Flights from Chicago O'Hare

Curated weekend trip ideas. Prices are indicative from recent updates — verify availability before booking.

Last synced: Thu 03:30

Outbound partner clickouts are enabled only for deals updated in the last 72h.

Showing 36 destinations • From 52 matching deals

Destination Minneapolis
ORDMinneapolis (MSP)
2026-10-032026-10-06Direct 1h 39m
[Out: Sun 03:35 → Sun 05:14 • 1h 39m] — [Stay: 2d 6h] — [Back: Tue 10:53 → Tue 12:33 • 1h 40m]
Source: Aviasales (cached)
See more dates for MSP• Inserted 2026-06-24 · Wed 19:00• Cached since 2026-06-24 · Wed 15:43• Synced 2026-06-25 · Thu 03:30
Est. USD 126
Cached ~8h agoExpires in ~2d
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Destination ORL
ORDORL
2026-08-012026-08-10Direct 3h
[Out: Sat 22:13 → Sun 01:13 • 3h] — [Stay: 8d 10h] — [Back: Mon 11:00 → Mon 14:00 • 3h]
F9Source: Aviasales (cached)
See more dates for ORL• Inserted 2026-06-23 · Tue 06:00• Synced 2026-06-25 · Thu 03:30
Est. USD 143
Updated ~46h agoExpires in ~0h
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Destination New York
ORDNew York (NYC)
2026-07-172026-07-19Direct 2h 31m
[Out: Sat 02:30 → Sat 05:01 • 2h 31m] — [Stay: 1d 5h] — [Back: Sun 10:10 → Sun 12:41 • 2h 31m]
Source: Aviasales (cached)
See more dates for NYC• Inserted 2026-06-24 · Wed 19:00• Cached since 2026-06-22 · Mon 19:44• Synced 2026-06-25 · Thu 03:30
Est. USD 145
Cached ~8h agoExpires in ~19h
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Destination New Orleans
ORDNew Orleans (MSY)
2026-07-232026-07-27Direct 2h 44m
[Out: Fri 01:11 → Fri 03:55 • 2h 44m] — [Stay: 3d 19h] — [Back: Mon 22:35 → Tue 01:19 • 2h 44m]
Source: Aviasales (cached)
See more dates for MSY• Inserted 2026-06-24 · Wed 01:00• Cached since 2026-06-23 · Tue 21:26• Synced 2026-06-25 · Thu 03:30
Est. USD 146
Cached ~27h agoExpires in ~19h
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Price may differ at booking.
Destination Atlanta
ORDAtlanta (ATL)
2026-07-312026-08-02Direct 2h 20m
[Out: Fri 18:50 → Fri 21:10 • 2h 20m] — [Stay: 1d 13h] — [Back: Sun 10:35 → Sun 12:55 • 2h 20m]
Source: Aviasales (cached)
See more dates for ATL• Inserted 2026-06-24 · Wed 19:00• Cached since 2026-06-24 · Wed 13:09• Synced 2026-06-25 · Thu 03:30
Est. USD 155
Cached ~8h agoExpires in ~2d
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Destination EDWARD L LOGAN INTL
ORDEDWARD L LOGAN INTL (BOS)
2026-07-242026-07-28Direct 2h 43m
[Out: Sat 02:41 → Sat 05:24 • 2h 43m] — [Stay: 3d 8h] — [Back: Tue 13:50 → Tue 16:33 • 2h 43m]
Source: Aviasales (cached)
See more dates for BOS• Inserted 2026-06-25 · Thu 01:00• Cached since 2026-06-22 · Mon 24:00• Synced 2026-06-25 · Thu 03:30
Est. USD 156
Cached ~2h agoExpires in ~19h
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Price may differ at booking.
