Cheap Flights from Chicago to Sarasota
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Deals from
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RatePunk searches hundreds of travel sites at once for deals on flights to Sarasota
Prices updated 24 days ago
486,190 searches this week
171 airlines compared
80%+ AI score for best value
Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)
Today’s best flight deals from Chicago to Sarasota
Explore current cheapest deals departing from Chicago to Sarasota
Round trip
Sort by: Cheapest
August 5 - August 8
RFD - Sarasota
$162
$102
Round trip
July 4 - July 18
RFD - Sarasota
$162
$105
Round trip
August 5 - August 15
RFD - Sarasota
$140
$109
Round trip
August 30 - September 10
RFD - Sarasota
$146
$111
Round trip
August 30 - September 20
RFD - Sarasota
$140
$111
Round trip
August 27 - September 10
RFD - Sarasota
$144
$114
Round trip
August 27 - September 20
RFD - Sarasota
$138
$114
Round trip
August 12 - August 15
RFD - Sarasota
$162
$118
Round trip
September 6 - September 10
RFD - Sarasota
$165
$118
Round trip
September 6 - September 20
RFD - Sarasota
$147
$118
Round trip
Unlock all 500+ flight deals to Sarasota and get alerts when great deals appear
Route Intelligence — 486,190 Searches this Week
Insights for flights from Chicago to Sarasota
How much is a round trip from Chicago to Sarasota
Regular price: $125 - $285
Prices are currently below the regular range.
The regular price range for flights from Chicago to Sarasota is $125 to $285. The current lowest deal is $102 with Allegiant Air, for travel from Aug 5-Aug 8.
now $102
Low $125
High $285
The cheapest time to fly from Chicago to Sarasota
The cheapest month to fly from Chicago to Sarasota is January, with a median price of $110. The most expensive month is October, with a median price of $539. Prices are generally lower from January to December.
January
Flights from $110
October
Flights from $539
Direct flights from Chicago to Sarasota
Allegiant Air
Last-minute flights going from Chicago to Sarasota
Sat, Jul 4
RFD - Sarasota
Chicago (RFD) - Sarasota (SRQ)
Allegiant Air
$162
$105
One-way
Sat, Jul 4
RFD - Sarasota
Chicago (RFD) - Sarasota (SRQ)
Allegiant Air
$176
$137
One-way
Sat, Jul 4
RFD - Sarasota
Chicago (RFD) - Sarasota (SRQ)
Allegiant Air
$157
$145
One-way
Sat, Jul 4
RFD - Sarasota
Chicago (RFD) - Sarasota (SRQ)
Allegiant Air
$156
$149
One-way
Tue, Jul 7
MDW - Sarasota
Chicago (MDW) - Sarasota (SRQ)
$349
$237
One-way
Wed, Jul 8
RFD - Sarasota
Chicago (RFD) - Sarasota (SRQ)
Allegiant Air
$157
$142
One-way
Biggest price drops on these dates for flights from Chicago to Sarasota
Jul 15 - Jul 21
$353 → $217
39%
Jul 14 - Jul 21
$353 → $227
36%
Jul 8 - Jul 14
$357 → $237
34%
Jul 7 - Jul 15
$349 → $237
32%
Popular Airports to fly from Chicago to Sarasota
Chicago - Sarasota route insights
💸 Price insights
Recent fares are below the typical level
Recent fares from Chicago to Sarasota are below the typical level, with deals from $102.
📅 Best time to fly
January is historically the cheapest month
Historically, January is the cheapest month to fly from Chicago to Sarasota, with a median price of $110.
⏱️ Flight duration
Typical flight time is 6h 29m
The typical flight duration from Chicago to Sarasota is 6 hours and 29 minutes.
✈️ Airlines & availability
Allegiant Air offers direct flights
Allegiant Air offers direct flights on this route, with a mix of direct and connecting options available.
🏆 Airline highlight
Allegiant Air has direct flights from $102
Allegiant Air offers direct flights from Chicago to Sarasota, with recent fares as low as $102.
🎯 Booking tip
Good prices are available 9% of the time
Good prices for flights from Chicago to Sarasota are available 9% of the time.
Chicago main airports to depart from
Chicago Rockford International (RFD)
This airport offers a budget-friendly option for flights from Chicago to Sarasota.
