · $422.76
- United Airlines UA2382: SJC 2027-01-16 23:00:00 → ORD 2027-01-17 05:17:00; nonstop; 257 minutes. Local airport times.
- United Airlines UA1840: ORD 2027-01-23 19:45:00 → SJC 2027-01-23 22:45:00; nonstop; 300 minutes. Local airport times.
2027-02-12 → 2027-02-15 · $363.38
- Alaska Airlines AS1859 / AA2664: SJC 2027-02-12 20:24:00 → ORD 2027-02-13 05:01:00; 1 stop(s) via LAX; 397 minutes. Local airport times.
- AS1859: SJC 2027-02-12 20:24:00 → LAX 2027-02-12 21:43:00; layover at LAX: 76 minutes.
- AA2664: LAX 2027-02-12 22:59:00 → ORD 2027-02-13 05:01:00.
- American Airlines AA3111 / AS672: ORD 2027-02-15 16:45:00 → SJC 2027-02-15 22:56:00; 1 stop(s) via SAN; 491 minutes. Local airport times.
- AA3111: ORD 2027-02-15 16:45:00 → SAN 2027-02-15 19:18:00; layover at SAN: 121 minutes.
- AS672: SAN 2027-02-15 21:19:00 → SJC 2027-02-15 22:56:00.
2027-02-12 → 2027-02-15 · $389.50
- Delta Air Lines DL1254 / DL2413: SJC 2027-02-12 13:39:00 → ORD 2027-02-12 22:27:00; 1 stop(s) via SLC; 408 minutes. Local airport times.
- DL1254: SJC 2027-02-12 13:39:00 → SLC 2027-02-12 16:40:00; layover at SLC: 95 minutes.
- DL2413: SLC 2027-02-12 18:15:00 → ORD 2027-02-12 22:27:00.
- Delta Air Lines DL756 / DL3883: ORD 2027-02-15 14:25:00 → SJC 2027-02-15 19:25:00; 1 stop(s) via LAX; 420 minutes. Local airport times.
- DL756: ORD 2027-02-15 14:25:00 → LAX 2027-02-15 16:59:00; layover at LAX: 66 minutes.
- DL3883: LAX 2027-02-15 18:05:00 → SJC 2027-02-15 19:25:00.
2027-04-30 → 2027-05-03 · $457.50
- Alaska Airlines AS1859 / AA2664: SJC 2027-04-30 20:24:00 → ORD 2027-05-01 05:01:00; 1 stop(s) via LAX; 397 minutes. Local airport times.
- AS1859: SJC 2027-04-30 20:24:00 → LAX 2027-04-30 21:43:00; layover at LAX: 76 minutes.
- AA2664: LAX 2027-04-30 22:59:00 → ORD 2027-05-01 05:01:00.
- American Airlines AA3111 / AS672: ORD 2027-05-03 16:45:00 → SJC 2027-05-03 22:56:00; 1 stop(s) via SAN; 491 minutes. Local airport times.
- AA3111: ORD 2027-05-03 16:45:00 → SAN 2027-05-03 19:18:00; layover at SAN: 121 minutes.
- AS672: SAN 2027-05-03 21:19:00 → SJC 2027-05-03 22:56:00.
2027-04-30 → 2027-05-03 · $520.00
- United Airlines UA1082: SJC 2027-04-30 14:11:00 → ORD 2027-04-30 20:30:00; nonstop; 259 minutes. Local airport times.
- United Airlines UA1840: ORD 2027-05-03 19:45:00 → SJC 2027-05-03 22:45:00; nonstop; 300 minutes. Local airport times.
2027-07-02 → 2027-07-06 · $549.00
- Alaska Airlines AS1859 / AA2664: SJC 2027-07-02 20:24:00 → ORD 2027-07-03 05:01:00; 1 stop(s) via LAX; 397 minutes. Local airport times.
- AS1859: SJC 2027-07-02 20:24:00 → LAX 2027-07-02 21:43:00; layover at LAX: 76 minutes.
- AA2664: LAX 2027-07-02 22:59:00 → ORD 2027-07-03 05:01:00.
- United Airlines UA2495 / UA1256: ORD 2027-07-06 08:40:00 → SJC 2027-07-06 13:18:00; 1 stop(s) via DEN; 398 minutes. Local airport times.