Destination Houston
ORDHouston (HOU)
2026-07-242026-07-29Direct 3h
[Out: Fri 10:30 → Fri 13:30 • 3h] — [Stay: 5d 14h] — [Back: Thu 03:08 → Thu 06:08 • 3h]
UASource: Aviasales (cached)
See more dates for HOU• Inserted 2026-06-24 · Wed 06:00• Synced 2026-06-25 · Thu 03:30
Est. USD 160
Updated ~22h agoExpires in ~1d
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Price may differ at booking.
Destination YTO
ORDYTO
2026-09-142026-09-22Direct 1h 47m
[Out: Mon 12:00 → Mon 13:47 • 1h 47m] — [Stay: 8d 11h] — [Back: Wed 24:40 → Wed 02:28 • 1h 48m]
Source: Aviasales (cached)
See more dates for YTO• Inserted 2026-06-24 · Wed 19:00• Cached since 2026-06-24 · Wed 15:40• Synced 2026-06-25 · Thu 03:30
Est. USD 195
Cached ~8h agoExpires in ~2d
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Price may differ at booking.
Destination Phoenix
ORDPhoenix (PHX)
2026-08-192026-08-23Direct 3h
[Out: Wed 10:00 → Wed 13:00 • 3h] — [Stay: 3d 18h] — [Back: Sun 07:20 → Sun 10:20 • 3h]
AASource: Aviasales (cached)
See more dates for PHX• Inserted 2026-06-23 · Tue 06:00• Synced 2026-06-25 · Thu 03:30
Est. USD 234
Updated ~46h agoExpires in ~0h
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Price may differ at booking.
Destination St. Louis
ORDSt. Louis (STL)
2026-09-132026-09-29Direct 3h
[Out: Mon 04:05 → Mon 07:05 • 3h] — [Stay: 15d 9h] — [Back: Tue 16:01 → Tue 19:01 • 3h]
AASource: Aviasales (cached)
See more dates for STL• Inserted 2026-06-23 · Tue 06:00• Synced 2026-06-25 · Thu 03:30
Est. USD 242
Updated ~46h agoExpires in ~0h
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Price may differ at booking.
Destination Philadelphia
ORDPhiladelphia (PHL)
2026-07-142026-07-17Direct 3h
[Out: Wed 02:45 → Wed 05:45 • 3h] — [Stay: 2d 16h] — [Back: Fri 22:11 → Sat 01:11 • 3h]
UASource: Aviasales (cached)
See more dates for PHL• Inserted 2026-06-23 · Tue 06:00• Synced 2026-06-25 · Thu 03:30
Est. USD 268
Updated ~46h agoExpires in ~0h
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Price may differ at booking.
Destination ORF
ORDORF
2026-07-272026-07-30Direct 3h
[Out: Tue 24:14 → Tue 03:14 • 3h] — [Stay: 2d 7h] — [Back: Thu 10:40 → Thu 13:40 • 3h]
AASource: Aviasales (cached)
See more dates for ORF• Inserted 2026-06-23 · Tue 18:00• Synced 2026-06-25 · Thu 03:30
Est. USD 279
Updated ~34h agoExpires in ~12h
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Price may differ at booking.
Destination GSP
ORDGSP
2026-08-142026-08-15Direct 2h 6m
[Out: Fri 20:05 → Fri 22:11 • 2h 6m] — [Stay: 17h] — [Back: Sat 15:31 → Sat 17:37 • 2h 6m]
Source: Aviasales (cached)
See more dates for GSP• Inserted 2026-06-25 · Thu 01:00• Cached since 2026-06-24 · Wed 22:37• Synced 2026-06-25 · Thu 03:30
Est. USD 281
Cached ~2h agoExpires in ~2d
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Price may differ at booking.
Destination Guadalajara
ORDGuadalajara (GDL)
2026-07-232026-07-30Direct 3h
[Out: Thu 17:30 → Thu 20:30 • 3h] — [Stay: 7d 3h] — [Back: Thu 23:50 → Fri 02:50 • 3h]
VBSource: Aviasales (cached)
See more dates for GDL• Inserted 2026-06-24 · Wed 18:00• Synced 2026-06-25 · Thu 03:30
Est. USD 309
Updated ~10h agoExpires in ~2d
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Price may differ at booking.
