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... and +100s more
Customer-First Commitment
Free cancellation for many rates
Best Price Guarantee
If a VIP member finds a better price elsewhere, we'll refund up to 200% of the difference
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Stops
- Nonstopfrom $777
- Up to 1 stop$744
Airlines
- American Airlines$744
Cabin Class
- First$744
Departure Airports
- Miami International Airport$744
Arrival Airports
- Chicago O Hare Airport$744
Layover Airports
- Charleston Air Force Base-International Airport$822
- Charlotte Douglas International Airport$787
- Hartsfield Jackson Atlanta International Airport$822
- Indianapolis International Airport$822
- Orlando International Airport$787
- Raleigh Durham International Airport$744
- Reagan Washington National Airport$822
- Tampa International Airport$787
Best Price. GUARANTEED.
Exclusively for Priceline Members
Tired of searching? Book now!
We'll refund the difference if you find a lower price.
BUNDLE & SAVE
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On average save $240 per traveler
05/29/25
MIA
3h 28m
Direct
05/29/25
ORD
06/05/25
ORD
20h 13m
RDU
06/06/25
MIA
$744
Free cancellation within 83 hours of booking
05/29/25
MIA
3h 28m
Direct
05/29/25
ORD
06/05/25
ORD
3h 8m
Direct
06/05/25
MIA
$777
Free cancellation within 83 hours of booking
05/29/25
MIA
3h 29m
Direct
05/29/25
ORD
06/05/25
ORD
3h 7m
Direct
06/05/25
MIA
$777
Free cancellation within 83 hours of booking
05/29/25
MIA
3h 29m
Direct
05/29/25
ORD
06/05/25
ORD
3h 8m
Direct
06/05/25
MIA
$777
Free cancellation within 83 hours of booking
05/29/25
MIA
3h 28m
Direct
05/29/25
ORD
06/05/25
ORD
3h 7m
Direct
06/05/25
MIA
$777
Free cancellation within 83 hours of booking
05/29/25
MIA
3h 29m
Direct
05/29/25
ORD
06/05/25
ORD
5h 4m
CLT
06/06/25
MIA
$787
Free cancellation within 83 hours of booking
05/29/25
MIA
3h 28m
Direct
05/29/25
ORD
06/05/25
ORD
5h 3m
MCO
06/05/25
MIA
$787
Free cancellation within 83 hours of booking
05/29/25
MIA
3h 29m
Direct
05/29/25
ORD
06/05/25
ORD
5h 42m
CLT
06/05/25
MIA
$787
Free cancellation within 83 hours of booking
05/29/25
MIA
3h 28m
Direct
05/29/25
ORD
06/05/25
ORD
5h 4m
CLT
06/06/25
MIA
$787
Free cancellation within 83 hours of booking
05/29/25
MIA
3h 29m
Direct
05/29/25
ORD
06/05/25
ORD
5h 36m
TPA
06/05/25
MIA
$787
Free cancellation within 83 hours of booking
05/29/25
MIA
3h 28m
Direct
05/29/25
ORD
06/05/25
ORD
4h 37m
CLT
06/05/25
MIA
$787
Free cancellation within 83 hours of booking
05/29/25
MIA
3h 29m
Direct
05/29/25
ORD
06/05/25
ORD
5h 56m
MCO
06/05/25
MIA
$787
Free cancellation within 83 hours of booking
05/29/25
MIA
3h 29m
Direct
05/29/25
ORD
06/05/25
ORD
4h 37m
CLT
06/05/25
MIA
$787
Free cancellation within 83 hours of booking
05/29/25
MIA
3h 28m
Direct
05/29/25
ORD
06/05/25
ORD
5h 36m
TPA
06/05/25
MIA
$787
Free cancellation within 83 hours of booking
05/29/25
MIA
3h 29m
Direct
05/29/25
ORD
06/05/25
ORD
5h 11m
TPA
06/05/25
MIA
$787
Free cancellation within 83 hours of booking
05/29/25
MIA
