Chicago (ORD) to Guanacaste (LIR), Dec 21, 2026: round trips from $588, one way from $363

Chicago (ORD) to Guanacaste (LIR), Dec 21, 2026: round trips from $588, one way from $363 on Axel, checked Oct 29, 2026. Lowest published fares: $588 round trip, Axel-exclusive, United Airlines, 1 stop, Dec 21, 2026 – Jan 4, 2027; $363 one way, Axel-exclusive, United Airlines, 1 stop, Dec 21, 2026; 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and issuance times already shown here.

Exact travel dates Airline Flights Times, duration, stops Total price Price issued (UTC)
2026-12-21 · one way American Airlines AA311 09:00:00→14:15:00 5h 15m nonstop Axel-exclusive $406.00 2026-10-29T01:53:09Z
2026-12-21 · one way United Airlines UA535 + UA1737 09:21:00→18:37:00 9h 16m 1 stop via IAH Axel-exclusive $362.50 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-22 United Airlines UA535 + UA1737 / UA1516 + UA1322 09:21:00→18:37:00 9h 16m 1 stop via IAH · 14:20:00→22:55:00 8h 35m 1 stop via IAH Axel-exclusive $696.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-22 American Airlines AA311 / AA898 + AA1039 09:00:00→14:15:00 5h 15m nonstop · 13:30:00→23:59:00 10h 29m 1 stop via CLT Axel-exclusive $725.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-23 American Airlines AA311 / AA3332 09:00:00→14:15:00 5h 15m nonstop · 15:15:00→20:55:00 5h 40m nonstop Axel-exclusive $783.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-23 United Airlines UA535 + UA1737 / UA1548 + UA421 09:21:00→18:37:00 9h 16m 1 stop via IAH · 14:00:00→00:01:00 10h 01m 1 stop via IAD Axel-exclusive $696.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-24 American Airlines AA311 / AA3332 09:00:00→14:15:00 5h 15m nonstop · 15:15:00→20:55:00 5h 40m nonstop Axel-exclusive $783.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-24 United Airlines UA535 + UA1737 / UA1548 + UA421 09:21:00→18:37:00 9h 16m 1 stop via IAH · 14:00:00→00:01:00 10h 01m 1 stop via IAD Axel-exclusive $696.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-25 United Airlines UA535 + UA1737 / UA1548 + UA421 09:21:00→18:37:00 9h 16m 1 stop via IAH · 14:00:00→00:01:00 10h 01m 1 stop via IAD Axel-exclusive $696.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-25 American Airlines AA311 / AA1919 + AA2300 09:00:00→14:15:00 5h 15m nonstop · 11:58:00→22:07:00 10h 09m 1 stop via MIA Axel-exclusive $725.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-26 American Airlines AA311 / AA3332 09:00:00→14:15:00 5h 15m nonstop · 15:15:00→20:55:00 5h 40m nonstop Axel-exclusive $783.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-26 United Airlines UA535 + UA1737 / UA1548 + UA421 09:21:00→18:37:00 9h 16m 1 stop via IAH · 14:00:00→00:01:00 10h 01m 1 stop via IAD Axel-exclusive $696.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-27 American Airlines AA311 / AA3332 09:00:00→14:15:00 5h 15m nonstop · 15:15:00→20:55:00 5h 40m nonstop Axel-exclusive $783.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-27 United Airlines UA535 + UA1737 / UA1548 + UA421 09:21:00→18:37:00 9h 16m 1 stop via IAH · 14:00:00→00:01:00 10h 01m 1 stop via IAD Axel-exclusive $696.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-28 American Airlines AA311 / AA3332 09:00:00→14:15:00 5h 15m nonstop · 15:15:00→20:55:00 5h 40m nonstop Axel-exclusive $783.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-28 United Airlines UA535 + UA1737 / UA1548 + UA421 09:21:00→18:37:00 9h 16m 1 stop via IAH · 14:00:00→00:01:00 10h 01m 1 stop via IAD Axel-exclusive $696.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-29 United Airlines UA535 + UA1737 / UA1516 + UA1322 09:21:00→18:37:00 9h 16m 1 stop via IAH · 14:20:00→22:55:00 8h 35m 1 stop via IAH Axel-exclusive $696.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-29 American Airlines AA311 / AA898 + AA1039 09:00:00→14:15:00 5h 15m nonstop · 13:30:00→23:59:00 10h 29m 1 stop via CLT Axel-exclusive $725.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-30 American Airlines AA311 / AA3332 09:00:00→14:15:00 5h 15m nonstop · 15:15:00→20:55:00 5h 40m nonstop Axel-exclusive $783.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-30 United Airlines UA535 + UA1737 / UA1548 + UA421 09:21:00→18:37:00 9h 16m 1 stop via IAH · 14:00:00→00:01:00 10h 01m 1 stop via IAD Axel-exclusive $696.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-31 American Airlines AA311 / AA3332 09:00:00→14:15:00 5h 15m nonstop · 15:15:00→20:55:00 5h 40m nonstop Axel-exclusive $783.00 2026-10-29T01:53:09Z
2026-12-21 → 2026-12-31 United Airlines UA535 + UA1737 / UA1548 + UA421 09:21:00→18:37:00 9h 16m 1 stop via IAH · 14:00:00→00:01:00 10h 01m 1 stop via IAD Axel-exclusive $696.00 2026-10-29T01:53:09Z
2026-12-21 → 2027-01-01 United Airlines UA535 + UA1737 / UA1548 + UA421 09:21:00→18:37:00 9h 16m 1 stop via IAH · 14:00:00→00:01:00 10h 01m 1 stop via IAD Axel-exclusive $696.00 2026-10-29T01:53:09Z
2026-12-21 → 2027-01-01 American Airlines AA311 / AA1919 + AA2300 09:00:00→14:15:00 5h 15m nonstop · 11:58:00→22:07:00 10h 09m 1 stop via MIA Axel-exclusive $725.00 2026-10-29T01:53:09Z
2026-12-21 → 2027-01-02 American Airlines AA311 / AA3332 09:00:00→14:15:00 5h 15m nonstop · 15:15:00→20:55:00 5h 40m nonstop Axel-exclusive $783.00 2026-10-29T01:53:09Z
2026-12-21 → 2027-01-02 United Airlines UA535 + UA1737 / UA1548 + UA421 09:21:00→18:37:00 9h 16m 1 stop via IAH · 14:00:00→00:01:00 10h 01m 1 stop via IAD Axel-exclusive $696.00 2026-10-29T01:53:09Z
2026-12-21 → 2027-01-03 American Airlines AA311 / AA3332 09:00:00→14:15:00 5h 15m nonstop · 15:15:00→20:55:00 5h 40m nonstop Axel-exclusive $783.00 2026-10-29T01:53:09Z
2026-12-21 → 2027-01-03 United Airlines UA535 + UA1737 / UA1548 + UA421 09:21:00→18:37:00 9h 16m 1 stop via IAH · 14:00:00→00:01:00 10h 01m 1 stop via IAD Axel-exclusive $696.00 2026-10-29T01:53:09Z
2026-12-21 → 2027-01-04 American Airlines AA311 / AA3332 09:00:00→14:15:00 5h 15m nonstop · 15:15:00→20:55:00 5h 40m nonstop Axel-exclusive $661.50 2026-10-29T01:53:09Z
2026-12-21 → 2027-01-04 United Airlines UA535 + UA1737 / UA1548 + UA421 09:21:00→18:37:00 9h 16m 1 stop via IAH · 14:00:00→00:01:00 10h 01m 1 stop via IAD Axel-exclusive $588.00 2026-10-29T01:53:09Z