Destination ONT
ORDONT
2026-08-062026-08-10Direct 3h
[Out: Fri 01:18 → Fri 04:18 • 3h] — [Stay: 4d 3h] — [Back: Tue 06:59 → Tue 09:59 • 3h]
UASource: Aviasales (cached)
See more dates for ONT• Inserted 2026-06-24 · Wed 18:00• Synced 2026-06-25 · Thu 03:30
Est. USD 333
Updated ~10h agoExpires in ~2d
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Price may differ at booking.
Destination Portland
ORDPortland (PDX)
2026-07-242026-07-28Direct 3h
[Out: Fri 12:20 → Fri 15:20 • 3h] — [Stay: 4d 15h] — [Back: Wed 05:59 → Wed 08:59 • 3h]
ASSource: Aviasales (cached)
See more dates for PDX• Inserted 2026-06-24 · Wed 18:00• Synced 2026-06-25 · Thu 03:30
Est. USD 339
Updated ~10h agoExpires in ~2d
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Price may differ at booking.
Destination San Antonio
ORDSan Antonio (SAT)
2026-07-272026-08-13Direct 3h
[Out: Tue 02:19 → Tue 05:19 • 3h] — [Stay: 16d 13h] — [Back: Thu 18:33 → Thu 21:33 • 3h]
AASource: Aviasales (cached)
See more dates for SAT• Inserted 2026-06-24 · Wed 18:00• Synced 2026-06-25 · Thu 03:30
Est. USD 343
Updated ~10h agoExpires in ~2d
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Price may differ at booking.
Destination YMQ
ORDYMQ
2026-07-232026-07-26Direct 2h 27m
[Out: Thu 13:45 → Thu 16:12 • 2h 27m] — [Stay: 2d 18h] — [Back: Sun 10:10 → Sun 12:38 • 2h 28m]
Source: Aviasales (cached)
See more dates for YMQ• Inserted 2026-06-24 · Wed 01:00• Cached since 2026-06-23 · Tue 21:32• Synced 2026-06-25 · Thu 03:30
Est. USD 344
Cached ~27h agoExpires in ~19h
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Price may differ at booking.
Destination MLM
ORDMLM
2027-01-302027-02-28Direct 4h 7m
[Out: Sat 11:30 → Sat 15:37 • 4h 7m] — [Stay: 29d 14h] — [Back: Mon 05:59 → Mon 10:06 • 4h 7m]
Source: Aviasales (cached)
See more dates for MLM• Inserted 2026-06-24 · Wed 19:00• Cached since 2026-06-24 · Wed 18:08• Synced 2026-06-25 · Thu 03:30
Est. USD 359
Cached ~8h agoExpires in ~2d
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Price may differ at booking.
Destination BJX
ORDBJX
2026-08-102026-09-04Direct 3h
[Out: Mon 06:59 → Mon 09:59 • 3h] — [Stay: 25d 14h] — [Back: Sat 24:07 → Sat 03:07 • 3h]
Y4Source: Aviasales (cached)
See more dates for BJX• Inserted 2026-06-23 · Tue 18:00• Synced 2026-06-25 · Thu 03:30
Est. USD 394
Updated ~34h agoExpires in ~12h
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Price may differ at booking.
Destination San Jose
ORDSan Jose (SJC)
2026-08-062026-08-12Direct 3h
[Out: Fri 24:58 → Fri 03:58 • 3h] — [Stay: 5d 9h] — [Back: Wed 13:20 → Wed 16:20 • 3h]
UASource: Aviasales (cached)
See more dates for SJC• Inserted 2026-06-23 · Tue 06:00• Synced 2026-06-25 · Thu 03:30
Est. USD 397
Updated ~46h agoExpires in ~0h
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Price may differ at booking.