📍 ~120 km from Chicago city center (reachable by car)
💸 Flights from ~$102
Chicago Midway International (MDW)
Consider this airport for a convenient departure from Chicago to Sarasota.
📍 ~15 km from Chicago city center (reachable by car or train)
💸 Flights from ~$217
O Hare International (ORD)
This airport provides a major hub for flights from Chicago to Sarasota.
📍 ~30 km from Chicago city center (reachable by car or train)
💸 Flights from ~$217
Sarasota main airports to arrive at
Sarasota–Bradenton International (SRQ)
Sarasota–Bradenton International Airport is a convenient arrival airport for Sarasota.
📍 ~10 km from Sarasota city center (reachable by car)
💸 Flights from ~$102
Airports nearby Sarasota used as alternative
Tampa International (TPA)
Tampa International offers extensive flight connections and is a relatively short drive from Sarasota, though traffic can cause delays.
📍 ~60 km from Sarasota (reachable by car)
💸 Flights from ~$105
St. Pete–Clearwater International (PIE)
St. Pete–Clearwater International is very close to Sarasota and focuses on budget-friendly, low-cost carrier options.
📍 ~60 km from Sarasota (reachable by car)
💸 Flights from ~$92
Punta Gorda (PGD)
Punta Gorda is conveniently located south of Sarasota with easy highway access, ideal for budget-conscious travelers.
📍 ~70 km from Sarasota (reachable by car)
💸 Flights from ~$102
Southwest Florida International (RSW)
Southwest Florida International is a large airport with many major airline options, located south of Sarasota.
📍 ~125 km from Sarasota (reachable by car)
💸 Flights from ~$189
Orlando International (MCO)
Orlando International provides massive flight volume and competitive pricing, despite a longer travel time to Sarasota.
📍 ~180 km from Sarasota (reachable by car)
💸 Flights from ~$97
Business & First Class Flight Deals to Sarasota
Discover luxury on the budget with premium cabin class on flights from Chicago to Sarasota.
Elite
Best Elite deals to Sarasota
Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.
From ORD
Elite
Oct 24
Sarasota, United States
85% AI deal score
$1,611
$784
Save $827
From ORD
Elite
Sep 26
Sarasota, United States
80% AI deal score
$1,209
$791
Save $418
From MDW
Elite
Aug 13
Sarasota, United States
79% AI deal score
$1,255
$756
Save $499
From MDW
Elite
Jun 22
Sarasota, United States
79% AI deal score
$1,942
$1,051
Save $891
From ORD
Elite
Oct 28
Sarasota, United States
77% AI deal score
$1,267
$942
Save $325
From ORD
Elite
Jul 07
Sarasota, United States
76% AI deal score
$1,581
$1,137
Save $444
From ORD
Elite
Oct 14
Sarasota, United States
76% AI deal score
$845
$579
Save $266
From ORD
Elite
Nov 04
Sarasota, United States
72% AI deal score
$784
$579
Save $205
From ORD
Elite
Aug 24
Sarasota, United States
72% AI deal score
$869
$596
Save $273
From ORD
Elite
Oct 01
Sarasota, United States
72% AI deal score
$847
$596
Save $251
From ORD
Elite
Nov 02
Sarasota, United States
71% AI deal score
$797
$613
Save $184
From ORD
Elite
Nov 07
Sarasota, United States
71% AI deal score
$785
$613
Save $172
From ORD
Elite
Oct 10
Sarasota, United States
71% AI deal score
$848
$613
Save $235
From ORD
Elite
Sep 12
Sarasota, United States
71% AI deal score
$885
$613
Save $272
From ORD
Elite
Aug 22
Sarasota, United States
71% AI deal score
$840
$613
Save $227
From ORD
Elite
Oct 12
Sarasota, United States
71% AI deal score
$860
$613
Save $247
From ORD
Elite