Route overview: Chicago to Guanacaste (LIR) flight deals

2026-12-21 · one way · Axel-exclusive $362.50

2026-12-21 · one way · Axel-exclusive $406.00

2026-12-21 → 2026-12-22 · Axel-exclusive $696.00

2026-12-21 → 2026-12-22 · Axel-exclusive $725.00

2026-12-21 → 2026-12-23 · Axel-exclusive $696.00

2026-12-21 → 2026-12-23 · Axel-exclusive $783.00

2026-12-21 → 2026-12-24 · Axel-exclusive $696.00

2026-12-21 → 2026-12-24 · Axel-exclusive $783.00

2026-12-21 → 2026-12-25 · Axel-exclusive $696.00

2026-12-21 → 2026-12-25 · Axel-exclusive $725.00

2026-12-21 → 2026-12-27 · Axel-exclusive $696.00

2026-12-21 → 2026-12-27 · Axel-exclusive $783.00

2026-12-21 → 2026-12-28 · Axel-exclusive $696.00

2026-12-21 → 2026-12-28 · Axel-exclusive $783.00

2026-12-21 → 2026-12-29 · Axel-exclusive $696.00

2026-12-21 → 2026-12-29 · Axel-exclusive $725.00

2026-12-21 → 2026-12-31 · Axel-exclusive $696.00

2026-12-21 → 2026-12-31 · Axel-exclusive $783.00

2026-12-21 → 2027-01-01 · Axel-exclusive $696.00

2026-12-21 → 2027-01-01 · Axel-exclusive $725.00

2026-12-21 → 2027-01-02 · Axel-exclusive $696.00

2026-12-21 → 2027-01-02 · Axel-exclusive $783.00

2026-12-21 → 2027-01-04 · Axel-exclusive $588.00

2026-12-21 → 2027-01-04 · Axel-exclusive $661.50

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