Destination RST
ORDRST
2026-07-262026-08-15Direct 1h 30m
[Out: Mon 04:00 → Mon 05:30 • 1h 30m] — [Stay: 19d 6h] — [Back: Sat 11:00 → Sat 12:31 • 1h 31m]
Source: Aviasales (cached)
See more dates for RST• Inserted 2026-06-24 · Wed 01:00• Cached since 2026-06-23 · Tue 21:05• Synced 2026-06-25 · Thu 03:30
Est. USD 420
Cached ~27h agoExpires in ~19h
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Price may differ at booking.
Destination CHS
ORDCHS
2026-07-172026-07-20Direct 3h
[Out: Fri 13:30 → Fri 16:30 • 3h] — [Stay: 2d 20h] — [Back: Mon 12:56 → Mon 15:56 • 3h]
AASource: Aviasales (cached)
See more dates for CHS• Inserted 2026-06-24 · Wed 18:00• Synced 2026-06-25 · Thu 03:30
Est. USD 435
Updated ~10h agoExpires in ~2d
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Price may differ at booking.
Destination Salt Lake City
ORDSalt Lake City (SLC)
2026-08-072026-08-12Direct 3h
[Out: Fri 12:20 → Fri 15:20 • 3h] — [Stay: 4d 21h] — [Back: Wed 12:12 → Wed 15:12 • 3h]
AASource: Aviasales (cached)
See more dates for SLC• Inserted 2026-06-23 · Tue 06:00• Synced 2026-06-25 · Thu 03:30
Est. USD 436
Updated ~46h agoExpires in ~0h
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Price may differ at booking.
Destination FCA
ORDFCA
2026-08-062026-08-10Direct 3h
[Out: Thu 18:16 → Thu 21:16 • 3h] — [Stay: 4d 2h] — [Back: Mon 22:50 → Tue 01:50 • 3h]
AASource: Aviasales (cached)
See more dates for FCA• Inserted 2026-06-24 · Wed 06:00• Synced 2026-06-25 · Thu 03:30
Est. USD 512
Updated ~22h agoExpires in ~1d
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Price may differ at booking.
Destination BZN
ORDBZN
2026-08-072026-08-09Direct 3h
[Out: Sat 01:15 → Sat 04:15 • 3h] — [Stay: 1d 10h] — [Back: Sun 14:00 → Sun 17:00 • 3h]
UASource: Aviasales (cached)
See more dates for BZN• Inserted 2026-06-23 · Tue 18:00• Synced 2026-06-25 · Thu 03:30
Est. USD 576
Updated ~34h agoExpires in ~12h
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Price may differ at booking.
Destination ANC
ORDANC
2026-07-072026-07-17Direct 3h
[Out: Tue 05:59 → Tue 08:59 • 3h] — [Stay: 10d 22h] — [Back: Sat 07:21 → Sat 10:21 • 3h]
ASSource: Aviasales (cached)
See more dates for ANC• Inserted 2026-06-23 · Tue 06:00• Synced 2026-06-25 · Thu 03:30
Est. USD 578
Updated ~46h agoExpires in ~0h
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Price may differ at booking.
Destination CAIRO
ORDCAIRO (CAI)
2026-07-152026-07-24Direct 3h
[Out: Wed 15:30 → Wed 18:30 • 3h] — [Stay: 8d 4h] — [Back: Thu 22:50 → Fri 01:50 • 3h]
MSSource: Aviasales (cached)
See more dates for CAI• Inserted 2026-06-24 · Wed 06:00• Synced 2026-06-25 · Thu 03:30
Est. USD 718
Updated ~22h agoExpires in ~1d
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Price may differ at booking.
Destination YWG
ORDYWG
2026-09-042026-09-07Direct 3h
[Out: Fri 14:15 → Fri 17:15 • 3h] — [Stay: 3d 2h] — [Back: Mon 19:00 → Mon 22:00 • 3h]
UASource: Aviasales (cached)
See more dates for YWG• Inserted 2026-06-24 · Wed 06:00• Synced 2026-06-25 · Thu 03:30
Est. USD 767
Updated ~22h agoExpires in ~1d
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Price may differ at booking.