Nov 25
Sarasota, United States
69% AI deal score
$1,313
$1,127
Save $186
From ORD
Elite
Nov 11
Sarasota, United States
69% AI deal score
$790
$677
Save $113
From ORD
Elite
Aug 04
Sarasota, United States
69% AI deal score
$833
$677
Save $156
From ORD
Elite
Sep 24
Sarasota, United States
69% AI deal score
$875
$694
Save $181
From ORD
Elite
Aug 30
Sarasota, United States
69% AI deal score
$846
$694
Save $152
From ORD
Elite
Aug 21
Sarasota, United States
69% AI deal score
$858
$694
Save $164
From ORD
Elite
Aug 08
Sarasota, United States
69% AI deal score
$851
$696
Save $155
From ORD
Elite
Sep 24
Sarasota, United States
69% AI deal score
$866
$713
Save $153
From ORD
Elite
Aug 14
Sarasota, United States
68% AI deal score
$4,035
$3,457
Save $578
From ORD
Elite
Aug 28
Sarasota, United States
68% AI deal score
$4,131
$3,533
Save $598
From ORD
Elite
Aug 24
Sarasota, United States
68% AI deal score
$4,236
$3,640
Save $596
From MDW
Elite
Nov 11
Sarasota, United States
68% AI deal score
$1,324
$968
Save $356
From ORD
Elite
Jun 25
Sarasota, United States
68% AI deal score
$1,263
$1,120
Save $143
From ORD
Elite
Nov 05
Sarasota, United States
68% AI deal score
$797
$719
Save $78
From ORD
Elite
Aug 06
Sarasota, United States
68% AI deal score
$851
$719
Save $132
From ORD
Elite
Aug 14
Sarasota, United States
67% AI deal score
$3,937
$3,568
Save $369
From ORD
Elite
Aug 21
Sarasota, United States
67% AI deal score
$4,148
$3,735
Save $413
From ORD
Elite
Aug 24
Sarasota, United States
67% AI deal score
$4,093
$3,751
Save $342
From ORD
Elite
Aug 14
Sarasota, United States
67% AI deal score
$4,122
$3,779
Save $343
From ORD
Elite
Jul 10
Sarasota, United States
67% AI deal score
$4,291
$3,853
Save $438
From ORD
Elite
Jul 10
Sarasota, United States
67% AI deal score
$4,403
$3,912
Save $491
From ORD
Elite
Aug 14
Sarasota, United States
67% AI deal score
$4,341
$3,951
Save $390
From ORD
Elite
Jul 10
Sarasota, United States
67% AI deal score
$4,399
$3,977
Save $422
From ORD
Elite
Jul 10
Sarasota, United States
67% AI deal score
$4,417
$3,978
Save $439
From ORD
Elite
Aug 19
Sarasota, United States
67% AI deal score
$1,214
$1,127
Save $87
From ORD
Elite
Aug 04
Sarasota, United States
67% AI deal score
$1,332
$1,240
Save $92
From ORD
Elite
Jul 15
Sarasota, United States
67% AI deal score
$728
$677
Save $51
From ORD
Elite
Jul 14
Sarasota, United States
67% AI deal score
$726
$677
Save $49
From ORD
Elite
Aug 01
Sarasota, United States
67% AI deal score
$843
$782
Save $61
From ORD
Elite
Aug 05
Sarasota, United States
67% AI deal score
$851
$782
Save $69
From ORD
Elite
Aug 21
Sarasota, United States
66% AI deal score
$4,056
$3,846
Save $210
From ORD
Elite
Aug 14
Sarasota, United States
66% AI deal score
$4,235
$3,925
Save $310
From ORD
Elite
Aug 13
Sarasota, United States
66% AI deal score
$4,028
$3,925
Save $103
From ORD
Elite
Aug 14
Sarasota, United States
66% AI deal score
$4,080
$3,937
Save $143
From ORD
Elite
Jul 10
Sarasota, United States
66% AI deal score
$4,257
$3,938
Save $319
From ORD
Elite
Jul 10
Sarasota, United States
66% AI deal score
$4,240
$3,963
Save $277
From ORD
Elite
Jul 10
Sarasota, United States
66% AI deal score
$4,240
$3,969
Save $271
From ORD
Elite
Jul 10
Sarasota, United States
66% AI deal score
$4,277
$3,969
Save $308
From ORD
Elite
Aug 14
Sarasota, United States
66% AI deal score
$4,104
$3,970
Save $134
From ORD
Elite
Jul 10
Sarasota, United States