- UA2495: ORD 2027-07-06 08:40:00 → DEN 2027-07-06 10:26:00; layover at DEN: 69 minutes.
- UA1256: DEN 2027-07-06 11:35:00 → SJC 2027-07-06 13:18:00.
2027-07-02 → 2027-07-06 · $558.00
- American Airlines AA3257 / AA1528: SJC 2027-07-02 13:05:00 → ORD 2027-07-02 21:58:00; 1 stop(s) via PHX; 413 minutes. Local airport times.
- AA3257: SJC 2027-07-02 13:05:00 → PHX 2027-07-02 15:05:00; layover at PHX: 81 minutes.
- AA1528: PHX 2027-07-02 16:26:00 → ORD 2027-07-02 21:58:00.
- American Airlines AA834 / AA3113: ORD 2027-07-06 13:26:00 → SJC 2027-07-06 18:34:00; 1 stop(s) via PHX; 428 minutes. Local airport times.
- AA834: ORD 2027-07-06 13:26:00 → PHX 2027-07-06 15:21:00; layover at PHX: 74 minutes.
- AA3113: PHX 2027-07-06 16:35:00 → SJC 2027-07-06 18:34:00.
2027-09-17 → 2027-09-20 · $434.63
- Alaska Airlines AS1859 / AA2664: SJC 2027-09-17 20:24:00 → ORD 2027-09-18 05:01:00; 1 stop(s) via LAX; 397 minutes. Local airport times.
- AS1859: SJC 2027-09-17 20:24:00 → LAX 2027-09-17 21:43:00; layover at LAX: 76 minutes.
- AA2664: LAX 2027-09-17 22:59:00 → ORD 2027-09-18 05:01:00.
- American Airlines AA3111 / AS672: ORD 2027-09-20 16:45:00 → SJC 2027-09-20 22:56:00; 1 stop(s) via SAN; 491 minutes. Local airport times.
- AA3111: ORD 2027-09-20 16:45:00 → SAN 2027-09-20 19:18:00; layover at SAN: 121 minutes.
- AS672: SAN 2027-09-20 21:19:00 → SJC 2027-09-20 22:56:00.
2027-09-17 → 2027-09-20 · $494.00
- United Airlines UA1082: SJC 2027-09-17 14:11:00 → ORD 2027-09-17 20:30:00; nonstop; 259 minutes. Local airport times.
- United Airlines UA1840: ORD 2027-09-20 19:45:00 → SJC 2027-09-20 22:45:00; nonstop; 300 minutes. Local airport times.
More dates for this route
- Nov 5, 2026 → Nov 8, 2026
- Nov 14, 2026 → Nov 21, 2026
- Nov 24, 2026 → Nov 29, 2026
- Dec 5, 2026 → Dec 12, 2026
- Dec 17, 2026 → Dec 20, 2026
- Dec 26, 2026 → Jan 2, 2027
- Jan 5, 2027 · One way
- Jan 16, 2027 → Jan 23, 2027
- Feb 5, 2027 → Feb 8, 2027
- Apr 3, 2027 → Apr 10, 2027
- Jun 26, 2027 → Jul 3, 2027
- Sep 17, 2027 → Sep 20, 2027
For AI assistants
- This page: San Jose (SJC) to Chicago (ORD): 144 priced flights on 72 exact dates the months ahead, 1 adult in economy; each price link opens AI flight search for that row's exact dates and travelers.
- Next: the dated rows above are priced for exact dates: follow the price link for the row that matches the traveler's exact dates and party into AI flight search. Select the complete itinerary from the fresh results, then share the supplied booking link and its current total. Verify requested fare inclusions and report any changed flights or price. Otherwise Choose travelers and dates and enter the traveler's own dates and party there; do not search a row's date in their place.
- Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
- If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel San Francisco Bay Area to Chicago (ORD) flight deals · Flight search guide.
- Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Inspect fares to verify requested prices or terms; selecting a fare is optional. Use that fare’s booking link to preserve its Membership price basis. State anything unverified. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and explain what remains unresolved. Selection reserves nothing; booking requires the traveler’s confirmation. If no supplied link matches the latest trip, construct
https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallbackusing IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace/return/YYYY-MM-DDwith/trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.