Destination AUA
ORDAUA
2026-07-072026-07-14Direct 3h
[Out: Tue 14:19 → Tue 17:19 • 3h] — [Stay: 7d 1h] — [Back: Tue 17:50 → Tue 20:50 • 3h]
UASource: Aviasales (cached)
See more dates for AUA• Inserted 2026-06-24 · Wed 18:00• Synced 2026-06-25 · Thu 03:30
Est. USD 906
Updated ~10h agoExpires in ~2d
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Price may differ at booking.
Destination Taipei
ORDTaipei (TPE)
2026-10-202026-11-17Direct 3h
[Out: Tue 05:30 → Tue 08:30 • 3h] — [Stay: 28d 4h] — [Back: Tue 12:00 → Tue 15:00 • 3h]
BRSource: Aviasales (cached)
See more dates for TPE• Inserted 2026-06-23 · Tue 18:00• Synced 2026-06-25 · Thu 03:30
Est. USD 957
Updated ~34h agoExpires in ~12h
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Price may differ at booking.
Destination GUA
ORDGUA
2026-10-312026-11-14Direct 3h
[Out: Sat 13:50 → Sat 16:50 • 3h] — [Stay: 14d 3h] — [Back: Sat 19:28 → Sat 22:28 • 3h]
UASource: Aviasales (cached)
See more dates for GUA• Inserted 2026-06-23 · Tue 06:00• Synced 2026-06-25 · Thu 03:30
Est. USD 1,002
Updated ~46h agoExpires in ~0h
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Price may differ at booking.
Destination Belgrade
ORDBelgrade (BEG)
2026-07-292026-09-07Direct 3h
[Out: Wed 21:40 → Thu 24:40 • 3h] — [Stay: 39d 8h] — [Back: Mon 08:35 → Mon 11:35 • 3h]
JUSource: Aviasales (cached)
See more dates for BEG• Inserted 2026-06-24 · Wed 06:00• Synced 2026-06-25 · Thu 03:30
Est. USD 1,210
Updated ~22h agoExpires in ~1d
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Price may differ at booking.
Destination Milan
ORDMilan (MIL)
2026-07-072026-07-19Direct 3h
[Out: Wed 02:40 → Wed 05:40 • 3h] — [Stay: 11d 8h] — [Back: Sun 13:20 → Sun 16:20 • 3h]
UASource: Aviasales (cached)
See more dates for MIL• Inserted 2026-06-24 · Wed 18:00• Synced 2026-06-25 · Thu 03:30
Est. USD 1,234
Updated ~10h agoExpires in ~2d
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Price may differ at booking.
Destination ADOLFO SUAREZ BARAJAS
ORDADOLFO SUAREZ BARAJAS (MAD)
2026-07-122026-07-19Direct 3h
[Out: Mon 03:30 → Mon 06:30 • 3h] — [Stay: 6d 5h] — [Back: Sun 11:35 → Sun 14:35 • 3h]
AASource: Aviasales (cached)
See more dates for MAD• Inserted 2026-06-23 · Tue 06:00• Synced 2026-06-25 · Thu 03:30
Est. USD 1,358
Updated ~46h agoExpires in ~0h
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Price may differ at booking.
Destination Tokyo
ORDTokyo (TYO)
2026-10-102026-10-22Direct 3h
[Out: Sat 16:50 → Sat 19:50 • 3h] — [Stay: 11d 12h] — [Back: Thu 08:00 → Thu 11:00 • 3h]
NHSource: Aviasales (cached)
See more dates for TYO• Inserted 2026-06-24 · Wed 06:00• Synced 2026-06-25 · Thu 03:30
Est. USD 1,400
Updated ~22h agoExpires in ~1d
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Price may differ at booking.