3h 28m
Direct
05/29/25
ORD
06/05/25
ORD
5h 42m
CLT
06/05/25
MIA
$787
Free cancellation within 83 hours of booking
05/29/25
MIA
3h 28m
Direct
05/29/25
ORD
06/05/25
ORD
5h 11m
TPA
06/05/25
MIA
$787
Free cancellation within 83 hours of booking
05/29/25
MIA
3h 28m
Direct
05/29/25
ORD
06/05/25
ORD
5h 56m
MCO
06/05/25
MIA
$787
Free cancellation within 83 hours of booking
05/29/25
MIA
3h 29m
Direct
05/29/25
ORD
06/05/25
ORD
5h 3m
MCO
06/05/25
MIA
$787
Free cancellation within 83 hours of booking
05/29/25
MIA
5h 46m
ATL
05/29/25
ORD
06/05/25
ORD
3h 8m
Direct
06/05/25
MIA
$822
Free cancellation within 83 hours of booking
05/29/25
MIA
5h 11m
IND
05/29/25
ORD
06/05/25
ORD
3h 8m
Direct
06/05/25
MIA
$822
Free cancellation within 83 hours of booking
05/29/25
MIA
5h 23m
DCA
05/29/25
ORD
06/05/25
ORD
3h 8m
Direct
06/05/25
MIA
$822
Free cancellation within 83 hours of booking
05/29/25
MIA
6h 16m
DCA
05/29/25
ORD
06/05/25
ORD
3h 7m
Direct
06/05/25
MIA
$822
Free cancellation within 83 hours of booking
05/29/25
MIA
5h 11m
IND
05/29/25
ORD
06/05/25
ORD
3h 7m
Direct
06/05/25
MIA
$822
Free cancellation within 83 hours of booking
05/29/25
MIA
6h 5m
CHS
05/29/25
ORD
06/05/25
ORD
3h 8m
Direct
06/05/25
MIA
$822
Free cancellation within 83 hours of booking
05/29/25
MIA
6h 16m
DCA
05/29/25
ORD
06/05/25
ORD
3h 8m
Direct
06/05/25
MIA
$822
Free cancellation within 83 hours of booking
05/29/25
MIA
5h 3m
MCO
05/29/25
ORD
06/05/25
ORD
3h 7m
Direct
06/05/25
MIA
$822
Free cancellation within 83 hours of booking
05/29/25
MIA
5h 46m
ATL
05/29/25
ORD
06/05/25
ORD
3h 7m
Direct
06/05/25
MIA
$822
Free cancellation within 83 hours of booking
05/29/25
MIA
6h 22m
MCO
05/29/25
ORD
06/05/25
ORD
3h 7m
Direct
06/05/25
MIA
$822
Free cancellation within 83 hours of booking
05/29/25
MIA
5h 23m
DCA
05/29/25
ORD
06/05/25
ORD
3h 7m
Direct
06/05/25
MIA
$822
Free cancellation within 83 hours of booking
Top Deals on flights Business Class from Miami to Chicago O Hare Airport
Miami, US (MIA) - Chicago, US (CHI)
May 29
MIA
3h 28m
Direct
May 29
ORD
as low as
$371
Miami, US (MIA) - Chicago, US (CHI)
May 29
MIA
6h 21m
CVG
May 29
ORD
as low as
$377
Miami, US (MIA) - Chicago, US (CHI)
May 29
MIA
5h 23m
DCA
May 29
ORD
as low as
$416
Miami, US (MIA) - Chicago, US (CHI)
May 29
MIA
6h 33m
TPA
May 29
ORD
as low as
$416
Miami, US (MIA) - Chicago, US (CHI)
May 29
MIA
6h 18m
PIT
May 29
ORD
as low as
$416
Miami, US (MIA) - Chicago, US (CHI)
May 29
MIA
5h 3m
MCO
May 29
ORD
as low as
$416
Miami, US (MIA) - Chicago, US (CHI)
May 29
MIA
6h 6m
LGA
May 29
ORD
as low as
$461
Miami, US (MIA) - Chicago, US (CHI)
May 29
MIA
6h 42m
RDU
May 29
ORD
as low as
$461
Miami, US (MIA) - Chicago, US (CHI)
May 29
MIA
5h 54m
CLT
May 29
ORD
as low as
$538
Miami, US (MIA) - Chicago, US (CHI)
May 29
MIA
6h 22m
PHL
May 29
ORD
as low as
$538
Miami, US (MIA) - Chicago, US (CHI)
May 29
MIA
5h 45m
BNA
May 29
ORD
as low as
$551
Miami, US (MIA) - Chicago, US (CHI)
May 29
MIA
6h 20m
STL
May 29
ORD
as low as
$861
Flights to Chicago
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