66% AI deal score
$4,240
$3,985
Save $255
From ORD
Elite
Jul 10
Sarasota, United States
66% AI deal score
$4,240
$3,997
Save $243
From ORD
Elite
Jul 10
Sarasota, United States
66% AI deal score
$4,240
$4,005
Save $235
From ORD
Elite
Aug 28
Sarasota, United States
66% AI deal score
$4,338
$4,031
Save $307
From ORD
Elite
Jul 10
Sarasota, United States
66% AI deal score
$4,391
$4,054
Save $337
From ORD
Elite
Jul 10
Sarasota, United States
66% AI deal score
$4,219
$4,085
Save $134
From ORD
Elite
Jul 23
Sarasota, United States
66% AI deal score
$979
$943
Save $36
From ORD
Elite
Jul 09
Sarasota, United States
66% AI deal score
$1,036
$993
Save $43
From ORD
Elite
Jul 05
Sarasota, United States
66% AI deal score
$1,118
$1,085
Save $33
From ORD
Elite
Jun 26
Sarasota, United States
66% AI deal score
$1,126
$1,088
Save $38
From ORD
Elite
Jul 29
Sarasota, United States
66% AI deal score
$1,170
$1,127
Save $43
From ORD
Elite
Aug 28
Sarasota, United States
66% AI deal score
$858
$799
Save $59
From ORD
Elite
Aug 24
Sarasota, United States
66% AI deal score
$855
$799
Save $56
From ORD
Elite
Aug 10
Sarasota, United States
66% AI deal score
$848
$799
Save $49
From ORD
Elite
Aug 01
Sarasota, United States
66% AI deal score
$844
$799
Save $45
From ORD
Elite
Aug 03
Sarasota, United States
65% AI deal score
$3,959
$3,952
Save $7
From ORD
Elite
Aug 14
Sarasota, United States
65% AI deal score
$4,092
$4,072
Save $20
From ORD
Elite
Aug 15
Sarasota, United States
65% AI deal score
$1,250
$1,240
Save $10
From ORD
Elite
Aug 13
Sarasota, United States
65% AI deal score
$1,249
$1,248
Save $1
From ORD
Elite
Jul 20
Sarasota, United States
65% AI deal score
$775
From ORD
Elite
Jul 23
Sarasota, United States
65% AI deal score
$775
From ORD
Elite
Jul 15
Sarasota, United States
65% AI deal score
$782
From ORD
Elite
Nov 05
Sarasota, United States
65% AI deal score
$800
From ORD
Elite
Aug 28
Sarasota, United States
65% AI deal score
$866
$857
Save $9
From ORD
Elite
Aug 21
Sarasota, United States
65% AI deal score
$866
$857
Save $9
From ORD
Elite
Oct 02
Sarasota, United States
65% AI deal score
$885
From ORD
Elite
Oct 04
Sarasota, United States
65% AI deal score
$885
From ORD
Elite
Aug 04
Sarasota, United States
65% AI deal score
$885
From ORD
Elite
Aug 03
Sarasota, United States
65% AI deal score
$885
From ORD
Elite
Jun 25
Sarasota, United States
65% AI deal score
$890
From ORD
Elite
Oct 07
Sarasota, United States
50% AI deal score
$932
From ORD
Elite
Oct 14
Sarasota, United States
50% AI deal score
$932
From ORD
Elite
Jul 23
Sarasota, United States
50% AI deal score
$775
From ORD
Elite
Jul 14
Sarasota, United States
50% AI deal score
$782
From ORD
Elite
Jul 15
Sarasota, United States
50% AI deal score
$782
From ORD
Elite
Jul 15
Sarasota, United States
50% AI deal score
$782
From ORD
Elite
Jul 28
Sarasota, United States
50% AI deal score
$782
From ORD
Elite
Jul 15
Sarasota, United States
50% AI deal score
$782
From ORD
Elite
Jul 22
Sarasota, United States
50% AI deal score
$800
From ORD
Elite
Jul 11
Sarasota, United States
50% AI deal score
$800
From ORD
Elite
Jul 12
Sarasota, United States
50% AI deal score
$800
From ORD
Elite
Jul 13
Sarasota, United States
50% AI deal score
$800
From ORD
Elite
Jul 13
Sarasota, United States
50% AI deal score
$800
From ORD
Elite
Jul 14
Sarasota, United States
50% AI deal score
$807
From ORD
Elite
Jul 09
Sarasota, United States
50% AI deal score
$825